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$999,000
2 Beds 2 Baths 410758 MLS Fee Simple Tenure
Tall royal palms line the drive, creating a dramatic approach to this private Haiku retreat just one minute off Hana Highway. The 2 bedroom, 2 bath cottage opens to vaulted ceilings and natural light, with a covered deck framing sunrise ocean views. Set on 0.87 acres of mature, lush, edible landscape, the grounds have been cultivated for privacy and abundance: avocado, coconut, banana, lilikoi, papaya, Surinam cherry, starfruit, all organically maintained. Hurricane tie-downs, grid power, fiber internet, and a 15,000 gallon water catchment system serve the home. Ample parking. This is Unit A of a CPR, carrying the cottage entitlement. Located moments past Twin Falls on Maui's north shore, with Haiku town, Paia, and Hookipa within an easy drive. A rare combination of true privacy, a productive tropical landscape, and convenient highway access.

57 S Honokala Rd Unit Unit A, Haiku

Listing courtesy of Hawaii Equity Management LLC.

$865,000
2 Beds 1 Baths 410720 MLS Fee Simple Tenure
Tucked away on a quiet country road, this 0.83-acre Haiku property captures what makes this part of Maui so special: privacy, abundant greenery and a peaceful setting. Mature citrus and banana paired with lush tropical surroundings create a sense of separation from the outside world, with green views framed through the cottage windows and a covered porch that invites you to slow down and enjoy the setting. The existing cottage has been recently renovated and freshly painted, offering a comfortable, move-in-ready home from day one. Live simply and enjoy it just as it is or settle into the cottage while exploring plans for a future main residence. Served by catchment water, this is an opportunity where the land, privacy and quiet are every bit as compelling as the cottage itself. A refreshingly simple slice of Haiku, ready for its next chapter.

73 Nolu Rd, Haiku

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

$2,600,000
2 Beds 2 Baths 410687 MLS Fee Simple Tenure
Manawai…need I say more? This fully fenced, ocean view, non CPR’d, 2 acre property embodies a beautifully crafted home and manicured grounds in a coveted north shore community. The home has massive space under roof and many improvements have been made recently, including new Fleetwood doors and windows, expansive covered lanai facing the ocean and a beautiful covered patio area with a firepit for relaxing. With mature fruit trees, a citrus orchard and botanical gardens reflecting years of loving care, this property blends nature and comfort beautifully. Step through French doors onto the protected lanai where a wicker porch swing invites you to slow down and feel instantly at home all while taking in the incredible ocean view. Open-beam ceilings create a sense of openness, while Merbau hardwood flooring, mango wood, marble, slate, and Venetian plaster walls showcase custom craftsmanship throughout. The large primary suite takes in both ocean and garden views and a split AC keeps it cool year round. The functional open kitchen with maple cabinetry and a custom Monkeypod wood counter includes a pantry and abundant windows. The oversized loft above the 2-car garage is a nice bonus space with a conveniently located half bath and gorgeous outdoor shower area below it. A private well system provides delicious water, while evening rains naturally nourish the landscaping and numerous citrus and hardwood trees on the upper acre which is a prime building site for a main house. Located near beaches, restaurants, groceries, shops, yoga and waterfalls. This is a must-see, must-feel property — a peaceful, nurturing escape that lives up to Manawai’s unbeatable reputation.

237 Manawai Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$2,100,000
5 Beds 3 Baths 410578 MLS Fee Simple Tenure
Discover a rare property offering flexibility, privacy, and strong income potential. Situated on approximately 2 acres of agriculturally zoned land in Haiku, this unique estate features multiple dwellings—ideal for multi-generational living or rental use. Conveniently located just a short drive to Haiku Town, Makawao, the North Shore, and world-renowned surf at Ho‘okipa and Paia. The main residence offers 5 bedrooms, 3 bathrooms, and a 1-car garage with its own private yard. A second home includes 4 bedrooms, 3 bathrooms, and a 1-car garage, thoughtfully positioned to provide separation and privacy, with multiple private entrances for flexible use. At the rear of the property is an original plantation-style home with 4 bedrooms and 1 bathroom, along with an additional structure featuring expansive floor-to-ceiling glass panels—ideal for an office, studio, or creative workspace with mountain views. The grounds feature a variety of tropical fruit trees, including mango, mountain apple, loquat, lychee, and avocado, along with bamboo, palms, and flowering plants such as ginger and gardenia. There is ample space for farming, gardening, or future improvements. Additional features include two water meters, one cesspool, and one septic system. A versatile property with multiple use options. Contact your Realtor today to schedule a private showing

