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$2,195,000
3 Beds ⋅ 3 Baths ⋅ 410263 MLS ⋅ Fee Simple Tenure
Welcome to your private oasis at 4345 Waha Place! Nestled on 2 usable, flat acres just off Hana Hwy, this property offers unparalleled privacy and tranquility. This stunning newly renovated two-story home offers modern comfort and stylish updates throughout. Featuring three bedrooms and three bathrooms, this home is designed for both relaxation and functionality. Inside, you'll find renovated bathrooms, boasting sleek new fixtures and contemporary vanities. The new hardwood flooring flows seamlessly throughout, adding a fresh and durable touch to the living spaces. The home also benefits from updated lighting, fresh interior and exterior paint, and upgraded hardware, creating a polished, move-in-ready space. The home is complemented by a detached Ohana and a separate large workshop. The Ohana exudes warmth with soft, neutral tones, skylights, and large windows that fill the space with natural light. The cozy living area is perfect for unwinding, while the well-appointed kitchen offers modern conveniences with a touch of rustic charm. The expansive grounds, with their vibrant greenery and private location at the base of a Pu'u, are perfect for inspiring your artistic endeavors. This is more than just a home; it’s a sanctuary where creativity and relaxation thrive. Don’t miss the chance to make this stunning retreat yours!

4345 Waha Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,900,000
3 Beds ⋅ 3 Baths ⋅ 410160 MLS ⋅ Fee Simple Tenure
Located in the highly desirable neighborhood of Maui Meadows, 3248 Akala Drive offers a spacious and well maintained property situated on a beautifully landscaped ½-acre lot. The thoughtfully updated main residence features a wraparound deck with ocean views, a PV system, and a tile roof. The main home offers a flexible floor plan with the primary suite, additional bedroom, full bathroom, kitchen, and living area located upstairs. The kitchen is beautifully appointed with granite countertops, wood cabinetry, tile finishes, and stainless steel appliances. The lower level includes an additional bedroom, full bathroom, and family room, providing added space for guests, family, or a home office. Also located on the lower level is a one-bedroom, one-bath ohana with a private entrance and lanai, offering excellent versatility for guests, extended family, or rental potential. A detached one-bedroom, one-bath cottage at the front of the property features its own private and spacious covered outdoor living area. With a single-car garage and ample additional parking, this property provides the space and flexibility. Whether you are looking for multi-generational living, rental opportunities, or your own private island retreat, this property offers privacy, comfort, and the Maui lifestyle you've been waiting for.

3248 Akala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
3 Beds ⋅ 2 Baths ⋅ 410252 MLS ⋅ Fee Simple Tenure
This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$585,000
3 Beds ⋅ 2 Baths ⋅ 410245 MLS ⋅ Fee Simple Tenure
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the coveted South Maui lifestyle. This Pet Friendly community is ideally located in the heart of Kihei where you'll enjoy convenient access to world-renowned beaches, parks, shopping, restaurants, schools, and everyday conveniences. Spend your days exploring South Maui's beautiful coastline, enjoying water activities, or taking in spectacular sunsets just minutes from home. Maintenance fees include water, wifi, trash, master insurance policy, maintenance, pest control and landscaping. Comes with 2 Assigned parking stalls. Owner occupied but easy to schedule. Call today to arrange! *Special Assessment thru Dec 2026 of $113.83 to build up reserve funds **This unit is designated as an Affordable Housing property and is therefore subject to certain deed restrictions. One key restriction is that the property may only be sold to a buyer who qualifies under the Workforce Housing Affordable Program. Accordingly, any prospective purchaser must meet the income eligibility requirements established by the County of Maui Department of Housing. Please see link: https://www.mauicounty.gov/1825/Affordable-Sales-Rental-Guidelines#docaccess-fbfedf8c7ea0cd05ffc0f432f27768095d5513fce5778a3ae4cfc288d5f23db9

