Brianpconnor.com Search Results

$3,400,000

If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

4 Beds ⋅ 3 Baths ⋅ 409325 MLS ⋅ Fee Simple Tenure

If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

61 Kee Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$3,333,000

Set on 2 acres of lush, tropical grounds, this is a gorgeous private, ocean view Haiku estate that offers a rare combination of space, flexibility, and luxury. The main home has warm wood finishes, exposed beam ceilings, and an open layout that brings in natural light all around. The craftsmanship throughout is immediately felt—from the solid wood flooring underfoot to the custom details that give the home both substance and warmth. In addition to the main residence, there are four well-integrated living spaces, including an attached 2/1 and 3/1, as well as a detached ohana and a separate studio space. Whether for extended family, guests, or simply creating a more expansive way of living, the layout allows for a level of versatility that’s increasingly hard to find. The resort-style pool area captures ocean views and is designed for relaxation and entertaining. Entry to the home is marked by a serene garden setting, complete with a koi pond, water features, and a footbridge that sets a calm, intentional tone as you arrive. This property balances multiple living spaces while still feeling like a single, cohesive estate. It’s well-suited for those looking for a private retreat, a multi-generational setup, or a Maui home that offers more than just one way to live. Located with easy access to the North Shore and Paia, this is a property that offers both privacy and convenience in equal measure.

7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure

Set on 2 acres of lush, tropical grounds, this is a gorgeous private, ocean view Haiku estate that offers a rare combination of space, flexibility, and luxury. The main home has warm wood finishes, exposed beam ceilings, and an open layout that brings in natural light all around. The craftsmanship throughout is immediately felt—from the solid wood flooring underfoot to the custom details that give the home both substance and warmth. In addition to the main residence, there are four well-integrated living spaces, including an attached 2/1 and 3/1, as well as a detached ohana and a separate studio space. Whether for extended family, guests, or simply creating a more expansive way of living, the layout allows for a level of versatility that’s increasingly hard to find. The resort-style pool area captures ocean views and is designed for relaxation and entertaining. Entry to the home is marked by a serene garden setting, complete with a koi pond, water features, and a footbridge that sets a calm, intentional tone as you arrive. This property balances multiple living spaces while still feeling like a single, cohesive estate. It’s well-suited for those looking for a private retreat, a multi-generational setup, or a Maui home that offers more than just one way to live. Located with easy access to the North Shore and Paia, this is a property that offers both privacy and convenience in equal measure.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$3,299,000

Perched high on the exclusive slopes of west Maui in the area of Launiupoko, this property has over 43 acres of privacy and beauty. A one-of-a-kind estate that sits on pristine West Maui land at the top of a hill which offers breathtaking panoramic ocean views, beautiful travertine stone tile and a private in-ground swimming pool. This custom retreat is perfect for a buyer seeking a legacy property or a private, peaceful, tropical sanctuary. Unobstructed, over 250-degree views of the Pacific Ocean, neighboring islands and vibrant Maui sunsets from your elevated vantage point. The main house boasts granite counters in kitchen, along with stainless steel appliances. The open floorplan overlooks the view and a sparkling pool accessed thru disappearing glass doors, bringing the outside in. With additional bedroom and bathroom semi-attached via roof, this makes it excellent for entertaining guests or multi-generational living. A detached two car garage also has living space for guests. Perfect for a family compound. Must see to truly appreciate the beauty, serenity and tropical splendor of this property. This is the one you've been waiting for. This is a condominiumized parcel (CPR).

1 Beds ⋅ 2 Baths ⋅ 409858 MLS ⋅ Fee Simple Tenure

Perched high on the exclusive slopes of west Maui in the area of Launiupoko, this property has over 43 acres of privacy and beauty. A one-of-a-kind estate that sits on pristine West Maui land at the top of a hill which offers breathtaking panoramic ocean views, beautiful travertine stone tile and a private in-ground swimming pool. This custom retreat is perfect for a buyer seeking a legacy property or a private, peaceful, tropical sanctuary. Unobstructed, over 250-degree views of the Pacific Ocean, neighboring islands and vibrant Maui sunsets from your elevated vantage point. The main house boasts granite counters in kitchen, along with stainless steel appliances. The open floorplan overlooks the view and a sparkling pool accessed thru disappearing glass doors, bringing the outside in. With additional bedroom and bathroom semi-attached via roof, this makes it excellent for entertaining guests or multi-generational living. A detached two car garage also has living space for guests. Perfect for a family compound. Must see to truly appreciate the beauty, serenity and tropical splendor of this property. This is the one you've been waiting for. This is a condominiumized parcel (CPR).

390 Punakea Loop Unit A, Lahaina

Listing courtesy of Maui No Ka Oi Properties.

$3,275,000

North Shore paradise. Brand New Construction 5 bdr/ 5 bath with sweeping Ocean Views. Desirable neighborhood in Haiku. Two story home with a dramatic 2 story entryway with luxurious floating stairway and modern chandelier. 10 foot ceilings on first and second floor. Gourmet kitchen with Thermador appliances and quartz counters. Beautiful modern cabinetry. Walk in pantry with bonus freezer. Oak engineered hardwood throughout. Indoor outdoor living at its best with 16 foot sliding pocket door. Outdoor BBQ area. One bedroom or office downstairs with a full bath ensuite. Upstairs enjoy a large laundry room, jack n jill bedrooms with adjoining bathroom and a breathtaking primary suite with double door entry, lanai access, breathtaking views, expansive closet, large shower, separate soaking tub, and toilet room. The 5th bedroom upstairs with ensuite bathroom and separate entryway could be a flex space for a MIL suite, office, or rental opportunity. Smart home, SONOS 10 zone speaker system and security cameras. Split AC throughout. Gated driveway. Two car garage. Unit A of a new developer offering 2 unit CPR. Total land for the TMK 1.308 acres. Unit A is 0.643 acres. 10 minutes to Hookipa Beach Park and restaurants at Haiku Cannery. 15 minutes to shopping and restaurants in Paia. Listor is owner. No HOA.

5 Beds ⋅ 5 Baths ⋅ 408964 MLS ⋅ Fee Simple Tenure

North Shore paradise. Brand New Construction 5 bdr/ 5 bath with sweeping Ocean Views. Desirable neighborhood in Haiku. Two story home with a dramatic 2 story entryway with luxurious floating stairway and modern chandelier. 10 foot ceilings on first and second floor. Gourmet kitchen with Thermador appliances and quartz counters. Beautiful modern cabinetry. Walk in pantry with bonus freezer. Oak engineered hardwood throughout. Indoor outdoor living at its best with 16 foot sliding pocket door. Outdoor BBQ area. One bedroom or office downstairs with a full bath ensuite. Upstairs enjoy a large laundry room, jack n jill bedrooms with adjoining bathroom and a breathtaking primary suite with double door entry, lanai access, breathtaking views, expansive closet, large shower, separate soaking tub, and toilet room. The 5th bedroom upstairs with ensuite bathroom and separate entryway could be a flex space for a MIL suite, office, or rental opportunity. Smart home, SONOS 10 zone speaker system and security cameras. Split AC throughout. Gated driveway. Two car garage. Unit A of a new developer offering 2 unit CPR. Total land for the TMK 1.308 acres. Unit A is 0.643 acres. 10 minutes to Hookipa Beach Park and restaurants at Haiku Cannery. 15 minutes to shopping and restaurants in Paia. Listor is owner. No HOA.

