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Newest Diamond Head, HI Waterfront Homes For Sale

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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 7 DOM
2957 Kalakaua Avenue Unit 318, Honolulu image
2957 Kalakaua Avenue Unit 318, Honolulu — Diamond Head Ambassador C $995,000

Live the Gold Coast dream at the iconic Diamond Head Ambassador! This desirable 1-bedroom, 1-bathroom residence places you steps away from world-class surf, pristine beac...

  • 1 Beds
  • 1 Baths
  • 202613177 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Diamond Head Ambassador C Bldg.
  • 13 DOM
4999 Kahala Avenue Unit 265, Honolulu image
4999 Kahala Avenue Unit 265, Honolulu — Kahala Beach $43,000 ▼

Wake up every day feeling like you're on vacation in this beautifully upgraded two-bedroom, two-bath residence with two assigned parking spaces, ideally situated between ...

  • 2 Beds
  • 2 Baths
  • 202613437 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • Kahala Beach Bldg.
  • 17 DOM
2987 Kalakaua Avenue Unit 205, Honolulu image
2987 Kalakaua Avenue Unit 205, Honolulu — 2987 Kalakaua $1,175,000

This property is a surfer's paradise! Any closer to the ocean and you'd be swimming. Enjoy direct oceanfront living in this light, bright one-bedroom condominium, ideall...

  • 1 Beds
  • 1 Baths
  • 202612527 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 2987 Kalakaua Bldg.
  • 28 DOM
2943 Kalakaua Avenue Unit 707, Honolulu image
2943 Kalakaua Avenue Unit 707, Honolulu — Tropic Seas Inc $1,099,000

Perched on the 7th floor of the Tropic Seas Inc., this corner residence offers an elevated coastal retreat with gorgeous ocean vistas & treetop mountain views. Renovated...

  • 1 Beds
  • 1 Baths
  • 202611458 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Tropic Seas Inc Bldg.
  • 33 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 41 DOM
240 Paiko Drive, Honolulu image
240 Paiko Drive, Honolulu $2,198,000 ▼

The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available U...

  • 202611507 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 DOM
240 Paiko Drive, Honolulu image
240 Paiko Drive, Honolulu $2,198,000 ▼

The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available U...

  • 202611508 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 45 DOM
2999 Kalakaua Avenue Unit 404, Honolulu image
2999 Kalakaua Avenue Unit 404, Honolulu — Tahitienne Inc $2,175,000

Wake up to the sound of the surf and enjoy golden sunsets from this direct oceanfront two-bedroom residence at the iconic Tahitienne on Diamond Head’s coveted Gold Coast....

  • 2 Beds
  • 1 Baths
  • 202610368 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Tahitienne Inc Bldg.
  • 56 DOM
4157 Black Point Road, Honolulu image
4157 Black Point Road, Honolulu $7,895,000

TIMELESS BLACK POINT OCEANFRONT LIVING WITH SPELLBINDING SUNRISES. Beautifully reimagined oceanfront residence in the seaside community of Black Point offers 3 BD + den/4...

  • 3 Beds
  • 4 Baths
  • 202609948 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 62 DOM
2801 Coconut Avenue Unit 5 B/C, Honolulu image
2801 Coconut Avenue Unit 5 B/C, Honolulu — Kainalu $5,000,000

Awesome direct oceanfront double unit (combined 5B & 5C) at Kainalu offering panoramic views of crystal-clear waters where fish and coral are visible from your living roo...

  • 2 Beds
  • 3 Baths
  • 202609461 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Kainalu Bldg.
  • 70 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 80 DOM
4999 Kahala Avenue Unit 252, Honolulu image
4999 Kahala Avenue Unit 252, Honolulu — Kahala Beach $80,000

Lease rent paid through September 2026! Perched on the 2nd floor with stunning views of Kahala Beach and the Pacific Ocean, this move-in-ready corner-end condo has been ...