294 Kaiola Pl Unit A-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,495,000
1 Baths ⋅ 410244 MLS ⋅ Fee Simple Tenure
Also Listed as Vacant Land MLS #410222. Create Your Own Private Paradise on 40 Acres in West Maui! Nestled in the foothills of the West Maui Mountains, this extraordinary 40-acre property offers sweeping ocean and mountain views, exceptional privacy, and endless possibilities. The agriculturally zoned parcel has not been CPR’d, preserving that option for the new owner. The property features a modern 1,848-square-foot barn with off-grid solar power, a standing-seam metal roof, a fire-suppression system, double garage doors, an indoor bathroom, an outdoor shower, and both potable and nonpotable water meters. LaCantina-style doors and windows open the barn almost completely to the outdoors, creating a seamless indoor-outdoor space. Spacious covered front and back lanais totaling 1,512 square feet provide the perfect place to relax and enjoy the peaceful surroundings and spectacular views, while mature monkeypod trees and palms provide shade and privacy. Current zoning allows for the creation of a private compound with a primary residence, a guest cottage of up to 1,500 square feet, and the existing 1,848-square-foot barn. Several beautiful potential building sites provide the flexibility to bring your unique vision to life. One of the property’s most significant improvements is the professionally engineered access road, which provides convenient entry from the gated cul-de-sac. From the moment you pass through the gate, the journey into this secluded retreat feels like an escape from the outside world. Hundreds of established trees enhance the property’s natural beauty. The grounds include an orchard of mango, citrus, fig, and avocado trees. Separate from the orchard, monkeypods, Samoan and Malaysian palms, and plumeria have been cultivated and are ready for sale. The landscaping is supported by an automatic irrigation system. With abundant space, dramatic views, mature landscaping, existing infrastructure, and numerous building possibilities, this remarkable West Maui property presents a rare opportunity to create a truly one-of-a-kind island sanctuary.

Haniu Pl Unit Lot 10A, Lahaina

Listing courtesy of Compass.

$999,000
2 Beds ⋅ 1 Baths ⋅ 410243 MLS ⋅ Fee Simple Tenure
Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

37 Pukiki Pl Unit B, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$1,499,000
6 Beds ⋅ 4 Baths ⋅ 410242 MLS ⋅ Fee Simple Tenure
Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

35 Pukiki Pl Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$1,189,000
3 Beds ⋅ 3 Baths ⋅ 410239 MLS ⋅ Fee Simple Tenure
Welcome home to this beautifully upgraded single-level residence in the highly sought-after Cottages at Kehalani. Offering 3 bedrooms and 3 bathrooms, this rare floor plan combines comfort, functionality, and pride of ownership throughout. Enjoy beautiful ocean and harbor views from the living room, dining room, and primary bedroom, where you can watch boats sail gracefully into the harbor while taking in the serene Maui backdrop. Two spacious bedrooms feature their own private en-suite bathrooms, providing flexibility for guests. Thoughtfully updated, the home features an owned photovoltaic system, updated central A/C air handler and compressor, newer water heater, washer and dryer, water softener system, and freshly painted exterior. As you step inside, you’re greeted with a bright open-concept design with abundant natural light, elegant white cabinetry, granite countertops, and seamless indoor-outdoor living. The inviting front patio is perfect for soaking in the cool Wailuku breeze, while the spacious side and back yard areas offer room to entertain, garden, or simply relax. Conveniently located near schools, shopping, medical facilities, parks, and scenic walking paths throughout the neighborhood, this move-in ready home offers the perfect blend of comfort, convenience, and island living. A rare opportunity you won’t want to miss.

32 Kinohi Loa St, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,250,000
4 Beds ⋅ 3 Baths ⋅ 410235 MLS ⋅ Fee Simple Tenure
Welcome to Kenolio Estates in the heart of North Kihei, where convenience, flexibility, and island living come together. This furnished four-bedroom, three-bath home offers a versatile layout with two bedrooms and two bathrooms upstairs near the main living, dining, kitchen, and outdoor lanai, creating an inviting space for everyday living and entertaining. Downstairs, an additional bedroom sits off the two-car garage, along with a separate one-bedroom, one-bathroom space that adds valuable flexibility as an in-law suite or other accommodation. Enjoy the fenced yard, practical garage space, and north Kihei location close to beaches, shopping, dining, and everyday conveniences. Schedule your private showing today and see the possibilities this property has to offer.