111 Mehana Rd Unit Unit A, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$3,275,000

Imagine country roads guiding you to your 15+ acre off-grid retreat on Maui. Room to roam, farm, raise animals, or simply gaze at the stars under wide-open skies. This is a place where life slows down and creativity takes root. Known as The ART Farm at Awalau, the property has long been a haven for artists, filled with craftsmanship, imagination, and architectural freedom. Four distinct sleep arrangements provide privacy for family and friends while still sharing in the beauty of the land. Rolling hills, sweeping views, and expansive ocean vistas create a landscape that uplifts spirits and inspires artistry. Here, a sustainable lifestyle is more than possible - it's effortless. Ride horses across the pastures, tend gardens, or raise animals with ease. Whether you're seeking a family home, a creative sanctuary, or an off-grid lifestyle immersed in nature, this property offers the rare combination of independence, community, and natural beauty. The ART Farm isn't just a home - it's a way of life.

1 Beds ⋅ 1 Baths ⋅ 407076 MLS ⋅ Fee Simple Tenure

Imagine country roads guiding you to your 15+ acre off-grid retreat on Maui. Room to roam, farm, raise animals, or simply gaze at the stars under wide-open skies. This is a place where life slows down and creativity takes root. Known as The ART Farm at Awalau, the property has long been a haven for artists, filled with craftsmanship, imagination, and architectural freedom. Four distinct sleep arrangements provide privacy for family and friends while still sharing in the beauty of the land. Rolling hills, sweeping views, and expansive ocean vistas create a landscape that uplifts spirits and inspires artistry. Here, a sustainable lifestyle is more than possible - it's effortless. Ride horses across the pastures, tend gardens, or raise animals with ease. Whether you're seeking a family home, a creative sanctuary, or an off-grid lifestyle immersed in nature, this property offers the rare combination of independence, community, and natural beauty. The ART Farm isn't just a home - it's a way of life.

796 Awalau Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$3,250,000

It’s time for you to own your escape. Maui's North Shore is calling. Wake to the sound of the warm trade winds gently swaying the trees. Stroll in your expansive yard picking fresh fruit to complement your morning smoothie. Sit with your favorite book in your treehouse perched over a lush forest, dappled with sunshine. Catch a rainbow and end your day soaking in your outdoor bath, watching the sun set. Your idyllic Maui escape is ready: 965 Hog Back Road. At the end of a country road, tucked behind a majestic Royal Poinciana tree, sits a true North Shore treasure. Originally designed by renowned Maui architect Harry Rice and now reborn as a mid-century modern retreat, the home is elegantly enveloped by more than four acres of lush, private gardens. Light-filled living spaces open to expansive lanais and a spa-like outdoor bath featuring a 72” concrete soaking tub and custom shower. The gourmet kitchen boasts a 48” Hestan gas range, paneled Hestan refrigerator, European-style cabinetry, and a dedicated pantry/prep area. The 3,100 sq. ft. home features 3 spacious bedrooms, each with a luxurious ensuite bath, plus a separate upgraded cottage ideal for guests. A custom eucalyptus spiral staircase and handcrafted details throughout accentuate the classic Maui roots. Mature fruit trees, peaceful walking paths, and a treehouse overlooking the forested gulch create a private, retreat-like setting. All the home's amenities and features, accompanied with North Shore conveniences, make this a truly unique architectural treasure. This is an A unit of a CPR.

3 Beds ⋅ 4 Baths ⋅ 408112 MLS ⋅ Fee Simple Tenure

It’s time for you to own your escape. Maui's North Shore is calling. Wake to the sound of the warm trade winds gently swaying the trees. Stroll in your expansive yard picking fresh fruit to complement your morning smoothie. Sit with your favorite book in your treehouse perched over a lush forest, dappled with sunshine. Catch a rainbow and end your day soaking in your outdoor bath, watching the sun set. Your idyllic Maui escape is ready: 965 Hog Back Road. At the end of a country road, tucked behind a majestic Royal Poinciana tree, sits a true North Shore treasure. Originally designed by renowned Maui architect Harry Rice and now reborn as a mid-century modern retreat, the home is elegantly enveloped by more than four acres of lush, private gardens. Light-filled living spaces open to expansive lanais and a spa-like outdoor bath featuring a 72” concrete soaking tub and custom shower. The gourmet kitchen boasts a 48” Hestan gas range, paneled Hestan refrigerator, European-style cabinetry, and a dedicated pantry/prep area. The 3,100 sq. ft. home features 3 spacious bedrooms, each with a luxurious ensuite bath, plus a separate upgraded cottage ideal for guests. A custom eucalyptus spiral staircase and handcrafted details throughout accentuate the classic Maui roots. Mature fruit trees, peaceful walking paths, and a treehouse overlooking the forested gulch create a private, retreat-like setting. All the home's amenities and features, accompanied with North Shore conveniences, make this a truly unique architectural treasure. This is an A unit of a CPR.

965 Hog Back Rd, Haiku

Listing courtesy of Hawaii Life (W).

$3,249,000

Upon entrance you are immediately greeted by the dramatic ocean views from this charming beach home. Located behind private gates within the exclusive residential community of Maluna Kai Estates. This 4BR/5BA/1 FLEX ROOM features a first-floor primary suite with a large walk-in closet and en-suite bathroom plus a private ocean view deck. Leave your doors open to enjoy ocean breezes and be lulled to sleep by the sound of ocean waves crashing in the Bay below. The kitchen and great room feature vaulted ceilings, and an open and airy floor plan that is perfect for entertaining or everyday living. Primarily used as a second home by the current owners, this estate has been meticulously cared for, maintained, and upgraded over the years. Maluna Kai Estates is a residential condominium community consisting of 10 free-standing estates. It offers a pool and gathering area with a built-in BBQ, cabana, and entertaining space, and is within walking distance of the coastline beaches of Napili Bay and Keoni Nui Bay, Napili Plaza, Maui Preparatory Academy, and the world-renowned resort communities of Kapalua and Kaanapali.

