Diamond Head Homes with Leasehold Land tenure

Welcome to Diamond Head, one of Honolulu's most iconic neighborhoods, where stunning ocean views meet rich cultural history. Nestled on the southeastern coast of Oahu, this enchanting area is renowned for its namesake volcanic crater, a striking natural landmark that offers breathtaking hiking trails and panoramic vistas of the Pacific Ocean. With its lush landscapes and vibrant atmosphere, Diamond Head is a haven for outdoor enthusiasts, beach lovers, and those seeking a serene escape from the hustle and bustle of city life.

The neighborhood is characterized by its charming streets lined with quaint homes, many of which feature the unique leasehold land tenure. This arrangement allows residents to enjoy the benefits of living in this coveted location while providing a more affordable entry point into the real estate market. Leasehold properties in Diamond Head often come with modern amenities and easy access to nearby beaches, parks, and local shops, making them an attractive option for both first-time homebuyers and seasoned investors.

In addition to its stunning scenery, Diamond Head boasts a vibrant community spirit, with numerous local events and gatherings that celebrate the rich culture of Hawaii. The proximity to world-class dining, shopping, and entertainment further enhances the appeal of this remarkable neighborhood. Whether you’re looking for a cozy bungalow or a luxurious condo with ocean views, Diamond Head offers a diverse range of properties that cater to various lifestyles. Embrace the charm and beauty of Diamond Head, where every day feels like a vacation in paradise!

Newest Diamond Head Homes with Leasehold Land tenure

$900,000

2 Beds ⋅ 2 Baths ⋅ 202600206 MLS ⋅ LH - Leasehold Tenure ⋅ Sans Souci Inc BLDG.

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 ocean, palms, and cool tradewinds. The flexible layout lives like a spacious 1-bedroom, with an additional area perfect for guests, office, or a sleeping alcove. A smart opportunity for those who appreciate value - Why tie up millions of dollars in paying for a Fee Simple $3,000,000+ condo when you can buy this $900,000 Leasehold condo that offers a much more affordable way to enjoy the same lifestyle - even with lease rent and maintenance fees (inclusive of taxes, insurance and utilities). Ask us for the breakdown! Plus, the potential to generate income that helps offset monthly fees while still enjoying this unmatched lifestyle location. Currently rented with a 30-day minimum stay requirement. Beloved oceanfront building steps to Kaimana Beach, Outrigger, Kapiolani Park, and Waikiki dining. A special offering combining location flexibility, and oceanfront living.

2877 Kalakaua Avenue Unit 1107, Honolulu

Listing courtesy of Hawaii Modern Realty.

$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.

Start Your Search

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.