Diamond Head Homes with Two Spaces Parking Features

Welcome to the enchanting neighborhood of Diamond Head, a gem nestled on the southern coast of Oahu, Hawaii. Known for its stunning natural beauty and vibrant community, this area offers a unique blend of outdoor adventure, cultural experiences, and serene living. The iconic Diamond Head Crater looms majestically in the background, providing residents with breathtaking views and a plethora of hiking trails that cater to all skill levels. Whether you're an avid hiker or simply enjoy leisurely strolls, the lush landscapes and coastal views will captivate you.

Diamond Head is not just about its scenic beauty; it’s also a thriving community with an array of amenities. Residents enjoy proximity to some of the best beaches in Honolulu, including the world-famous Waikiki Beach, where sunbathing, surfing, and beachside dining are just a stone's throw away. The neighborhood is also home to a vibrant mix of local shops, restaurants, and cultural sites, making it an ideal place for those who appreciate a rich and diverse lifestyle.

For families and individuals seeking practical living solutions, many homes in Diamond Head feature convenient two-space parking options. This is a significant advantage in a bustling city like Honolulu, where parking can often be a challenge. With ample parking space, you can enjoy the ease of coming and going without the hassle of searching for a spot.

In Diamond Head, you’ll find a harmonious blend of tranquility and excitement, making it the perfect place to call home. Experience the best of island living in this picturesque neighborhood, where every day feels like a vacation.

Newest Diamond Head Homes with Two Spaces Parking Features

$4,800,000

4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM

Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM

TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

$4,200,000

4 Beds ⋅ 4 Baths ⋅ 202611048 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM

Get ready to find your dream home with this stunning Mid Century Modern home designed by Alfred Preis, the renowned Arizona Memorial Architect. Located just a stone's throw from Diamond Head beach, this fabulous home perfectly embodies the indoor/outdoor lifestyle, boasting a salt water pool, spa and an outdoor shower. Whether you love to host parties or prefer intimate gatherings, the multiple dining areas and a built-in bar are tailor-made for entertaining. The kitchen is a chef's paradise featuring dual sinks, Thermador appliances, a double oven and a gorgeous Heath Tile backsplash. Add a touch of green to your culinary endeavors with the accompanying herb garden. The house remains true to the mid-century aesthetic with smartly designed built-ins and offers abundant storage throughout. Convenient features such as upstairs/downstairs washer/dryers, and central AC in the bedrooms underline the thoughtful design. Hau trees provide privacy around the perimeter, with the added bonus of fruit trees including lime, fig and avocado. Don't miss the chance to live in a home that seamlessly blends style, luxury and comfort at Diamond Head.

4072 Kulamanu Street, Honolulu

$6,588,888

2 Beds ⋅ 2 Baths ⋅ 202610380 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM ⋅ Diamond Head Apts Ltd BLDG.

Breathtaking ocean views await from every room of "Maluhia," a sanctuary of quiet luxury perched at the edge of Diamond Head. Located within the prestigious Diamond Head Apartments—a landmark oceanfront building masterfully designed by Hawaii’s renowned architect, Vladimir Ossipoff—this fabulous penthouse unit was completely reimagined in 2024. The stunning residence beautifully blends contemporary design with the soulful simplicity of wabi-sabi. The home boasts soaring ceilings, an expansive primary suite, and a spacious, spa-inspired bath. Elegant interiors feature warm Italian natural stones and tiles, custom seamless cabinetry, and a premium Chef's kitchen. Thoughtfully curated with the finest natural materials, the soft textures and clean architectural lines evoke a deeply peaceful atmosphere. Floor-to-ceiling glass frames the Pacific Ocean, effortlessly inviting the outside in. True to its name, Maluhia (Peace) embodies an elevated, restorative lifestyle—a rare retreat where sophistication whispers. Experience the ultimate in Gold Coast oceanfront living, where timeless mid-century architecture meets modern coastal perfection.

2969 Kalakaua Avenue Unit 1201, Honolulu

$5,560,000

4 Beds ⋅ 4 Baths ⋅ 202604939 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM

This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

3063 Diamond Head Road, Honolulu

$1,999,999

2 Beds ⋅ 2 Baths ⋅ 202607799 MLS ⋅ FS - Fee Simple Tenure ⋅ 113 DOM ⋅ Castle Surf Apts BLDG.

This is a rare chance to own a home in one of the Gold Coast’s most sought-after buildings. This fully renovated two-bedroom, two-bath property offers two covered parking spaces and sweeping views of Diamond Head. The unit boasts stunning Ipe wood floors and a new washer/dryer combination. Over the past two years, the building has also undergone extensive upgrades, including spalling repairs, fresh paint, and new railings. Perfectly situated on the convenient location at Gold Coast, Castle Surf is an condominium with direct ocean access and just minutes from Waikiki, Diamond Head, and dining and shopping destinations. Whether you’re looking for a peaceful residence or an Hawaii island retreat. This unit is turn key move-in-ready. Don’t miss your opportunity to own this beautifully updated oceanfront property home The seller will pay the current special assessment fees at closing.