682 Malimali St Unit Kenolio Lot #46, Kihei

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

$725,000
2 Beds ⋅ 1 Baths ⋅ 410223 MLS ⋅ Fee Simple Tenure
Aloha and welcome to your own private South Maui oasis! Tucked away quietly off Auhana Road, Unit C offers peaceful beach-town living and incredible future potential. The property features a humble backyard giving you a blank canvas for pets to roam safely, outdoor entertaining under the stars, or building your dream tropical garden. Whether you are looking for a savvy long-term investment, a low-maintenance Maui homestead, or a beachside starter home, Unit C is ready for its next chapter. Schedule your tour today and come feel the peace for yourself!

390 Auhana Rd Unit Unit C, Kihei

Listing courtesy of eXp Realty.

$1,100,000
2 Beds ⋅ 2 Baths ⋅ 410233 MLS ⋅ Fee Simple Tenure
Step into a home where timeless mid-century character meets thoughtful modern living. Nestled in the heart of Wailuku Town, this one-of-a-kind residence is the one you’ve been waiting for. Originally built in 1964, this single-wall home has been lovingly re-imagined with extensive renovations designed to honor its original charm while embracing today's comforts. From the new roof, owned solar with battery backup, upgraded plumbing, electrical and the addition of central air conditioning, to the beautifully restored original hardwood floors, every improvement has been made with intention and longevity in mind. The heart of the home is a thoughtfully redesigned kitchen featuring a reclaimed Hawaiian koa island, complemented by new cabinetry & new appliances throughout. The wall between 2 bedrooms was removed, creating a spacious and airy primary bedroom but could easily be restored if an additional bedroom was needed. The primary bath offers a spa-inspired retreat with a luxurious rain shower, soaking tub, and bidet-style toilet. The second bedroom features a half bath. Outside, the property transforms into a peaceful garden sanctuary. Meandering pathways lead through lush landscaping, various sitting areas & tranquil fishponds; inviting moments of quiet reflection or peaceful evenings. Ideally situated near shopping, dining, schools, medical facilities, and Kahului Airport, this exceptional property offers the rare combination of convenience, character, and peace. More than just a home, it's a place where mid-century design, island living, and modern comfort come together perfectly.

325 Kiele St, Wailuku

Listing courtesy of REMAX Hawaii Maui.

$2,288,888
3 Beds ⋅ 4 Baths ⋅ 410231 MLS ⋅ Fee Simple Tenure
Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath residence offers 1,995 sq. ft. of modern living space on an expansive 18,208 sq. ft. lot. The flexible floor plan provides versatility to suit a variety of needs, while elegant Imperial Veneer Finish walls adds timeless character and refined craftsmanship throughout this custom home. Enjoy breathtaking mountain views of Haleakala and stunning bicoastal views from this exceptional property. With no neighbor directly behind, the home offers an added sense of openness and privacy. The landscape is ready for your personal vision, creating the opportunity to design outdoor spaces that reflect your style. Call your favorite realtor to schedule a private showing today.

94 Leiohu Cir, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,290,000
6 Beds ⋅ 4 Baths ⋅ 410228 MLS ⋅ Fee Simple Tenure
Beautiful, spacious 6-bedroom, 5-bath home offering 3,531 sq. ft. of living space on a 7,405 sq. ft. lot. Completely rebuilt in 2007, this solid stucco home is located outside of the flood zone, providing added peace of mind. Designed with flexibility in mind, the spacious layout offers endless possibilities for extended family or rental potential. Tucked away at the very end of a quiet cul-de-sac at the top of the road, you’ll enjoy privacy and a peaceful setting just minutes from beautiful ?Iao Valley. As an added bonus, the seller is offering a $10,000 buyer credit toward closing costs or an interest rate buy-down. Don’t miss this exceptional opportunity to own a versatile, move-in-ready home in a desirable Wailuku location!

