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Land with Home for Sale in Haʻikū, Hawaii

1055 Kaupakalua Rd, Haʻikū, HI 96708

$2,995,000
16 acres
Pending sale
Under contract

Set across 16 fully fenced and gated acres in Ha'iku, this expansive Maui estate offers privacy, substantial infrastructure, multiple structures, and considerable flexibility. The property is served by a County of Maui 5/8-inch water meter and a high-capacity well nearing completion, and is potentially subdividable subject to applicable County approvals. More than 20 varieties of mature exotic fruit trees and flowering plants are established throughout the grounds, with walking paths connecting the residences and amenities. At the center of the property is a 5,000+ square-foot main residence with five bedrooms, three bathrooms (two are large/bathhouse style), and a spacious commercial-type kitchen. The primary suite is surrounded by walls of glass overlooking the tropical landscape. The living room features a fireplace and concealed projection screen, while a large screened lanai provides additional space for dining and entertaining. A landscaped courtyard with a cascading waterfall and koi pond leads to trails winding throughout the property. A separate commercial-grade kitchen, adjoining screened gathering area, and dedicated men's and women's bathhouses reflect the property's history as a retreat destination and provide additional flexibility for larger gatherings. Additional structures include a two-room cottage currently used as an office, an upper guest cottage with a private outdoor shower house, and a separate two-story building tucked toward the rear of the acreage. These spaces provide options for guests, offices, studios, workshops, storage, or other uses. Outdoor amenities include a resort-style swimming pool with a waterfall and slide, pool house, massage pavilion, and extensive landscaped grounds. The estate is offered fully furnished, including more than $150,000 in furnishings, artwork, and antiques, with appraisals available. With 16 acres, multiple structures, established infrastructure, extensive landscaping, and potential subdivision opportunities, this Ha'iku property offers a range of possibilities as a private estate, multigenerational compound, creative retreat, or long-term Maui investment.

4,550
Sq feet
5
Beds
3
Full baths

Location

Street address
1055 Kaupakalua Rd
Zip code
96708
Community
Haiku
Elevation
908 feet
Coordinates
20.9018, -156.2869

Property details

Acreage
16.033 acres
MLS #
RAM 408773
Posted

Parcels

  • 227013050

Details and features

Listing

Type
Residential

Lot

View
Ocean

Interior

Rooms
Bathroom x 3, Bedroom x 5

Listing history

DateEventPriceChangeSource
Sept 25, 2026Under contract$2,995,000—RAM
Sept 2, 2026Price drop$2,995,000$500,000 -14.3%RAM
July 8, 2026Price drop$3,495,000$455,000 -11.5%RAM
Feb 17, 2026New listing$3,950,000—RAM
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This 16.033-acre property is located at 1055 Kaupakalua Rd in Haʻikū, HI 96708. The property is pending sale. It has a 4,550 square foot 5-bedroom, 3-bath house.

Listed by Hawaii Life, (800) 370-3848

Checked 2 hours agoUpdated Source

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