2937 Kalakaua Avenue Unit 49, Honolulu

$5,990,000

4 Beds ⋅ 6 Baths ⋅ 202604465 MLS ⋅ FS - Fee Simple Tenure ⋅ 130 DOM

Experience refined island luxury living in this executive-style 4-bedroom, 5.5-bath residence ideally positioned on the slopes of iconic Diamond Head. Encompassing nearly 5,900 sq ft of interior space on an 11,752 sq ft lot, this impressive home captures beautiful ocean and sunset views while offering exceptional indoor-outdoor living. Expansive lanai areas, complemented by a heated pool and spa, create a private retreat designed for effortless entertaining. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. The chef’s kitchen anchors the main living spaces, while separate guest quarters with a private entrance provide flexibility and privacy. Remodeled by Jeff Long in 1995, this distinguished property blends timeless design with a premier location just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and renowned shopping and dining of Waikiki. A rare offering in one of Honolulu’s most prestigious neighborhoods.

2999 Makalei Place, Honolulu

$6,888,000

6 Beds ⋅ 7 Baths ⋅ 202603331 MLS ⋅ FS - Fee Simple Tenure ⋅ 187 DOM

BREATHTAKING OCEAN VIEWS take center stage from the moment you step through the front doors of this elevated Spanish-style retreat at the base of world-renowned Diamond Head. Perched above neighboring homes, the property offers rare privacy, open sightlines, and the feeling of a private villa. Inside, graceful arched doorways, soaring ceilings, rich ohia wood floors, and beautiful carpentry reflect the home's timeless character. The layout features multiple living areas, a commercial-style kitchen with stainless steel counters, and three ocean-view bedroom suites with vintage bathrooms, and cedar-lined closets- offering a wonderful opportunity to update and personalize while honoring the home's original charm. Originally built by the Magoon family as a gathering space, the lower level includes two one-bedroom units and a studio, each with separate entrances and access to a shared laundry area. These spaces open to a lush, enclosed garden with fruiting trees and greenery, adding flexibility, income potential, a serene outdoor setting in one of Honolulu's most iconic locations.

3647 Diamond Head Road, Honolulu

$6,200,000

3 Beds ⋅ 4 Baths ⋅ 202524260 MLS ⋅ FS - Fee Simple Tenure ⋅ 205 DOM

This three-story, fairy tale of a home, is your dream come true! Divinely placed on the slopes of Diamond Head, this luxurious, custom built, real life fantasy home, overflows with 3,200 square feet of gorgeous living space; with an additional 745 square feet of purposeful, covered lanai areas. The unforgettable finishes throughout the home, will have you living like royalty with the featured high ceilings to the heavens, and thoughtful layout on every floor. You won’t be able to ignore the newly installed engineered, wood flooring, the newly installed carpet, and you’ll be magnetized by the presentation of the newly painted, interior and exterior. Custom cabinetry made from mahogany wood, teak, and koa, partners perfectly with the home’s gourmet kitchen featuring top-of-the-line appliances, and ample counter space. You may feel the need to pinch yourself because of the options you’ll have to enjoy the majestic Pacific Ocean sunsets and views from your private office, or your panoramic outdoor terrace, or from your refreshing pool or hot tub. This is an extraordinary dwelling that redefines luxury, comfort, and convenience, in Honolulu's most exquisite neighborhood.

3210 Diamond Head Road Unit 4, Honolulu

$10,700,000

3 Beds ⋅ 3 Baths ⋅ 202525685 MLS ⋅ FS - Fee Simple Tenure ⋅ 266 DOM ⋅ Kuu Makana@ Diamond Hd BLDG.

This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

$6,350,000

2 Beds ⋅ 2 Baths ⋅ 202519492 MLS ⋅ FS - Fee Simple Tenure ⋅ 340 DOM ⋅ 3003 Kalakaua BLDG.

Direct oceanfront! Luxuriously upgraded corner apt., with 2 bedms, walk in closet, 2 baths, large media room plus a spacious home office. There are just 2 apts per floor in this highly sought-after boutique building on Honolulu’s Gold Coast. Interior design and renovation by Philpotts Interiors. Custom built-ins and quality finishes throughout. Ocean and sunset views from large lanai & living areas. Diamond Head views from bedrooms. Each apt. has its own semi-private elevator foyer. Two assigned covered parking in gated garage, and 14 guest parking spaces. Pet friendly building. Onsite Resident Manager. Secured Entrance with video call up. Beautifully appointed lobby area. Spacious and turnkey for the most discriminating buyers!

3003 Kalakaua Avenue Unit 5B, 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.