North Shore Real Estate Search

North Shore Historical Properties for Sale

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Newest North Shore Historical Properties for Sale

$795,000
3 Beds ⋅ 2 Baths ⋅ 410551 MLS ⋅ ACTIVE Status
Bring your vision and creativity to this fixer-upper opportunity in quaint Haliimaile town. The current structure is not livable and will require renovation and repairs. Ideal for investors and contractors. Please DO NOT ENTER the property without an appointment. Don't miss the opportunity to transform this property into something special. Information may differ from County records.

918 Hiilani St, Makawao

Listing courtesy of Realty 1st Inc.

$839,000
4 Beds ⋅ 3 Baths ⋅ 410310 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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.

$1,795,000
3 Beds ⋅ 2 Baths ⋅ 409577 MLS ⋅ ACTIVE Status
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.

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