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Diamond Head Real Estate

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Learn more about Diamond Head

Diamond Head is much more than an iconic volcanic cone and landmark. Located on the south shore of the island of Oahu at the eastern end of Waikiki Beach, the community of Diamond Head is a great place to live.  It is an ethnically diverse neighborhood that celebrates culture, art, and the beautiful beach and ocean that embrace all residents every day.  Since this upscale community has multi-million-dollar mansions and huge estates, it is often called the “Gold Coast.” But one can enjoy the good life and great views of the Pacific and the Honolulu skyline by purchasing a much more moderately priced condo unit.

Anyone who lives in Diamond Head has unlimited access to a wide range of outdoor activities. The hiking trail at the Diamond Head State Monument is a favorite of fitness enthusiasts. That site is also a great place to enjoy a picnic, as is Kapiolani Park. The park has tennis courts and is the site where nationally known musicians and local bands perform throughout the year. Swimmers, surfers, snorkelers and sunbathers can enjoy all that beautiful Waikiki Beach has to offer. The Honolulu Zoo and the Waikiki Aquarium are also favorite hangouts for local families.

For anyone's shopping needs and dining desires, stores and restaurants are plentiful in the area. There are many coffee shops, ethnic eateries and highly rated restaurants from which to choose.  And for those who want the very best a visit to the boutiques that bear famous names like Gucci, Chanel and Saint Laurent at Luxury Row is always satisfying.

Hawaiian Real Estate

Looking for Hawaii homes for sale? Explore Diamond Head real estate with our gold-standard Hawaii home search! Real estate at Diamond Head includes some of Hawaii's finest luxury estates. While all Oahu real estate is highly coveted, the luxury homes of Diamond Head are even more exclusive. However, there are many affordable condos available in the area, so all types of home buyers can find something that fits their budget with a Diamond Head home search. Diamond Head boasts many beautiful nature trails, sunny beaches and great surf. The Kapiolani Community College Farmer's Market is a mainstay for locals, offering fresh produce and artisan goods every Sunday morning and Tuesday night.

Realtor Hawaii

Hawaii Realty International is your expert Realtor in Hawaii and your go-to source for up-to-date Oahu real estate listings and market information. We offer expert Hawaii real estate services for buying or selling homes on Oahu. Don't waste your Hawaii real estate commission by working with the wrong agent. To learn how we can help you reach your Hawaii real estate goals, contact us today!

Diamond Head Featured Properties

3735 Diamond Head Road, Honolulu image
3735 Diamond Head Road, Honolulu $55,000,000

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. Zo...

  • 11 Beds
  • 11 Baths
  • 202520629 MLS
  • FS - Fee Simple Tenure
  • 298 DOM
3735- Diamond Head Road, Honolulu image
3735- Diamond Head Road, Honolulu $43,000,000

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,...

  • 5 Beds
  • 7 Baths
  • 202520630 MLS
  • FS - Fee Simple Tenure
  • 298 DOM
4324 Kaikoo Place, Honolulu image
4324 Kaikoo Place, Honolulu $37,500,000

The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this ...

  • 5 Beds
  • 9 Baths
  • 202528159 MLS
  • FS - Fee Simple Tenure
  • 220 DOM
213 Kaalawai Place, Honolulu image
213 Kaalawai Place, Honolulu $26,500,000

Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisa...

  • 5 Beds
  • 8 Baths
  • 202603726 MLS
  • FS - Fee Simple Tenure
  • 166 DOM
4767 Kahala Avenue Unit B&D, Honolulu image
4767 Kahala Avenue Unit B&D, Honolulu $19,800,000

Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised ...

  • 202604171 MLS
  • FS - Fee Simple Tenure
  • 151 DOM
218 Kaalawai Place, Honolulu image
218 Kaalawai Place, Honolulu $17,500,000

This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. L...

  • 5 Beds
  • 7 Baths
  • 202609193 MLS
  • FS - Fee Simple Tenure
  • 80 DOM
4607 Kahala Avenue, Honolulu image
4607 Kahala Avenue, Honolulu $15,000,000

Kahala Avenue ocean front property. Opportunity to design/build your luxury residence. All Permits, Certifications, Assessments, Plans & Surveys have expired. Removal of ...

  • 202524575 MLS
  • FS - Fee Simple Tenure
  • 270 DOM
6015 Kalanianaole Highway, Honolulu image
6015 Kalanianaole Highway, Honolulu $13,800,000

The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls,...

  • 5 Beds
  • 7 Baths
  • 202611456 MLS
  • FS - Fee Simple Tenure
  • 41 DOM
3735 C Diamond Head Road, Honolulu image
3735 C Diamond Head Road, Honolulu $12,500,000

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence pres...

  • 5 Beds
  • 4 Baths
  • 202613905 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
3735 Diamond Head Road Unit A, Honolulu image
3735 Diamond Head Road Unit A, Honolulu $12,000,000

Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers a...

  • 6 Beds
  • 4 Baths
  • 202520628 MLS
  • FS - Fee Simple Tenure
  • 298 DOM

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Featured Areas

  • Ewa Beach
  • Kapolei
  • Kapolei Aeloa
  • Ocean Pointe
  • Kailua
  • Beachside
  • Kuulei Tract
  • Aikahi Park
  • Hoakalei Ka Makana
  • Hoakalei Kipuka
  • Kaneohe

Home Values in Featured Areas

  • Ewa Beach
  • Kapolei
  • Kapolei Aeloa
  • Ocean Pointe
  • Kailua
  • Beachside
  • Kuulei Tract
  • Aikahi Park
  • Hoakalei Ka Makana
  • Hoakalei Kipuka
  • Kaneohe

Popular Oahu Neighborhoods

  • Kailua
  • Lanikai
  • Hawaii Kai
  • Kaneohe
  • Honolulu
  • Central Oahu
  • Diamond Head
  • Ewa Plain
  • Ewa Beach
  • Kapolei
  • Leeward Coast
  • Makakilo
  • Mililani
  • North Shore
  • Pearl City
  • Waikiki
  • Waipahu

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Hawaii Realty International - A team of Compass
629 Kailua Rd #110
Kailua, HI 96734
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Copyright © 2023 Hawaii Realty International - A team of Compass. All Rights Reserved.

Hawaii Realty International is a team of real estate licensees affiliated with Compass, a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to error, omissions, change in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage. 

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  • Ewa Beach
  • Kapolei
  • Kapolei Aeloa
  • Ocean Pointe
  • Kailua
  • Beachside
  • Kuulei Tract
  • Aikahi Park
  • Hoakalei Ka Makana
  • Hoakalei Kipuka
  • Kaneohe
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