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$599,000
2 Beds ⋅ 1 Baths ⋅ 410357 MLS ⋅ Fee Simple Tenure
Lots to love for this 2 bedroom, 1 bath home conventiently located just off Lower Main St in Wailuku. The home features high ceilings, an open plan, and tub and shower bath. This Plantation home comes with a small motorcyle type one car garage or workshop and fenced yard. Use your imagination and skills to bring this home back to its best. This is the fixer upper you have been waiting for. CONTRACTORS this is a great fix and rent or flip.

219 Momi Pl Unit A, Wailuku

Listing courtesy of ENRG Realty.

$12,000,000
4 Beds ⋅ 4 Baths ⋅ 410353 MLS ⋅ Fee Simple Tenure
This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2 bedroom suites, an additional bedroom or home office, media room, fabulous infinity pool, spa, and water features. The upper level features the primary suite easily accessible by elevator with a mezzanine and expansive ocean views from a private lanai. The attached ohana features its own living room, kitchen, bedroom, walk-in closet and full bath, also with a private tiled lanai and ocean views. There is a 3-car garage and custom water features at entry. Offered Turnkey.

4851 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,065,000
3 Beds ⋅ 4 Baths ⋅ 410340 MLS ⋅ Fee Simple Tenure
This well-maintained home in The Legends at Maui Lani, is situated in a corner lot for added privacy. The house has a central air conditioning unit with a new motor installed less than 1 year old for the Buyer's peace of mind. The house also has 20 owned photovoltaic panels with net metering arrangement with Hawaiian Electric Company, giving substantial savings in energy costs. No battery to maintain and to replace on this system for added peace of mind. Upstairs has 2 full baths and downstairs has 1.5 baths. Kitchen and upstairs bathrooms were updated with new cabinets and quartz countertops over a year ago. Gutters were installed on this home, and expensive durable plantation blinds on the windows for style and cool comfort. The driveway inside the property was widened on both sides. Flexible floor plan upstairs can enable the new owner with big families to create another bedroom as the master bedroom is so huge and has a lot of windows. New bedroom has already a built in closet. Rare find for a house with possible 4 bedrooms and existing 3.5 bathrooms. The permitted den downstairs with a privacy door and attached full bath is ideal for a work station. Owner will install new sliding mirror closet doors in the existing 2 smaller bedrooms to make the bedrooms look bigger. Living room and den will have beautiful wood tone vinyl floors.

63 Papahi Loop, Kahului

Listing courtesy of Realty 1st Inc.

$990,000
3 Beds ⋅ 2 Baths ⋅ 410332 MLS ⋅ Fee Simple Tenure
Welcome to this spacious split-level 3 bedroom, 2 bath home nestled on a quiet cul-de-sac in the Waiehu Heights subdivision. Enjoy beautiful views of the West Maui mountains, Haleakala, and the ocean. Designed with flexibility in mind, the lower level features an unpermitted 1 bedroom/1 full bath-perfect for extended family, guests, or multi-generational living. Upstairs offers comfortable living spaces filled with natural light and access to a covered lanai that leads to a large, leveled backyard that provides endless possibilities for entertaining, gardening, or simply relaxing. Additional highlights include a 2-car garage with separate storage room that houses the laundry area. Sellers were in the process of renovating and upgrading the home and some work still needs to be completed which allows the perfect way to make this home your own! Located in the heart of Wailuku, you'll be close to schools, shopping, restaurants, parks and everything Central Maui has to offer.

850 Kekoa Pl, Wailuku

Listing courtesy of Ihu Properties LLC.

$2,222,222
3 Beds ⋅ 2 Baths ⋅ 410327 MLS ⋅ Fee Simple Tenure
Wow! Bi-coastal views from Molokini to Paia! This perfectly positioned home and ohana on 1/2 acre of land, in the highly desirable Kula Mala neighborhood, features privacy, convenience, and quality construction. The homes feature stucco exteriors, tile and copper roofing, an owned photovoltaic system, and quality materials throughout. The oversized garage features a grand rooftop lanai with bi-coastal views, including Molokini, Kahoolawe, Lanai, Molokai, the West Maui Mountains, and Haleakala, for sunset entertaining and stargazing. Bonus, permitted 364 sq/ft space perfect for a gym, yoga space, or home office is in addition to the home's 2674 square feet. The built in custom closet in the primary bedroom, kitchen pantry, fireplace, outdoor shower, huge family/game room (with ground floor outdoor entertaining space), and beautiful rock walls are just some of the features that make this home special. The ohana has its own separate driveway and parking, while the main home has an elegant gated entry providing privacy and security. Please do not disturb the ohana tenants. Mahalo. OPEN HOUSE SATURDAY 9/12 from 2pm-6pm.