  • 2 Beds
  • 2 Baths
  • 202607653 MLS
  • ACTIVE UNDER CONTRACT Status
  • LH - Leasehold Tenure
  • Kahala Beach Bldg.
  • 88 DOM
2895 Kalakaua Avenue Unit 206, Honolulu image
2895 Kalakaua Avenue Unit 206, Honolulu — Colony Surf Ltd $849,000

Welcome to Colony Surf 206, an iconic beachfront residence nestled on the slopes of Diamond Head. This charming studio condo captures the essence of classic Hawai‘i livin...

  • 1 Baths
  • 202608523 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 88 DOM
2895 Kalakaua Avenue Unit 207, Honolulu image
2895 Kalakaua Avenue Unit 207, Honolulu — Colony Surf Ltd $925,000

Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic Colony Surf, an oceanfront landmark at the edge of Waikiki and Diamond Head. This light and brig...

  • 1 Beds
  • 1 Baths
  • 202607412 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 90 DOM
2957 Kalakaua Avenue Unit 115, Honolulu image
2957 Kalakaua Avenue Unit 115, Honolulu — Diamond Head Ambassador C $699,000 ▼

Experience the best of Honolulu's coveted Gold Coast lifestyle at 2957 Kalakaua Avenue #115, a beautifully remodeled ground floor end unit offering privacy, comfort, and ...

  • 2 Beds
  • 2 Baths
  • 202608179 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Diamond Head Ambassador C Bldg.
  • 93 DOM
2987 Kalakaua Avenue Unit 304, Honolulu image
2987 Kalakaua Avenue Unit 304, Honolulu — 2987 Kalakaua $1,195,000

Wake up to the sound of the Pacific in this beautifully renovated one-bedroom on the ocean at Diamond Head. Designed for modern coastal living, this residence offers a ra...

  • 1 Beds
  • 1 Baths
  • 202603763 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 2987 Kalakaua Bldg.
  • 98 DOM
2801 Coconut Avenue Unit 2D, Honolulu image
2801 Coconut Avenue Unit 2D, Honolulu — Kainalu $999,000

Experience timeless oceanfront living in this rare, extra-large one-bedroom, two-bath condo at the iconic Kainalu on Honolulu’s coveted Gold Coast. Located directly on a ...

  • 1 Beds
  • 2 Baths
  • 202607527 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Kainalu Bldg.
  • 104 DOM
2895 Kalakaua Avenue Unit 1403, Honolulu image
2895 Kalakaua Avenue Unit 1403, Honolulu — Colony Surf Ltd $1,250,000

TIMELESS BEACHFRONT LIVING WITH FRONT ROW VIEWS. Perched in a prime front row setting within the iconic Colony Surf, this beautifully renovated studio residence offers an...

  • 1 Baths
  • 202607491 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 104 DOM
2895 Kalakaua Avenue Unit 1404 & #1405, Honolulu image
2895 Kalakaua Avenue Unit 1404 & #1405, Honolulu — Colony Surf Ltd $4,250,000

Double the Views, Double the Space, Simply Fabulous. A rare offering at Colony Surf, this double-unit residence (Units 1404 & 1405) combines comfort, flexibility and oce...

  • 2 Beds
  • 2 Baths
  • 202607496 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 104 DOM
2957 Kalakaua Avenue Unit 418, Honolulu image
2957 Kalakaua Avenue Unit 418, Honolulu — Diamond Head Ambassador C $1,350,000

Wake up to panoramic ocean views from Diamond Head buoy to Waikiki. Watch the surf roll in at Tonggs, Rice Bowls, and Old Mans- right from your lanai. This classic Gold C...

  • 1 Beds
  • 1 Baths
  • 202607191 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Diamond Head Ambassador C Bldg.
  • 107 DOM
2895 Kalakaua Avenue Unit 1202, Honolulu image
2895 Kalakaua Avenue Unit 1202, Honolulu — Colony Surf Ltd $2,300,000 ▼

Rare and highly desirable high-floor “02” stack at Colony Surf—offering true direct oceanfront living along the prestigious Gold Coast. Enjoy sweeping views of the Pacifi...

