Diamond Head Homes with Leasehold Land tenure

Welcome to Diamond Head, one of Honolulu's most iconic neighborhoods, where natural beauty meets vibrant community life. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its stunning volcanic crater, breathtaking coastal views, and rich history. This picturesque area is not just a feast for the eyes but also a haven for those who appreciate an active lifestyle, with hiking trails that lead to panoramic vistas and pristine beaches just a stone's throw away.

As you explore Diamond Head, you’ll discover a blend of charming homes, many of which are on leasehold land. This unique land tenure offers a different approach to home ownership, allowing residents to enjoy the beauty of this coveted area without the hefty price tag of freehold properties. Leasehold homes provide an excellent opportunity for those looking to invest in the vibrant real estate market of Honolulu while enjoying the benefits of living in a community rich in culture and amenities.

The neighborhood boasts a tight-knit community with local shops, cafes, and restaurants that reflect the island's diverse culinary scene. Whether you’re savoring fresh poke or enjoying a morning coffee while soaking in the ocean breeze, Diamond Head offers a lifestyle that is both relaxed and invigorating.

With its stunning landscapes, diverse housing options, and a community that embraces the spirit of Aloha, Diamond Head is not just a place to live—it's a way of life. Explore the possibilities of calling this enchanting neighborhood home and experience the magic of Diamond Head for yourself!

Newest Diamond Head Homes with Leasehold Land tenure

$900,000

2 Beds ⋅ 2 Baths ⋅ 202600206 MLS ⋅ LH - Leasehold Tenure ⋅ 167 DOM ⋅ 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

$175,000

1 Baths ⋅ 202518765 MLS ⋅ LH - Leasehold Tenure ⋅ 344 DOM ⋅ 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

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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.