1055 Kaupakalua Rd Haiku, HI 96708

Price
$3,950,000
Listed On
Type
For Sale
Status
Active
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
1055 Kaupakalua Rd, Haiku, HI 96708
5 Beds
3 Bath
4550 sqft
Asking  $3,950,000

Snapshot

Type
For Sale
Category
Purchase
Property Type
Residential
Property Subtype
Other
MLS Number
408773
Parcel Number
Property Sqft
4,550 sqft
Lot Size
16.03 acres
Bedrooms
5
Bathrooms
3
Full Bathrooms
3
3/4 Bathrooms
0
Half Bathrooms
0
Quarter Bathrooms
0
Lot Size (in sqft)
698,397.48
Price Low
-
Room Count
-
Building Unit Count
-
Condo Floor Number
-
Number of Buildings
-
Number of Floors
0
Parking Spaces
0
Franchise Affiliation
None
Special Listing Conditions
Auction
Auction
Bankruptcy Property
Bankruptcy Property
HUD Owned
HUD Owned
In Foreclosure
In Foreclosure
Notice Of Default
Notice Of Default
Probate Listing
Probate Listing
Real Estate Owned
Real Estate Owned
Short Sale
Short Sale
Third Party Approval
Third Party Approval

Description

Set across sixteen acres of fully fenced acreage, this Haiku estate is a world unto itself. Private, expansive, and rich with possibility. Thoughtfully positioned structures create a harmonious compound designed for inspired living, hosting, and creativity. Whether envisioned as an exclusive mountain residence, an artist's enclave, or a destination wellness retreat, the setting effortlessly supports a life well-lived. At the heart of the property, the main home captures the essence of refined rural living. An impressive primary suite is wrapped in glass windows and doors, inviting natural light and lush views from nearly every angle. A warm fireplace lounge in the living area sets the tone for intimate evenings, while a concealed projection screen transforms the space into a private cinema. The screened lanai area offers flexibility for gatherings or hosting events of any kind. Throughout the grounds, there are additional dwellings and versatile spaces, including a two-room cottage currently utilized as an office, an upper guest cottage with its own outdoor shower house, and a two-story building tucked privately toward the rear of the acreage. Each structure enhances the estate's ability to accommodate guests or creative pursuits. The outdoor experience is equally compelling. Pass by the courtyard area and enjoy the sounds of the cascading waterfall and koi fish pond, and head out to meandering trails that wind through the landscape. A commercial-grade kitchen with an adjacent screened-in gathering space, along with dedicated men's and women's bathhouses, reflects the property's history as a curated retreat destination. Leisure and restoration take center stage with a resort-style pool complete with a water slide, waterfall, an accompanying pool house, and a tranquil massage pavilion. This is more than acreage; it is a legacy estate with the capacity to evolve alongside your vision, all within a setting that feels worlds away.

More Details

MLS Name
Realtors ® Association of Maui, Inc.
Source
ListHub
MLS Number
408773
MLS ID
RAMHI
Virtual Tour
PARTICIPANT
Name
Josh Jerman
Primary Phone
(808) 283-2222
Key
3YD-RAMHI-6029
Email
josh@hawaiilife.com
Fax
(800) 306-3316
BROKER
Name
Hawaii Life Real Estate Brokers
Phone
(800) 370-3848
OFFICE
Name
Hawaii Life (W)
Phone
(800) 677-5028
Copyright © 2026 Realtors ® Association of Maui, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Features

Basement
Basement
Dock
Dock
Elevator
Elevator
Fireplace
Fireplace
Greenhouse
Greenhouse
Hot Tub Spa
Hot Tub Spa
New Construction
New Construction
Pool
Pool
Sauna
Sauna
Sports Court
Sports Court
Waterfront
Waterfront
Rooms
Bathroom 1
Bathroom 1
Bedroom 3
Bedroom 3
Bathroom 2
Bathroom 2
Bathroom 3
Bathroom 3
Bedroom 2
Bedroom 2
Bedroom 1
Bedroom 1
Bedroom 5
Bedroom 5
Bedroom 4
Bedroom 4
View
Ocean
Ocean

History

DateEventPrice$/SqftSource
Listed For Sale
Residential
$3,950,000$868Hawaii Life (W)
Report issue with price history

Nearby Schools

Elementary School

Haiku Elementary School

2.8 miles awayPK - 05
Get more info on 1055 Kaupakalua Rd, Haiku, HI 96708
Profile
Josh Jerman
Listing Agent
(808) 283-2222
By pressing request info, you agree that Residential and real estate professionals may contact you via phone/text about your inquiry, which may involve the use of automated means.
Profile
Josh Jerman
Listing Agent
(808) 283-2222
By pressing request info, you agree that Residential and real estate professionals may contact you via phone/text about your inquiry, which may involve the use of automated means.