2615 Kaupakalua Rd, Haiku

Listing courtesy of Royal Realty LLC.

$998,000
410548 MLS Fee Simple Tenure
Situated just 5 minutes from Ho'okipa and 12 minutes from Paia, this private community on the ocean side of Hana Highway, is cleared, level, fully fenced, gated and you can walk to the ocean. This 3-acre agriculturally zoned CPR Parcel A, designated for the Main House, offers exceptional privacy, security, and panoramic views. Sweeping ocean vistas stretch toward Moloka'i and the West Maui Mountains, while the southern horizon showcases dramatic Haleakala views extending to Science City and the Ko'olau Gap. This coveted area on Maui's North Shore community provides rare flexibilty with no HOA or subdivision fees. Perfectly positioned for peaceful country living with convenient access to nearby amenities, the parcel is just 5 minutes from Ho'okipa Beach Park, 10 minutes from Pa'ia, and 4 minutes from Ha'iku Town Center, offering a grocery store, hardware store, fitness studios, shops, restaurants, and popular food trucks. Ha'iku Elementary School, The Boys & Girls Club, and Ha'iku Community Park--with basketball courts, baseball, soccer fields, and open green space--are all within walking distance. Just a small drive there are private school options including Seabury Hall, Roots School & Montessori. This versatile agricultural parcel is ideal for grazing animals, farming, orchards, or creating a private estate. You can also purchase the adjoining CPR B of 1.5 acres, MLS 407679 to develop an amazing family compound.

2865 Hana Hwy Unit CPR A, Haiku

Listing courtesy of Maui Luxury Real Estate LLC.

$1,580,000
2 Beds 2 Baths 410513 MLS Fee Simple Tenure
Welcome to this custom-built Haiku home in the desirable Windward Estates subdivision. Situated on 2.27 private, usable acres at the end of a quiet cul-de-sac, this 2-bedroom, 2-bath residence offers 1,314 square feet of thoughtfully designed living space with hardwood floors, vaulted ceilings, and an open floor plan. Expansive covered lanais overlook lush tropical landscaping with a variety of mature fruit trees. The property also includes a prepared homesite for a future second dwelling with potential ocean views. Conveniently located just minutes from Paia, Hookipa Beach, and Maui's North Shore, this property offers privacy, potential, and the best of island living. Enjoy indoor-outdoor living with expansive covered lanais overlooking beautifully landscaped grounds filled with mature tropical fruit trees, including star fruit, star apple, citrus, banana, papaya, and more.

250 Heaaula Pl, Haiku

Listing courtesy of Commercial Prop of Maui LLC.

$2,700,000
3 Beds 5 Baths 410469 MLS Fee Simple Tenure
This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

