Hawaii Living

3795 Diamond Head Rd (Diamond Head)

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Photo 1 of 3795 Diamond Head Rd, Honolulu
3795 Diamond Head Rd, Honolulu
Selling or Buying in Diamond Head?
Call/Text George (808) 554-1635 or send a message using the form below.
George Krischke

George Krischke

Principal Broker
Realtor, RB-18610

Mobile: (808) 554-1635

Email: George@HawaiiLiving.com

Description
RARE OPPORTUNITY! Experience the best of island living in this beautifully maintained 4 bedroom/4 bath residence located at the base of iconic Diamond Head. Enjoy the rare combination of gorgeous shoreline/ocean views & private deeded access to one of Kahala’s best sandy beaches. As you enter through a landscaped courtyard & proceed into a spacious living room w/vaulted ceilings, you are drawn to an expansive observation deck w/incredible ocean views. Other features include a large master suite, a level backyard w/in-ground pool & a downstairs 1 bd/1 ba w/wet bar & separate entrance that can be used as a guest quarter. On a moment’s notice you can experience a stroll around Diamond Head, a dip in the ocean & a relaxing day watching the whales. Located minutes from shopping, entertainment & restaurants.
Past Activity
  • Nov 07, 2024 Off Market
  • Aug 20, 2024 Listed at $9,800,000
  • Jun 18, 2024 Off Market
  • May 08, 2024 Price $11,300,000
  • Aug 21, 2023 Listed at $12,000,000
  • Apr 16, 2019 Sold for $2,800,000
  • Mar 11, 2019 Under Contract
  • Jan 04, 2019 Listed at $2,990,000
  • Jan 03, 2019 Off Market
  • Jun 14, 2018 Price $3,250,000
  • Apr 13, 2018 Listed at $3,380,000
  • Mar 29, 2018 Off Market
  • Feb 06, 2018 Price $3,380,000
  • Oct 06, 2017 Listed at $3,560,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,056
  • Other Homes Price / ft²
  • Cash vs Financing Buyers
  • Year Remodeled: 2015
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone X
  • View: Coastline, Diamond Head, Garden, Mountain
  • Property Condition: Above Average
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Patio/Deck, Storage, Wall/Fence, Workshop
  • TMK: 1-3-1-39-36-0
  • Tax Assessed Land: $2,007,800
  • Tax Assessed Improvements: $1,458,200
  • Tax Assessed Total: $3,466,000
  • Courtesy: BHGRE Advantage Realty
  • MLS: 201900281
About Diamond Head
Come where Royalty spent their days of pleasure. The 650 or so exclusive Diamond Head homes represent some of the finest, most sought after real estate in Honolulu. Just south of Waikiki past the Honolulu Zoo, the Diamond Head neighborhood wraps around Diamond Head Crater and includes the Gold Coast along Kalakaua Ave and Kapiolani Park.

Further circled by Monsarrat Ave and Diamond Head Rd, it also includes Fort Ruger Park - aka Triangle Park - and some of the surrounding streets such as Kaimanahila, Hakaka as well as Papu Circle and Kaikoo Pl. See this brief video flying over the Diamond H

  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 20, 2025.Information is deemed reliable but not guaranteed.
Other Diamond Head Homes
$3,259,000
4305 Kaikoo Pl
4 Bds | 3 Ba
2,305 ft²
$3,300,000
3025 Diamond Head Rd
2 Bds | 2 Ba
1,378 ft²
$3,330,000
4316 Papu Cir
4 Bds | 3 Ba
2,300 ft²
$4,775,000
4219 Kaikoo Pl
6 Bds | 7.5 Ba
4,109 ft²
Other Honolulu Homes
Kalihi
$2,988,000
815 Lopez Lane
12 Bds | 12 Ba
5,808 ft²
Portlock
$2,995,000
55 Poipu Dr
2 Bds | 2.5 Ba
2,466 ft²
Kahala Kua
$2,995,000
5201 Kuaiwi Pl
5 Bds | 4.5 Ba
3,990 ft²
Manoa
$2,999,000
3061 Kahaloa Dr
4 Bds | 3.5 Ba
3,021 ft²
Portlock
$2,950,000
47 Poipu Dr
4 Bds | 2 Ba
2,297 ft²
Waialae Iki
$2,950,000
5436 Poola St
5 Bds | 6 Ba
3,350 ft²
  • Sold 4/16/19 at $2,800,000
    (List Price: $2,990,000)
Description
RARE OPPORTUNITY! Experience the best of island living in this beautifully maintained 4 bedroom/4 bath residence located at the base of iconic Diamond Head. Enjoy the rare combination of gorgeous shoreline/ocean views & private deeded access to one of Kahala’s best sandy beaches. As you enter through a landscaped courtyard & proceed into a spacious living room w/vaulted ceilings, you are drawn to an expansive observation deck w/incredible ocean views. Other features include a large master suite, a level backyard w/in-ground pool & a downstairs 1 bd/1 ba w/wet bar & separate entrance that can be used as a guest quarter. On a moment’s notice you can experience a stroll around Diamond Head, a dip in the ocean & a relaxing day watching the whales. Located minutes from shopping, entertainment & restaurants.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 20, 2025.Information is deemed reliable but not guaranteed.
    • Nov 07, 2024 Off Market
    • Aug 20, 2024 Listed at $9,800,000
    • Jun 18, 2024 Off Market
    • May 08, 2024 Price $11,300,000
    • Aug 21, 2023 Listed at $12,000,000
    • Apr 16, 2019 Sold for $2,800,000
    • Mar 11, 2019 Under Contract
    • Jan 04, 2019 Listed at $2,990,000
    • Jan 03, 2019 Off Market
    • Jun 14, 2018 Price $3,250,000
    • Apr 13, 2018 Listed at $3,380,000
    • Mar 29, 2018 Off Market
    • Feb 06, 2018 Price $3,380,000
    • Oct 06, 2017 Listed at $3,560,000
    Come where Royalty spent their days of pleasure. The 650 or so exclusive Diamond Head homes represent some of the finest, most sought after real estate in Honolulu. Just south of Waikiki past the Honolulu Zoo, the Diamond Head neighborhood wraps around Diamond Head Crater and includes the Gold Coast along Kalakaua Ave and Kapiolani Park.

    Further circled by Monsarrat Ave and Diamond Head Rd, it also includes Fort Ruger Park - aka Triangle Park - and some of the surrounding streets such as Kaimanahila, Hakaka as well as Papu Circle and Kaikoo Pl. See this brief video flying over the Diamond H

      ... Read more
    Other Diamond Head Homes
    $3,259,000
    4305 Kaikoo Pl
    4 Bds | 3 Ba
    2,305 ft²
    $3,300,000
    3025 Diamond Head Rd
    2 Bds | 2 Ba
    1,378 ft²
    $3,330,000
    4316 Papu Cir
    4 Bds | 3 Ba
    2,300 ft²
    $4,775,000
    4219 Kaikoo Pl
    6 Bds | 7.5 Ba
    4,109 ft²
     
    You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
    Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
    We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, we can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
    We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000.
    Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
    Other fees could be a special assessment, reserve contributions etc.
    DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
    Learn about property tax rates.