Diamond Head Homes with Oceanfront Frontage

Welcome to Diamond Head, a breathtaking neighborhood nestled on the southeastern coast of Oahu, Hawaii. Renowned for its iconic volcanic crater, Diamond Head is not just a geological wonder but also a vibrant community that offers an unparalleled lifestyle. With stunning oceanfront properties that boast mesmerizing views of the Pacific, this area is a true paradise for those seeking the perfect blend of natural beauty and modern living.

As you stroll through the tree-lined streets of Diamond Head, you’ll be captivated by the charming architecture that reflects the island's rich history and culture. From classic Hawaiian-style homes to contemporary oceanfront estates, the real estate options here are as diverse as the residents themselves. Many homes feature direct oceanfront frontage, allowing you to wake up to the soothing sounds of waves and the gentle sea breeze every day.

The neighborhood is not just about picturesque views; it also offers a lifestyle filled with outdoor activities. Enjoy morning hikes up Diamond Head State Monument for panoramic vistas, or spend your afternoons at the nearby pristine beaches, perfect for sunbathing, surfing, or simply unwinding with a good book.

Dining and shopping are just a stone's throw away, with local eateries serving up fresh seafood and tropical delicacies, while boutique shops offer unique finds that reflect the island's spirit.

Living in Diamond Head means embracing a lifestyle where every day feels like a vacation. Whether you're looking for a permanent residence or a vacation home, this neighborhood promises an idyllic setting and a vibrant community that welcomes you with open arms. Discover your dream home in Diamond Head, where paradise awaits!

Newest Diamond Head Homes with Oceanfront Frontage

$425,000

1 Baths ⋅ 202615447 MLS ⋅ LH - Leasehold Tenure ⋅ 4 DOM ⋅ Sans Souci Inc BLDG.

Living at Sans Souci is all about the lifestyle: enjoying the coveted Gold Coast. You wake up to the sound of the ocean while enjoying the swaying palm trees right outside your lanai. Beautiful sunsets and Friday night fireworks. You're only steps to Sans Souci beach, which is a buzz of activities, join in or sit on your lanai and enjoy the resort like atmosphere. Located across from Kapiolani Park and a short walk to Waikiki, Honolulu Zoo, the Aquarium and the Shell amphitheater. Also in the neighborhood is the Elks Lodge and Outrigger Canoe Club. Beachside dining at Michel's, Hau Tree Lanai or a little casual dining at the Barefoot Beach Cafe. Spend Saturday mornings at the KCC Farmers market or hike up scenic Diamond Head. Property to be sold AS-IS.

2877 Kalakaua Avenue Unit 502, Honolulu

$985,000

1 Baths ⋅ 202614438 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM ⋅ Colony Surf Ltd BLDG.

Welcome to this spacious and well maintained studio at Colony Surf. One of a handful condos situated directly on the sandy beach in Oahu's premier Gold Coast. Bright and breezy with ocean and Diamond Head views. Newly painted. No popcorn ceiling. Enjoy Michel's Restaurant located in the lobby with oceanfront dining. Walking distance to Waikiki, dining, Waikiki Aquarium, Honolulu Zoo, and Kapiolani Park. Maintenance fee includes all utilities - electricity, water, sewer, trash, gas, cable TV and Internet. Pet friendly.

2895 Kalakaua Avenue Unit 1008, Honolulu

$12,500,000

5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 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

$3,590,000

2 Beds ⋅ 2 Baths ⋅ 202613818 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM ⋅ Coral Strand Ltd BLDG.

Experience refined Gold Coast living in this beautifully crafted oceanfront residence at Coral Strand Ltd. Perfectly positioned above the canopy of Kapiolani Park, this exceptional home captures breathtaking panoramic views of the Pacific Ocean, Diamond Head, the Honolulu skyline from three private lanais. Expertly remodeled by renowned contractor John Sutton, the residence showcases timeless design, exceptional craftsmanship, and premium materials throughout. European limestone flooring, exquisite marble bathrooms, hand-finished teak accents, custom walnut cabinetry, and soaring 9-foot ceilings create an elegant and sophisticated living environment. The gourmet kitchen is appointed with Miele, Bosch, and Sub-Zero appliances, while a wet bar, Lutron lighting and automated shades, Sonos sound system, dual-zone central air conditioning, and an in-unit washer and dryer provide modern comfort and convenience. Residents enjoy secure underground parking, private storage, a heated saltwater pool, and direct access to one of Oahu's most desirable coastal settings. Just moments from Kapiolani Park, Waikiki and world-famous beaches, this is island living at its finest.

