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1055 Kaupakalua Rd

Haiku, HI 96708
  • $2,995,000
  • STATUS: Active
  • ON SITE: 200 Days
  • MLS #: 408773
Price Reduced
UPDATED: 27 min ago
$2,995,000
  • 5
    BEDS
  • 16.03
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 4,550
    SQFT
  • $658
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1975
Area:
Land Tenure:
Fee Simple

School Ratings & Info

Listing provided courtesy of Hawaii Life (W): Cell: 808-283-2222.





Description

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.

Monthly Payment Calculator

This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification. You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon. Featured properties may or may not be listed by the office/agent presenting this brochure. Copyright, 1995-2026, REALTORS® Association of Maui, Inc. All Rights Reserved. Data last updated: 2026-09-05T16:06:11.35.
www.lifeinhawaiirealestate.com/homes/173098312
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1055 Kaupakalua Rd Haiku, HI 96708

  • Price: $2,995,000
  • Status: Active
  • On Site: 200 Days
  • Updated: 27 min ago
  • MLS #: 408773
5
Beds
3
Baths
0
½ Baths
16.03
Acres
4,550
SQFT
$658
$/SQFT
1975
Built
Neighborhood:
Haiku
Area:
Haiku
Property Description
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.
Exterior Features

Carport YN No Fencing Wall/Fence Garage YN No Parking Features No Garage Pool Yes Pool Features In Ground View Mountain/Ocean View YN Yes Waterfront Features None Waterfront YN No

Interior Features

Appliances DishwasherDryerMicrowaveRangeRefrigeratorSolar Hot Water Fireplace YN Yes Interior Features Ceiling Fan(s)FurnishedKitchen WareSauna Levels One Master Bedroom Level Ground

Property Features

Home Warranty YN No Land Tenure Fee Simple Potential Short Sale No Property Sub Type SF w/Det Ohana or Cottage Water Source Public Year Built Ohana 1975 Zone 2

Listing provided courtesy of Hawaii Life (W): Cell: 808-283-2222.
Listing information © 2026 REALTORS® Association of Maui, Inc.
This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification. You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon. Featured properties may or may not be listed by the office/agent presenting this brochure. Copyright, 1995-2026, REALTORS® Association of Maui, Inc. All Rights Reserved. Data last updated: 2026-09-05T16:06:11.35.
 
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EXP Realty
145 N Kihei Suite 5
Kihei HI, 96753
Listing provided courtesy of Hawaii Life (W): Cell: 808-283-2222.