  • 1 Beds
  • 1 Baths
  • 202605934 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 130 DOM
2895 Kalakaua Avenue Unit 506, Honolulu image
2895 Kalakaua Avenue Unit 506, Honolulu — Colony Surf Ltd $1,150,000

At the pinnacle of Honolulu’s Gold Coast, Colony Surf stands as the premier building along this coveted coastline offering an exceptional island setting where Diamond Hea...

  • 1 Baths
  • 202605791 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Colony Surf Ltd Bldg.
  • 132 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 151 DOM
2877 Kalakaua Avenue Unit 1107, Honolulu image
2877 Kalakaua Avenue Unit 1107, Honolulu — Sans Souci Inc $900,000 ▲

Experience classic Gold Coast living at Sans Souci. This wonderfully maintained high-floor residence enjoys a view plane that clears the Kaimana Beach Hotel, opening to o...

  • 2 Beds
  • 2 Baths
  • 202600206 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • Sans Souci Inc Bldg.
  • 152 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 166 DOM
2957 Kalakaua Avenue Unit 518, Honolulu image
2957 Kalakaua Avenue Unit 518, Honolulu — Diamond Head Ambassador C $1,075,000 ▼

Experience classic Diamond Head living in this rare oceanfront residence at Diamond Head Ambassador - one of Honolulu's most beloved boutique communities on this iconic G...

  • 1 Beds
  • 1 Baths
  • 202600448 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Diamond Head Ambassador C Bldg.
  • 178 DOM
4999 Kahala Avenue Unit 101, Honolulu image
4999 Kahala Avenue Unit 101, Honolulu — Kahala Beach $275,000

Kahala luxury living in this highly upgraded, single-level ground floor residence with over 2,000sf. This renovated 3 bedroom, 2 bath home is located in sought after ocea...

  • 3 Beds
  • 2 Baths
  • 202601168 MLS
  • ACTIVE Status
  • LH - Leasehold Tenure
  • Kahala Beach Bldg.
  • 187 DOM
2969 Kalakaua Avenue Unit 401, Honolulu image
2969 Kalakaua Avenue Unit 401, Honolulu — Diamond Head Apts Ltd $2,325,000 ▼

Located in the heart of Diamond Head’s Gold Coast, this unique 2 bed/2bath floorplan in the treasured Diamond Head Apartments Ltd., designed by renowned Hawaii architect ...

  • 2 Beds
  • 2 Baths
  • 202601109 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • Diamond Head Apts Ltd Bldg.
  • 190 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 270 DOM
5543 Kalanianaole Highway, Honolulu image
5543 Kalanianaole Highway, Honolulu $4,999,000

RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by reno...

  • 3 Beds
  • 3 Baths
  • 202523545 MLS
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 285 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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 298 DOM
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
  • ACTIVE Status
  • FS - Fee Simple Tenure
  • 298 DOM
3003 Kalakaua Avenue Unit 5B, Honolulu image
3003 Kalakaua Avenue Unit 5B, Honolulu — 3003 Kalakaua $6,350,000 ▼

Direct oceanfront! Luxuriously upgraded corner apt., with 2 bedms, walk in closet, 2 baths, large media room plus a spacious home office. There are just 2 apts per floor ...

  • 2 Beds
  • 2 Baths
  • 202519492 MLS
  • ACTIVE UNDER CONTRACT Status
  • FS - Fee Simple Tenure
  • 3003 Kalakaua Bldg.
  • 325 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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Elizabeth La Riva is a real estate team affiliated with Compass. Compass is a licensed real estate broker with a principal office in Oahu, Hawaii, and abides by all applicable 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 errors, omissions, changes 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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