2296 Mokuhau Rd, Wailuku

Listing courtesy of HomeSmart Island Homes.

$1,890,000
3 Beds ⋅ 2 Baths ⋅ 410227 MLS ⋅ Fee Simple Tenure
Spectacular rooftop deck views of the ocean and glowing Kihei sunsets, 139 Mehani Place is a rare, fully remodeled multi-unit property that delivers both lifestyle and income in equal measure. Taken down to the studs, this approximately 4,000 sq. ft. residence on a generous 7,500 sq. ft. lot has been rebuilt with a new roof, solar hot water heater, split-system A/C in every room, and a modern kitchen finished with quartz countertops and brand-new appliances. The property is currently configured as four units — a main home with 4 bedrooms and 2.5 baths, a separate 1-bedroom/1-bath unit, and two studios — generating approximately $12,300 per month in rental income. A spacious lanai complements the rooftop deck for elevated outdoor living, while shared on-site laundry with two washer/dryer sets and ample off-street parking round out the amenities. Whether you're an owner-occupant looking to offset your mortgage or a pure investor seeking a flexible, turnkey income property, this is one of the more compelling opportunities to come to market in South Maui.

139 Mehani Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$3,750,000
3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,725,000
3 Beds ⋅ 3 Baths ⋅ 410218 MLS ⋅ Fee Simple Tenure
Prestigious Moana Estates Single-Level Gem. This beautifully updated single-level residence offers 1,818 sq ft of comfortable living space with 3 bedrooms and 3 full baths in the highly sought-after Moana Estates community. New flooring throughout for a fresh, modern feel. Lush, tropical backyard — perfect for relaxing, entertaining, or enjoying Maui’s gentle trade winds. Spacious garage with an a additional covered lanai (380 sq ft) with open recreational area. Central A/C and durable stucco exterior. Located in one of South Maui’s most desirable neighborhoods, this home is just a short, easy walk to world-class beaches, excellent restaurants, shopping, and all the conveniences of Kihei/Wailea. Whether you’re looking for a primary residence, second home, or investment property, this turn-key single-level gem in Moana Estates delivers the perfect blend of comfort, location, and island lifestyle. Ready for its next chapter — don’t miss this opportunity!

8 Moana Ave, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 410216 MLS ⋅ Fee Simple Tenure
Experience the perfect blend of modern design, functionality and island living in this stunning, fully renovated 3-bedroom, 3-bath home in the heart of Central Kihei. This move-in ready home features luxury vinyl plank flooring, modern lighting, a brand-new central A/C system and an updated kitchen with quartz countertops, white cabinetry, a spacious island and brand-new LG stainless steel appliances. The versatile bonus room with a wet bar offers endless possibilities for entertaining, a game room, an additional bedroom, or the flexibility to create a separate living area. Bathrooms feature quartz countertops, frameless LED lighted mirrors, designer fixtures and contemporary tiled showers. Enjoy the open front patio, low-maintenance landscaping and a spacious backyard featuring a large permitted storage structure, ideal for a workshop, hobbies, or organizational space. Additional highlights include an indoor laundry room with a brand-new LG washer and dryer, a spacious garage and two separate driveways for ample parking. Major upgrades include a brand-new roof and a new 25-panel photovoltaic (PV) solar system with a prepaid lease awaiting installation, offering energy-efficient living and added value. With no HOA and just minutes from beaches, shopping, dining, schools and parks, this exceptional turnkey home is ready to impress. Don't miss your opportunity to own this beautiful South Maui gem!

1669 Hoonanea St, Kihei

Listing courtesy of Compass.

