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    Diamond Head Neighborhood Guide

    Diamond Head really does have it all. The cozy oceanfront neighborhood has the eponymous Crater and Monument, Diamond Head Beach Park, the thriving commercial strip of Kapahulu Ave., the Ala Wai Golf Course, and the Wa‘ahila Ridge hiking trail. Plus, the ‘hood shares borders with both the uber-upscale residential streets of Kahala and foodie-favorite Waialae Ave. in Kaimuki. Residents enjoy easy access to Kapi‘olani Park (walkable and bikeable from many parts of the neighborhood) and the quieter beaches on the edge of Waikiki.  

    Key Details

    1. WHAT TO EXPECT
    Nearly everything a person might desire can be found here, from ocean to jungle, outdoor sports to boutique gyms, quick plate lunch to five star dining. Expect a lot—you’ll find it!

    2. THE LIFESTYLE
    Laid back and friendly: peak South Shore style.

    3. WHAT NOT TO EXPECT
    Deep jungle or full-on urbanity: Diamond Head is, in many ways, the perfect compromise between North Shore and town, with enough buzz to be exciting but not so much as to overwhelm. That said, the beach and the hikes are never empty of other people, and to do serious business (or, for many folks, to commute to the office) you’ll likely have to take a drive downtown. 

    4. THE MARKET
    Condos and single family homes, with smaller apartment buildings near the ocean, historic palatial mansions tucked away on some of the backroads, and a block of adorable historic oceanfront French Tudors that have barely changed hands since the 1970s. 

    5. YOU’LL FALL IN LOVE WITH
    The cafes and lunch spots. Between world-renowned Ono Seafood, sophisticated Ars Cafe, and quirky yummy Pioneer Saloon, some of the best casual restos on O‘ahu can be found right in this ‘hood.

    Attributes

    Hip, Low-key, Pricey, Classic South Shore, Down to Earth, Quiet & Serene, Parks & Recreation, For Foodies, Waterfront Views, Great Outdoor Spaces


    Located in Urban Honolulu

    Commute Times

    Airport: 30m by car
    Downtown: 15m by car
    Diamond Head: 0m by car
    North Shore: 1hr by car
    Kapolei: 45m by car

    Boundaries

    East to West Palolo Ave. and Alohea St. to Manoa Stream and Koali Rd.
    North to South Wa‘ahila Ridge State Rec Area to Ocean
    Nearby Neighborhoods Kahala, Waikiki, Kaimuki, Manoa


    Around the Block

    Diamond Head: the jewel of the South Shore

    Named Lēʻahi in Hawaiian (which roughly translates to “brow of the tuna”) for its resemblance to the dorsal fin of the ahi, the neighborhood’s eponymous crater was dubbed “Diamond Head” by confused British sailors who, upon arrival in the 1800s, mistook the sparkling calcite crystals for diamonds.

    What to Expect

    Nearly everything a person might desire can be found here, from ocean to jungle, outdoor sports to boutique gyms, quick plate lunch to five star dining. Expect a lot—you’ll find it!

    Close to both Waikiki and downtown Honolulu, Diamond Head is super convenient and feels small despite its many amenities. This is the kind of nabe where most folks have a regular lunch spot and coffee bar, and sprawling Kapi‘olani Park is host to all kinds of leisure and athletic activities.

    The Lifestyle

    Laid back and friendly: peak South Shore style.

    Diamond Head is a little bit younger and hipper than elegant Kahala, but this is definitely still an upscale neighborhood, as evidenced by the historic architecture and genteel street life. 

    Residents tend to live quiet, community-oriented lives, patronizing the local restaurants and shops, frequenting the beaches and parks, and steering clear of the tourist-heavy crater hike, which is as crowded as it is beautiful. 

    Living the outdoor lifestyle is beyond easy in Diamond Head, where it is possible to walk to the beach from many points for a surf or swim. The Diamond Head Loop is a favorite for runners, with free outdoor gym equipment as well as bathrooms and water fountains along the path. 

    Kiddos (and parents) appreciate easy access to calm Kaimana Beach, Waikiki Aquarium, and the wonderful Honolulu Zoo.

    Tourists and residents alike line up for the popular healthy-ish sweet treat options on Monsarrat Ave: real-fruit shave ice at Monsarrat Shave Ice, açai bowls at Da Cove Health Bar, and banana “nice cream” at the Banán truck.

    What Not to Expect

    Deep jungle or full-on urbanity: Diamond Head is, in many ways, the perfect compromise between North Shore and town, with enough buzz to be exciting but not so much as to overwhelm. That said, the beach and the hikes are never empty of other people, and to do serious business (or, for many folks, to commute to the office) you’ll likely have to take a drive downtown.

    Because it so perfectly splits the difference between small town vibes and big city feel, Diamond Head is lacking in things like big box stores and late nightlife on the one side, and remote wilderness jungle on the other. For many residents, that is the point, but if solo hiking or fast access to Costco are desired, you’ll want to look elsewhere.

    The Market

    Condos and single family homes, with smaller apartment buildings near the ocean, historic palatial mansions tucked away on some of the backroads, and a block of adorable historic oceanfront French Tudors that have barely changed hands since the 1970s.

    Midpriced condos turn over fairly regularly on sweet cul-de-sacs and roundabouts like Pualei Circle, which is just a block from the “main drag” of Monsarrat Ave but feels private and tucked away.

    You'll Fall in Love With

    The cafes and lunch spots. Between world-renowned Ono Seafood, sophisticated Ars Cafe, and quirky-yummy Pioneer Saloon, some of the best casual restos on O‘ahu can be found right in this ‘hood. 

    Other Neighborhoods to Explore

    Ala MoanaAla Moana neighborhood guide
    ManoaManoa neighborhood guide
    KaimukiKaimuki neighborhood guide

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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: 2023 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.

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