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$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$2,395,000
3 Beds ⋅ 2 Baths ⋅ 409716 MLS ⋅ Fee Simple Tenure
Tucked into one of Maui's most breathtaking and untouched coastal valleys, 18 Laha'ole Place offers a lifestyle that feels worlds away from the distractions of modern life, yet only 20 minutes north of Wailuku town at the north end of the West Maui Mountains. Surrounded by dramatic mountains, cascading waterfalls, and sweeping ocean views, this remarkable Kahakuloa property embodies peace, privacy, and natural beauty in one of Maui's most serene settings. Set behind a gated driveway with full perimeter fencing, the gently sloped property was thoughtfully designed for sustainability and comfort. A seasonal creek flows through the back of the property while raised garden beds and mature fruit trees, including bananas, citrus, avocado, mango, coconut, and allspice, flourish throughout the grounds. The custom-built single-level home blends modern design with durable, high-end craftsmanship. Lime plaster walls, travertine accents, Marvin fiberglass windows and doors, lpe decking, and walnut grain-matched cabinetry create a warm yet sophisticated feel throughout. The open-concept kitchen features Thermador appliances, quartz countertops, reverse osmosis filtration, custom pantry shelving, and designer finishes throughout. Built for true off-grid living without compromise, the home includes a robust solar system with 30KW battery storage, newly installed lithium batteries in 2025, and generator backup, ensuring the property is never without power. Private water service frees the property from county water restrictions, while fiber optic internet provides modern connectivity in this otherwise secluded paradise. Additional highlights include oversized garages, windward and leeward lanais, spa-inspired bathrooms, motorized window shades, custom concrete and plaster finishes, and many more thoughtfully designed custom features throughout the home and property. Kahakuloa is more than a location, it's an experience. Rarely does a property combine this level of craftsmanship, infrastructure, privacy, and natural beauty in such a truly magical setting. Ask your agent for the unique features list from Associated Documents.

18 Lahaole Pl, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$4,700,000
3 Beds ⋅ 4 Baths ⋅ 409698 MLS ⋅ Fee Simple Tenure
Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$1,449,000
4 Beds ⋅ 4 Baths ⋅ 409691 MLS ⋅ Fee Simple Tenure
Waiolani Mauka sits on the gentle slopes of Mauna Kahalawai, overlooking the Central Valley. It is a well-established neighborhood with wide streets, well-kept lots, and a quiet that is genuinely hard to come by in Central Maui. People tend to put down roots here and stay. 75 Moolu Circle is one of the better positioned homes in the neighborhood. Four bedrooms, three and a half baths, and 2,541 square feet of living space on an approximately 8,556 square foot lot. The floor plan is comfortable and flows well from room to room. Split AC units throughout the main living areas keep the home cool year round, which you appreciate more the longer you live in Hawaii. What sets this property apart is the lot itself. It backs directly to a two-acre neighborhood park, and that open space is not going anywhere. From the balcony you have an unobstructed view of Haleakala and the Central Valley. In the morning the mountain catches the first light. In the evening the valley fills with city lights. Out back the yard is fully enclosed with vinyl fencing. It is private, generously sized, and ready to use however you see fit. This is a quiet, well-situated home in one of Central Maui's most established neighborhoods. It is worth seeing in person. Come take a look.

75 Mo'olu Cir, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,865,000
3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure
Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home.

10 Hui Rd E Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$1,290,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$9,500,000
6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure
Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views.  Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports.  This property is a gem & must be seen in person to appreciate.  Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409671 MLS ⋅ Fee Simple Tenure
Located in the heart of Haiku, this unique country property offers the perfect blend of privacy, flexibility, and island charm on approximately 2.01 fee simple acres. The property features a 3-bedroom, 3-bath main home along with a detached 2-bedroom, 1-bath cottage that provides additional living space and versatility. Surrounded by lush tropical scenery, the property offers a peaceful setting with ample room to enjoy the outdoor lifestyle that Haiku is known for. Conveniently situated near Haiku Town, North Shore beaches, and Upcountry amenities, this property presents a rare opportunity to enjoy tranquil Maui living while remaining within easy reach of shopping, dining, and recreation.

1630 Kauhikoa Rd, Haiku

Listing courtesy of Shore To Shore Realty, Inc..

