Hawaii Living

4305 Kaikoo Pl (Diamond Head)

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Photo 1 of 4305 Kaikoo Pl, Honolulu
4305 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
Rarely Available Contemporary Island Home. Located in the sought-out coastal neighborhood of Diamond Head, nearby world-famous Doris Duke's Shangri-La. Enjoy gorgeous ocean and sunset views from your grand living room or take a refreshing swim in your own heated private lap pool & relax in your spa. Spacious kitchen area perfect for entertaining guests. Hardwood floors throughout the kitchen & grand living room. Upgrades include freshly painted interior and recently installed vinyl plank flooring in upstairs bedrooms. Take in the picturesque views of the coast from your primary bedroom, with ensuite bathroom and his & her closets. Secured private gated driveway with garage and carport offers ample parking for up to 5 cars. Bonus: home has 44 owned PV panels, 12 solar pool panels, AND Tesla battery backup system for entire home. The lower level has a separate entry and includes a generous sitting area, 2 bedrooms, 3 bathrooms, and a wet bar. The lower level sq ft differs from TMK records. Located minutes to Kahala Mall, Waikiki, Ala Moana Shopping Center and across the street from beach access! Don't miss this exclusive opportunity to call Diamond Head home.
Past Activity
  • Dec 08, 2025 Back to Active
  • Dec 06, 2025 Off Market
  • Aug 21, 2025 Listed at $3,490,000
  • Jun 15, 2023 Sold for $3,200,000
  • May 12, 2023 Under Contract
  • Apr 19, 2023 Back to Active
  • Apr 14, 2023 Under Contract
  • Mar 08, 2023 Price $3,250,000
  • Jan 02, 2023 Listed at $3,450,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,388
  • Other Homes Price / ft²
  • Cash vs Financing Buyers
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone X
  • Elementary School: Kahala
  • Middle School: Kaimuki
  • High School: Kalani
  • View: Coastline, Ocean, Sunset
  • Furnished: None
  • Property Condition: Above Average,Average
  • Security Features: Key, Video
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Landscaped, Patio/Deck, Storage, Wall/Fence, Workshop
  • TMK: 1-3-1-41-43-0
  • Tax Assessed Land: $2,621,400
  • Tax Assessed Improvements: $315,400
  • Tax Assessed Total: $2,936,800
  • Courtesy: Coldwell Banker Realty / (808) 738-3904
  • MLS: 202225954
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 10, 2025.Information is deemed reliable but not guaranteed.
Other Diamond Head Homes
$3,300,000
3025 Diamond Head Rd
2 Bds | 2 Ba
1,378 ft²
$3,490,000
4305 Kaikoo Pl
4 Bds | 3 Ba
2,305 ft²
$3,499,000
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
Kaimuki
$3,250,000
766 Ocean View Dr
4 Bds | 5 Ba
3,361 ft²
Hawaii Loa Ridge
$3,280,000
167 Maono Pl
5 Bds | 4 Ba
3,515 ft²
Dowsett
$3,200,000
171 Waokanaka Pl
3 Bds | 3.5 Ba
4,103 ft²
Portlock
$3,200,000
243 Poipu Dr
4 Bds | 2 Ba
1,792 ft²
Kahala
$3,180,000
910 Hunakai St
3 Bds | 4 Ba
2,987 ft²
Makiki
$3,180,000
  • Sold 6/15/23 at $3,200,000
    (List Price: $3,250,000)
Description
Rarely Available Contemporary Island Home. Located in the sought-out coastal neighborhood of Diamond Head, nearby world-famous Doris Duke's Shangri-La. Enjoy gorgeous ocean and sunset views from your grand living room or take a refreshing swim in your own heated private lap pool & relax in your spa. Spacious kitchen area perfect for entertaining guests. Hardwood floors throughout the kitchen & grand living room. Upgrades include freshly painted interior and recently installed vinyl plank flooring in upstairs bedrooms. Take in the picturesque views of the coast from your primary bedroom, with ensuite bathroom and his & her closets. Secured private gated driveway with garage and carport offers ample parking for up to 5 cars. Bonus: home has 44 owned PV panels, 12 solar pool panels, AND Tesla battery backup system for entire home. The lower level has a separate entry and includes a generous sitting area, 2 bedrooms, 3 bathrooms, and a wet bar. The lower level sq ft differs from TMK records. Located minutes to Kahala Mall, Waikiki, Ala Moana Shopping Center and across the street from beach access! Don't miss this exclusive opportunity to call Diamond Head home.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 10, 2025.Information is deemed reliable but not guaranteed.
    • Dec 08, 2025 Back to Active
    • Dec 06, 2025 Off Market
    • Aug 21, 2025 Listed at $3,490,000
    • Jun 15, 2023 Sold for $3,200,000
    • May 12, 2023 Under Contract
    • Apr 19, 2023 Back to Active
    • Apr 14, 2023 Under Contract
    • Mar 08, 2023 Price $3,250,000
    • Jan 02, 2023 Listed at $3,450,000
    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
    $3,300,000
    3025 Diamond Head Rd
    2 Bds | 2 Ba
    1,378 ft²
    $3,490,000
    4305 Kaikoo Pl
    4 Bds | 3 Ba
    2,305 ft²
    $3,499,000
    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.