1525 Kaupakalua Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,500,000
3 Beds 2 Baths 410373 MLS Fee Simple Tenure
Set among the lush hills of Haiku, on Maui’s storied north shore, this residence stands as one of the district’s most architecturally distinguished private estates. Designed by an award winning Maui architect, the home reveals its pedigree from the moment its glass doors part, opening into a great room of vaulted ceilings and rich maple floors, where light and trade winds move freely through a space that feels as much a part of the landscape as the jungle canopy surrounding it. The kitchen is a study in refined function, granite counters, a substantial center island, and custom cabinetry, positioned to command sweeping views of the property from every angle. Beyond it, the dining room unfolds over tumbled marble, overlooking a backyard so private and so verdant it feels like its own hidden world, a rarity even by Haiku’s famously secluded standards. Walls of glass extend the living space onto a covered lanai, framed by windows that dissolve the boundary between indoors and out. From select rooms and the outdoor living areas, panoramic ocean views command the horizon, an exceptional distinction in this part of Maui, where dense upcountry forest typically claims the view instead. Three bedrooms and two bathrooms offer gracious, well appointed living, complemented by an outdoor shower that brings the ease of island life to the doorstep. A separate studio provides refined versatility as an office, home gym, or creative retreat, while a finished indoor laundry room, garage, and skylights complete the residence throughout. Unlike much of what comes to market in Hawai’i, this home asks nothing of its next owner, finished, updated, and ready to be lived in from the first day. Beyond the residence, two acres unfold in quiet splendor, a mature landscape of palms, bamboo, flowering shrubs, and citrus trees enclosing the property in complete privacy without isolation, with ample room remaining to build, cultivate, and expand. This is a home built for family and for legacy, private, verdant, and complete, set within the heart of Haiku, among Maui’s most coveted and least replicable settings.

1101 Kauhikoa Rd, Haiku

Listing courtesy of Deep Blue HI.

$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.

$1,000,000
410290 MLS Fee Simple Tenure
*NOW SELLER FINANCING AVAILABLE* Embrace the ultimate off-grid lifestyle on this stunning 2.89-acre property in Haiku, Maui. Nestled amidst lush jungle with breathtaking ocean views, this estate is perfect for those seeking sustainability without sacrificing comfort.This property features four luxurious yurts and a sophisticated shed, all powered by a reliable solar panel and battery system. Water security is ensured with a 22,000-gallon water catchment system and a newly installed septic tank. Enjoy modern conveniences with a full bathroom, shower, and washing machine, providing all the comforts of home.The outdoor cooking area is ideal for entertaining in nature’s beauty. Each of the four spacious yurts offers stylish, comfortable accommodations, perfect for family, guests, or rental units. The versatile shed provides extra space for storage or can be transformed into a creative studio or workshop. Best of all, the property comes fully furnished for turnkey living.The seller has completed all necessary permits for this SMA property, along with permits and plans for two single-family homes, making future expansion a seamless possibility.Surrounded by lush jungle and steps from a semi-private waterfall, this property offers unparalleled privacy and tranquility.Experience off-grid living with luxury.

44 Hanauana Rd, Haiku

Listing courtesy of eXp Realty.

$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).

$675,000
410192 MLS Fee Simple Tenure
Wake up to jaw-dropping sunrises and massive, unobstructed ocean views that you will literally never grow tired of. This is 2.1 acres of prime, usable, off-grid land in Huelo, situated on the oceanside of Hana Highway just under a mile down North Honokala Road. Whether you want to build your dream primary farm dwelling or establish a serious homestead, this CPR Spatial Unit A gives you the perfect canvas. Bonus: the area gets abundant rainfall, making water catchment a breeze and keeping the land lush. Want the ultimate 4-acre compound? The adjacent 1.99-acre Unit B (complete with a cottage and farm office) is also available as MLS 410193. Bring your vision and a pair of boots, and build your dream off-grid property.

601 N Honokala Rd Unit A, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$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.

$975,000
410181 MLS Fee Simple Tenure
This 4.43-acre property in Haiku, sitting directly across the street from Twin Falls, offers a great mixture of usable land, development potential, and a serene setting along the year-round Hoolawa Stream. Unlike many North Shore parcels, the topography is predominantly flat, providing a versatile canvas for a private retreat, agricultural venture, or multiple dwellings. This prime location offers easy access to Hana Highway, Haiku Town, Twin Falls, hiking trails, and North Shore beaches. Whether you are looking to create a homesite, multi-generational retreat, or a long-term investment, this acreage provides the flexibility and space to realize your goals in one of Maui’s most sought-after locations.