$5,900,000
4 Beds ⋅ 3 Baths ⋅ 409667 MLS ⋅ Fee Simple Tenure
Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor area. Owned photovoltaic, central air conditioning, generous size garage with workspace & extra storage and a gated driveway. Enjoy a spacious fenced in yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui’s indoor-outdoor living. Listor is one of the Sellers.

19 Halapa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,999,000
2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure
Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

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

$2,390,000
3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$1,150,000
3 Beds ⋅ 3 Baths ⋅ 409660 MLS ⋅ Fee Simple Tenure
Charming Single-Story Home in The Greens at Maui Lani — Welcome to this meticulously maintained 3-bedroom, 2.5-bath residence offering comfort, convenience, and beautiful surroundings in the heart of Kahului. Situated on a generous 6,759 sq. ft. lot, this home features approximately 1,450 sq. ft. of interior living space with an open and functional floor plan, well-sized bedrooms, and a clean, move-in-ready interior. Step outside to a spacious backyard ideal for relaxing, entertaining, or enjoying Maui’s indoor-outdoor lifestyle. Bordering Kealohilani Park, the property enjoys added privacy and direct access to open green space. Unwind from the covered lanai while taking in beautiful West Maui Mountain views — the perfect backdrop for everyday island living. Conveniently located near schools, parks, shopping, dining, and medical facilities, this home offers an exceptional opportunity to own in one of Central Maui’s most sought-after neighborhoods. Don’t miss your chance to make this wonderful Maui Lani property your own — contact your favorite REALTOR® to schedule a private showing today!

77 Kealohilani St, Kahului

Listing courtesy of Real Broker.

$1,950,000
4 Beds ⋅ 3 Baths ⋅ 409642 MLS ⋅ Fee Simple Tenure
Just moments from the beach and surf in Kahana, 4063 South Paua Way captures the best of West Maui living with panoramic ocean views, vaulted ceilings, and a fresh, modern feel throughout. Located within the gated community of Kapalani Estates, this 4 bed, 3 bath home features a thoughtful layout with three bedrooms upstairs, including the primary suite, plus a private downstairs guest bedroom and bath ideal for visitors or extended family. The 2026 kitchen and dining remodel brings a clean, contemporary style to the heart of the home. Positioned off the lower road for easy access, residents enjoy the community pool and pavilion, all just minutes from restaurants, shopping, and some of West Maui's most loved beaches and surf spots.

4063 S Paua Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,599,000
4 Beds ⋅ 3 Baths ⋅ 409641 MLS ⋅ Fee Simple Tenure
Breathtaking, unobstructed ocean views await at this 4 bedroom, 3 bath bluff-top home. Featuring panoramic,180-degree ocean views, wonderful outdoor entertaining space, and a bright, updated interior. Enjoy the soothing sounds of the sea from your private master bedroom with adjoining bathroom with tiled shower and dual sinks. Minutes from central Maui dining and shopping but worlds away from the crowd. Open floorplan with one bedroom one bath having its own entrance. One of the bests lots within Oceanview Estates.

1344 Hiahia St, Wailuku

Listing courtesy of Maui No Ka Oi Properties.

$1,449,000
3 Beds ⋅ 2 Baths ⋅ 409635 MLS ⋅ Fee Simple Tenure
Welcome to 199 Puaehu St, a beautifully maintained home located in the highly desirable Ilima subdivision. Positioned in one of the best locations within the neighborhood, this property sits tucked away off the main road, creating a peaceful and quiet setting with minimal traffic & added privacy. From the front lanai and living areas, enjoy killer ocean views.The backyard setting is incredible with no direct rear neighbors. The property backs to a large open green space with walking & biking paths. Enjoy cool breezes & the added benefit of being surrounded by beautifully maintained Kehalani community and parks. Built in 2019, the home has been thoughtfully upgraded featuring mini split AC in every room, a solar hot water heater, upgraded bathroom tile, ceiling fans throughout, epoxy-coated garage and back lanai flooring, exterior fencing, custom exterior stairs, & beautifully designed low-maintenance landscaping. Recent updates include refreshed interior paint, updated lighting fixtures in the kitchen and dining area, & tasteful bathroom improvements. The outdoor includes a convenient outdoor rinse-off area, added garage storage, & extensive gutter and drainage improvements that help direct rainwater safely away from the property. Conveniently located near Pu’u Kukui Elementary School, parks, playgrounds, sports fields, walking paths, and Foodland, this home offers the perfect blend of comfort, convenience, & community living in the heart of Central Maui.

