Diamond Head Homes with Waterfront Frontage

Welcome to Diamond Head, one of Honolulu's most coveted neighborhoods, where breathtaking natural beauty meets a vibrant community atmosphere. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its iconic volcanic crater, offering stunning views and a plethora of outdoor activities. Residents and visitors alike are drawn to the area’s picturesque beaches, lush hiking trails, and serene parks, making it a paradise for nature lovers and adventure seekers.

In Diamond Head, you’ll find a unique blend of charming homes, many of which boast spectacular waterfront frontage. Imagine waking up to the gentle sound of waves lapping against the shore, with panoramic ocean views right from your living room. Whether you’re looking for a cozy beach cottage or a luxurious estate, the waterfront properties in Diamond Head offer an unparalleled lifestyle that combines relaxation with the invigorating spirit of island living.

The neighborhood is not only about scenic beauty; it’s also a vibrant hub of activity. With a variety of local shops, cafes, and restaurants, residents enjoy a laid-back yet lively atmosphere. The nearby Kapiolani Park and the renowned Waikiki Beach are just a stone's throw away, providing endless opportunities for recreation and leisure.

Living in Diamond Head means embracing a lifestyle that celebrates the best of Hawaii’s natural wonders while enjoying the comforts of a close-knit community. Whether you’re seeking a permanent residence or a vacation retreat, Diamond Head is a place where every day feels like a getaway. Explore the enchanting homes with waterfront frontage and discover the paradise that awaits you in this idyllic neighborhood!

Newest Diamond Head Homes with Waterfront Frontage

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 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

$995,000

1 Beds ⋅ 1 Baths ⋅ 202613177 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM ⋅ Diamond Head Ambassador C BLDG.

Live the Gold Coast dream at the iconic Diamond Head Ambassador! This desirable 1-bedroom, 1-bathroom residence places you steps away from world-class surf, pristine beaches, and the beauty of Kapiolani Park. Enjoy the building's signature mid-century design, unique Japanese-inspired footbridges, and an incredible oceanfront backyard compete with a saltwater pool, private ocean stairs and outdoor shower. An unbeatable location close to the Elks Club, Outrigger Canoe Club, and Waikiki. This co-op property is your perfect boutique oceanfront getaway.

2957 Kalakaua Avenue Unit 318, Honolulu

$1,175,000

1 Beds ⋅ 1 Baths ⋅ 202612527 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM ⋅ 2987 Kalakaua BLDG.

This property is a surfer's paradise! Any closer to the ocean and you'd be swimming. Enjoy direct oceanfront living in this light, bright one-bedroom condominium, ideally located in one of the Gold Coast's best buildings. Sliding glass doors front the entirety of this second floor residence, creating a direct connection to the surf from all living spaces, including the bedroom. Step outside and you're in the water in under a minute, with easy access to Tonggs for great surf year-round. Windows on both the mauka and makai sides of this unique property capture trade winds to keep this condo cool. One deeded and assigned parking stall is included for your convenience, and 2987 Kalakaua is a well-managed building with very low maintenance fees. Perched on the slopes of iconic Diamond Head, the Gold Coast offers blend of tranquility and active living in a walkable, coastal neighborhood. Don't miss this opportunity to make the Pacific Ocean your backyard.

2987 Kalakaua Avenue Unit 205, Honolulu

$1,099,000

1 Beds ⋅ 1 Baths ⋅ 202611458 MLS ⋅ FS - Fee Simple Tenure ⋅ 33 DOM ⋅ Tropic Seas Inc BLDG.

Perched on the 7th floor of the Tropic Seas Inc., this corner residence offers an elevated coastal retreat with gorgeous ocean vistas & treetop mountain views. Renovated in 2014, the unit blends modern comfort with timeless beachside elegance, featuring smooth ceilings, natural stone flooring, and floor-to-ceiling windows and sliding glass doors that invite abundant natural light and steady tradewinds from the mauka to makai exposure. A generous ocean facing lanai extends the living space outdoors—an ideal perch to watch surfers, paddlers, and sailboats glide by, along with the occasional honu or monk seal in the turquoise water below. The open layout includes a kitchen with newer cabinetry, granite countertops, stainless appliances, and thoughtful storage. The bedroom offers 2 closets, including a custom wall closet with sliding glass doors and built-in organization.Two dedicated storage spaces, including 1 on the same floor, plus surfboard and bike storage all add exceptional convenience. Residents enjoy private ocean access, a rare oceanfront BBQ and lounge area, gated entry, and an on-site manager. Enjoy Gold Coast living in one of Honolulu’s most coveted oceanfront enclaves!