2979 Kalakaua Avenue Unit 904, Honolulu

$995,000

1 Beds ⋅ 1 Baths ⋅ 202613177 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 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

$445,000

1 Baths ⋅ 202612484 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM ⋅ Diamond Head Ambassador B BLDG.

Welcome to Diamond Head Ambassador, where island living meets an unbeatable location on Oahu's prestigious Gold Coast! Just minutes from world-famous Waikiki Beach, this inviting residence offers the perfect opportunity to own your own piece of paradise. Start your mornings with a cup of coffee on your private lanai while enjoying peekaboo views of the Pacific Ocean and Kapi?olani Park. Residents enjoy a beautifully renovated saltwater pool, secured storage, and convenient bike and surfboard racks—ideal for embracing Hawaii's outdoor lifestyle. Endless recreation awaits just outside your door: swimming, surfing, snorkeling, biking, jogging, & hiking the iconic Diamond Head trail. Stroll to the KCC Farmers Market, attend concerts at Kapi?olani Park, or spend the day at the Honolulu Zoo, Waikiki Aquarium, Outrigger Canoe Club, or Elks Lodge. An abundance of popular restaurants, cafés, and shopping are all within easy reach. Grab your beach chair & head to the shoreline to experience Hawaii's spectacular sunsets. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this exceptional location offers the very best of the Gold Coast lifestyle.

2957 Kalakaua Avenue Unit 211, Honolulu

$1,099,000

1 Beds ⋅ 1 Baths ⋅ 202611458 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 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

$750,000

2 Beds ⋅ 2 Baths ⋅ 202611628 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 DOM ⋅ Diamond Head Ambassador C BLDG.

Rarely Available Ocean View Corner Unit on Honolulu’s Gold Coast. Don’t miss this exceptional 2-bedroom, 2-bath corner-end unit in the iconic Diamond Head Apartments (DHA) — a highly sought-after oceanfront Co-Op where listings are rare and often sold within the community. This fully renovated residence features tropical hardwood flooring, premium tile finishes, and a reimagined open-concept layout that expands the living room and seamlessly integrates a modern kitchen and bathrooms. From the living area and walkway entry, take in breathtaking ocean and Diamond Head views, enhanced by cooling cross breezes. Enjoy resort-style amenities including: Oceanfront saltwater pool with private ocean access, on-site property manager, community laundry, Library, secured assigned storage. Parking is not included, but rental options are available on a first-come, first-served basis. Emotional support pets are permitted. Monthly maintenance fees cover property tax, electricity, hot water, sewer and water—providing a truly hassle-free lifestyle. Live steps from Waikiki, white sand beaches and Kapiolani Park and experience the best of the Gold Coast—where island elegance meets everyday ease.

2957 Kalakaua Avenue Unit 415, Honolulu

$3,680,000

1 Beds ⋅ 2 Baths ⋅ 202610568 MLS ⋅ FS - Fee Simple Tenure ⋅ 85 DOM ⋅ Colony Surf Ltd BLDG.

Rare opportunity to own a unique combined oceanfront residence in the iconic Colony Surf on Oahu's prestigious Gold Coast. Originally two oceanfront apartments (#603 and #604), this expansive Fee Simple residence offers approximately 1,540 square feet of thoughtfully designed living space with stunning panoramic views of the Pacific Ocean. The sophisticated interior blends clean contemporary design with the warmth and comfort of island living, creating an elegant yet inviting beachfront retreat. Located directly along Honolulu's famed Gold Coast, adjacent to Kapiolani Park and Diamond Head, Colony Surf remains one of Hawaii's most sought-after oceanfront addresses. This is a rare opportunity to acquire an oceanfront residence of this size and configuration in one of Waikiki's most desirable beachfront communities. Maintenance fees, property taxes, and other property-related expenses reflected in the MLS represent the combined totals for Units 603 and 604. Parking assignments are subject to AOAO policies and availability.

2895 Kalakaua Avenue Unit 603/604, Honolulu

$1,975,000

2 Beds ⋅ 1 Baths ⋅ 202610368 MLS ⋅ FS - Fee Simple Tenure ⋅ 85 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 ⋅ 99 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

$2,588,888

1 Beds ⋅ 2 Baths ⋅ 202608429 MLS ⋅ FS - Fee Simple Tenure ⋅ 99 DOM ⋅ Coral Strand Ltd BLDG.

Experience elevated island living in this exquisitely remodeled residence at Coral Strand, ideally positioned along O'ahu Gold Coast. Encompassing an expansive 1,693 square feet of living space, residence #804 seamlessly blends refined elegance with everyday comfort. Originally designed as a two-bedroom, this thoughtfully reimagined home has been transformed into a spacious one-bedroom retreat, maximizing openness and flow. High-end finishes and refined detailing creating a modem yet timeless aesthetic. The generous layout invites seamless indoor living, with ample room for entertaining and relaxing in style. Picture-perfect views greet you from every window, capturing the beauty of the coastline, while the iconic Diamond Head vista stretches gracefully out to the sparkling Pacific Ocean. Coral Strand is among the Gold Coast's most elite oceanfront properties, prized for its intimate, boutique setting. Residences here seldom come to market, making each offering a truly special opportunity to own along this highly sought-after stretch of coastline. The staging furniture was removed on July 14, 2026. Buyer's purchase is subject to Co-Op Board approval.

2979 Kalakaua Avenue Unit 804, 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.