$1,900,000
1 Beds ⋅ 1 Baths ⋅ 410213 MLS ⋅ Fee Simple Tenure
Exceptional opportunity to own an ocean-view property in one of South Kihei's most desirable neighborhoods. Set on a 1/2 Acre lot, 739 Launa Drive offers breathtaking Pacific Ocean views, spectacular sunsets, and the rare opportunity to create your dream Maui home in Maui Meadows. The property is improved with an existing 1-bedroom, 1-bath cottage, allowing you to enjoy the property while planning your future vision. The placement of the cottage provides the potential to build a main residence on the property, subject to Maui County requirements and approvals. Location is everything, and this property delivers. Just minutes from Kihei's beautiful beaches, world-class snorkeling, paddleboarding, golf courses, shopping, restaurants, and the Wailea Resort area, you'll enjoy the very best of South Maui living. Whether you're enjoying the Beach,Golf courses or watching whales during the winter months, or soaking in year-round sunsets from your future dream home, the possibilities here are truly exceptional. Properties with this combination of ocean views, premier location, and future building potential are increasingly rare. Bring your vision and make this South Kihei property your own.

739 Launa Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,150,000
4 Beds ⋅ 3 Baths ⋅ 410212 MLS ⋅ Fee Simple Tenure
Welcome to 820 W. Kuiaha Road, one of the North Shore’s most spectacular view settings. Tucked away along a private paved lane just off W. Kuiaha Road and located at 800 feet above sea level, this thoughtfully updated home captures sweeping ocean vistas, panoramic views of Haleakala and the West Maui Mountains, and even Molokai on clear days. Filled with natural light, cooling trade breezes, and views from nearly every window, its modern plantation-inspired interiors and gracious floor plan create a home with a true sense of place. At the heart of the home is a beautifully remodeled chef’s kitchen featuring shaker cabinetry, quartz countertops, a handcrafted Spanish tile backsplash, warm brushed brass fixtures, vintage-inspired milk glass lighting, and GE Café stainless steel appliances, including a dual-fuel double-oven range, vented chimney hood, and a whisper-quiet dishwasher. Begin each morning in the light-filled paneled sunroom, where coffee is accompanied by whitecaps dancing across the Pacific. In the evenings, gather around the wood-burning fireplace in the airy living room to read, play games, or watch your favorite show. The spacious main-floor bedroom suite offers its own entrance, a well-appointed beverage center with solid wood shaker cabinetry and quartz countertops, a full bath, and direct access to two lanais, making it equally well suited as guest quarters, a main-floor primary retreat, or multi-generational living. Upstairs, the primary suite has expansive ocean and mountain views, a walk-in closet, and private ensuite bath. Two additional bedrooms look out across coconut treetops to ocean and mountain landscapes, while the newly remodeled hall bath features a deep soaking tub with porcelain tile surround. An ocean-facing second-story deck is for West Maui sunsets and brilliant night skies. Features include new Milgard windows and doors, upgraded ceiling fans, a whole-house surge protector, county water, Hawaiian Telcom fiber internet availability, a composition shingle roof installed in 2017, and a fully owned 33-panel photovoltaic system with net metering and solar hot water—enhancing comfort, efficiency, and peace of mind. Outdoor living is exceptional, with over 1,000 square feet of lanai space, including two covered lanais and an approximately 935-square-foot wraparound concrete lanai. Whether entertaining friends, dining al fresco, or soaking in the soft island air, it’s a place where sunsets become part of the daily routine. The landscaped grounds feature fragrant plumeria and an abundance of mature fruit trees, including bananas, avocados, mangos, figs, starfruit, lilikoi, coconut, ulu, Surinam cherry, papaya, citrus, and more. An established permaculture orchard with rustic kiawe trellises, cultivated in richly amended soil, provides exceptional year-round growing conditions. Additional highlights include ample storage throughout, a spacious two-car garage with an EV charger and owner’s closet, private 5-bedroom septic, a fenced area for pets, and the rare combination of country privacy and everyday convenience—all just a short drive from Baked on Maui, Pauwela Market, Maui Country Supply, Haiku Town Center, Makawao, and Maui’s world-famous North Shore beaches. Deeply connected to its extraordinary surroundings, 820 W. Kuiaha Road is more than a home—it’s a place to slow down and enjoy the Maui lifestyle at its very best. This is Unit A of a CPR property and has 1.375 acres of land area.