204 Ulalena Loop, Haiku

Listing courtesy of Hawaii Life (W).

$2,690,000
4 Beds 3 Baths 410015 MLS Fee Simple Tenure
Exceptional Ocean Vistas amidst your tropical paradise estate on Maui's famed North Shore.  Affectionately coined, "Hale O Peahi" this expansive custom crafted estate offers unlimited potential on a seamless level on an open facing lanai that flows out to the like-new saline pool and spa. Nestled in the highly desirable and exclusive Peahi Hui Land Subdivision on Maui's breathtaking North Shore. This expansive single-family residence offers a tranquil, elevated retreat on a generous 2-acre estate blessed with stunning ocean and mountain views from this exceptional gated estate.Hale O Peahi offers sophisticated single-level living with exceptional privacy and views. Boasting 3,576 sq ft of living space, the home features 4 bedrooms, 2.5 baths, and “pod” style architecture interconnected by covered breezeways and an expansive covered 1576 sq ft lanai. The center pod includes the open-concept gourmet kitchen, dining, and living areas — all flowing seamlessly to the outside lanai.  Plus a versatile room ideal for an office, gym, theater room, or guest suite. The master suite is elegantly tucked into its own wing, offering sweeping ocean and mountain views  The luxurious spa-style bathroom has a vibroacoustic therapy deep soaking spa tub, and just outside is a luxurious tropical shower.  The bathroom is a generous open area featuring a large walk in closet, perfectly situated near the laundry room.  The guest wing features two generous guest suites, each with expansive walk-in closets, and a well-appointed spacious bathroom.  The guest wing provides comfort and privacy, with open lanai views to the ocean and the pool. Designed for effortless living, the home features 50+ smart lightbulbs and Alexa hubs, giving you full voice-activated control of the lighting in every room.   Step outside to your own private oasis, featuring a heated salt-water lap pool with motorized cover, a jetted spa, and a bubbling fountain—perfect for relaxation or entertaining. The fully fenced grounds showcase lush Zoysia lawns, a raised-bed garden, mature tropical fruit trees, and prolific apple bananas, offering the delight of fresh-picked fruit anytime.  A quarter-acre of pasture with two charming resident goats, this property captures the essence of country living. Enjoy prime potential for a 1,500 sq. ft. second dwelling, or envision an AG barn with a second story to create expansive, flexible living or storage space. Practical amenities include a workshop/garage, storage space, a grid-tied solar PV system with Tesla battery backup, and a Solar-plus-storage setup for energy efficiency. With its carefully curated finishes, open layout, and thoughtful integration of indoor-outdoor living, this North Shore Maui hideaway captures timeless elegance, modern sustainability, and private island charm.  Don't miss these Stunning Triple Blue Views! Drop in and experience your special piece of paradise.

10 Leleaka Pl, Haiku

Listing courtesy of Century 21 Island Homes.

$2,190,000
3 Beds 3 Baths 409783 MLS Fee Simple Tenure
Gated North Shore estate featuring two substantial dwellings on 2.181 private acres in desirable Haiku Country Estates. Offering approximately 3,481 square feet of combined living area, this exceptional property blends privacy, flexibility, and income potential in one of Maui’s most sought-after rural communities. The main residence is a beautifully crafted Lindal Cedar home offering 3 bedrooms and 3 bathrooms across approximately 2,482 square feet. Thoughtfully updated over the years, including a major renovation in 2017, recent improvements include updated flooring, new garage doors, and refreshed lanai spaces. Its versatile layout provides multiple living areas ideal for extended family, guests, or additional rental opportunities. Built in 2019, the separate 999-square-foot, 2-bedroom, 2-bath ohana is privately situated near the front of the property and offers excellent flexibility for long-term rental income, multigenerational living, or guest accommodations. Adding even more value, a County-approved building permit issued February 5, 2025, allows for an approximately 500-square-foot addition to the ohana, creating future expansion potential without the uncertainty of starting the permitting process. Bordered with mature bamboo for exceptional privacy, the agriculturally zoned property is beautifully landscaped with an abundance of established fruit-bearing trees, including lychee, mango, avocado, banana, macadamia, coconut, pomelo, orange, and a variety of citrus, creating your own tropical orchard and island sanctuary. This rare offering combines lots of usable acreage, two quality residences, expansion potential, privacy, and lifestyle—all just minutes from Haiku Town, world-class beaches, surfing, hiking, and everything Maui’s North Shore has to offer.

