179 Maiaku St, Unit Lot 165 in Hokuula | MLS® 407512 For Sale $1,825,000 in Makawao/Olinda/Haliimaile, Hawaii

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Discover a private, tranquil sanctuary nourished by nature. The lovingly cared for 2.6+ acres includes a perfectly positioned little Koa Forest by the Main House & a Redwood Grove by the Ohana, both planted 70 years ago. They're enchanting and invite wandering. Other mature trees include Redwood, Cedar, Orange, Lemon, Tangerine, Loquat, Jacaranda, & a Coffee Tree Hedge. The Main Home featuring redwood walls, hardwood floors, and fireplaces in the large living room & dining room embodies the Charm and History of Upcountry Maui. Expansive windows frame the lush landscape and invite ocean views inside. Owned PV & available fiber optic internet. This property offers an immersive experience, from the scent of cedar and eucalyptus in the air to daily walks at the nearby Waihou Spring Trail. Adding significant value and flexibility, is a private 3 bedroom, 1.5 bath Ohana at the opposite end of the property bordering state land. Recently refreshed with new paint, bamboo flooring, stove, & light fixtures it offers that immediate 2nd living space while updating the main home, multi- generational living, rental, or perhaps looking into the possibilities of a CPR. No road sign at the property & do not enter without an appointment. Preapproval or Proof of Funds required for showings.

2640 Olinda Rd, Makawao/Olinda/Haliimaile

$1,900,000 - 2 Beds, 2.00 Baths, 1,542 Sf

MLS® # 408897

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Maui Real Estate Advisors LLC

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A rare 5-acre offering along the highly desired upper stretch of Olinda Road, this property delivers the kind of views and setting that define Upcountry living. Positioned beside Haleakala Ranch core lands, the acreage opens toward sweeping bi-coastal vistas, South Shore sunsets, and the rolling pastureland that makes Olinda so treasured. Framed by a striking jacaranda, a towering ficus, and mature landscaping that has evolved over decades, the land carries both history and potential. Multiple vantage points at higher elevations reveal some of the property’s most impressive outlooks—expansive, cinematic, and uniquely private. Improvements on the property include the main house, a secondary rental unit, and a separate art studio. These structures reflect the charm of an earlier era and offer flexible footprints for those looking to update or reimagine the spaces. Many buyers will approach the property with a vision for renovation or new construction to fully maximize the land’s potential. What remains highly valuable is the combination of acreage, established concrete infrastructure, County water service, and a remarkable setting rarely available in this part of Makawao/Olinda.

Olinda 1854 Olinda Rd, Makawao/Olinda/Haliimaile

$1,895,000 - 1 Beds, 2.00 Baths, 1,304 Sf

MLS® # 408071

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Island Sotheby's International Realty(M)

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Welcome to 1199 Freitas Place in Makawao town — a well-cared-for home that combines functional design with classic island living. This is truly one of the best values in Makawao on a $/sf basis! The property features a 1635 square foot, 3-bed/2-bath main residence and a 667 square foot detached Ohana. Both structures are situated on a lush 0.39 acre corner lot with established fruit trees and versatile outdoor spaces. The main home has been freshly repainted and maintained with great attention to detail. Its thoughtful layout provides a welcoming atmosphere with space for relaxation and entertaining. The separate Ohana, previously used as a hair salon, offers an open floor plan ready to be tailored to your needs — whether as an additional living area, creative workspace, or guest suite. The fenced-in yard showcases a diverse fruit orchard featuring apples, citrus, tropical fruits, macadamia nuts, and edible plants. Additional structures include a workspace and storage shed, offering flexibility for hobbies or projects, and an ocean view deck for relaxing or sunset dinners. Located within walking distance of Makawao Town and Makawao Elementary School, you’ll enjoy the convenience of local shops, dining, and community events, all while feeling tucked away in your own private oasis. This is a property that’s been genuinely cared for, offering a lifestyle that blends nature, creativity, and Maui comfort.

1199 Freitas Pl, Makawao/Olinda/Haliimaile

$1,575,000 - 3 Beds, 2.00 Baths, 1,635 Sf

MLS® # 407661

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Lot 165

$1,825,000

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Lot 165

$1,825,000

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