Diamond Head, HI · Curated MLS Search

Homes for Sale in Diamond Head, HI

An editorially curated view of every active homes for sale listing in Diamond Head, HI. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in Diamond Head, HI

Diamond Head. The crater's silhouette hangs over everything here, and the neighborhood seems to take its cues from it. Most mornings you'll see people walking or running the slopes before the heat sets in, and you can smell the salt before you ever see the water. It's quiet. Residential to the bone, tied to the island's rhythm in a way few places still are.

The housing stock runs from older island-style homes with jalousie windows to gut renovations that chase the views. Lots feel small if you're coming from the mainland. But the location does the heavy lifting: the coast, the crater, town, all within reach. You're a stone's throw from Honolulu without being swallowed by it.

Why Buy Homes for Sale in Diamond Head, HI?

People buy in Diamond Head for the address and what comes with it. Trade winds off the water. Sidewalks you'll actually use. A quick run to Waikiki, Kapiolani Park, and downtown. This is one of the most established corners of Oahu, and that's exactly why values hold. Want roots near the water? You won't do better.

Ready to find your ideal homes for sale in Diamond Head? Contact KEVIN PEDERSEN | RS-77808 today at (808) 398-4147 to schedule a showing or start your personalized home search.

Diamond Head, HI Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

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Homes for Sale in Diamond Head, HI

777 Ahuwale Street, Honolulu image
777 Ahuwale Street, Honolulu $1,288,800

Come home to the charm, space, and possibilities of 777 Ahuwale St., where everyday living feels a little more special! Imagine stepping from the kitchen onto your privat...

  • 3 Beds
  • 1 Baths
  • 202616505 MLS
  • FS - Fee Simple Tenure
  • 0 DOM
3470 Kalua Road, Honolulu image
3470 Kalua Road, Honolulu $1,149,000

A rare Palolo Valley find offering true flexibility: 2 bedrooms & 1 bath upstairs, 2 bedrooms & 1 bath downstairs with a separate entry, ideal for multigenerational livin...

  • 4 Beds
  • 2 Baths
  • 202617246 MLS
  • FS - Fee Simple Tenure
  • 0 DOM
3111 Pualei Circle Unit 301, Honolulu image
3111 Pualei Circle Unit 301, Honolulu — Hale Pua Lei $600,000

Diamond Head neighborhood and island lifestyle come together at Hale Pua Lei. This Charming 2-bedroom, 1-bath corner unit is located on the third floor of a three-story ...

  • 2 Beds
  • 1 Baths
  • 202617320 MLS
  • FS - Fee Simple Tenure
  • Hale Pua Lei Bldg.
  • 0 DOM
5984 Kalanianaole Highway, Honolulu image
5984 Kalanianaole Highway, Honolulu $2,259,000

Executive modern home with panoramic Ocean Views! The flagstone driveway welcomes you to this home featuring an open floor plan with the Living area, Kitchen and Dining ...

  • 4 Beds
  • 4 Baths
  • 202617360 MLS
  • FS - Fee Simple Tenure
  • 1 DOM
2957 Kalakaua Avenue Unit 615/616, Honolulu image
2957 Kalakaua Avenue Unit 615/616, Honolulu — Diamond Head Ambassador A $999,000

Experience penthouse living at the edge of the Pacific along one of Honolulu’s most iconic stretches of coastline. Located at the Diamond Head Ambassador on Oahu’s covete...

  • 2 Beds
  • 2 Baths
  • 202615953 MLS
  • FS - Fee Simple Tenure
  • Diamond Head Ambassador A Bldg.
  • 1 DOM
671 Kahiau Loop, Honolulu image
671 Kahiau Loop, Honolulu $5,999,999

We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this M...

  • 5 Beds
  • 5 Baths
  • 202616928 MLS
  • FS - Fee Simple Tenure
  • 8 DOM
914 C Punahele Place, Honolulu image
914 C Punahele Place, Honolulu $2,700,000

Wake up to views of the open ocean, Koko Crater and Kokohead, then paddle out to an uncrowded surf break straight out or go fishing from your own legal seawall. This 13,0...

  • 202615292 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
620 Hao Street, Honolulu image
620 Hao Street, Honolulu $1,799,000

Beautifully updated & exceptionally flexible, 620 Hao Street pairs move-in-ready living with a rare multigenerational floor plan in the heart of Aina Haina. Set above str...