2695 Lia Pl, Haiku

Listing courtesy of Kokua Realty LLC.

$1,075,000
2 Beds 2 Baths 409762 MLS Fee Simple Tenure
Discover a rare opportunity to own a private slice of Maui’s North Shore paradise at 630 Ho’olawa Rd in Haiku. Tucked away just 2 miles past Twin Falls on the ocean side of Hana Highway, this charming 2-bedroom, 2-bath island style home offers the perfect blend of seclusion, sustainability, and convenience- just 39 minutes from Kahului Airport (OGG). Set on a total of 1.35 acres across two TMKs- TMK 290010350000 (.94 acres) and TMK 290010700000- (0.41 acres) - this property provides flexibility, space, and potential for future use, all surrounded by lush tropical greenery. The home features a durable metal roof and is thoughtfully designed for off-grid living with modern comforts, including a robust solar energy system installed in 2021 and a back up generator for peace of mind. Water is sustainably sourced via a well maintained rain catchment system with ample storage capacity and advanced filtration. The property offers high speed fiber optic internet allowing you to stay connected while enjoying your private retreat. The land is rich with mature fruit trees including orange, grapefruit, tangerine, lemon, lime, banana, papaya, pineapple and breadfruit creating your own edible tropical oasis. Additional features include a septic system updated in 2019, enhancing the overall value and utility of this unique offering. Whether you’re seeking a peaceful full time residence, a sustainable lifestyle property or a private Maui getaway, this hidden gem captures the essence of living lightly on the land.

630 Hoolawa Rd, Haiku

Listing courtesy of Redfin Corporation.

$1,499,000
409750 MLS Fee Simple Tenure
Rare opportunity to build your vision on 2.5 acres of cleared, ready-to-build land in the heart of coveted Haiku. This parcel comes with serious momentum — stamped plans for a 1,500 sq. ft. cottage currently at permitting, plus a dedicated build site at the rear of the property for a main residence. Mature landscaping throughout provides a natural buffer between the lots, offering privacy and a sense of established character from day one. Adding to the flexibility, the property is currently in the process of being CPR'd, giving a future buyer the ability to separate, sell, or develop each unit independently — a significant advantage for investors and owner-occupants alike. Whether you're looking to establish a private Upcountry estate, generate rental income, or both — this land offers the infrastructure, the location, and the optionality that's nearly impossible to find in today's market.

2175 Kauhikoa Rd Unit 7, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$1,695,000
3 Beds 3 Baths 409579 MLS Fee Simple Tenure
Tucked away on approximately two acres in the heart of Haiku, this unique multi-dwelling property captures the timeless feeling of old Maui. A long private driveway winds through mature tropical landscaping and fruit trees, revealing expansive valley, gulch, and West Maui Mountain views. The upper 4-bedroom, 2-bath residence overlooks Maliko Gulch and features a recently installed roof. The property also includes a newer 2-bedroom, 1-bath ohana with a remodeled attached studio, two adjoining tiny homes connected by a custom deck, and a privately situated lower 3-bedroom, 2-bath residence. Together, these living spaces offer exceptional flexibility for extended family, guests, creative workspace, or other possibilities. Some areas offer an opportunity for cosmetic updating and personalization. Located just minutes from beaches, restaurants, shopping, and Maui’s North Shore communities. The neighboring 2.4-acre property is also available separately, creating the potential to own approximately 4.4 combined acres.