4 Beds ⋅ 5 Baths ⋅ 405155 MLS ⋅ Fee Simple Tenure

Upon entrance you are immediately greeted by the dramatic ocean views from this charming beach home. Located behind private gates within the exclusive residential community of Maluna Kai Estates. This 4BR/5BA/1 FLEX ROOM features a first-floor primary suite with a large walk-in closet and en-suite bathroom plus a private ocean view deck. Leave your doors open to enjoy ocean breezes and be lulled to sleep by the sound of ocean waves crashing in the Bay below. The kitchen and great room feature vaulted ceilings, and an open and airy floor plan that is perfect for entertaining or everyday living. Primarily used as a second home by the current owners, this estate has been meticulously cared for, maintained, and upgraded over the years. Maluna Kai Estates is a residential condominium community consisting of 10 free-standing estates. It offers a pool and gathering area with a built-in BBQ, cabana, and entertaining space, and is within walking distance of the coastline beaches of Napili Bay and Keoni Nui Bay, Napili Plaza, Maui Preparatory Academy, and the world-renowned resort communities of Kapalua and Kaanapali.

5045 Lower Honoapiilani Rd Unit 9, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,200,000

NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms and 4 bathrooms, there's ample space for guests and a home office. The flexible layout includes the possibility of a split unit downstairs, which could be accessible via an interior staircase or a separate outside entrance, perfect for multi-generational living, guest quarters, or long-term rental potential. Included, we are offering Unit A (TMK 2-2-1-018-085-0001) and Unit C (TMK 2-2-1-018-085-0003) for added value. Unit A an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land. The current zoning for unit C (6,000+ sq ft) allows an 840 sq ft ADU on the back side of the main house, offering a great opportunity to add value to this beautiful property (see attached preliminary site plans). Don't miss your chance to own this exceptional property that combines luxury, versatility, and spectacular views! This beautiful home is perched at the top of the prestigious Maui Meadows neighborhood, just minutes from the beach, world-class restaurants, golf courses, and everything that South Maui has to offer. This is a Residential CPR.

5 Beds ⋅ 4 Baths ⋅ 410070 MLS ⋅ Fee Simple Tenure

NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms and 4 bathrooms, there's ample space for guests and a home office. The flexible layout includes the possibility of a split unit downstairs, which could be accessible via an interior staircase or a separate outside entrance, perfect for multi-generational living, guest quarters, or long-term rental potential. Included, we are offering Unit A (TMK 2-2-1-018-085-0001) and Unit C (TMK 2-2-1-018-085-0003) for added value. Unit A an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land. The current zoning for unit C (6,000+ sq ft) allows an 840 sq ft ADU on the back side of the main house, offering a great opportunity to add value to this beautiful property (see attached preliminary site plans). Don't miss your chance to own this exceptional property that combines luxury, versatility, and spectacular views! This beautiful home is perched at the top of the prestigious Maui Meadows neighborhood, just minutes from the beach, world-class restaurants, golf courses, and everything that South Maui has to offer. This is a Residential CPR.

3435 Hookipa Pl Unit A - B - C, Kihei

Listing courtesy of Equity One Real Estate Inc (M).

$3,200,000

Welcome to 50 Eono Place where refined design meets the tranquility of Upcountry living. This newly renovated 5 bedroom, 3 bath Haiku estate offers a rare blend of modern luxury, effortless comfort, and serene island living, complemented by flexible living space to suit a variety of lifestyles. Featuring top of the line finishes, architectural enhancements throughout, and thoughtfully integrated smart home technology, you can control lighting, security cameras, media, window coverings, and entry access from your phone. A 50-panel photovoltaic system adds efficiency while helping keep energy costs low. Nestled in a peaceful, private setting, this property invites you to slow down and take in the beauty of Maui. Evenings are magical, with clear star-filled skies and vibrant sunset hues enjoyed from your jacuzzi. The expansive grounds offer endless possibilities for entertaining, creating your own outdoor oasis, or simply enjoying space for pets to roam. A nearly year-round running stream flows through the land, offering a rare chance to explore and connect with nature right in your backyard. This is more than a home, it’s a lifestyle defined by serenity, space, and elevated island living. Both owners hold inactive Hawaii real estate licenses. Video coming soon!

5 Beds ⋅ 3 Baths ⋅ 409570 MLS ⋅ Fee Simple Tenure

Welcome to 50 Eono Place where refined design meets the tranquility of Upcountry living. This newly renovated 5 bedroom, 3 bath Haiku estate offers a rare blend of modern luxury, effortless comfort, and serene island living, complemented by flexible living space to suit a variety of lifestyles. Featuring top of the line finishes, architectural enhancements throughout, and thoughtfully integrated smart home technology, you can control lighting, security cameras, media, window coverings, and entry access from your phone. A 50-panel photovoltaic system adds efficiency while helping keep energy costs low. Nestled in a peaceful, private setting, this property invites you to slow down and take in the beauty of Maui. Evenings are magical, with clear star-filled skies and vibrant sunset hues enjoyed from your jacuzzi. The expansive grounds offer endless possibilities for entertaining, creating your own outdoor oasis, or simply enjoying space for pets to roam. A nearly year-round running stream flows through the land, offering a rare chance to explore and connect with nature right in your backyard. This is more than a home, it’s a lifestyle defined by serenity, space, and elevated island living. Both owners hold inactive Hawaii real estate licenses. Video coming soon!

50 Eono Pl, Haiku

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,200,000

Also listed as Condo MLS#408904. Pass through your own private gate within the coveted Alaeloa oceanfront community and embrace the old Hawaiiana charm in the "Pebble Beach of the Pacific". Residence 9 offers an exceptional blend of privacy, scale, and classic island character just moments from the shoreline. This expansive four-bedroom, four-bath detached condominium lives like a single-family home and spans approximately 4,000 square feet of interior space, designed to bring the outdoors in. Uniquely situated, this residence is the only home in Alaeloa with its own direct access to the community's oceanfront cove and heated saltwater pool area-placing turquoise seas and abundant water sport opportunities just a short stroll from your door. Upper and lower-level lanais capture ocean views and gentle trade winds, the ideal setting for entertaining, dining, or simply unwinding in the unforgettable tropical setting. Inside, the flexible floor plan comfortably accommodates large gatherings (up to 16) or extended stays. The spacious primary suite features a private en-suite bath, while additional bedroom suites offer guest privacy and convenience. A bonus flex room allows for additional sleeping quarters, office, or media space depending on lifestyle needs. The home's lush surroundings showcase mature tropical landscaping, flowering plants, and natural privacy screening, reinforcing the tranquil atmosphere that defines Alaeloa. Residents benefit from on-site management and full-time grounds maintenance, ensuring the community remains meticulously maintained year-round. Located minutes from world-class destinations including The Kapalua and Kaanapali Resorts, this residence combines serene seclusion with convenient access to dining, golf, and recreation. With Alaeloa allowing one vacation rental per month, you can offset your expenses when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential CPR.