2943 Kalakaua Avenue Unit 707, Honolulu

$2,175,000

2 Beds ⋅ 1 Baths ⋅ 202610368 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM ⋅ Tahitienne Inc BLDG.

Wake up to the sound of the surf and enjoy golden sunsets from this direct oceanfront two-bedroom residence at the iconic Tahitienne on Diamond Head’s coveted Gold Coast. Framed by swaying palms and endless blue water views, this rare retreat captures the essence of Hawaii coastal living. A spacious lanai invites morning coffee overlooking the surf, whale watching in season, and evenings spent watching the sun melt into the Pacific. Inside, hand-crafted custom woodwork brings warmth, artistry, and timeless island character to the home, creating a refined yet relaxed atmosphere. Expansive ocean views fill the living spaces, while the intimate boutique setting offers privacy and tranquility just moments from Waikiki. Ideally positioned at the base of Diamond Head, the Gold Coast lifestyle is unlike anywhere else on Oahu — surf and paddle boarding out front, ocean swims at Kaimana Beach, sunset walks through Kapiolani Park, and nearby dining and nightlife all within minutes. A rare opportunity to enjoy front-row oceanfront living in one of Honolulu’s most treasured neighborhoods.

2999 Kalakaua Avenue Unit 404, Honolulu

$5,000,000

2 Beds ⋅ 3 Baths ⋅ 202609461 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM ⋅ Kainalu BLDG.

Awesome direct oceanfront double unit (combined 5B & 5C) at Kainalu offering panoramic views of crystal-clear waters where fish and coral are visible from your living room. From this 5th floor, enjoy front-row seats to multiple surf breaks filled with traditional longboarders and foil surfers, along with sailboats gliding across the horizon. Open the expansive wall of windows to welcome cooling trade winds and sweeping vistas stretching from Diamond Head to Waikiki and beyond. Whether dining or relaxing, breathtaking sunsets become part of everyday living in this spacious coastal retreat. The exceptional trophy residence features 2 bedrooms (could be three), 3 bathrooms, and 73 feet of beach/ocean frontage with access to a small private beach. Located in a quiet residential area just below DH on the Goldcoast with close proximity to Waikiki, Kapiolani Park, beaches, fine dining, shops & so much more! Additional highlights include air conditioning, elegant limestone flooring, a resident manager, and two covered secured parking stalls. Experience the best of oceanfront luxury island living.

2801 Coconut Avenue Unit 5 B/C, Honolulu

$17,500,000

5 Beds ⋅ 7 Baths ⋅ 202609193 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM

This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

$849,000

1 Baths ⋅ 202608523 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to Colony Surf 206, an iconic beachfront residence nestled on the slopes of Diamond Head. This charming studio condo captures the essence of classic Hawai‘i living with sweeping ocean views, majestic Diamond Head as your backdrop, and refreshing tradewinds flowing through the open layout. Designed with timeless island style, the unit offers easy, breezy living on one of Waikiki's best sandy beaches. Enjoy morning swims, surfing, paddling, sunset strolls, and dining at the nearby Kaimana Beach Hotel or Michel’s restaurant downstairs. Easy living with a low monthly fee that includes electricity, internet, and more. Located in a coveted Gold Coast setting, Colony Surf is where vintage charm meets relaxed elegance— this residence is an ideal retreat or pied-à-terre in paradise.