56 Lopaka Pl, Kula

Listing courtesy of Haleakala Realty, LLC.

$4,500,000
2 Beds ⋅ 2 Baths ⋅ 410325 MLS ⋅ Fee Simple Tenure
Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$945,000
2 Beds ⋅ 1 Baths ⋅ 410324 MLS ⋅ Fee Simple Tenure
Welcome to 420 Haumana Rd. An investor's dream located on Maui's North Shore. Set on six-plus lush acres in Haiku, this rare offering delivers land, ocean views and unlimited potential. Easy access down Haumana's paved road, a genuine rarity in Haiku where so many parcels sit at the end of rough gravel roads. Terraced areas, open spaces, interior roadways, and three separate driveways along Haumana Road that make every corner of the land easy to reach. At the heart of it all sits a permitted 860 square foot main home, two bedrooms and one bath, ready for a full renovation to bring it back to life. The grounds are abundant with mature, fruit-bearing trees, such as avocado, mango, banana, lilikoi, coconut, mandarin and star fruit. The property is supported by water catchment and county electric. A private well is also located on the property. Beyond the main home are multiple additional structures in varying condition, offered as-is and full of possibility for a buyer ready to reimagine them. Located close to the waterfalls and hiking trails that define this side of the island, yet private and quietly its own, this is a one-of-a-kind property perfect as a homestead, investment property, a working agricultural parcel, or a legacy estate shaped over the years. Opportunities like this do not come often. Call your favorite realtor today to schedule a showing! POF are required prior to all showings.

420 Haumana Rd, Haiku

Listing courtesy of Compass-W.

$29,900,000
5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$2,349,000
6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure
Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$1,975,000
5 Beds ⋅ 4 Baths ⋅ 410313 MLS ⋅ Fee Simple Tenure
Nestled in the desirable Wailuku Heights neighborhood, this custom-designed 5-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and a private setting with ocean and West Maui Mountain views. Designed to maximize light and flow, the home features expansive windows, generous living spaces, and a functional layout. The floor plan includes a junior suite with a private bath, providing flexibility for guests or multigenerational living. The primary suite features a soaking tub, walk-in shower, and ample space to relax. The covered lanai is positioned to enjoy ocean views, mountain vistas, and Maui's year-round indoor-outdoor lifestyle, making it ideal for dining, entertaining, or simply taking in the surroundings. A side-entry 3 car garage offers generous parking, storage, and workspace while maintaining the home's curb appeal. Situated on approximately 11,499 land sqft, this Wailuku Heights residence combines thoughtful design, versatile living spaces, and a sought-after location near Central Maui conveniences, including shopping, dining, schools, parks, and medical facilities.

533 Polulani Dr, Wailuku

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

$839,000
4 Beds ⋅ 3 Baths ⋅ 410310 MLS ⋅ Fee Simple Tenure
Where Potential Meets Pa'ina! This Hali'imaile property is currently situated as a single-story, 3-bedroom, 1.5-bath main home plus a 1-bedroom, 1-bath studio — 4 bedrooms and 2.5 baths total, split across two living spaces(and may have nonconformities, Buyers to do their due diligence.) Ideal for multigenerational living, rental income, or simply extra room to grow into. The original aluminum roof nods to the home's plantation-era roots, while the interior has been renovated and well maintained over the years — tile, vinyl & laminate bamboo flooring, updated cabinetry, granite counters, and an open kitchen-to-dining flow. This home wears its age honestly and needs some TLC, but the bones are solid and the potential is real. Outside, a covered carport leads to a shaded, plant-filled patio, and a deck off the back opens onto a spacious yard framed by banana trees & more. From a few spots around the home, you'll catch genuine peek-a-boo ocean views — a rare bonus at this price point. A neighborhood park sits just around the corner. The biggest opportunity: the lot is zoned R-1 Residential with Urban zoning, opening the door to build up to 2 additional accessory dwelling units (buyer to verify all zoning/ADU potential with the County). 27 Paina Street is an honest home with good bones and real upside, ready for an owner to bring it to its full potential. The property is currently tenant-occupied. Do not disturb tenants. Contact your go-to Realtor for more info today! The Owner is a licensed Realtor in the State of Hawai'i.

