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$55,000,000
11 Beds ⋅ 11 Baths ⋅ 202520629 MLS ⋅ FS - Fee Simple Tenure
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. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.

3735 Diamond Head Road, Honolulu

Listing courtesy of Hawaii Life.

$175,000
1 Baths ⋅ 202518765 MLS ⋅ LH - Leasehold Tenure ⋅ Diamond Head Bch Hotel BLDG.
OCEAN FRONT ~ GOLD COAST Diamond Head Beach Hotel & Residence is the only building on the Gold Coast that offers legal vacation rentals. Great rental income potential and enjoy the condo amenities at your leisure. Currently owner-managed on vacation rental platforms with the option to use the on-site Hotel Management with front desk operations. Enjoy the beautiful ocean front tropical landscaped grassy lawn. Direct access to the ocean for swimming and sporting. Sans Souci is near-by for beach activities with life-guard. Kapiolani park offers community tennis/pickle ball courts and events. Elk's and Outrigger Canoe Club are next-door along with the Waikiki Aquarium and fine dining. Diamond Head is close enough to enjoy all of Waikiki yet is more of a serene neighborhood embraced with the spirit of Aloha. Plenty of street parking free/metered is available and also gated garage parking (fee). Security guard on-site nightly, FOB gated access, security cameras and fire sprinklers. Showings by appointment subject to bookings. This is a Lease-Hold property, contact Listing Agent for more information. ~Mahalo

2947 Kalakaua Avenue Unit 302, Honolulu

Listing courtesy of Hawaii Americana Realty.

$1,895,000
2 Beds ⋅ 1 Baths ⋅ 202520916 MLS ⋅ FS - Fee Simple Tenure ⋅ Tahitienne Inc BLDG.
Sleek, modern, spectacular! Exquisitely renovated Gold Coast oceanfront apartment at the foot of Diamond Head – Designed by noted Houston architect, William Taylor – it features a custom Poggenpohl Kitchen, designer lighting, bespoke cabinetry with maximum storage, and a clean, minimalist look. Central AC, marble flooring throughout, new Fleetwood doors and windows. Embrace sun, surf, and paddling & leisurely walks in Kapiolani Park at the quiet edge of Waikiki.

2999 Kalakaua Avenue Unit 704, Honolulu

Listing courtesy of Coldwell Banker Realty.

$3,000,000
2 Beds ⋅ 2 Baths ⋅ 202519831 MLS ⋅ FS - Fee Simple Tenure ⋅ Diamond Head Apts Ltd BLDG.
Spacious 2 bedroom 2 bathroom with 1 parking. Oceanfront unit at Diamond Head Apts Ltd.

2969 Kalakaua Avenue Unit 803, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$6,350,000
2 Beds ⋅ 2 Baths ⋅ 202519492 MLS ⋅ FS - Fee Simple Tenure ⋅ 3003 Kalakaua BLDG.
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 in this highly sought-after boutique building on Honolulu’s Gold Coast. Interior design and renovation by Philpotts Interiors. Custom built-ins and quality finishes throughout. Ocean and sunset views from large lanai & living areas. Diamond Head views from bedrooms. Each apt. has its own semi-private elevator foyer. Two assigned covered parking in gated garage, and 14 guest parking spaces. Pet friendly building. Onsite Resident Manager. Secured Entrance with video call up. Beautifully appointed lobby area. Spacious and turnkey for the most discriminating buyers!

3003 Kalakaua Avenue Unit 5B, Honolulu

Listing courtesy of Coldwell Banker Realty.

$5,999,000
2 Beds ⋅ 2 Baths ⋅ 202519099 MLS ⋅ FS - Fee Simple Tenure ⋅ 3003 Kalakaua BLDG.
Experience luxurious coastal living in this beautifully renovated oceanfront unit with breathtaking ocean views and the soothing sound of waves. Enjoy sunsets each evening and Honolulu’s city lights by night—all from home. The open layout enhances airflow, bringing the ocean breeze into every room. Each space offers an ocean or Diamond Head view. Two mountain-facing bedrooms provide peaceful Diamond Head vistas. A spacious middle den has a closet, adding flexibility. Newly installed sliding glass doors offer seamless indoor-outdoor living and quiet when closed. The kitchen features a pantry and ample storage. The spa-style bath includes a deep soaking tub with an ocean view and a separate shower. This elegant home blends comfort, thoughtful design, and a prime oceanfront location for exceptional island living.

3003 Kalakaua Avenue Unit 5A, Honolulu

Listing courtesy of Axio Properties.

$8,000,000
5 Beds ⋅ 6 Baths ⋅ 202507863 MLS ⋅ FS - Fee Simple Tenure
It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet spaces including ground floor suite w/wet bar& separate zoned AC. Heated spa & infinity pool - a masterful design w/its edge seamlessly blending into the horizon as if it flows directly into the ocean below. Easy access to incredible surf breaks and stunning Association's saltwater pool carved in the lava cliff that defines Black Point's charm. Gated and secured community for privacy. This site carries a legacy of ingenuity and distinction, once home to George Hemmeter, renowned inventor whose visionary spirit is echoed in its unique character and reflects the extraordinary essence of his contributions. Once-in-a-lifetime opportunity to own a piece of a prestigious storied history and experience the luxury and serenity that only this exceptional residence can offer.

4125 Black Point Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

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.