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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.

$1,420,000
4 Beds ⋅ 4 Baths ⋅ 410465 MLS ⋅ Fee Simple Tenure
Located in Kuau along Maui's famed North Shore, 568 Hana Hwy B offers a versatile property with strong income potential. Just moments from Mama's Fish House, Ho'okipa, Tavares Bay, boutique shopping, cafés, and a multitude of dining options in Paia, this duplex-style home provides flexibility for an owner-occupant or investor. The thoughtfully designed floor plan features two identical mirror-image levels, each offering two ensuite bedrooms, an open-concept living area, and its own laundry. The upper level enjoys ocean views from the primary bedroom and the expansive screened lanai, making it an ideal owner's residence, while the lower level can provide rental income or accommodations for extended family and guests. Each unit features massive screened lanais creating comfortable indoor-outdoor living, while tall ceilings, bohemian-inspired finishes, and abundant natural light reflect the relaxed style of Maui's North Shore. A detached structure offers a private space for a home office, yoga studio or whatever else you may need! Four dedicated parking spaces and a one-home setback from Hana Highway add convenience and privacy. This property is a Residential CPR Unit B.

568 Hana Hwy Unit B, Paia

Listing courtesy of Hawaii Life (W).

$13,300,000
5 Beds ⋅ 3 Baths ⋅ 410440 MLS ⋅ Fee Simple Tenure
33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii.

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

$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.

$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.

$1,295,000
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.

$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.

$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.

$3,250,000
5 Beds ⋅ 5 Baths ⋅ 408964 MLS ⋅ Fee Simple Tenure
North Shore paradise. Brand New Construction 5 bdr/ 5 bath with sweeping Ocean Views. Desirable neighborhood in Haiku. Two story home with a dramatic 2 story entryway with luxurious floating stairway and modern chandelier. 10 foot ceilings on first and second floor. Gourmet kitchen with Thermador appliances and quartz counters. Beautiful modern cabinetry. Walk in pantry with bonus freezer. Oak engineered hardwood throughout. Indoor outdoor living at its best with 16 foot sliding pocket door. Outdoor BBQ area. One bedroom or office downstairs with a full bath ensuite. Upstairs enjoy a large laundry room, jack n jill bedrooms with adjoining bathroom and a breathtaking primary suite with double door entry, lanai access, breathtaking views, expansive closet, large shower, separate soaking tub, and toilet room. The 5th bedroom upstairs with ensuite bathroom and separate entryway could be a flex space for a MIL suite, office, or rental opportunity. Smart home, SONOS 10 zone speaker system and security cameras. Split AC throughout. Gated driveway. Two car garage. Unit A of a new developer offering 2 unit CPR. Total land for the TMK 1.308 acres. Unit A is 0.643 acres. 10 minutes to Hookipa Beach Park and restaurants at Haiku Cannery. 15 minutes to shopping and restaurants in Paia. Listor is owner. No HOA.

111 Mehana Rd Unit Unit A, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$11,900,000
3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

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

$2,695,000
5 Beds ⋅ 4 Baths ⋅ 407642 MLS ⋅ Fee Simple Tenure
Welcome to 15 Nalu Place, where beachside living meets modern elegance in the heart of Paia. This contemporary two-story home is the epitome of island life, offering a seamless blend of relaxed comfort and sophisticated design. With nearly 1,800 square feet of flexible living space, this 5-bedroom, 4-bathroom residence is thoughtfully designed to adapt to your needs, making it perfect for hosting guests or extended family. Imagine waking up just steps from the pristine sands of Paia Bay and the vibrant energy of Paia town, where you can savor fresh fish tacos from Paia Fish Market or explore local treasures at Nuage Blue and Alice in Hulaland. The second level welcomes you into a light-filled, open-concept living area that effortlessly connects indoor and outdoor spaces. The expansive lanai offers stunning ocean views, providing the perfect backdrop for year-round sunsets and gentle island breezes. The primary suite serves as your private oasis, featuring a luxurious spa-like en-suite bathroom, while two additional bedrooms on this level offer versatility and comfort. Downstairs, the first level offers two beautifully appointed bedrooms and two additional bathrooms, designed with the option to create two separate studios, each with its own private entrance. These flexible spaces are ideal for accommodating guests or extended family, and both studios provide direct access to a tranquil garden, a peaceful lounge area, and refreshing outdoor showers. At 15 Nalu Place, you’ll experience the best of Maui living. Every day feels like a getaway, with the beach just steps away and all the best that Paia has to offer within easy reach. Discover the unparalleled lifestyle that awaits you in this highly sought-after location.

15 Nalu Pl, Paia

Listing courtesy of Coldwell Banker Island Prop(S).

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.