4 Beds ⋅ 4 Baths ⋅ 408905 MLS ⋅ Leasehold Tenure

Also listed as Condo MLS#408904. Pass through your own private gate within the coveted Alaeloa oceanfront community and embrace the old Hawaiiana charm in the "Pebble Beach of the Pacific". Residence 9 offers an exceptional blend of privacy, scale, and classic island character just moments from the shoreline. This expansive four-bedroom, four-bath detached condominium lives like a single-family home and spans approximately 4,000 square feet of interior space, designed to bring the outdoors in. Uniquely situated, this residence is the only home in Alaeloa with its own direct access to the community's oceanfront cove and heated saltwater pool area-placing turquoise seas and abundant water sport opportunities just a short stroll from your door. Upper and lower-level lanais capture ocean views and gentle trade winds, the ideal setting for entertaining, dining, or simply unwinding in the unforgettable tropical setting. Inside, the flexible floor plan comfortably accommodates large gatherings (up to 16) or extended stays. The spacious primary suite features a private en-suite bath, while additional bedroom suites offer guest privacy and convenience. A bonus flex room allows for additional sleeping quarters, office, or media space depending on lifestyle needs. The home's lush surroundings showcase mature tropical landscaping, flowering plants, and natural privacy screening, reinforcing the tranquil atmosphere that defines Alaeloa. Residents benefit from on-site management and full-time grounds maintenance, ensuring the community remains meticulously maintained year-round. Located minutes from world-class destinations including The Kapalua and Kaanapali Resorts, this residence combines serene seclusion with convenient access to dining, golf, and recreation. With Alaeloa allowing one vacation rental per month, you can offset your expenses when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential CPR.

20 Hui I Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$3,150,000

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,000,000

This is also Listed as a Condo MLS 407638. **This is a CPR Residential Condo property** A Home That Defines “Custom” First time offered, this Hokulani Golf Villas residence is custom in every sense of the word — designed and built as the owner’s forever home, with no expense spared. From the moment you enter, you’re greeted by a bright, white, and contemporary aesthetic — a clean palette that reflects light and amplifies the home’s open concept design. An abundance of built-in cabinetry provides both function and elegance, complementing the expansive great room that flows seamlessly from kitchen to living to lanai. The home features two master suites and a third ensuite bedroom, providing flexibility for guests or multigenerational living. Every detail has been considered — from the layout to the materials to the feeling of effortless space. A 58-panel photovoltaic system powers the home, a reflection of the thoughtful investment in both sustainability and efficiency. Set gracefully along the par-5 fairway of the Maui Nui Golf Course, this home enjoys a backdrop of lush green views and the serenity unique to the Hokulani Golf Villas community. Seeing is believing — this is a rare opportunity to own one of Hokulani’s most refined, privately crafted homes.

3 Beds ⋅ 4 Baths ⋅ 407659 MLS ⋅ Fee Simple Tenure

This is also Listed as a Condo MLS 407638. **This is a CPR Residential Condo property** A Home That Defines “Custom” First time offered, this Hokulani Golf Villas residence is custom in every sense of the word — designed and built as the owner’s forever home, with no expense spared. From the moment you enter, you’re greeted by a bright, white, and contemporary aesthetic — a clean palette that reflects light and amplifies the home’s open concept design. An abundance of built-in cabinetry provides both function and elegance, complementing the expansive great room that flows seamlessly from kitchen to living to lanai. The home features two master suites and a third ensuite bedroom, providing flexibility for guests or multigenerational living. Every detail has been considered — from the layout to the materials to the feeling of effortless space. A 58-panel photovoltaic system powers the home, a reflection of the thoughtful investment in both sustainability and efficiency. Set gracefully along the par-5 fairway of the Maui Nui Golf Course, this home enjoys a backdrop of lush green views and the serenity unique to the Hokulani Golf Villas community. Seeing is believing — this is a rare opportunity to own one of Hokulani’s most refined, privately crafted homes.

2399 Umeke Cir Unit 68, Kihei

Listing courtesy of Hawaii Life (W).

$2,999,000

Welcome to 30 Paia Pohaku Street — a rare Maui lifestyle property nestled on nearly an acre in the highly sought-after Launiupoko neighborhood of Lahaina. Combining panoramic ocean views, equestrian living, small farm charm, and close proximity to world-class surf, this property embodies the very best of West Maui living. Just one mile from great surfing and minutes from Lahaina Town, this private island retreat offers the perfect balance of convenience, space, and tranquility. Set against breathtaking ocean and outer island views, the home is designed to embrace indoor-outdoor living with expansive lanais, open gathering spaces, and stunning sunset views. The two structures total 2,956 sq. ft. under roof which includes a spacious two-car garage with impressive 10-foot ceilings. Above the garage, an additional flexible space offers exciting potential as a yoga studio, fitness loft, creative workspace, or peaceful retreat space. The home also benefits from net metering, an owned solar system, and Tesla battery storage, providing energy efficiency and peace of mind. The home is on a CPR unit B that consists of 0.986 acres For those seeking a true Maui homestead experience, the property is an established equestrian and small farm oasis complete with horses, chickens, and mature tropical fruit trees throughout the grounds. Enjoy harvesting from your own avocado, mango, jackfruit, lemon, tangerine, coconut, finger lime, pomagranate, mangosteins, bananas, blood oranges, grapefruit, kumquat, and calamansi lime trees while embracing the relaxed rhythm of island farm life. Adding even more long-term value and flexibility, Maui County currently allows the potential to enlarge your home up to 1,500 square feet on agriculturally zoned properties, offering exciting possibilities for future expansion, guest accommodations, extended family living, creative studio space, or additional lifestyle amenities, subject to County rules, permitting, and buyer verification. Plans have been drawn up for expansion, available with showing. Located within Launiupoko — one of West Maui’s most desirable agricultural communities — this property offers privacy, open space, and a connection to nature while remaining close to beaches, restaurants, shopping, and outdoor adventure. Whether you envision morning surf sessions, afternoons tending the orchard, horseback rides at sunset, or peaceful evenings overlooking the Pacific, 30 Paia Pohaku Street offers an extraordinary opportunity to experience Maui living at its finest. Seller is listing agent.

2 Beds ⋅ 3 Baths ⋅ 409907 MLS ⋅ Fee Simple Tenure

Welcome to 30 Paia Pohaku Street — a rare Maui lifestyle property nestled on nearly an acre in the highly sought-after Launiupoko neighborhood of Lahaina. Combining panoramic ocean views, equestrian living, small farm charm, and close proximity to world-class surf, this property embodies the very best of West Maui living. Just one mile from great surfing and minutes from Lahaina Town, this private island retreat offers the perfect balance of convenience, space, and tranquility. Set against breathtaking ocean and outer island views, the home is designed to embrace indoor-outdoor living with expansive lanais, open gathering spaces, and stunning sunset views. The two structures total 2,956 sq. ft. under roof which includes a spacious two-car garage with impressive 10-foot ceilings. Above the garage, an additional flexible space offers exciting potential as a yoga studio, fitness loft, creative workspace, or peaceful retreat space. The home also benefits from net metering, an owned solar system, and Tesla battery storage, providing energy efficiency and peace of mind. The home is on a CPR unit B that consists of 0.986 acres For those seeking a true Maui homestead experience, the property is an established equestrian and small farm oasis complete with horses, chickens, and mature tropical fruit trees throughout the grounds. Enjoy harvesting from your own avocado, mango, jackfruit, lemon, tangerine, coconut, finger lime, pomagranate, mangosteins, bananas, blood oranges, grapefruit, kumquat, and calamansi lime trees while embracing the relaxed rhythm of island farm life. Adding even more long-term value and flexibility, Maui County currently allows the potential to enlarge your home up to 1,500 square feet on agriculturally zoned properties, offering exciting possibilities for future expansion, guest accommodations, extended family living, creative studio space, or additional lifestyle amenities, subject to County rules, permitting, and buyer verification. Plans have been drawn up for expansion, available with showing. Located within Launiupoko — one of West Maui’s most desirable agricultural communities — this property offers privacy, open space, and a connection to nature while remaining close to beaches, restaurants, shopping, and outdoor adventure. Whether you envision morning surf sessions, afternoons tending the orchard, horseback rides at sunset, or peaceful evenings overlooking the Pacific, 30 Paia Pohaku Street offers an extraordinary opportunity to experience Maui living at its finest. Seller is listing agent.

