Diamond Head Homes with Oceanfront Frontage

**Discover the Allure of Diamond Head, Honolulu**

Nestled on the southeastern coast of Oahu, Diamond Head is a breathtaking gem that perfectly embodies the spirit of Hawaiian living. This iconic volcanic cone, known for its stunning views and unique geological features, serves as a picturesque backdrop for the vibrant community that thrives in its shadow. With its rich history and cultural significance, Diamond Head is not just a landmark; it’s a lifestyle.

Imagine waking up to the gentle sound of waves lapping against the shore and the soft glow of the morning sun illuminating your oceanfront home. In Diamond Head, properties with oceanfront frontage offer unparalleled access to the pristine beaches and turquoise waters of the Pacific. These homes are designed to maximize the breathtaking views, featuring expansive windows and spacious lanais that invite the outdoors in, allowing residents to soak in the beauty of their surroundings.

Living in Diamond Head means embracing an active lifestyle, with world-class hiking trails like the Diamond Head Summit Trail just moments away. Residents can enjoy leisurely strolls along the beach, surfing, or simply basking in the sun. The area is also rich in local dining and shopping options, ensuring that every day feels like a vacation.

Whether you’re looking for a permanent residence or a vacation getaway, Diamond Head offers a unique blend of natural beauty, cultural richness, and luxurious living. Experience the magic of oceanfront living in this enchanting part of Honolulu, where every sunset is a masterpiece and the ocean is your backyard. Welcome home to Diamond Head!

Newest Diamond Head Homes with Oceanfront 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

$3,590,000

2 Beds ⋅ 2 Baths ⋅ 202613818 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 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 ⋅ 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

$43,000

2 Beds ⋅ 2 Baths ⋅ 202613437 MLS ⋅ LH - Leasehold Tenure ⋅ 17 DOM ⋅ Kahala Beach BLDG.

Wake up every day feeling like you're on vacation in this beautifully upgraded two-bedroom, two-bath residence with two assigned parking spaces, ideally situated between prestigious Waialae Country Club and the iconic Kahala Resort on world-famous Kahala Beach. This partly furnished island retreat features numerous custom upgrades, including a new washer and dryer, and enjoys peaceful garden views surrounded by lush tropical landscaping. Step outside and experience one of Honolulu's most desirable resort communities, where white sand beaches, swaying palms, and ocean breezes create the ultimate Hawaiian lifestyle. Residents enjoy outstanding amenities including 24-hour security, a heated pool, fitness center, community library, and additional storage conveniently located next to the parking stalls. Ideal as a primary residence, vacation home, or investment property, the unit is currently tenant occupied at $5,500 per month through October 2026, providing immediate rental income. Tenants are willing to vacate early should the new owner wish to occupy sooner. Leasehold property's current lease runs through July, 15 2027. Monthly Leasehold rent $2565.00, maintenance fee $1,397.00.

4999 Kahala Avenue Unit 265, Honolulu

$460,000

1 Baths ⋅ 202612484 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 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

$1,175,000

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

$4,950,000

5 Beds ⋅ 5 Baths ⋅ 202606798 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM

Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

$765,000

2 Beds ⋅ 2 Baths ⋅ 202611628 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 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

$2,198,000

202611507 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM

The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available UNDER $15,000,000. Paiko Beach consists of only 22 residences that are beach front. Priced $1,024,500 BELOW TAX ASSESSED VALUE! Endless water activities are made possible by the barrier reef creating a calm and protected sandy beach front. Seller has obtained APPROVED SHORELINE CERTIFICATION (see listing supplements) 21 feet forward (towards the ocean) of the property line. With all setbacks considered, this property still has a buildable footprint area of more than 4,290 square feet for a single level home! More if you build a second story. Seller has attached and completed the K2 Standard Survey, Shoreline Certification Survey and Topo Map. No Easements or Encroachments. Also listed in MLS under Land Listing MLS #202611508

240 Paiko Drive, Honolulu

$2,198,000

202611508 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM

240 Paiko Drive, Honolulu

$6,588,888

2 Beds ⋅ 2 Baths ⋅ 202610380 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 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

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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.