Vintage homes for sale & real estate in Maui County, HI

Vintage Home for sale in Maui County, HI:

Old Kihei, the way it used to be. Beneath huge old mango trees, this gracious 1938 beach house recalls an earlier Hawai?i of open lanais, trade winds and evenings spent watching the sun sink into the Pacific. Completely remodeled in 2006, the 2BR/2BA, 1,156 SF home retains its Territorial-era character with soaring gables and post-and-pier construction, while an airy great room and travertine floors bring it comfortably into the present. A 252 SF covered lanai spans the entire ocean side of the home—made for morning coffee, shared meals and year-round sunsets, from open ocean to Lana?i, with whales offshore in season. Beyond the yard, State-owned open land dotted with coconut palms le

Vintage Home for sale in Maui County, HI:

Classic Paia plantation-style home in an exceptional location just minutes from the beach, shops, restaurants and everything Paia Town has to offer. This unique property combines the charm of old Hawaii with strong rental-income potential. The home is currently arranged as four separate living spaces: a spacious 2-bedroom, 1.5-bath main living area and three additional studio-style spaces. Ideal for an owner-occupant who wants to enjoy the Paia lifestyle while benefiting from rental income, or for an investor seeking a well-located income property. Garage space, shared laundry and a flexible floor plan add to the property’s versatility. Leave the car at home and walk within minutes to

Vintage Home for sale in Maui County, HI:

For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio. Set on approximately 4 acres with expansive ocean views, this private gated property features a remodeled main residence, detached cottage, and a flexible lower-level living area—creating space for family, guests, extended living, or a private retreat. The main home is currently configured with two bedrooms on the primary level, while the lower level functions as a one-bedroom mother-in-law quarters with its own living space and breathtaking ocean views. A detached one-bedroom cottage with loft has also been partiall

Vintage Home for sale in Maui County, HI:

RARE 2.37-ACRE HAIKU OPPORTUNITY! Discover the space, flexibility & Homestead lifestyle of 710 Mopua St, offering approximately 103,237 sq. ft. of land, fenced with paddocks, ideal for raising animals and room to dream, grow & create your Maui legacy. Currently configured and marketed as a 4-bedroom home PLUS an additional office/flex room, this property offers valuable versatility for extended living, work-from-home space, guests or your future vision. Tax records reflect 3 bedrooms, 1 bath & 1,201 sq. ft. ; additional bedroom/flex areas and/or improvements are not reflected in tax records. Buyer to independently verify all information. Imagine gardening, outdoor entertai