30 Paia Pohaku St, Lahaina

Listing courtesy of Westminster Realty Inc.

$2,995,000

Set on over five private acres in one of Haiku’s most peaceful pockets, this exceptional cedar residence offers a rare blend of craftsmanship and true custom design. The 3-bedroom, 2-bath main home spans approximately 2,430 sq ft and is defined by soaring ceilings, rich natural materials, and an immediate sense of quality. The heart of the home is the chef’s kitchen, dining area, and inviting sitting space, opening to a screened-in lanai overlooking the property. The kitchen features an oversized Wolf range, warming drawers, wine refrigerator, reverse-osmosis water at the bar sink, and thoughtfully designed appliance garages. A great room provides a more formal setting with 20+ ft ceilings. Custom cabinetry and built-ins throughout reflect the work of a master woodworker, including special details such as a custom vanity base crafted from 1830s dining table legs. Privacy is exceptional, with a tall, mature areca palm hedge lining the perimeter. Additional structures include a 2,500 sq ft steel workshop with half bath and separate electric meter, a detached garage used as a 1-bed/1-bath residence, a second detached two-car garage with studio and loft, and a detached office. The established grounds feature a concrete driveway to all structures, fenced garden, fire pit, barn with tack room and chicken coop, and mature fruit trees. An exceptional Haiku offering—properties of this caliber and privacy rarely come to market. Private showings now available.

3 Beds ⋅ 2 Baths ⋅ 408713 MLS ⋅ Fee Simple Tenure

Set on over five private acres in one of Haiku’s most peaceful pockets, this exceptional cedar residence offers a rare blend of craftsmanship and true custom design. The 3-bedroom, 2-bath main home spans approximately 2,430 sq ft and is defined by soaring ceilings, rich natural materials, and an immediate sense of quality. The heart of the home is the chef’s kitchen, dining area, and inviting sitting space, opening to a screened-in lanai overlooking the property. The kitchen features an oversized Wolf range, warming drawers, wine refrigerator, reverse-osmosis water at the bar sink, and thoughtfully designed appliance garages. A great room provides a more formal setting with 20+ ft ceilings. Custom cabinetry and built-ins throughout reflect the work of a master woodworker, including special details such as a custom vanity base crafted from 1830s dining table legs. Privacy is exceptional, with a tall, mature areca palm hedge lining the perimeter. Additional structures include a 2,500 sq ft steel workshop with half bath and separate electric meter, a detached garage used as a 1-bed/1-bath residence, a second detached two-car garage with studio and loft, and a detached office. The established grounds feature a concrete driveway to all structures, fenced garden, fire pit, barn with tack room and chicken coop, and mature fruit trees. An exceptional Haiku offering—properties of this caliber and privacy rarely come to market. Private showings now available.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.

$2,995,000

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The expansive lanai and mature landscaping are ideal for relaxing, dining, and entertaining guests. Inside, the open floor plan effortlessly connects a warm living room to the dining room, kitchen, and family room. All of these main living areas open directly onto the lanai and pool, enhancing the indoor/outdoor flow. The lower level includes a bedroom and a full bath, offering convenience and flexibility. Upstairs, you'll find the primary suite with its own lanai and ocean views, two additional guest bedrooms, another full bath, a laundry room, and a versatile office/loft space. Extensive renovations have been done on the pool, AC system, floors, bathrooms, paint, landscaping, etc. This comfortable island residence truly is the perfect place to call home.

4 Beds ⋅ 3 Baths ⋅ 407000 MLS ⋅ Fee Simple Tenure

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The expansive lanai and mature landscaping are ideal for relaxing, dining, and entertaining guests. Inside, the open floor plan effortlessly connects a warm living room to the dining room, kitchen, and family room. All of these main living areas open directly onto the lanai and pool, enhancing the indoor/outdoor flow. The lower level includes a bedroom and a full bath, offering convenience and flexibility. Upstairs, you'll find the primary suite with its own lanai and ocean views, two additional guest bedrooms, another full bath, a laundry room, and a versatile office/loft space. Extensive renovations have been done on the pool, AC system, floors, bathrooms, paint, landscaping, etc. This comfortable island residence truly is the perfect place to call home.

210 E Panana Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,900,000

Also listed as Multi-Dwelling Res - MLS# 408644 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

6 Beds ⋅ 3 Baths ⋅ 408817 MLS ⋅ Fee Simple Tenure

Also listed as Multi-Dwelling Res - MLS# 408644 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$2,900,000

The road up to 21 Hulumanu Place winds along a dramatic cliffside. Not everyone will follow it to the top. That's what makes this place yours. By the time the gates swing open, the town below has already disappeared. This is Maluhia Country Ranches, and maluhia means peace and tranquility for a reason. As you step inside the main home, light pours through soaring ceilings and the views open in every direction. Ocean on one side, mountains on the other. The lanai pulls you outside immediately. You'll find yourself lingering long after dinner, watching the light change over the water until the stars take over. It's that kind of place. The layout was designed for the way people want to live. The main house has three bedrooms, three baths, a lofted bonus space, and a kitchen for people who love to cook and gather. An attached studio is perfect for an au pair, a creative space, or the in-laws who want to be close but not that close. Down the path, a detached two-bedroom cottage sits with its own jaw-dropping views, ready for visiting friends, a long-term guest, or rental income when no one's coming to stay. At over 2.6 acres and agriculturally zoned, the land is yours to dream on. A barn. Room for horses. A garden. Or just wide open space under the Hawaiian sky. When you need town, you're twenty minutes away. You just won't want to leave. This is the kind of place most people never find. Once you do, you'll understand why.

