Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$43,000,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 7,157 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Located on Diamond Head Road, Ho'oluana Estate is one of Honolulu's last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded 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. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu's most prestigious locations. Property details may not match tax records.

Full Property Details for 3735 Diamond Head Rd

General

  • Price: $43,000,000
  • Taxes: $36,840
  • Status: Active
  • Type: Single Family
  • Source: Honolulu_Board_Of_Realtors
  • MLS ID: 202520630
  • Updated: 10/17/2025
  • Added to Site: 107 day(s) ago

Rental Information

  • Complex Features: Deck/Porch, Patio

Interior

  • Interior Features: Bedroom on Main Level, Full Bath on Main Level
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Other

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Landscaping

Parking

  • Garage: Yes
  • Total Spaces: 10
  • Parking Features: Boat, Driveway, Garage, Three or more Spaces

Location

  • Area: DiamondHd
  • County: Oahu
  • Subdivision: DIAMOND HEAD

Utilities

  • Utility Description: Above Ground Utilities, Electricity Available, Water Available

Structural Information

  • Architectural Style: Detached
  • Detached/Attached: Detached
  • Construction: Masonry, Stucco, Wood Frame
  • Square Feet: 7,157
  • Living Area: 6,213 Sq. Ft.
  • Year Built: 1967
  • Property Condition: Average Condition, Updated/Remodeled

Additional Structures

  • Other Structures: Workshop

Lot Features

  • Property View: Coastline, Garden, Mountain(s), Ocean
  • Mountain views: Yes
  • Lot Size: 80150
  • Frontage: Private Road
  • Fence: Yes
  • Topography: Level, Sloping
  • Lot Features: Dead End, Other, Level
  • Zoning: 04 - R-7.5 Residential District
  • Fencing (Description): Fenced, Wall

Financial Considerations

  • Assessment Amount: $10,525,800
  • Tax Amount: $36,840

Disclosures and Reports

  • Special Conditions: None
  • Inclusions: AC Split, Auto Garage Door Opener, Blinds, Book Shelves, Cable TV, Ceiling Fan, Chandelier, Dishwasher, Disposal, Drapes, Dryer, Lawn Sprinkler, Microwave, Range/Oven, Refrigerator, Smoke Detector, Washer, Water Heater, Wine Refrigerator
  • Disclosures/Reports: None
  • Disclosures/Rstr.: None
  • Property ID: 1-3-1-039-005-0000

Listed by Hawaii Life

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 3735 Diamond Head Rd —

  • Hawaii Life

(800) 667-5028

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3735 Diamond Head Rd

School District:Hawaii Department of Education
NameGradesDistance
Kahala Elementary School
4559 Kilauea Avenue, Honolulu, HI 96816
PK-51.6 mi
Kaimuki Middle School
631 18th Avenue, Honolulu, HI 96816
6-81 mi
Kalani High School
4680 Kalaniana?ole Highway, Honolulu, HI 96821
9-122.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3735 Diamond Head Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2025
Listed
$43,000,000
7718.18%
MLS
10/24/2018
Sold
$550,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3735 Diamond Head Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$33,674
-8%
$10,525,800
9%
2023
$36,740
-2%
$9,621,000
-8%
2022
$37,308
—
$10,497,000
-2%
2022
$37,308
14%
$10,659,400
14%
2021
$32,616
—
$9,319,000
—
2021
$32,616
—
$9,278,300
-1%
2019
$32,764
3%
$9,361,000
3%
2018
$31,908
-12%
$9,116,500
-12%
2017
$36,153
-34%
$10,329,400
-34%
2016
$54,497
3%
$15,570,600
3%
2015
$52,887
90%
$15,110,500
37%
2013
$27,806
—
$11,063,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 3735 Diamond Head Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Hawaii Life

Similar Properties near 3735 Diamond Head Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4505 Kahala Ave, Honolulu, HI 96816 - Photo 1
$45,000,000

4505 Kahala Ave  Honolulu, HI 96816

  • Single Family
  • Active
  • 6
    Beds
  • 8
    Total Baths
  • 15,830
    Sq. Ft.
Listed by Tracy Allen (Lic#: RS-46610) (808) 593-6415

Just Listed near 3735 Diamond Head Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

98-402 Koauka Loop, Aiea, HI 96701 - Photo 1 Just Listed
$349,000
Open House

98-402 Koauka Loop  #606  Aiea, HI 96701

  • Townhouse
  • Active
  • Updated 2 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 637
    Sq. Ft.
98-500 Kaonohi St, Aiea, HI 96701 - Photo 1 Just Listed
$659,000

98-500 Kaonohi St  #473  Aiea, HI 96701

  • Townhouse
  • Active
  • Updated 23 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,424
    Sq. Ft.
98-660 Moanalua Loop, Aiea, HI 96701 - Photo 1 Just Listed
$445,000

98-660 Moanalua Loop  #277  Aiea, HI 96701

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 902
    Sq. Ft.
98-1794 Kupukupu St, Aiea, HI 96701 - Photo 1 Just Listed
$1,165,000
Open House

98-1794 Kupukupu St  Aiea, HI 96701

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,092
    Sq. Ft.

Price Reduced near 3735 Diamond Head Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

98-1475 Kaahumanu St, Aiea, HI 96701 - Photo 1 Price Reduced
-$10,000 (-1.32%)
$749,000
Open House

98-1475 Kaahumanu St  #A150  Aiea, HI 96701

  • Townhouse
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,435
    Sq. Ft.
98-500 Koauka Loop, Aiea, HI 96701 - Photo 1 Price Reduced
-$10,000 (-2.11%)
$465,000

98-500 Koauka Loop  #17A  Aiea, HI 96701

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 840
    Sq. Ft.
99-139 B Napuanani Rd, Aiea, HI 96701 - Photo 1 Price Reduced
-$27,500 (-3.65%)
$725,000
Open House

99-139 B Napuanani Rd  #3  Aiea, HI 96701

  • Single Family
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 981
    Sq. Ft.
98-500 Koauka Loop, Aiea, HI 96701 - Photo 1 Price Reduced
-$10,000 (-2.99%)
$325,000

98-500 Koauka Loop  #8M  Aiea, HI 96701

  • Condo
  • Active
  • Updated 5 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 762
    Sq. Ft.

3735- Diamond Head Road, Honolulu, HI 96816 (MLS# 202520630) is a Single Family property with 5 bedrooms, 6 full bathrooms and 1 partial bathroom. 3735- Diamond Head Road is currently listed for $43,000,000 and was received on October 02, 2025. Want to learn more about 3735- Diamond Head Road? Do you have questions about finding other Single Family real estate for sale in Honolulu? You can browse all Honolulu real estate or contact a Coldwell Banker agent to request more information.

Tour this property