For sale

Price cut: $250K (3/23)

$1,950,000

44 Kaupakalua Rd, Haiku, HI 96708

4beds

2baths

1,920sqft

Est.:

Single Family Residence, Residential

Built in 1977

2.86 Acres Lot

$1,819,100 Zestimate^®

$1,016/sqft

$-- HOA

What's special

Solid copper roofing

Discover a truly magical retreat featuring 2 homes on 2.86 acres in the heart of Haiku. Privately positioned on a premium corner lot, this retreat is framed by lush tropical greenery and crowned with the elegance of solid copper roofing, a rare statement of craftsmanship and longevity. A short distance from the main home which is 4 bedrooms 2 Bath and sits a generous detached Ohana, complete with 1 bedroom, 2 baths, and spacious living areas that are ideal for multi-generational living, guests, or income potential. The grounds are truly remarkable. Breezy, peaceful, and full of natural beauty this property embodies the best of Upcountry Maui living. Rare offering a main residence plus a private detached 'ohana on 2.86 acres in Haiku?

185 days

771

38

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 2

Interior area

Total structure area: 2,920
Total interior livable area: 1,920 sqft

Property

Parking

Total spaces: 4
Parking features: Carport, No Garage
Garage spaces: 2
Carport spaces: 2
Covered spaces: 4

Features

Patio & porch: Ohana Covered Lanai/Deck
Has view: Yes
View description: Mountain/Ocean
Has water view: Yes
Water view: Mountain/Ocean
Waterfront features: None

Lot

Size: 2.86 Acres

Details

Parcel number: 2280060410000

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence, Residential

Condition

Year built: 1977

Community & HOA

Location

Region: Haiku

Financial & listing details

Price per square foot: $1,016/sqft
Tax assessed value: $1,638,100
Annual tax amount: $11,294
Date on market: 11/18/2025

Estimated market value

$1,819,100

$1.73M - $1.91M

$3,761/mo

Price history

Date	Event	Price
3/23/2026	Price change	$1,950,000-11.4%$1,016/sqft
Source: RAM #407795 Report a problem
2/5/2026	Price change	$2,200,000-12%$1,146/sqft
Source: HiCentral MLS #202526423 Report a problem
11/18/2025	Listed for sale	$2,500,000$1,302/sqft
Source: RAM #407795 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$11,294 +57.5%	$1,638,100 +40.6%
2023	$7,169 +26.9%	$1,164,900 +20.7%
2022	$5,648 +18.5%	$965,500 +11.3%
2021	$4,768 -5.8%	$867,400 -7.2%
2020	$5,060 -9.9%	$934,700 +9.7%
2019	$5,618	$851,800 -9%
2018	$5,618 +150.9%	$936,400
2017	$2,240 +9.4%	--
2016	$2,048 +41.8%	$958,500 +6.3%
2015	$1,445 +56.8%	$901,800 +4.5%
2014	$921	$862,900

Find assessor info on the county website

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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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