6 Beds ⋅ 5 Baths ⋅ 406466 MLS ⋅ Fee Simple Tenure

The road up to 21 Hulumanu Place winds along a dramatic cliffside. Not everyone will follow it to the top. That's what makes this place yours. By the time the gates swing open, the town below has already disappeared. This is Maluhia Country Ranches, and maluhia means peace and tranquility for a reason. As you step inside the main home, light pours through soaring ceilings and the views open in every direction. Ocean on one side, mountains on the other. The lanai pulls you outside immediately. You'll find yourself lingering long after dinner, watching the light change over the water until the stars take over. It's that kind of place. The layout was designed for the way people want to live. The main house has three bedrooms, three baths, a lofted bonus space, and a kitchen for people who love to cook and gather. An attached studio is perfect for an au pair, a creative space, or the in-laws who want to be close but not that close. Down the path, a detached two-bedroom cottage sits with its own jaw-dropping views, ready for visiting friends, a long-term guest, or rental income when no one's coming to stay. At over 2.6 acres and agriculturally zoned, the land is yours to dream on. A barn. Room for horses. A garden. Or just wide open space under the Hawaiian sky. When you need town, you're twenty minutes away. You just won't want to leave. This is the kind of place most people never find. Once you do, you'll understand why.

21 Hulumanu Pl, Wailuku

Listing courtesy of Compass-W.

$2,895,000

Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai's most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai's West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker's quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Beyond the property, Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, stargazing, and wide-open natural beauty. From morning walks on the sand to sunset gatherings by the ocean, Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

6 Beds ⋅ 6 Baths ⋅ 410172 MLS ⋅ Fee Simple Tenure

Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai's most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai's West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker's quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Beyond the property, Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, stargazing, and wide-open natural beauty. From morning walks on the sand to sunset gatherings by the ocean, Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2944 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,880,000

Exceptional Ocean Vistas amidst your tropical paradise estate on Maui's famed North Shore. Affectionately coined, "Hale O Peahi" this expansive custom crafted estate offers unlimited potential on a seamless level on an open facing lanai that flows out to the like-new saline pool and spa. Nestled in the highly desirable and exclusive Peahi Hui Land Subdivision on Maui's breathtaking North Shore. This expansive single-family residence offers a tranquil, elevated retreat on a generous 2-acre estate blessed with stunning ocean and mountain views from this exceptional gated estate.Hale O Peahi offers sophisticated single-level living with exceptional privacy and views. Boasting 3,576 sq ft of living space, the home features 4 bedrooms, 2.5 baths, and “pod” style architecture interconnected by covered breezeways and an expansive covered 1576 sq ft lanai. The center pod includes the open-concept gourmet kitchen, dining, and living areas — all flowing seamlessly to the outside lanai. Plus a versatile room ideal for an office, gym, theater room, or guest suite. The master suite is elegantly tucked into its own wing, offering sweeping ocean and mountain views The luxurious spa-style bathroom has a vibroacoustic therapy deep soaking spa tub, and just outside is a luxurious tropical shower. The bathroom is a generous open area featuring a large walk in closet, perfectly situated near the laundry room. The guest wing features two generous guest suites, each with expansive walk-in closets, and a well-appointed spacious bathroom. The guest wing provides comfort and privacy, with open lanai views to the ocean and the pool. Designed for effortless living, the home features 50+ smart lightbulbs and Alexa hubs, giving you full voice-activated control of the lighting in every room. Step outside to your own private oasis, featuring a heated salt-water lap pool with motorized cover, a jetted spa, and a bubbling fountain—perfect for relaxation or entertaining. The fully fenced grounds showcase lush Zoysia lawns, a raised-bed garden, mature tropical fruit trees, and prolific apple bananas, offering the delight of fresh-picked fruit anytime. A quarter-acre of pasture with two charming resident goats, this property captures the essence of country living. Enjoy prime potential for a 1,500 sq. ft. second dwelling, or envision an AG barn with a second story to create expansive, flexible living or storage space. Practical amenities include a workshop/garage, storage space, a grid-tied solar PV system with Tesla battery backup, and a Solar-plus-storage setup for energy efficiency. With its carefully curated finishes, open layout, and thoughtful integration of indoor-outdoor living, this North Shore Maui hideaway captures timeless elegance, modern sustainability, and private island charm. Don't miss these Stunning Triple Blue Views! Drop in and experience your special piece of paradise.

4 Beds ⋅ 3 Baths ⋅ 410015 MLS ⋅ Fee Simple Tenure

Exceptional Ocean Vistas amidst your tropical paradise estate on Maui's famed North Shore. Affectionately coined, "Hale O Peahi" this expansive custom crafted estate offers unlimited potential on a seamless level on an open facing lanai that flows out to the like-new saline pool and spa. Nestled in the highly desirable and exclusive Peahi Hui Land Subdivision on Maui's breathtaking North Shore. This expansive single-family residence offers a tranquil, elevated retreat on a generous 2-acre estate blessed with stunning ocean and mountain views from this exceptional gated estate.Hale O Peahi offers sophisticated single-level living with exceptional privacy and views. Boasting 3,576 sq ft of living space, the home features 4 bedrooms, 2.5 baths, and “pod” style architecture interconnected by covered breezeways and an expansive covered 1576 sq ft lanai. The center pod includes the open-concept gourmet kitchen, dining, and living areas — all flowing seamlessly to the outside lanai. Plus a versatile room ideal for an office, gym, theater room, or guest suite. The master suite is elegantly tucked into its own wing, offering sweeping ocean and mountain views The luxurious spa-style bathroom has a vibroacoustic therapy deep soaking spa tub, and just outside is a luxurious tropical shower. The bathroom is a generous open area featuring a large walk in closet, perfectly situated near the laundry room. The guest wing features two generous guest suites, each with expansive walk-in closets, and a well-appointed spacious bathroom. The guest wing provides comfort and privacy, with open lanai views to the ocean and the pool. Designed for effortless living, the home features 50+ smart lightbulbs and Alexa hubs, giving you full voice-activated control of the lighting in every room. Step outside to your own private oasis, featuring a heated salt-water lap pool with motorized cover, a jetted spa, and a bubbling fountain—perfect for relaxation or entertaining. The fully fenced grounds showcase lush Zoysia lawns, a raised-bed garden, mature tropical fruit trees, and prolific apple bananas, offering the delight of fresh-picked fruit anytime. A quarter-acre of pasture with two charming resident goats, this property captures the essence of country living. Enjoy prime potential for a 1,500 sq. ft. second dwelling, or envision an AG barn with a second story to create expansive, flexible living or storage space. Practical amenities include a workshop/garage, storage space, a grid-tied solar PV system with Tesla battery backup, and a Solar-plus-storage setup for energy efficiency. With its carefully curated finishes, open layout, and thoughtful integration of indoor-outdoor living, this North Shore Maui hideaway captures timeless elegance, modern sustainability, and private island charm. Don't miss these Stunning Triple Blue Views! Drop in and experience your special piece of paradise.

10 Leleaka Pl, Haiku

Listing courtesy of Century 21 Island Homes.

