Hawaii Living

4335 Kaikoo Pl (Diamond Head)

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Photo 1 of 4335 Kaikoo Pl, Honolulu
4335 Kaikoo Pl, Honolulu
Selling or Buying in Diamond Head?
Call/Text Tracy (808) 372-2274 or send a message using the form below.
Tracy Yamato

Tracy Yamato

Certified Residential Specialist
Realtor, RS-51972

Mobile: (808) 372-2274

Email: Tracy@HawaiiLiving.com

"Let my over 33 years of experience work for you."
Client Testimonials
Description
Welcome to the Diamond House. A Mid-Century masterpiece born from the vision of famed architects Wimberly and Cook, this stunning A-frame is not to be missed. The architects, well-known for landmark projects such as the Waikikian, Sheraton Waikiki hotels, renovation of the Royal Hawaiian Hotel, Don the Beachcomber restaurant, and Kauai's Coco Palms Resort, mastered their desire for this home: to create a unique home with strong Hawaiian materials of lava rock, large wood beams, glass, and a strategic layout to capture the tropical ocean breezes flowing off the tropical ocean. The main floor features a large living space, dining room, lounge alcove, and functional kitchen in a fluid arrangement. The wrap-around lanai offers ample space to relax, entertain and enjoy the views outside the home. Or have a soak in the hot tub! Three bedrooms sit up a few stairs from the main level at the Mauka side of the home. Ocean views from the primary bedroom, which also offers privacy and great storage space. Extensive renovations include new windows/doors; cherry kitchen cabinets, quartz countertops; new gas water heater; new light fixtures/ceiling fans; outdoor shower and hot tub; and much more!
Past Activity
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,765
  • Other Homes Price / ft²
  • Cash vs Financing Buyers
  • Year Remodeled: 2022
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone X
  • View: Coastline, Ocean
  • Property Condition: Above Average
  • Security Features: Key
  • Amenities: Entry, Patio/Deck
  • TMK: 1-3-1-41-39-0
  • Tax Assessed Land: $2,606,200
  • Tax Assessed Improvements: $63,400
  • Tax Assessed Total: $2,669,600
  • Courtesy: Hawaii Life / (800) 370-3848
  • MLS: 202302993
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 09, 2025.Information is deemed reliable but not guaranteed.
Other Diamond Head Homes
$3,499,000
4316 Papu Cir
4 Bds | 3 Ba
2,300 ft²
$3,490,000
4305 Kaikoo Pl
4 Bds | 3 Ba
2,305 ft²
$3,300,000
3025 Diamond Head Rd
2 Bds | 2 Ba
1,378 ft²
$4,775,000
4219 Kaikoo Pl
6 Bds | 7.5 Ba
4,109 ft²
Other Honolulu Homes
Dowsett
$3,748,000
3702 Old Pali Rd
7 Bds | 5.5 Ba
6,706 ft²
Kalihi
$3,790,000
954 Akepo Lane
Multi-Family

Paiko Lagoon
$3,680,000
218 Paiko Dr
5 Bds | 2 Ba
1,636 ft²
Portlock
$3,650,000
243 Portlock Rd
5 Bds | 4 Ba
4,079 ft²
Kalihi
$3,888,000
721 Mokauea St
6 Bds | 2.5 Ba
2,610 ft²
Portlock
$3,888,000
28 Poipu Dr
5 Bds | 3.5 Ba
2,924 ft²
  • Sold 8/14/23 at $3,600,000
    (List Price: $3,750,000)
Description
Welcome to the Diamond House. A Mid-Century masterpiece born from the vision of famed architects Wimberly and Cook, this stunning A-frame is not to be missed. The architects, well-known for landmark projects such as the Waikikian, Sheraton Waikiki hotels, renovation of the Royal Hawaiian Hotel, Don the Beachcomber restaurant, and Kauai's Coco Palms Resort, mastered their desire for this home: to create a unique home with strong Hawaiian materials of lava rock, large wood beams, glass, and a strategic layout to capture the tropical ocean breezes flowing off the tropical ocean. The main floor features a large living space, dining room, lounge alcove, and functional kitchen in a fluid arrangement. The wrap-around lanai offers ample space to relax, entertain and enjoy the views outside the home. Or have a soak in the hot tub! Three bedrooms sit up a few stairs from the main level at the Mauka side of the home. Ocean views from the primary bedroom, which also offers privacy and great storage space. Extensive renovations include new windows/doors; cherry kitchen cabinets, quartz countertops; new gas water heater; new light fixtures/ceiling fans; outdoor shower and hot tub; and much more!
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
    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
    $3,499,000
    4316 Papu Cir
    4 Bds | 3 Ba
    2,300 ft²
    $3,490,000
    4305 Kaikoo Pl
    4 Bds | 3 Ba
    2,305 ft²
    $3,300,000
    3025 Diamond Head Rd
    2 Bds | 2 Ba
    1,378 ft²
    $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.