1640 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$1,795,000
3 Beds 2 Baths 409577 MLS Fee Simple Tenure
Tucked away on approximately two acres in Haiku, this unique multi-dwelling property offers privacy, versatility, and expansive views of Maliko Gulch, the valley, and West Maui Mountains. The upper 4-bedroom, 2-bath residence features a recently installed roof. Additional living spaces include a newer 2-bedroom, 1-bath ohana with a remodeled attached studio, two adjoining tiny homes connected by a custom deck with shared kitchen and bath facilities, and a privately situated lower 3-bedroom, 2-bath residence. Surrounded by mature tropical landscaping and fruit trees, the property offers flexible possibilities for extended family, guests, creative space, or rental income. Some areas provide an opportunity for cosmetic updating and personalization. Conveniently located near beaches, shopping, restaurants, and Maui’s North Shore communities. The neighboring 2.4-acre property is also available separately, creating the potential to own approximately 4.4 combined acres.

1660 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$3,333,000
7 Beds 5 Baths 409514 MLS Fee Simple Tenure
THE MAUI SANCTUARY. Three structures. Five separate living spaces. Ocean views. Resort-style pool. Two acres of lush tropical grounds. One extraordinary Maui estate. Welcome to 1073 Nanihoku Place, a rare Hawaiian-style property in Haiku offering privacy, flexibility and luxurious resort-style living that is distinctly Maui. The property is well suited for a private family retreat, extended family and guests, creative or wellness pursuits, investment potential, or simply enjoying your own world in the heart of Maui's North Shore. The main residence features warm wood, natural light, multiple gathering areas and an abundance of indoor-outdoor living. It is thoughtfully configured into a two-bedroom plus den home, a separate two-bedroom, one-bath wing, and a ground-floor apartment with three bedrooms. A beautiful two-bedroom ohana sits at the top of the property with its own hot tub and gated entry, and is currently operated as an Airbnb. Just behind the main residence is a private 280-square-foot loft space, creating a total of five distinct living environments for family, guests and extended stays. This private tropical retreat is a must see with its amenities and endless possibilities.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$1,290,000
2 Beds 1 Baths 409450 MLS Fee Simple Tenure
Discover your private tropical sanctuary on the ocean-side of the Hana Hwy in Haiku, with views of Maui’s iconic North Shore — a custom-built masterpiece that blends island-style elegance and low-maintenance luxury. Stucco walls and a durable metal roof shelter expansive covered decks, providing shade, privacy, and year-round comfort, while imperial plaster walls are highlighted by hand-carved Ohi‘a posts in every room. Open-beam ceilings and oiled Brazilian tiger-wood flooring add a warm, high-quality feel, and oversized picture windows flood the interior with natural light and frame breathtaking ocean vistas. The chef-grade kitchen features a GE dual-fuel gas range with convection oven, a stainless-steel refrigerator and dishwasher, and ample counter space for culinary creativity. Unwind in the spa-like master bath with a tumbled marble soaking tub, the ultimate tropical oasis. Set on over one acre of mature fruit trees—including coconut, mango, breadfruit, and avocado—the property also offers the option to add a guest cottage, making this rare ocean-view estate the perfect blend of privacy, natural beauty, and modern island living for buyers seeking a unique Maui home that feels like a permanent vacation.

180 Mokupapa Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$3,999,000
2 Beds 1 Baths 409398 MLS Fee Simple Tenure
Also listed as Vacant Land, MLS #409399 Rare 27-acre property in Haiku on Maui’s North Shore, offering exceptional privacy, serenity, and sweeping panoramic views. This unique estate spans 3 contiguous TMKs and is gated for added security and exclusivity. Enjoy expansive ocean and Haleakala views from multiple vantage points across the property. A custom-built 2-bedroom, 1-bath home is situated on the upper portion of the land, providing a comfortable living space to enjoy immediately — or to serve as a guest house while you build your dream estate. The upper acreage features flat, usable pasture land, while the lower portion offers gently rolling terrain. This acreage is ideal for agricultural use, an equestrian estate, a private retreat, an estate home or even a subdivision. The land has not been farmed in over 30 years. SELLER FINANCING IS AVAILABLE, making this a rare opportunity to secure large, versatile acreage in Haiku with flexible terms.