27 Paina St, Makawao

Listing courtesy of Real Broker.

$1,075,000
3 Beds ⋅ 2 Baths ⋅ 410309 MLS ⋅ Fee Simple Tenure
Discover a rare opportunity to own a piece of Maui's beloved North Shore. Located just moments from the heart of historic Paia Town, this charming 3-bedroom, 2-bathroom home offers approximately 1,496 square feet of living space on an expansive 0.32-acre lot. Originally built in 1941, the home blends timeless island character and can offer something to someone willing to invest in its potential. Whether you're looking for a primary residence, a second home, or an investment opportunity, this property provides the space and location to bring your vision to life. Enjoy the convenience of being within walking distance of Pa?ia's renowned restaurants, boutiques, cafés, and local shops, while also being just minutes from world-famous beaches, Ho‘okipa Beach Park, and the legendary Maui North Shore surf and wind sports. The oversized lot offers much potential at 13,900 sq ft with various palm trees and multiple plumeria trees planted throughout the property. Baldwin Avenue presents an exceptional opportunity to own in one of Maui's most sought-after communities.

345 Baldwin Ave, Paia

Listing courtesy of Maui Realty Co Inc.

$1,550,000
3 Beds ⋅ 4 Baths ⋅ 410308 MLS ⋅ Fee Simple Tenure
Move-in ready, this single-level home offers 3 bedrooms, each with an en-suite bath, 4 bathrooms, and 2,892 square feet of well-designed living space. The home can be reconfigured to accommodate four bedrooms, plus an office. The open floor plan provides comfortable areas for everyday living and entertaining. The large living room has mountain views and connects seamlessly to the kitchen, which features a Wolf gas range, ice maker, and generous counter space. Upgrades include dual-zone central air conditioning with Nest thermostats, fresh interior paint, wood-laminate flooring, a primary bath with a walk-in shower and a modern soaking tub. The oversized two-car garage features an epoxy-coated floor. On the roof are thirteen photovoltaic solar panels. The neighboring parcel is preserved as open space, providing a sense of privacy and helping maintain the peaceful surroundings. Located within the gated community of The Islands at Maui Lani, the home is minutes from shopping, dining, golf, schools, and Maui Memorial Medical Center. Two of the listing photos have been virtually staged.

239 Kamalei Cir, Kahului

Listing courtesy of Coldwell Banker Island Prop(P).

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 410217 MLS ⋅ Fee Simple Tenure
Welcome to 21 Pahee Place, an inviting single-level home tucked away on a peaceful cul-de-sac in The Islands at Maui Lani, one of Central Maui’s desirable gated communities. This beautifully maintained 3-bedroom, 2-bath residence offers 1,538 square feet of comfortable living space with an open floor plan, vaulted ceilings, and an easy indoor-outdoor flow. Covered front and rear lanais provide wonderful spaces to enjoy Maui’s year-round climate, whether relaxing with morning coffee or entertaining family and friends. Mature tropical landscaping and fruit trees create a private and welcoming backyard setting, with the community greenbelt just steps away. A standout feature is the fully owned and paid-off Enphase solar system with dual battery backup, offering valuable energy efficiency without a solar lease. An EV charger in the garage adds another modern convenience. The home has also been thoughtfully refreshed with a new water heater, new ceiling fans and window screens, an updated glass shower door, updated fixtures and finishes, interior paint and trim improvements, and refreshed landscaping. The Islands at Maui Lani is beautifully situated around The Dunes at Maui Lani Golf Course, creating an attractive setting while keeping you conveniently close to shopping, dining, medical facilities, the airport, and Central Maui’s everyday amenities. With its comfortable single-level design, inviting outdoor spaces, energy-efficient upgrades, and peaceful setting, 21 Pahee Place offers a wonderful opportunity to enjoy relaxed Maui living in an established gated community.