199 Puaehu St, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

$929,000
3 Beds ⋅ 1 Baths ⋅ 409613 MLS ⋅ Fee Simple Tenure
Experience the timeless allure of a classic era in this meticulously restored plantation-style residence, perfectly situated in the vibrant heart of Central Wailuku. This cozy gem preserves its original character while offering modern essentials like brand-new AC in every room and bright recessed lighting for total comfort. The interior features a refreshed kitchen with stainless steel appliances and a stunning backsplash, complemented by the tile surrounds in both the main bathroom and the bonus second full bath! A convenient laundry station leads directly to the backyard, which is sized for easy maintenance yet generous enough to accommodate island-style outdoor entertaining. Benefit from a central location with immediate proximity to schools, medical centers, government offices, and the full range of Wailuku’s commercial and dining options. One of the Sellers is a licensed REALTOR® in the State of Hawai'i and is the Listing Agent for this property.

1982 Kalawi Pl, Wailuku

Listing courtesy of Real Broker.

$2,848,000
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).

$1,849,000
3 Beds ⋅ 2 Baths ⋅ 409590 MLS ⋅ Fee Simple Tenure
This newly refreshed Kula retreat pairs a beautifully updated main residence with a detached cottage, offering the flexibility that makes this property truly exceptional. Set on nearly three-quarters of an acre just two properties from the open ranchlands of Haleakala Ranch, the property offers exceptional flexibility for extended family, a private studio, potential rental income, or exploring its CPR potential to unlock the possibility of two separately titled properties on one exceptional parcel. Both the main residence and cottage enjoy ocean views, cool Upcountry breezes, and the privacy of neighboring half-acre lots. The cottage enjoys its own lanai and views, making it well suited for extended family, guests, a private office, or supplemental income from day one. Permitted plans to expand the cottage to approximately 840 square feet, plus a covered lanai and outdoor kitchen, create even greater flexibility for the future. Inside the main home, hardwood and cork flooring, a classic Jøtul fireplace, and a light-filled primary suite make the everyday feel considered. Nearly 800 square feet of multi-level decking extends the living space outdoors, creating the perfect setting for quiet mornings, unforgettable sunsets, and the relaxed rhythm of Upcountry living. Designed to evolve with your life, the property is equally suited for welcoming family, working from home, generating supplemental income, or exploring its long-term CPR potential. Minutes from Makawao, Pukalani, top schools, and Upcountry's favorite local spots, this exceptional property offers a rare opportunity to enjoy the beauty, flexibility, and enduring appeal that make Kula one of Maui's most treasured places to call home.

1041 Lower Kimo Rd, Kula

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

$1,280,000
3 Beds ⋅ 2 Baths ⋅ 409584 MLS ⋅ Fee Simple Tenure
Built in 2024, this beautiful 3-bedroom, 2-bath home offers modern comfort in a quiet, tucked-away neighborhood with stunning views and convenient access to shopping, schools, and town. The home features an open layout, central A/C, window coverings throughout, and a fully completed, professionally landscaped yard. The garage is a great functional space and provides parking for two cars. Bright living spaces and thoughtful finishes make this home move-in ready and perfect for comfortable everyday living. This is a potential short sale.

81 Pua Kalaunu Loop, Wailuku

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

$1,895,000
3 Beds ⋅ 3 Baths ⋅ 409579 MLS ⋅ Fee Simple Tenure
Tucked away in a lush tropical setting in the heart of Haiku, this unique multi-dwelling North Shore property captures the timeless feeling of old Maui with expansive valley, gulch, and West Maui Mountain views surrounded by mature landscaping, fruit trees, and peaceful natural beauty. A long private driveway winds through the property, creating a secluded retreat with multiple thoughtfully positioned living spaces throughout the land. The upper cottage features 4 bedrooms and 2 baths with serene garden surroundings and sweeping views overlooking Maliko Gulch and the valley beyond. A brand-new roof has recently been installed on the main dwelling, adding long-term value and peace of mind. The property also includes a newer 2-bedroom, 1-bath ohana enhanced by a newly remodeled attached studio, offering additional flexibility for guests, extended family, rental income, or creative workspace use. Adding even more versatility and charm are two newly built adjoining tiny homes connected by a beautiful custom deck designed to maximize the breathtaking views and indoor-outdoor lifestyle Maui is known for. The tiny home setup includes a shared kitchen and bathroom space, creating a stylish and functional retreat immersed in the surrounding tropical landscape. The lower 3-bedroom, 2-bath home sits privately tucked into its own peaceful setting, completing this rare multi-structure estate with incredible flexibility and income potential. Located just minutes from beaches, restaurants, grocery stores, and the charm of Maui’s beloved North Shore communities, this property offers the ideal balance of privacy, convenience, and authentic Haiku living. Directly adjacent, the same owner is also offering the neighboring 2.4-acre property for sale, creating the potential to own approximately 4.4 combined acres in one of Maui’s most desirable locations. An exceptional opportunity to own a versatile North Shore retreat with multiple dwellings, stunning views, and the rare character and feeling of old Hawai‘i.

