3735 Diamond Head Rd

$55,000,000
Price
10,047 Sq. Ft.
$5,474 / Sq. Ft.
10,047
Sq. Ft.
$5,474
per Sq. Ft.

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...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.
  1. Listed by Noel Pietsch Shaw • License #RS-75888 • Hawaii Life • (800) 667-5028

Property Details for 3735 Diamond Head Road

Architectural Style
Detach Single Family, Multiple Dwellings
View
Coastline, Diamond Head, Garden, Mountain, Ocean
Zoning
04 - R-7.5 Residential District
Neighbourhood
DIAMOND HEAD
Flood Zone
Zone X
Stories/Levels
Two
Land Tenure
FS - Fee Simple
LISTING UPDATED: 10/17/2025 04:24 PM

Property Details for 3735 Diamond Head Road

StatusActive
MLS #202520629
Days on Market98
Taxes$7,053 / month
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1967
Lot Size2.05 AC / 89,125 SF
CountyHonolulu County

Location

Listing Courtesy of Hawaii Life, Noel Pietsch Shaw, License #RS-75888
Add your commute

Building Information for 3735 Diamond Head Road

Stories-Year Built1967Building Size-Lot Size2.05 AC / 89,125 SF

Payment Calculator

$275,113 per month

30 year fixed, 6.15% Interest

Principal and Interest

$268,060

Property Taxes

$7,053

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3735 Diamond Head Road

Summary
Location and General Information
  • Topography: Gentle Slope, Level
  • City: Honolulu
  • County Or Parish: Oahu
  • State Or Province: HI
  • Location: Other
Taxes and HOA Information
  • Tax Amount: $7,053.00
  • Tax Assessed Value: $15,367,400.00
  • Tax Assessed Value Improvements: $1,189,400.00
  • Tax Assessed Value Land: $14,178,000.00
  • Tax Excemption Owner Occupancy: 0
  • Tax Year: 2025
  • Parcel Number: 1-3-1-039-005-9999
  • HOA YN: No
Parking
  • Parking Features: 3 Car+, Boat, Driveway, Garage
  • Parking Total: 10
Property
Lot Information
  • Property Frontage: Ocean, Sandy Beach, Waterfront
  • Property Sub Type: Single Family
  • Property Type: Single Family
  • Remodelled: Partial
  • Road Frontage: Private Rd
  • SQFT Garage Carport: 978.0
  • Open Other Spaces Total: 3579.0
  • SQFT Roofed Living: 10047.0
  • Sqft Total: 13626.0
  • Land Recorded: Land Court
  • Lot Features: Other
  • Lot Size Area: 89125.0
  • Year Built: 1967
Property and Assessments
  • Appliances: AC Split, Blinds, Book Shelves, Dishwasher, Drapes, Lawn Sprinkler, Range/Oven, Refrigerator, Security System, Smoke Detector, Washer, Water Heater
  • Photo Count: 11
  • New Development Construction: No
  • Property Condition: Average
  • Special Listing Conditions: None
  • Disclosures: None
  • Foreclosure: No
  • Fractional Ownership: No
  • Condo Property Regime: No
  • Set Backs: C&C
  • Supplement Count: 0
  • TMK Area: 131
  • TMK Condo Property Regime Number: 9999
  • TMK Division: 1
  • TMK Parcel: 5
  • TMKPLAT: 39
  • TMK Section: 1
  • TMK Zone: 3
Utilities
  • Utilities: Overhead Electricity, Water
Interior and Exterior Features
Exterior Features
  • Amenities: Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Patio/Deck, Storage, Wall/Fence, Workshop
  • Construction Materials: Concrete, Double Wall, Wood Frame
  • Easements: Driveway, Electric, Water
  • Flooring: Ceramic Tile, Hardwood, Other
  • Pool Features: In Ground
  • Roof: Other, Tile
  • Security Features: Key
Interior Features
  • Baths Full: 10
  • Baths Half: 1
  • Baths Total: 10.01
  • Beds Total: 11.0
  • Furnished: None
Agent
Sale and Listing
  • DOM: 15
  • Immoviewer: No
  • Listing Service: Full Service
  • MLS: HI Central
  • MLS Area Major: DiamondHd
  • Status: Active
  • Public Remarks: 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.
  • Possession: At Closing
Showing and Remarks
  • Showing Instructions: Call Listor, Listor Must Be Present

