| Description | 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. |
|---|---|
| Status | Active since 10-02-2025 |
| MLS# | 202520629 |
| Price | $55,000,000 |
| Original Price | $55,000,000 |
| Price Change | (0.00%) |
| Beds / Baths / Half | 11 / 10 / 1 |
| Parking Spaces | 10 |
| Living Sq Ft | 10,047 |
| Land Sq Ft | 89,125 |
| Land Tenure | FS - Fee Simple |
| Maintenance Fee | $0 |
| Address | 3735 Diamond Head Road Honolulu HI 96816 |
| Region | Diamond Head |
| Neighborhood | Diamond Head |
| Days on Market | 360 |
| Year Built | 1967 |
| Condition | Average |
| View | Coastline, Diamond Head, Garden, Mountain, Ocean |
| Frontage | Ocean, Sandy Beach, Waterfront |
| Pool | In Ground |
| Parking | 3 Car+, Boat, Driveway, Garage |
| Zoning | 04 - R-7.5 Residential District |
| Flood Zone | Zone X |
| Tax Amount | $6,592 |
| Assessed Land | $13,794,300 |
| Assessed Building | $893,100 |
| Assessed Total | $14,687,400 |
| Assessed Ratio | 374% |
| Inclusions | AC Split, Blinds, Book Shelves, Dishwasher, Drapes, Lawn Sprinkler, Range/Oven, Refrigerator, Security System, Smoke Detector, Washer, Water Heater |
| Amenities | Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Patio/Deck, Storage, Wall/Fence, Workshop |
| Utilities | Overhead Electricity, Water |
| Construction | Concrete, Double Wall, Wood Frame |
| Lot Features | Other |
| Flooring | Ceramic Tile, Hardwood, Other |
| Disclosures | None |
| Furnished | None |
| Land Recorded | Land Court |
| Possession | At Closing |
| Sale Conditions | None |
| Topography | Gentle Slope, Level |
| Building Style | Detach Single Family, Multiple Dwellings |
| Roofing | Other, Tile |
| Easements | Driveway, Electric, Water |
| Security | Key |
| Parcel # | 1-3-1-039-005-9999 |
| Listing courtesy of | Hawaii Life |
Property History from MLS
| Date | MLS# | Change | Old Value | New Value | List Price | Sold Price | Assessed Total | Land | Building |
|---|---|---|---|---|---|---|---|---|---|
| 10-02-2025 | 202520629 | New Listing | A | $55,000,000 | $0 | $14,687,400 | $13,794,300 | $893,100 | |
| 10-02-2025 | 202421173 | Expired | A | X | $55,000,000 | $0 | $9,621,000 | $9,091,900 | $529,100 |
| 12-09-2024 | 202421173 | New Listing | A | $55,000,000 | $0 | $9,621,000 | $9,091,900 | $529,100 |
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