$2,848,000

A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure

A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,775,000

More fun per square foot than any property on Maui. Wake up every day to your own private, resort-style oasis featuring a 25'x40' free-form saline pool with a jacuzzi, water slide, jumping rocks, sauna, outdoor shower, stone fire pit, and tiki bar. When you’re not swimming, jumping, sliding, sweating or otherwise enjoying this tropical 2-acre estate you’ll be embraced by a 5-bedroom, 4-bathroom home with an expansive open floorplan and a warm redwood interior that seamlessly blends indoor and outdoor living. The chef's kitchen is equipped with top-of-the-line appliances, including a Dacor cooktop, GE double oven, Sub-Zero refrigerator and a wine cooler, complemented by custom monkey pod and bamboo cabinets. Luxurious features exist like a stone fireplace, a multi-purpose loft, and a primary suite with a large soaking tub and walk-in shower. The wraparound lanai showcases tropical views and inviting outdoor living spaces. There are impeccably landscaped grounds with fruit trees, garden beds and various additional structures, plus a 12kw net metered solar system for sustainable energy efficiency. Indulge in the ultimate Maui lifestyle with a property that transcends the ordinary. Words and images fall short in capturing the magic of this residence which must be seen to be enjoyed. Discover the unparalleled charm of this exceptional Maui estate.

5 Beds ⋅ 4 Baths ⋅ 408952 MLS ⋅ Fee Simple Tenure

More fun per square foot than any property on Maui. Wake up every day to your own private, resort-style oasis featuring a 25'x40' free-form saline pool with a jacuzzi, water slide, jumping rocks, sauna, outdoor shower, stone fire pit, and tiki bar. When you’re not swimming, jumping, sliding, sweating or otherwise enjoying this tropical 2-acre estate you’ll be embraced by a 5-bedroom, 4-bathroom home with an expansive open floorplan and a warm redwood interior that seamlessly blends indoor and outdoor living. The chef's kitchen is equipped with top-of-the-line appliances, including a Dacor cooktop, GE double oven, Sub-Zero refrigerator and a wine cooler, complemented by custom monkey pod and bamboo cabinets. Luxurious features exist like a stone fireplace, a multi-purpose loft, and a primary suite with a large soaking tub and walk-in shower. The wraparound lanai showcases tropical views and inviting outdoor living spaces. There are impeccably landscaped grounds with fruit trees, garden beds and various additional structures, plus a 12kw net metered solar system for sustainable energy efficiency. Indulge in the ultimate Maui lifestyle with a property that transcends the ordinary. Words and images fall short in capturing the magic of this residence which must be seen to be enjoyed. Discover the unparalleled charm of this exceptional Maui estate.

1780 Kauhikoa Rd, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$2,698,000

Fabulous Maui ocean, island & resort views await YOU from YOUR home at 196 Hakui Loop! Built in 1995 and extensively renovated in 2014, this two-level home offers 4BD, 3.5BA spread across 3,240 living sq. ft., plus YOUR own private pool! Enjoy dramatic sunrise/sunset ocean views from the large-picture windows of the great room and lanais off the kitchen/great room and YOUR primary bedroom – a NEW Painting Every Day! The extensive 2014 renovation included the installation of wood-look, diagonal-placed Italian porcelain tile floors (easy to maintain) and a complete redesign of the kitchen and all bathrooms. Major recent improvements included attention to home efficiency, safety & performance: 44 photovoltaic panels / 2 Telsa batteries (2020), Starlink satellite system (2023), ramp on the exterior downstairs lanai, additional hand rails at front entrance, pool, and stairwell, and shower grab bars; a new garage door opener (2022 - complete with external touchpad opener); vinyl side fencing on west side and pool entrance provide additional privacy; installation of new water heater (2024) & water descaling system (2025). The exteriors were painted in 2018. The parcel is rich with established plantings, including dwarf tropical fruit trees including lemon, lime, finger-lime, papaya, calamansi, and avocado. In 2021 the pool was remodeled resulting in wide stairs with a Baja Bench & table with port for umbrella, new plaster and new tile. Throughout, strong luxury appliance & home improvement brands exist including Sub-Zero refrigeration systems, Samsung induction range top, 2 Bosch dishwashers, KitchenAid microwave/oven combo, Jacuzzi jet-tub, Minka Aire/Regency Ceiling Fans, Lutron wall controls, two Lennox AC systems, GE, Maytag, Domus hardware & Kohler sink/toilet systems. The home is located in a quiet, less-traveled, private area of the exclusively resort community known as the Kaanapali Hillside. Kaanapali Hillside is a residential community consisting of 158 residential homes or vacant parcels (phase 1 and 2). Community amenities include a sprawling park/swing area. Monthly homeowner association dues are an incredibly reasonable $137.15 (paid quarterly). Hillside owners are minutes away from the world famous North Kaanapali beach (aka "Airport" beach) where great swimming, snorkeling and lounging is experienced! The Hillside is centrally located to downtown Lahaina and the resort community of Kapalua, plus the West Side’s public & private schools including: Kamehameha III Elementary, Hawaii Technology Academy (HTA), Sacred Hearts, and Maui Preparatory Academy—all within a 10-minute drive. Golf-carting to restaurants, work, the park, your neighbors' homes and to Kaanapali Resort is a lifestyle that most people dream about. Sold furnished with EXCEPTION. YOUR Time Is Now.

4 Beds ⋅ 4 Baths ⋅ 409052 MLS ⋅ Fee Simple Tenure

Fabulous Maui ocean, island & resort views await YOU from YOUR home at 196 Hakui Loop! Built in 1995 and extensively renovated in 2014, this two-level home offers 4BD, 3.5BA spread across 3,240 living sq. ft., plus YOUR own private pool! Enjoy dramatic sunrise/sunset ocean views from the large-picture windows of the great room and lanais off the kitchen/great room and YOUR primary bedroom – a NEW Painting Every Day! The extensive 2014 renovation included the installation of wood-look, diagonal-placed Italian porcelain tile floors (easy to maintain) and a complete redesign of the kitchen and all bathrooms. Major recent improvements included attention to home efficiency, safety & performance: 44 photovoltaic panels / 2 Telsa batteries (2020), Starlink satellite system (2023), ramp on the exterior downstairs lanai, additional hand rails at front entrance, pool, and stairwell, and shower grab bars; a new garage door opener (2022 - complete with external touchpad opener); vinyl side fencing on west side and pool entrance provide additional privacy; installation of new water heater (2024) & water descaling system (2025). The exteriors were painted in 2018. The parcel is rich with established plantings, including dwarf tropical fruit trees including lemon, lime, finger-lime, papaya, calamansi, and avocado. In 2021 the pool was remodeled resulting in wide stairs with a Baja Bench & table with port for umbrella, new plaster and new tile. Throughout, strong luxury appliance & home improvement brands exist including Sub-Zero refrigeration systems, Samsung induction range top, 2 Bosch dishwashers, KitchenAid microwave/oven combo, Jacuzzi jet-tub, Minka Aire/Regency Ceiling Fans, Lutron wall controls, two Lennox AC systems, GE, Maytag, Domus hardware & Kohler sink/toilet systems. The home is located in a quiet, less-traveled, private area of the exclusively resort community known as the Kaanapali Hillside. Kaanapali Hillside is a residential community consisting of 158 residential homes or vacant parcels (phase 1 and 2). Community amenities include a sprawling park/swing area. Monthly homeowner association dues are an incredibly reasonable $137.15 (paid quarterly). Hillside owners are minutes away from the world famous North Kaanapali beach (aka "Airport" beach) where great swimming, snorkeling and lounging is experienced! The Hillside is centrally located to downtown Lahaina and the resort community of Kapalua, plus the West Side’s public & private schools including: Kamehameha III Elementary, Hawaii Technology Academy (HTA), Sacred Hearts, and Maui Preparatory Academy—all within a 10-minute drive. Golf-carting to restaurants, work, the park, your neighbors' homes and to Kaanapali Resort is a lifestyle that most people dream about. Sold furnished with EXCEPTION. YOUR Time Is Now.

