Diamond Head Homes with Leasehold Land tenure

Welcome to Diamond Head, one of Honolulu's most iconic and sought-after neighborhoods! Nestled on the southeastern coast of Oahu, this picturesque area is renowned for its stunning volcanic crater, breathtaking ocean views, and vibrant local culture. With its unique blend of natural beauty and urban convenience, Diamond Head offers a lifestyle that is both laid-back and luxurious.

As you stroll through the charming streets of Diamond Head, you'll be captivated by the lush landscapes, swaying palm trees, and the soothing sounds of the Pacific Ocean. The neighborhood is perfect for outdoor enthusiasts, with access to hiking trails that lead to the summit of the famous Diamond Head Crater, providing panoramic views that are nothing short of spectacular. The nearby beaches, such as Kaimana and Sans Souci, are ideal for sunbathing, swimming, and enjoying the quintessential Hawaiian lifestyle.

When it comes to real estate, Diamond Head boasts a diverse range of homes, including properties with leasehold land tenure. This unique arrangement allows homeowners to enjoy the benefits of living in this coveted area while offering a more affordable entry point into the market. Leasehold properties typically come with lower purchase prices and can be an attractive option for those looking to invest in this vibrant community.

With its rich history, cultural landmarks, and an array of dining and shopping options, Diamond Head is not just a place to live; it's a lifestyle. Whether you’re seeking a cozy cottage or a luxurious oceanfront condo, this neighborhood has something for everyone. Discover the charm of Diamond Head and find your perfect home in this Hawaiian paradise!

Newest Diamond Head Homes with Leasehold Land tenure

$900,000

2 Beds ⋅ 2 Baths ⋅ 202600206 MLS ⋅ LH - Leasehold Tenure ⋅ 152 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 ⋅ 329 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

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.