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Pending
    • $1,950,000

    44 Kaupakalua Rd, Haiku, HI 96708

    4beds
    2baths
    1,920sqft
    : 
    $10,271/mo
    Get pre-qualified
    Single Family Residence, Residential
    Built in 1977
    2.86 Acres Lot
    $-- 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?
    255 days
    |
    76
    |
    3
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ashley Moniz RS-81995 808-829-6656,

    Five Star Realty Inc.

    Source: RAM,MLS#: 407795MLS Logo

      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: $1,831,700
      • Annual tax amount: $13,023
      • Date on market: 11/18/2025

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $3,999/mo

        Price history

        DateEventPrice
        6/29/2026Pending sale$1,950,000$1,016/sqft
        Source: HiCentral MLS #202526423 Report a problem
        3/23/2026Price change$1,950,000-11.4%$1,016/sqft
        Source: RAM #407795 Report a problem
        2/5/2026Price change$2,200,000-12%$1,146/sqft
        Source: HiCentral MLS #202526423 Report a problem
        11/18/2025Listed for sale$2,500,000$1,302/sqft
        Source: RAM #407795 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,023 +15.3%$1,831,700 +11.8%
        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

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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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        Climate risks

        Neighborhood: 96708

        Getting around

        1 / 100
        Car-Dependent
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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