654 Kaupakalua Rd, Haiku

Listing courtesy of Compass-W.

$3,999,000
409399 MLS Fee Simple Tenure
Also listed as Residential, MLS# 409398 Rarely available 27-acre estate on Maui’s North Shore in Haiku, offering remarkable privacy, tranquility, and breathtaking panoramic views. Comprised of 3 contiguous TMKs, this gated property provides exceptional flexibility and exclusivity. Enjoy sweeping ocean and Haleakala views from multiple vantage points throughout the land. A thoughtfully designed 998 sq ft custom home featuring 2 bedrooms and 1 bath is perched on the upper portion of the property, perfectly positioned to capture the scenery. The upper acreage offers flat, usable pasture land, ideal for agricultural or equestrian use, while the lower acreage gently rolls, creating a beautiful and functional landscape. With land that has not been farmed in over 30 years and is not a CPR, this property presents a rare opportunity for an agricultural estate, private retreat, equestrian compound, future estate home, or potential subdivision. Seller financing is available, adding exceptional flexibility to secure one of Haiku’s most versatile large-acreage offerings.

Kaupakalua Rd, Haiku

Listing courtesy of Compass-W.

$1,250,000
3 Beds 3 Baths 409390 MLS Fee Simple Tenure
Tucked away on 1.47 lush agricultural acres in Haiku, this private property offers a rare blend of flexibility, privacy, and island charm. Public records reflect a 2-bedroom, 2-bath home, while the adaptable layout allows for multiple living options, including a potential attached studio or separate-entry unit—ideal for extended family, guests, or rental income. The home features a spacious, open feel with seamless indoor-outdoor living. Mature landscaping includes a variety of fruit trees—lime, Hawaiian lemon, coconut, banana, and sugar cane—along with puakenikeni, heliconia, and gardenia and other tropical flowers. A peaceful bamboo grove adds to the sense of serenity, tucked within the uncultivated portion of the acreage. Additional highlights include a detached structure with an Endless Pool spa and storage, extra outbuildings, and two fenced areas suited for gardening, pets, or agriculture. Set back from Holokai Road behind a gated entry, the property offers exceptional privacy in a peaceful Haiku setting. Within a 15 minute drive, are stores, schools, post office and beaches. Some images include virtual staging. Survey Completed 05/06/2026

145 S Holokai Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

$3,999,000
5 Beds 6 Baths 409285 MLS Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,599,000
3 Beds 3 Baths 409231 MLS Fee Simple Tenure
Now offered at $1,599,000, this move-in-ready Haiku home combines three bedrooms, three bathrooms, approximately 2,400 square feet of flexible living space, ocean views, and one full acre of beautiful, usable grounds. Set at the end of a quiet cul-de-sac just above Jaws Country Store, the property offers views across the Pacific toward the West Maui Mountains and Kahakuloa. Vaulted ceilings create an airy great room, while two side-by-side sliding glass doors bring in natural light and open to the upstairs covered lanai. Refreshed in April 2026, the home features three updated bathrooms, a new kitchen island counter, refinished cabinetry, newer stainless-steel appliances, and fresh interior and exterior paint. The lower level has its own entrance and includes a game/media room, wet bar with beverage refrigerator, and a spacious additional room offering flexibility for multigenerational living, visitors, work, fitness, or wellness. The two-car garage provides generous storage. Outside, enjoy open park-like lawns, a young fruit orchard, raised garden beds, a cedar sauna, and a second covered lanai—with ample room to garden, gather, play, and enjoy the surroundings. Fee-simple Unit A of a two-unit residential CPR. New pricing is now in place—contact your favorite Realtor to schedule a private showing.

4535 Opana Pl Unit A, Haiku

Listing courtesy of West Maui Land Company Inc.