Property History for 3735 Diamond Head Road

DateEvent & SourcePriceAppreciation
Oct 2, 2025

Listed (Active)

HICENTRAL #202520630

$43,000,000
Oct 2, 2025

Listed (Active)

HICENTRAL #202520629

$55,000,000
Oct 1, 2025

Temporarily Off Market

HICENTRAL #202506223

$43,000,000
Oct 1, 2025

Temporarily Off Market

HICENTRAL #202421173

$55,000,000
Mar 17, 2025

Listed (Active)

HICENTRAL #202506223

$43,000,000
Dec 9, 2024

Listed (Active)

HICENTRAL #202421173

$55,000,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196589

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196593

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196591

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196604

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196602

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196596

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196592

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196603

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196590

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196605

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196607

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196599

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196608

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196595

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196601

$550,000
Oct 24, 2018

Sold (Public Record)

Public Record #633196600

$550,000
Oct 19, 2018

Sold (Public Record)

Public Record #633196597

$550,000
Oct 19, 2018

Sold (Public Record)

Public Record #633196588

$550,000
Oct 19, 2018

Sold (Public Record)

Public Record #633196606

$550,000
Oct 19, 2018

Sold (Public Record)

Public Record #633196598

$550,000
DateEvent & SourcePrice
10/02/2025

Listed (Active)

HICENTRAL #202520630

$43,000,000
10/02/2025

Listed (Active)

HICENTRAL #202520629

$55,000,000
10/01/2025

Temporarily Off Market

HICENTRAL #202506223

$43,000,000
10/01/2025

Temporarily Off Market

HICENTRAL #202421173

$55,000,000
03/17/2025

Listed (Active)

HICENTRAL #202506223

$43,000,000
12/09/2024

Listed (Active)

HICENTRAL #202421173

$55,000,000
10/24/2018

Sold (Public Record)

Public Record #633196589

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196593

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196591

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196604

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196602

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196596

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196592

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196603

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196590

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196605

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196607

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196599

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196608

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196595

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196601

$550,000
10/24/2018

Sold (Public Record)

Public Record #633196600

$550,000
10/19/2018

Sold (Public Record)

Public Record #633196597

$550,000
10/19/2018

Sold (Public Record)

Public Record #633196588

$550,000
10/19/2018

Sold (Public Record)

Public Record #633196606

$550,000
10/19/2018

Sold (Public Record)

Public Record #633196598

$550,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3735 Diamond Head Road

Taxable ValueLand$9,351,700Additions$1,174,100Total$10,525,800
Tax Record2025$33,674 ($2,806 / month)
Home Facts
Beds5Baths9.5Total Finished SqFt6,213 SqFtAbove Grade Finished SqFt6,213 SqFtStories1Lot Size80,249 SqFtStyleSingle Family ResidenceYear Built1967ZoningR-7.5 RESIDENCountyHONOLULUAPN1-3-1-039-005Fireplace TypeHas Fireplace

Schools near 3735 Diamond Head Road

This home is within Hawaii Department Of Education.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 12
Rating
School
Distance
Kahala Elementary School
PublicPK to 5

Kaimuki Middle School
Public6 to 8

Kalani High School
Public9 to 12

Hawaii School For The Deaf And Blind
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

3735 Diamond Head Road is a single family home for sale in Honolulu, HI 96816. This property was listed for sale on October 2, 2025 by Hawaii Life, it's currently listed at $55,000,000. It has been on the market for a total of 98 days and was last sold on October 24, 2018. This listing's school district is Hawaii Department Of Education. Nearby schools include Kahala Elementary School, Kaimuki Middle School and Kalani High School. 3735 Diamond Head Road is a 11-bed, 11-bath, 10,047 sqft single family home built in 1967.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Hawaii Life, Noel Pietsch Shaw, License #RS-75888

Based on information from one of the following Multiple Listing Services: Hawaii HIS, MAUI MLS and Hi Central. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Hawaii HIS, MAUI MLS and Hi Central is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.