1640 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,995,000
3 Beds ⋅ 2 Baths ⋅ 409577 MLS ⋅ Fee Simple Tenure
Set on 2.4 lush acres in one of Haiku’s most coveted North Shore locations, this exceptional Maui property captures the essence of old Hawai‘i with expansive ocean views, direct sightlines into ?Iao Valley, rolling jungle landscapes, and an established tropical food forest designed for both beauty and abundance. Thoughtfully improved and meticulously cared for over the years, the property features a spacious 3-bedroom, 2-bath main home, a privately positioned 2-bedroom, 1-bath ohana, and two additional studio spaces offering excellent flexibility for guests, creative use, storage, rental potential, or multigenerational living. Surrounded by mature tropical landscaping and terraced gardens, significant foundation and structural improvements have been completed on both the main home and ohana, providing long-term stability and peace of mind for years to come. Major infrastructure and utility upgrades have also been completed throughout the property, including solar systems servicing both the main residence and ohana with recently replaced panels and a new inverter installed approximately one year ago. A properly permitted electrical upgrade expanded service from 200 to 400 amps, allowing for electric vehicle charging capability at both the main home and ohana. The system was additionally designed with generator backfeed capability, offering the ability to power the property during outages for added resilience and functionality. Outdoor living is at the heart of the property, highlighted by a massive open-air deck adjoining the main residence, perfectly positioned to capture the breathtaking West Maui Mountain and ocean views. A second lower entertainment deck creates an additional gathering space immersed in the natural beauty of the land and surrounding valley. The grounds are a true Maui homestead experience, featuring hundreds of fruit tree varieties ranging from newly planted to mature producing trees, established farm roads throughout the gulch, daily egg-laying chickens, miniature dwarf goats, and a peaceful studio structure tucked into the gulch currently used for farm and agricultural storage. A utility vehicle used to access and maintain the property is also included in the sale. Located just minutes from beaches, restaurants, grocery stores, and the charm of Maui’s North Shore communities, this property offers an increasingly rare opportunity to own a private, usable agricultural retreat that blends sustainability, functionality, and natural beauty. Directly adjacent is the neighboring multi-dwelling property also offered for sale by the same owner, creating the potential for approximately 4.4 combined acres in one of Maui’s most desirable areas. A truly special North Shore estate offering privacy, infrastructure, abundance, and the timeless feeling of old Hawai‘i living.

1660 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,795,000
4 Beds ⋅ 1 Baths ⋅ 409572 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own approximately 11.3 acres in the peaceful Hali’imaile/Makawao area. This private agricultural-zoned Lot A CPR parcel offers ocean and mountain views, cool breezes, and a true Upcountry ranch feel. Located within the Kaluanui Ridge 7-lot subdivision, the property is conveniently positioned between Makawao and Paia, with approximately a 5-minute drive in either direction. At an elevation of about 1200 ft this area reportedly gets an average of about 59 inches of rainfall per year and mostly sunny days all year round. This spacious property offers the privacy, open space, and quiet rural lifestyle that make Upcountry Maui so desirable. The land is mostly fenced and includes an approx. one-acre fenced animal pasture, making it well suited for livestock, farming, homesteading, or creating your ideal Maui country retreat. The lot also borders a drainage reserve, providing additional privacy and a natural buffer. Two existing container home dwellings are already in place. The larger dwelling features 4 bedrooms, a kitchen, bathroom, 40ft storage container, off-grid solar system with 21 PV panels, inverter setup, and roughly 14 kWh of 48V battery storage, and an 800-gallon water catchment system. The second container dwelling includes 2 bedrooms, 1 bathroom, kitchen, and catchment system, with power available by generator or from the main solar setup. Enjoy privacy, acreage, views, and the peaceful beauty of Maui’s Upcountry lifestyle—all while remaining close to town, beaches, schools, shops, and conveniences.