196 Hakui Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,695,000

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,695,000

Welcome to 15 Nalu Place, where beachside living meets modern elegance in the heart of Paia. This contemporary two-story home is the epitome of island life, offering a seamless blend of relaxed comfort and sophisticated design. With nearly 1,800 square feet of flexible living space, this 5-bedroom, 4-bathroom residence is thoughtfully designed to adapt to your needs, making it perfect for hosting guests or extended family. Imagine waking up just steps from the pristine sands of Paia Bay and the vibrant energy of Paia town, where you can savor fresh fish tacos from Paia Fish Market or explore local treasures at Nuage Blue and Alice in Hulaland. The second level welcomes you into a light-filled, open-concept living area that effortlessly connects indoor and outdoor spaces. The expansive lanai offers stunning ocean views, providing the perfect backdrop for year-round sunsets and gentle island breezes. The primary suite serves as your private oasis, featuring a luxurious spa-like en-suite bathroom, while two additional bedrooms on this level offer versatility and comfort. Downstairs, the first level offers two beautifully appointed bedrooms and two additional bathrooms, designed with the option to create two separate studios, each with its own private entrance. These flexible spaces are ideal for accommodating guests or extended family, and both studios provide direct access to a tranquil garden, a peaceful lounge area, and refreshing outdoor showers. At 15 Nalu Place, you’ll experience the best of Maui living. Every day feels like a getaway, with the beach just steps away and all the best that Paia has to offer within easy reach. Discover the unparalleled lifestyle that awaits you in this highly sought-after location.

5 Beds ⋅ 4 Baths ⋅ 407642 MLS ⋅ Fee Simple Tenure

Welcome to 15 Nalu Place, where beachside living meets modern elegance in the heart of Paia. This contemporary two-story home is the epitome of island life, offering a seamless blend of relaxed comfort and sophisticated design. With nearly 1,800 square feet of flexible living space, this 5-bedroom, 4-bathroom residence is thoughtfully designed to adapt to your needs, making it perfect for hosting guests or extended family. Imagine waking up just steps from the pristine sands of Paia Bay and the vibrant energy of Paia town, where you can savor fresh fish tacos from Paia Fish Market or explore local treasures at Nuage Blue and Alice in Hulaland. The second level welcomes you into a light-filled, open-concept living area that effortlessly connects indoor and outdoor spaces. The expansive lanai offers stunning ocean views, providing the perfect backdrop for year-round sunsets and gentle island breezes. The primary suite serves as your private oasis, featuring a luxurious spa-like en-suite bathroom, while two additional bedrooms on this level offer versatility and comfort. Downstairs, the first level offers two beautifully appointed bedrooms and two additional bathrooms, designed with the option to create two separate studios, each with its own private entrance. These flexible spaces are ideal for accommodating guests or extended family, and both studios provide direct access to a tranquil garden, a peaceful lounge area, and refreshing outdoor showers. At 15 Nalu Place, you’ll experience the best of Maui living. Every day feels like a getaway, with the beach just steps away and all the best that Paia has to offer within easy reach. Discover the unparalleled lifestyle that awaits you in this highly sought-after location.

15 Nalu Pl, Paia

Listing courtesy of Coldwell Banker Island Prop(S).

$2,649,000

Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

5 Beds ⋅ 4 Baths ⋅ 410159 MLS ⋅ Fee Simple Tenure

Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

1740 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$2,600,000

Secluded retreat, yet only 35 minutes from Maui’s airport, phenomenal views, ultimate privacy, and ideal year-round climate. This property can be your personal sanctuary. The beautiful 2000 sf single-level home has 3 bedrooms and 3 baths with spacious living and dining room opening up through French doors to covered lanai. The primary suite, with large double shower and ocean view soaking tub, opens out to large split-level deck and garden where you may relax and relish the views and serenity. One of the other two bedrooms is also large, en-suite with private bath and garden access. Wood flooring and cathedral ceilings throughout. Rare, below Kula Highway location. Mature landscaping boasts majestic rows of Italian Cypress, coffee orchard and mature pepper, jacaranda, avocado and mac-nuts. Artistic touches, incredible front door hardware, classic windows. Quality and solid construction with cedar exterior siding. Fantastic vantage for breathtaking sunsets and dazzling stargazing. Charming, converted ‘water tank’ at top of property is ideal for art studio or guests. This is the main home/Unit 1 of the “Keo Kea Farms” CPR, and land area is 1.69 acres. Additional bonus of large, detached workshop/garage (holds 2 vehicles) & storage. Paved (besides one small section) 1/4 mile driveway winds down to the gated entry (shared with CPR neighbor).

3 Beds ⋅ 3 Baths ⋅ 409910 MLS ⋅ Fee Simple Tenure

Secluded retreat, yet only 35 minutes from Maui’s airport, phenomenal views, ultimate privacy, and ideal year-round climate. This property can be your personal sanctuary. The beautiful 2000 sf single-level home has 3 bedrooms and 3 baths with spacious living and dining room opening up through French doors to covered lanai. The primary suite, with large double shower and ocean view soaking tub, opens out to large split-level deck and garden where you may relax and relish the views and serenity. One of the other two bedrooms is also large, en-suite with private bath and garden access. Wood flooring and cathedral ceilings throughout. Rare, below Kula Highway location. Mature landscaping boasts majestic rows of Italian Cypress, coffee orchard and mature pepper, jacaranda, avocado and mac-nuts. Artistic touches, incredible front door hardware, classic windows. Quality and solid construction with cedar exterior siding. Fantastic vantage for breathtaking sunsets and dazzling stargazing. Charming, converted ‘water tank’ at top of property is ideal for art studio or guests. This is the main home/Unit 1 of the “Keo Kea Farms” CPR, and land area is 1.69 acres. Additional bonus of large, detached workshop/garage (holds 2 vehicles) & storage. Paved (besides one small section) 1/4 mile driveway winds down to the gated entry (shared with CPR neighbor).

9314 Kula Hwy Unit Unit A, Kula

Listing courtesy of Island Sotheby's International Realty(M).

$2,549,000

Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure

Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,500,000

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei

Listing courtesy of AOK Properties LLC.

$2,500,000

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$2,500,000

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.