  • 4 Beds
  • 3 Baths
  • 202617102 MLS
  • FS - Fee Simple Tenure
  • 3 DOM
4935 Poola Street, Honolulu image
4935 Poola Street, Honolulu $1,245,000

Prime opportunity awaits in the highly desirable lower section of Waialae Iki! This exceptional property features a spacious 10,005 square foot flat, level lot zoned R-10...

  • 3 Beds
  • 2 Baths
  • 202617087 MLS
  • FS - Fee Simple Tenure
  • 4 DOM
1661 Palolo Avenue Unit A, Honolulu image
1661 Palolo Avenue Unit A, Honolulu $895,000

A true gem, this CPR home is a rare find. The single level floor plan is full of potential and ready for new homeowners, investors, renovation or upgrades. The open de...

  • 3 Beds
  • 1 Baths
  • 202616979 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
4952 Kilauea Avenue Unit 82, Honolulu image
4952 Kilauea Avenue Unit 82, Honolulu — Waialae Gardens $599,000

Perfect split level starter home in a great location. Walking distance to Kahala mall, Whole Foods, strip malls, and a handful of eateries. Renovated and move in ready wi...

  • 2 Beds
  • 2 Baths
  • 202616997 MLS
  • FS - Fee Simple Tenure
  • Waialae Gardens Bldg.
  • 10 DOM
2432 Myrtle Street, Honolulu image
2432 Myrtle Street, Honolulu $1,325,000

NEW LISTING!! Peaceful Palolo Valley Retreat! Tucked away in the highly desirable "flower streets" in Palolo Valley, this exceptionally well-kept 3-bedroom, 2-bath single...

  • 3 Beds
  • 2 Baths
  • 202616490 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
2356 Aha Maka Way, Honolulu image
2356 Aha Maka Way, Honolulu $2,895,000

Perched on a coveted rim lot within the prestigious Waialae Ridgeline Estates Association, this impeccably maintained three-story custom residence captures breathtaking p...

  • 5 Beds
  • 7 Baths
  • 202616940 MLS
  • FS - Fee Simple Tenure
  • 7 DOM
779 Moaniala Street, Honolulu image
779 Moaniala Street, Honolulu $3,950,000

Modern, fully remodeled home in the premier gated community of Hawaii Loa Ridge. This 4-bedroom, 4-bathroom luxury residence features just under 4000sf of interior space ...

  • 4 Beds
  • 4 Baths
  • 202616685 MLS
  • FS - Fee Simple Tenure
  • 8 DOM
3263-A Kalua Place, Honolulu image
3263-A Kalua Place, Honolulu $710,000

None

  • 2 Beds
  • 1 Baths
  • 202611946 MLS
  • FS - Fee Simple Tenure
  • 60 DOM
1018 2nd Avenue, Honolulu image
1018 2nd Avenue, Honolulu $1,050,000

A sweet home nestled in a prime location, this Kaimuki gem is truly cute as a button. Original hardwood floors and redwood walls, 3-bedrooms plus a den and 2 bathrooms. E...

  • 3 Beds
  • 2 Baths
  • 202616833 MLS
  • FS - Fee Simple Tenure
  • 8 DOM
3200 Diamond Head Road, Honolulu image
3200 Diamond Head Road, Honolulu $5,000,000

Rare opportunity in one of Oahu’s most coveted locations with spectacular ocean views. This distinctive property is Lot 3 of Leahi Estates. Gated private access drivew...

  • 4 Beds
  • 3 Baths
  • 202616764 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
932 10th Avenue, Honolulu image
932 10th Avenue, Honolulu $1,100,000

Conveniently located in the desirable Kaimuki area, this quiet 5-bedroom, 2-bath single-family home features fragrant pikake bushes and bird-of-paradise landscaping in th...

  • 5 Beds
  • 2 Baths
  • 202616802 MLS
  • FS - Fee Simple Tenure
  • 9 DOM
1728 Kumakani Loop, Honolulu image
1728 Kumakani Loop, Honolulu $2,995,000

Perched on a coveted rim lot in prestigious Waialae Iki, this spacious home captures sweeping views of the Pacific Ocean, iconic Diamond Head, and the lush fairways of Wa...

  • 4 Beds
  • 4 Baths
  • 202616211 MLS
  • FS - Fee Simple Tenure
  • 10 DOM
3131 Mokihana Street, Honolulu image
3131 Mokihana Street, Honolulu $1,150,000

Welcome to 3131 Mokihana Street, a spacious 7-bedroom, 2-bath home offering approximately 1,565 sq. ft. of interior living space, plus a 400 sq. ft. carport, all situated...

  • 7 Beds
  • 2 Baths
  • 202616546 MLS
  • FS - Fee Simple Tenure
  • 10 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.