| Description | A rare opportunity to create a legacy estate in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 20,021-square-foot parcel along coveted Kahala Avenue, this exceptional homesite offers nearly half an acre of level land—providing the scale and flexibility to design a truly remarkable private residence. Envision resort-style outdoor living, lush tropical gardens, expansive entertaining spaces, and a one-of-a-kind island home tailored to your vision. Ideally positioned moments from the beach, Waialae Beach Park, Waialae Country Club, The Kahala Hotel & Resort, and Kahala Mall, this premier address combines privacy, prestige, and convenience. Estate-sized parcels in Kahala’s coveted beachside enclave are exceptionally rare. |
|---|---|
| Status | Active since 12-08-2025 |
| MLS# | 202527707 |
| Price | $4,750,000 |
| Original Price | $4,880,000 |
| Price Change | $-130,000 (-2.66%) |
| Land Sq Ft | 20,021 |
| Land Tenure | FS - Fee Simple |
| Maintenance Fee | $0 |
| Address | 4744 Kahala Avenue Honolulu HI 96816 |
| Region | Diamond Head |
| Neighborhood | Kahala Area |
| Days on Market | 293 |
| View | Garden, Mountain |
| Frontage | Other |
| Zoning | 05 - R-5 Residential District |
| Flood Zone | Zone AE |
| Elementary | Kahala |
| Middle | Kaimuki |
| High | Kalani |
| Tax Amount | $3,043 |
| Assessed Land | $3,852,300 |
| Assessed Total | $3,852,300 |
| Assessed Ratio | 123% |
| Utilities | Cable, Electricity, Gas, Public Water, Sewer, Telephone, Underground Electricity, Water |
| Lot Features | Clear |
| Disclosures | None |
| Land Recorded | Regular System |
| Sale Conditions | None |
| Topography | Level |
| Easements | None |
| Parcel # | 1-3-5-007-010-0000 |
| Listing courtesy of | Real Broker |
Property History from MLS
| Date | MLS# | Change | Old Value | New Value | List Price | Sold Price | Assessed Total | Land | Building |
|---|---|---|---|---|---|---|---|---|---|
| 05-05-2026 | 202527707 | Price Decrease | $4,880,000 | $4,750,000 | $4,750,000 | $0 | $3,852,300 | $3,852,300 | $0 |
| 12-10-2025 | 202527707 | New Listing | A | $4,750,000 | $0 | $3,852,300 | $3,852,300 | $0 | |
| 12-03-2025 | 202427994 | Expired | A | X | $4,880,000 | $0 | $3,852,300 | $3,852,300 | $0 |
| 03-01-2025 | 202427994 | Price Decrease | $5,200,000 | $4,880,000 | $4,880,000 | $0 | $3,852,300 | $3,852,300 | $0 |
| 12-09-2024 | 202427994 | New Listing | A | $4,880,000 | $0 | $3,852,300 | $3,852,300 | $0 | |
| 09-13-2024 | 202415567 | Sold | C | S | $4,500,000 | $4,400,000 | $3,852,300 | $3,852,300 | $0 |
| 08-30-2024 | 202415567 | Active Under Contract | A | C | $4,500,000 | $4,400,000 | $3,852,300 | $3,852,300 | $0 |
| 08-26-2024 | 202415567 | New Listing | A | $4,500,000 | $4,400,000 | $3,852,300 | $3,852,300 | $0 | |
| 04-01-2022 | 202115468 | Sold | C | S | $4,480,000 | $4,250,000 | $1,921,300 | $1,921,300 | $0 |
| 02-21-2022 | 202115468 | In Escrow Showing | A | C | $4,480,000 | $4,250,000 | $1,921,300 | $1,921,300 | $0 |
| 06-18-2021 | 202115468 | New Listing | A | $4,480,000 | $4,250,000 | $1,921,300 | $1,921,300 | $0 | |
| 09-13-2016 | 201521707 | Sold | C | S | $3,375,000 | $3,025,000 | $3,196,500 | $3,185,300 | $11,200 |
| 08-19-2016 | 201521707 | Active Continue to Show | A | C | $3,375,000 | $3,025,000 | $3,196,500 | $3,185,300 | $11,200 |
| 01-12-2016 | 201521707 | New Listing | A | $3,375,000 | $3,025,000 | $3,196,500 | $3,185,300 | $11,200 | |
| 11-16-2015 | 201400464 | Expired | A | X | $3,375,000 | $0 | $3,532,300 | $2,730,100 | $802,200 |
| 01-10-2014 | 201400464 | New Listing | A | $3,375,000 | $0 | $3,532,300 | $2,730,100 | $802,200 |
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