820 W Kuiaha Rd Unit A, Haiku

Listing courtesy of Hawaii Life (W).

$1,998,000
4 Beds ⋅ 5 Baths ⋅ 410210 MLS ⋅ Fee Simple Tenure
Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,250,000
4 Beds ⋅ 3 Baths ⋅ 410203 MLS ⋅ Fee Simple Tenure
Discover where island-living meets modern comfort and convenience at this stunning South Maui gem. Upon entering this impressive 4-bedroom, 2.5-bath, two-story estate, you’ll be greeted by soaring cathedral ceilings that create an immediate “wow” factor. The home boasts recently upgraded, sleek countertops and contemporary light fixtures, adding a stylish touch throughout. A newly installed central A/C system ensures comfort year-round, while an owned photovoltaic system offers sustainable, eco-friendly energy savings.The outdoor lanai spaces are a true tropical oasis, ideal for basking in Maui’s warm, sunny days and mild evenings. Entertain in-style on the spacious covered lanai, surrounded by a low-maintenance, pet-friendly SYNLawn yard or retreat to your private ensuite lanai with new Trex decking. The attached two-car garage features a convenient laundry nook and ample built-in storage, perfect for stowing away yard tools, surfboards, beach gear, and more. Nestled in the picturesque Kamali’i Alayna neighborhood, this charming estate is just a short stroll from a well-maintained community park and playground. The location is unbeatable, with Kihei’s world-class beaches, top-rated dining, and premier golf courses just minutes away, and Kahului Airport only 20 minutes from your door. 160 Oluea Circle offers the perfect combination of convenience, sustainability, and tropical allure --truly an ideal setting for your island home.

160 Oluea Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$1,875,000
2 Beds ⋅ 2 Baths ⋅ 410201 MLS ⋅ Fee Simple Tenure
Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Property is also listed as Condominium MLS 410200. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. One of the newest homes constructed in the gated Hokulani Golf Villas residential condominium community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today!

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

$2,300,000
2 Beds ⋅ 2 Baths ⋅ 410197 MLS ⋅ Fee Simple Tenure
Live it now, build big when you want. Here’s the rare part: this is the CPR’s MAIN-HOME parcel, so it isn’t held to the 1,500 sq ft cottage limit. While it already lives beautifully as-is, you have the option to expand the existing home or build a legacy estate. Set on more than two private acres in the coveted Launiupoko hillside, the property delivers exceptional seclusion, no road noise, and sweeping views of the Pacific, the neighboring islands of Lanai and Molokai, and the West Maui Mountains. Built in 2003, the two-bedroom, one-and-a-half-bath, 1,024 sq ft plantation-style home is move-in ready with new appliances, fresh interior paint, central AC, and a fully owned photovoltaic (PV) solar system. Life happens on the 900+ sq ft wraparound lanai: morning coffee while you check the surf, sunsets over the Pacific, whales breaching in winter, and some of the island’s best stargazing after dark. Just steps away, a beautifully reimagined 2,056 sq ft barn provides a two-car garage, workshop, goat stable, outdoor shower, and storage on the ground level, while upstairs, a finished 896 sq ft office features new countertops, built-in cabinetry, a half bath, and an open-air deck framing awesome views. This is a versatile bonus space to shape around the way you live. A bountiful orchard of fruit trees brings color and harvest to the land, with room to expand or add accessory structures. Just minutes from West Maui’s beaches and Olowalu via the Lahaina Bypass. This is a CPR property.