2759 Baldwin Ave Unit 7 F A, Makawao

Listing courtesy of Hawaii Life (W).

$3,200,000
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.

$960,000
3 Beds ⋅ 2 Baths ⋅ 409561 MLS ⋅ Fee Simple Tenure
Backing up to the Central Maui Sports Complex with everything in Kahului just minutes away, 139 Meheu Circle puts you exactly where you want to be. Nestled within the sought-after Traditions at Maui Lani, this beautifully appointed single-story home offers the perfect blend of modern living and unbeatable location. With 3 bedrooms and 2 bathrooms, this home is designed for comfortable, effortless living from the moment you arrive through the door. One-level living at its finest. No stairs, no hassle, just seamless flow from room to room. The open, accessible layout makes daily life as comfortable as it gets, with every space easy to move through and enjoy. Inside, luxury vinyl plank flooring runs throughout, giving the home a clean, contemporary feel that's as durable as it is beautiful, perfect for Hawaii's active lifestyle. Split AC units in the living room and primary bedroom keep the spaces you use most cool and comfortable year-round. Head outside and enjoy one of this home's best features. With the Central Maui Sports Complex right in your backyard, weekend games, morning strolls, and open green space are always just moments away. And speaking of location, central Maui is at your fingertips. You're minutes from Kahului's shopping, dining, and entertainment, with easy access to Queen Ka'ahumanu Center, Maui's top restaurants, medical facilities, schools, and the airport. Everything the island's hub has to offer is right around the corner. Homes in Traditions at Maui Lani don't last long, and it's easy to see why.

139 Meheu Cir, Kahului

Listing courtesy of Keller Williams Realty Maui-Ka.

$895,000
3 Beds ⋅ 3 Baths ⋅ 409554 MLS ⋅ Fee Simple Tenure
Also listed as Condominium MLS#409553. This is a Residential CPR.Rare offering in South Maui! Southpointe Home H is a residential condominium one of only 10 in the entire complex. Home H is a beautiful two story home in a residential condominium that lives like a home! Let the home owners association take care of the exterior upkeep while you enjoy the fantastic Maui lifestyle. Home H offers beautifully tiled floor throughout, a new roof in 2026, new central A/C in 2026 and a new hot water heater in 2025. All of this and a two car garage, private driveway and a fully fenced private back yard. Located in North Kihei with easy access to town, shopping and the airport. Restaurants, white sandy beaches and water activities are all within easy access. Maintenance fees include Water/Sewer, trash, Master insurance, TV cable with high speed internet and back yard and exterior maintenance. Southpointe Community also offers private security. Call your favorite REALTOR® to view this outstanding value.

480 Kenolio Rd Unit H, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,899,000
4 Beds ⋅ 3 Baths ⋅ 409548 MLS ⋅ Fee Simple Tenure
Welcome to this beautifully maintained single-level home in the desirable Ke Ali'i Kai subdivision, ideally located in the heart of Kihei. Enjoy the convenience of being just minutes from stunning beaches, shopping, dining, and all that nearby Wailea has to offer. This 4-bedroom, 2.5-bath residence invites you in with lush tropical landscaping that provides exceptional privacy in both the front and back yards. Inside, the open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for both everyday living and entertaining. The spacious primary suite offers privacy and ample storage, featuring a walk-in closet and ensuite bath with direct access to the lanai. One of the bedrooms is ideally suited for a home office or den, while two additional bedrooms, a full bath, powder room for guests, and a dedicated laundry room offer flexibility and comfortable living. Recent upgrades include a photovoltaic (PV) system with a Tesla battery backup, along with a new refrigerator, dishwasher, and washing machine. Attic fans have also been added to help maintain a comfortable indoor temperature year-round. Step outside to your private backyard oasis, where tropical landscaping and a tranquil water feature create a serene, Zen-like setting—perfect for morning coffee or evening meals. Being sold furnished and thoughtfully cared for, this home is ideal as a full-time residence or part-time island retreat. A must-see opportunity in one of South Maui’s most sought-after neighborhoods.

211 Kuli Puu St, Kihei

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

$4,999,999
2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

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

$4,895,000
4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure
Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.