Skip main navigation
Active
    • $55,000,000

    3735 Diamond Head Rd, Honolulu, HI 96816

    11beds
    10,047sqft
    : 
    $321,809/mo
    Get pre-qualified
    Single Family Residence
    Built in 1967
    -- sqft lot
    $-- Zestimate®
    $5,474/sqft
    $-- HOA

    What's special

    Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.
    309 days
    |
    4,478
    |
    92
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Noel Pietsch Shaw 808-221-8889,

    Hawaii Life

    Source: HiCentral MLS,MLS#: 202520629MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 11
      • Bathrooms: 11
      • Full bathrooms: 10
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Entry/Foyer, Guest Quarters
      Features
      • Bedroom on Main Level, Full Bath on Main Level
      • Flooring: Ceramic Tile, Hardwood, Other
      Interior area
      • Total structure area: 10,047
      • Total interior livable area: 10,047 sqft

      Property

      Parking
      • Total spaces: 10
      • Parking features: Boat, Driveway, Garage, Three or more Spaces
      • Has garage: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Landscaping
      • Pool features: In Ground
      • Fencing: Fenced,Wall
      • Has view: Yes
      • View description: Coastline, Garden, Mountain(s), Ocean
      • Has water view: Yes
      • Water view: Coastline,Ocean
      • Frontage type: Oceanfront,Waterfront
      Lot
      • Features: Other, Level
      • Topography: Level,Sloping
      Details
      • Additional structures: Workshop
      • Parcel number: 1310390059999
      • Zoning description: 04 - R-7.5 Residential District
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Detached,Multiplex
      • Property subtype: Single Family Residence
      Materials
      • Double Wall, Concrete, Wood Frame
      Condition
      • Average Condition,Updated/Remodeled
      • New construction: No
      • Year built: 1967

      Utilities & green energy

      • Utilities for property: Above Ground Utilities, Electricity Available, Water Available

      Community & HOA

      Community
      • Features: Deck/Porch, Patio, Storage Facilities
      • Security: Key Card Entry
      • Subdivision: Diamond Head
      Location
      • Region: Honolulu

      Financial & listing details

      • Price per square foot: $5,474/sqft
      • Tax assessed value: $14,687,400
      • Annual tax amount: $79,104
      • Date on market: 10/2/2025
      • Inclusions: AC Split, Blinds, Book Shelves, Dishwasher, Drapes, Lawn Sprinkler, Range/Oven, Refrigerator, Security System, Smoke Detector, Washer, Water Heater

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,247/mo

        Price history

        DateEventPrice
        10/2/2025Price change$43,000,000-21.8%$4,280/sqft
        Source: HiCentral MLS #202520630 Report a problem
        10/2/2025Listed for sale$55,000,000+27.9%$5,474/sqft
        Source: HiCentral MLS #202520629 Report a problem
        10/2/2025Listing removed$43,000,000$4,280/sqft
        Source: HiCentral MLS #202506223 Report a problem
        3/18/2025Price change$43,000,000-21.8%$4,280/sqft
        Source: HiCentral MLS #202506223 Report a problem
        12/10/2024Listed for sale$55,000,000+9900%$5,474/sqft
        Source: HiCentral MLS #202421173 Report a problem
        10/24/2018Sold$550,000$55/sqft
        Source: Public Record Report a problem
        1/10/2018Listing removed$10,000$1/sqft
        Source: Real Estate Strategies LLC Report a problem
        12/3/2017Price change$10,000-33.3%$1/sqft
        Source: Real Estate Strategies LLC Report a problem
        10/5/2017Listed for rent$15,000+50%$1/sqft
        Source: Owner Report a problem
        7/7/2017Listing removed$10,000$1/sqft
        Source: Owner Report a problem
        6/7/2017Listed for rent$10,000$1/sqft
        Source: Owner Report a problem
        6/8/2015Listing removed$10,000$1/sqft
        Source: Real Estate Strategies LLC Report a problem
        5/23/2015Price change$10,000+25%$1/sqft
        Source: Real Estate Strategies LLC Report a problem
        5/14/2015Price change$8,000-20%$1/sqft
        Source: Real Estate Strategies LLC Report a problem
        4/17/2015Listed for rent$10,000$1/sqft
        Source: Real Estate Strategies LLC Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$36,840 +9.4%$10,525,800 +9.4%
        2024$33,674 -8.3%$9,621,000 -8.3%
        2023$36,740 -1.5%$10,497,000 -1.5%
        2022$37,308 +14.4%$10,659,400 +14.4%
        2021$32,617 +0.4%$9,319,000 +0.4%
        2020$32,474 -0.9%$9,278,300 -0.9%
        2019$32,764 +2.7%$9,361,000 +2.7%
        2018$31,908 -11.7%$9,116,500 -11.7%
        2017$36,153 -33.7%$10,329,400 -33.7%
        2016$54,497 +3%$15,570,600 +3%
        2015$52,887 $15,110,500 +36.6%
        2014-- $11,063,100
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: Diamond Head

        Getting around

        9 / 100
        Car-Dependent
        38 / 100
        Some Transit
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Honolulu Topics

                Search
                Updates
                Favorites
                Plan
                Inbox