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North Shore Real Estate is our specialty. My staff and I are committed to making the buying and selling of North Shore real estate on Maui a pleasurable and rewarding experience. My website allows you to search all active North Shore homes, condos, & land for sale on Maui. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

North Shore Neighborhoods

$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.

$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.

$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).

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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.