2895 Kalakaua Avenue Unit 206, Honolulu

$925,000

1 Beds ⋅ 1 Baths ⋅ 202607412 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic Colony Surf, an oceanfront landmark at the edge of Waikiki and Diamond Head. This light and bright unit features a separate bedroom, in-unit washer/dryer, and an open layout with refreshing trade winds. While it does not have a direct ocean view, it is just steps from the beach. Enjoy morning swims, surfing, and sunset strolls, with Kapiolani Park, shopping, and dining at Michel’s and the Kaimana Beach Hotel nearby. Low monthly fee includes electricity, internet, front desk service, parking stall, and more. A rare opportunity to own in one of Honolulu’s most sought-after Gold Coast buildings.

2895 Kalakaua Avenue Unit 207, Honolulu

$699,000

2 Beds ⋅ 2 Baths ⋅ 202608179 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM ⋅ Diamond Head Ambassador C BLDG.

Experience the best of Honolulu's coveted Gold Coast lifestyle at 2957 Kalakaua Avenue #115, a beautifully remodeled ground floor end unit offering privacy, comfort, and an unbeatable location. Located in the iconic Diamond Head Apartments (DHA), a highly sought-after oceanfront Co-Op where listings are rare, this is a unique opportunity to own in one of Oahu's most desirable beachfront enclaves. While the unit does not have ocean or sunset views, it is just steps from the oceanfront featuring a stunning saltwater pool and direct ocean access via the iconic "silver stairs." Enjoy the ease of ground floor living and a peaceful setting surrounded by lush, landscaped grounds. Conveniently located near Sans Souci State Recreational Park, Kapiolani Park, Outrigger Canoe Club, Elks Club, and Kaimana Beach. This is a Co-Op; buyer to purchase shares in the corporation. Plumbing loan assessment (12/1/2020 - 11/1/2035) has been paid off by seller & project has been completed. No assigned parking; waitlist available and ample street parking nearby.

2957 Kalakaua Avenue Unit 115, Honolulu

$1,195,000

1 Beds ⋅ 1 Baths ⋅ 202603763 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 DOM ⋅ 2987 Kalakaua BLDG.

Wake up to the sound of the Pacific in this beautifully renovated one-bedroom on the ocean at Diamond Head. Designed for modern coastal living, this residence offers a rare opportunity to enjoy life at the edge of the ocean in an iconic location. Thoughtfully upgraded throughout, the kitchen features sleek LG quartz countertops and a Viking convection oven and microwave. The bath is finished with a matching LG quartz shower, Toto bidet, and Hansgrohe fixtures. Luxury vinyl plank flooring runs throughout, complemented by updated electrical and plumbing for complete peace of mind. Hurricane rated Fleetwood sliders open wide to invite in ocean air and natural light, seamlessly blending indoor and outdoor living. Lutron smart lighting allows you to set the mood from sunrise to sunset, and automated shades allow for complete privacy. Enjoy effortless island living with ocean and coconut tree views, trade winds, and the sound of the surf right outside.

2987 Kalakaua Avenue Unit 304, Honolulu

$999,000

1 Beds ⋅ 2 Baths ⋅ 202607527 MLS ⋅ FS - Fee Simple Tenure ⋅ 104 DOM ⋅ Kainalu BLDG.

Experience timeless oceanfront living in this rare, extra-large one-bedroom, two-bath condo at the iconic Kainalu on Honolulu’s coveted Gold Coast. Located directly on a sandy beach at the base of Diamond Head, this spacious residence offers peekaboo ocean views, cool tradewinds, and the soothing sound of waves just outside your window. The open layout features generous living and dining areas perfect for relaxing or entertaining. The primary suite has an en-suite bath, while a second full bathroom provides added convenience—an uncommon luxury in a one-bedroom unit that was formerly two-bedrooms and could easily convert back to two if needed. Enjoy exclusive access to a private sandy beach, surf at Tonggs, or unwind on the oceanfront lounge area. This secure, boutique building includes a coveted covered parking stall, easy walk up or elevator access, and a peaceful, quiet environment. Just minutes from Waikiki, Kapiolani Park, and the Outrigger Canoe Club, Kainalu offers the perfect blend of serenity and island lifestyle. A rare opportunity to own a spacious beachfront retreat in one of O'ahu’s most prestigious neighborhoods.

2801 Coconut Avenue Unit 2D, 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.