21 Pahe'e Pl, Kahului

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,725,000
2 Beds ⋅ 2 Baths ⋅ 410093 MLS ⋅ Fee Simple Tenure
Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island sanctuary. And, at the back of the property is a flat, usable area with an electric meter and water, an ideal location to build your dream home with second story ocean views while living in the ohana. And you still have room for a pool! The custom 2-bed/1bath, 702 square foot ohana and separate 480 square foot recreation building with its own bathroom offer exceptional flexibility for guests, extended family, or a private workspace. Thoughtful craftsmanship is evident throughout both structures, featuring mahogany ceilings and cabinetry, bamboo floors, granite countertops, and expansive ipe decks designed for indoor-outdoor living. Enjoy resort-style amenities including a commercial grade Sundance Spas 780 Series Bristol jacuzzi in excellent condition that comfortably seats five people, a commercial-grade Renu cold plunge and an outdoor shower. Other modern conveniences include split A/C systems in every structure, including the enclosed garage, hardwired internet, 11 high-def security cameras, and an insulated garage with loft storage. Energy efficiency is another outstanding feature, with 14 owned photovoltaic solar panels, a solar water heating system, and net metering that help minimize utility costs. Dedicated 220-volt outlets provide convenient electric vehicle charging capabilities. Offering privacy, quality craftsmanship, and an exceptional South Maui lifestyle, this unique Maui Meadows property is a rare opportunity to own/build your own tropical retreat.

3129 Mapu Pl, Kihei

Listing courtesy of Compass-W.

$752,600
3 Beds ⋅ 2 Baths ⋅ 410287 MLS ⋅ Fee Simple Tenure
3-bedroom, 1 and a half bath, 1,320 square foot home on a 7,614-lot in Northeast Kihei. Short drive to Mai Poina and Kalepolepo Beaches. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

272 Hoalike St, Kihei

Listing courtesy of REALHome Services & Solutions.

$2,895,000
8 Beds ⋅ 8 Baths ⋅ 202613857 MLS ⋅ FS - Fee Simple Tenure
Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai’s most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai’s West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker’s quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, and stargazing. Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2946 Kalua Koi Road, Maunaloa

Listing courtesy of Coldwell Banker Island Prop..

$1,800,000
3 Beds ⋅ 3 Baths ⋅ 410294 MLS ⋅ Fee Simple Tenure
This home may be perfect for either a buyer who wishes to live on Maui and would like rental income as a bonus, or for an investor looking for a strong return on the investment property. How could it work? The details. There are three separate living areas: an upstairs main home with vaulted ceilings, three bedrooms and two and ½ baths (1660 square feet, renting at $5,500/month); an attached downstairs ohana with one bedroom and one bath (510 square feet, renting at $1,950/month); a two bedroom, one bath downstairs living area (around 800 square feet, renting at $3,200/month). For an investor, the annual rental income is almost $130,000/year. For a homeowner occupying the primary living space, the annual rental income would be around $64,000 year. Many people say that “it doesn’t get much better”! The home is sold partially furnished, with each living area having a washer/dryer, solar water heating and room a/c (except for the one bedroom ohana). There is a fully enclosed two car garage and several exterior storage sheds. The very large covered lanai extending from the upstairs living area provides partial ocean views while relaxing with one’s favorite beverage. The home is located on a cul de sac, with virtually no traffic noise… and is priced to sell. All in all, it is a “simply wow”!

3863 Mahinahina St, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,235,000
3 Beds ⋅ 3 Baths ⋅ 410282 MLS ⋅ Fee Simple Tenure
Enjoy the best of Upcountry Maui from this beautifully maintained Kula Kai residence offering spectacular bi-coastal ocean views, comfortable single-level living, and exceptional flexibility. The thoughtfully designed 3 bedroom, 3 bathroom main home offers 2,340 sq. ft. of living space and is complemented by a private detached 680 sq. ft. 1 bedroom cottage, ideal for extended family, guests, or additional living space. Recent improvements include a new roof and fresh interior and exterior paint. The open-concept floor plan is highlighted by vaulted wood ceilings, a gas fireplace in the living room, abundant natural light, and an updated kitchen complete with a large quartz island, premium appliances, dual ovens, and a walk-in pantry. A loft above the main living area provides the perfect space for a home office or quiet retreat with sweeping island views. The spacious primary suite includes dual walk-in closets, a spa-inspired bath, and an adjoining bonus room ideal for an office, fitness room, or library. Outdoor living is a true highlight, with multiple lanais, an outdoor kitchen, and landscaped grounds featuring mature fruit trees and terraced gardens. Stargaze from the private hot tub and rinse off after a day in the garden in the outdoor shower. Additional amenities include split-system air conditioning, whole-house water filtration, on-demand hot water, separate utility services for the main home and cottage, photovoltaic infrastructure in place (panels not reinstalled following the new roof), an oversized attached two-car garage with loft storage, a second two-car garage beneath the cottage, and a versatile detached studio perfect for creative or recreational use. Located in one of Kula's most desirable neighborhoods at approximately 2,500 feet elevation, this exceptional property offers the ideal combination of privacy, panoramic views, and the cool Upcountry climate, all within easy reach of schools, shopping, dining, and Central Maui.