60 E Huapala Pl Unit Unit B, Lahaina

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

$1,295,000
2 Beds ⋅ 2 Baths ⋅ 410193 MLS ⋅ Fee Simple Tenure
Let’s be real: finding an off-grid property where the heavy lifting is already done is rare. This private 1.99-acre CPR unit B features a 2-bedroom, 2-bathroom cottage and a detached 2 story, garage/farm office setup with great bones and very good ocean views. The unsexy (but incredibly expensive) infrastructure is already completely dialed: a recently upgraded solar/PV system with two brand-new inverters, a newer metal roof on the cottage, a massive 30,000-gallon water catchment system, a backup generator, and fire sprinklers in both buildings. Now for the fun part: the interior needs a refresh. You could move in tomorrow, but now is your opportunity to bring your own style, and customize the living space exactly how you want it without worrying about the permits and headaches of building infrastructure from scratch. Looking for more space? You can buy this alongside the vacant, adjacent 2.1-acre CPR A unit (MLS 410192) for a full 4.1-acre Huelo retreat.

601 N Honokala Rd Unit B, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$1,500,000
3 Beds ⋅ 2 Baths ⋅ 410189 MLS ⋅ Fee Simple Tenure
Welcome to your own private retreat! This comfortable, single-level 3-bedroom, 2-bath home sits on 2.5 level, fully fenced and gated acres, offering the perfect blend of privacy, peace, and usable outdoor space. Relax year-round on the spacious wraparound covered deck, complete with a brand-new hot tub—an ideal spot to unwind while enjoying the tranquil surroundings. The detached 2.5-car garage provides ample room for two vehicles plus extra space for storage, hobbies, or a workshop. Whether you're looking for room to garden, entertain, keep pets, or simply enjoy the serenity of country living, this property offers endless possibilities in a quiet, secluded setting. Recent survey, floor plan, and tent fumigation warranty are available in the Associated Documents.

1160 Ehu Rd, Makawao

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

$7,900,000
4 Beds ⋅ 5 Baths ⋅ 410078 MLS ⋅ Fee Simple Tenure
MAGICAL MAUI is a single-level Private Olowalu Oceanfront Masterpiece with the ultimate attention to detail. The 4-bedroom suite 4.5-bathroom 5-zone A/C estate is a furnished turn-key contemporary home completed in 2020 with smart-ready features. The upscale and well-appointed 4,048 sf residence with world-class architecture and interior design represents "a residential work of art and love." The seamless indoor-outdoor living best defines the spacious open floor plan with. The custom and unique artistry throughout the property offers a handmade automatic entry gate, soft light-lined drive, pivot double entry doors, etched acid-washed marble flooring, impressive hand plaster walls, open-air corridors with water features leading to all bedroom en-suites with two hand-carved banana tree wall reliefs, book-matched marble backsplashes, glazed lava stone kitchen counters with soft-close drawers and cabinetry, jacquard silk and fine glass wall treatments, an amazing translucent cloud chandelier made of zippers, antique obis, very special outdoor tub and shower. The covered lanai is perfect for enjoying the outdoor bar area with refrigerator overlooking the luxurious oceanside heated lap pool and spa.

11505 Honoapiilani Hwy, Lahaina

Listing courtesy of Compass-W.

$2,649,000
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).

$689,000
2 Beds ⋅ 1 Baths ⋅ 410157 MLS ⋅ Fee Simple Tenure
Situated in the heart of historic Wailuku town, this plantation era home offers wonderful character in a walkable in-town setting. Behind its redwood-and-cedar frame is a bright, efficient 776-square-foot floor plan with spacious two bedrooms and one bathroom. With South Market Street's shops, restaurants, and the County seat just blocks away, experience the best that Wailuku has to offer. Take a morning stroll for a fresh cup of coffee at Wailuku Coffee Co., indulge on legendary noodles at Sam Sato’s, or sip away the afternoon with local draft beer at The Parlay. With updated appliances and bathroom, newer roof (2012), fresh interior and exterior paint, new exterior lanai decking and set on a quaint and easy to care for lot, this is a unique entry into one of Maui's most walkable, established neighborhoods.

285 S Market St Unit A, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$2,398,000
3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.