68 Ka Dr, Kula

Listing courtesy of Compass-W.

$1,169,000
4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ Fee Simple Tenure
Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained Permitted 4-bedroom, 2-bathroom residence offers the perfect blend of Upcountry charm and incredible future potential. Step inside to discover a bright and versatile layout designed to adapt to your lifestyle. Whether you are looking for a spacious family home, an ideal setup for multigenerational living, or a savvy opportunity for potential rental income, this property accommodates it all with ease. The outdoor oasis is an absolute showstopper, boasting a fully fenced garden area that functions as a lush, edible paradise. Harvest your own fresh tropical fruit from a mature orchard featuring White Pirie Mango, Tango Mandarin, Ruby Star Grapefruit, Tahitian Lime, Dragonfruit, Purple Lilikoi, Apple Bananas, Mountain Apple, Kaffir Lime, Avocado, Papaya, and an impressive patch of 50 pineapple plants. The property also features a large chicken coop for farm-fresh eggs, a peaceful pond complete with fish and mature water plants, a wooden children's swingset, and a two-story wood play set. Whether you are relaxing on the shaded back patio or watching the kids play, this backyard is a private island sanctuary. What truly sets this property apart is an extraordinary, future-proof asset: the owners have fully approved permits in hand to build up! Skip the months of county delays and immediately expand your living space to capture breathtaking ocean and mountain views. Location! 40 Leie St places you just moments away from local favorites like the Haliimaile General Store, excellent schools, and the vibrant culture of Makawao town, all while being just a short drive down the hill to Maui’s North Shore beaches. Opportunities with this level of versatility, pre-approved growth potential, and sustainable lifestyle features rarely hit the Haliimaile market. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

40 Leie St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,650,000
2 Beds ⋅ 2 Baths ⋅ 410267 MLS ⋅ Fee Simple Tenure
Follow the country road to the very top of Piiholo Road, where peaceful Upcountry living, privacy, and breathtaking surroundings await. Nestled on this exceptional 3 Acre property is a custom-crafted 2-bedroom bamboo home that blends natural beauty, sustainability, and timeless design. Bamboo is prized around the world for its strength, warmth, and renewable qualities, creating a truly unique living environment. A long ribbon driveway welcomes you to the home, where custom craftsmanship and thoughtful details create living spaces with views of the surrounding countryside and the ocean beyond. The property is well equipped with abundant potable water supplied by three 30,000-gallon water storage tanks, providing ample capacity for the home and agricultural uses. A spacious barn adds versatility, featuring a separate apartment and a large workshop currently used for woodworking. Whether you're looking for space to farm, create, work, or simply enjoy the Upcountry lifestyle, this property offers endless possibilities. An opportunity to own a private Maui property where craftsmanship, sustainability, and quiet country living come together. So peaceful!

156 Alaluana Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$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.

$579,000
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).

$1,350,000
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).

$674,000
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, this 2 bedroom 1 bathroom home is less than one mile to Cove Beach and Charley Young Beach. The property features a private backyard giving you a blank canvas for pets to roam safely, outdoor entertaining under the stars, or building your dream tropical garden. This property is a wonderful opportunity to own a piece of Maui and create a home that fits your lifestyle, whether as a full-time residence, island retreat, or long-term investment. Schedule your tour today and come feel the peace for yourself! This is unit C of a residential condominium property regime (CPR), total land square-footage of unit C is 4,298.

390 Auhana Rd Unit Unit C, Kihei

Listing courtesy of eXp Realty.

$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.

$1,100,000
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. There is the main house and attached ohana, great rental potential. 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.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.