Diamond Head Homes with Ocean View

Diamond Head Homes with Ocean View

Welcome to Diamond Head, one of Honolulu's most iconic neighborhoods, where breathtaking beauty meets vibrant island living. Nestled on the southeastern coast of Oahu, this stunning region is renowned for its striking volcanic crater, lush landscapes, and panoramic ocean views that will take your breath away.

Diamond Head is not just a picturesque landmark; it’s a thriving community that embodies the spirit of aloha. With its proximity to the sparkling shores of Waikiki Beach, residents enjoy easy access to sun-soaked sands, world-class surfing, and an array of outdoor activities. The area boasts a rich cultural heritage, with historical sites and charming local boutiques that invite exploration and discovery.

For those seeking a home in this tropical paradise, Diamond Head offers a selection of exquisite properties with mesmerizing ocean views. Imagine waking up to the sound of waves gently lapping against the shore, with the vibrant colors of sunrise painting the sky from your own private balcony. These homes are designed to embrace the natural beauty of the surroundings, featuring spacious layouts, modern amenities, and large windows that invite the stunning landscape indoors.

Whether you’re an adventure seeker or someone who appreciates the tranquility of coastal living, Diamond Head provides the perfect backdrop for your dream home. Embrace the island lifestyle in this enchanting neighborhood, where every day feels like a vacation and the allure of the ocean is just outside your door. Discover your slice of paradise in Diamond Head today!

Newest Diamond Head Homes with Ocean View

$2,750,000
202613984 MLS ⋅ FS - Fee Simple Tenure
Build your legacy in the heart of Honolulu. Rarely does an opportunity like this become available. Set in Wilhelmina, this exceptional 13,246 sf vacant parcel offers breathtaking 180-degree views of Diamond Head, the Pacific Ocean, sparkling city lights, and unforgettable sunset vistas. This premier estate lot provides the perfect canvas for an exceptional custom estate. The generous lot size and favorable development potential allow for your dream lifestyle residence. The design allows for 3 -5 car garage plus, room for 6+ cars in the driveway A separate dwelling can also be built if desired. Conceptual plans and architectural renderings by local, award-winning architect Jim Schmit are available; the permitting process is underway. Buyers may obtain the plans and continue the process toward bringing this extraordinary vision to life. Enjoy a sought-after scenic island lifestyle that combines privacy, prestige, and convenience, just minutes from the vibrant dining, shopping, cafés, and beaches. This is a rare chance to secure a landmark property and build a legacy home. Includes TMKs 1-3-3-032-031-0001 and 1-3-3-032-031-0002.

3950 Sierra Drive, Honolulu

Listing courtesy of Caron B Realty.

$2,088,000
3 Beds ⋅ 2 Baths ⋅ 202614277 MLS ⋅ FS - Fee Simple Tenure ⋅ Regency At Kahala BLDG.
Rarely available three-bedroom residence in the prestigious Regency at Kahala, one of Honolulu's most sought-after luxury condominiums. With only four residences per floor, this premier building offers an exceptional level of privacy and exclusivity. This spacious home offers an exceptional floor plan with generous living areas and an enclosed lanai that expands your usable space. This corner unit sits on the Mauka/Koko Head side with expansive views from the mountains to the ocean. Enjoy the full-service amenities, including 24-hour security, resident manager, heated swimming pool, fitness center, guest parking, and beautifully landscaped grounds. Ideally located next to Kahala Mall, Whole Foods, restaurants, shopping, and entertainment, with convenient access to Kahala Beach, Waialae Country Club, Waikiki, and downtown Honolulu. This is a rare opportunity to enjoy the perfect combination of space, privacy, luxury, and the coveted Kahala lifestyle.

4340 Pahoa Avenue Unit 7A, Honolulu

Listing courtesy of Forward Realty.

$3,900,000
4 Beds ⋅ 4 Baths ⋅ 202610734 MLS ⋅ FS - Fee Simple Tenure
Welcome to elevated island living in Black Point, one of Honolulu’s most coveted gated communities. This extensively renovated residence captures panoramic Pacific Ocean views stretching east toward Koko Head and Koko Crater, creating a stunning backdrop for everyday living. The main level offers desirable single-level living and was originally designed as a 3-bedroom, 2.5-bath layout. It is currently configured as a spacious 1-bedroom, 1.5-bath residence, with two former bedrooms incorporated into a living area and a separate bedroom used as part of an apartment currently rented for $2,100 per month. A private studio on the lower level provides additional flexibility for visiting family, guests, extended living, or rental use. Seller improvements include luxury vinyl plank flooring throughout, a renovated kitchen, updated bathrooms, new split air conditioning in the living room, and a spa-inspired wet room in the primary bath. The primary suite also features breathtaking ocean views and a private balcony overlooking the coastline. A rare opportunity to enjoy privacy, flexibility, and panoramic views in an exclusive gated setting.

4145 Akulikuli Terrace, Honolulu

Listing courtesy of Coldwell Banker Realty.

$1,400,000
4 Beds ⋅ 3 Baths ⋅ 202613838 MLS ⋅ FS - Fee Simple Tenure ⋅ Kalani Iki Estates BLDG.
Rarely available in Kalani Iki Estates, this spacious 4-bedroom, 2.5-bath residence offers approximately 2,230 square feet of interior living space and the comfort of a 2 car enclosed garage, 2 more parking stalls in front, and the convenience of guest parking and the amenities nearby. The generous 2.5 level floor plan provides excellent separation between the living & private areas with plenty of room for entertaining, working from home, and everyday island living. The large 508 sqft outdoor lanai just off the living room offers ocean views and space dine outdoors. Surrounded by approximately 20 acres of lush tropical landscaping, Kalani Iki Estates offers a peaceful low-density setting with community amenities including a recreation center, swimming pool, tennis court, basketball court, and Pickleball court. Enjoy the privacy and space of a residential home with the conveniences of condominium living with a low maintenance fee that include landscaping, cable, internet, all in a desirable East Honolulu location with easy access to Kahala, shopping, dining, and major roadways. A wonderful opportunity to personalize a distinctive home in one of Honolulu’s most desirable communities!

1593 Kalaniuka Circle Unit 84, Honolulu

Listing courtesy of Compass.

$1,400,000
4 Beds ⋅ 3 Baths ⋅ 202613839 MLS ⋅ FS - Fee Simple Tenure ⋅ Kalani Iki Estates BLDG.
Rarely available in Kalani Iki Estates, this spacious 4-bedroom, 2.5-bath residence offers approximately 2,230 square feet of interior living space and the comfort of a 2 car enclosed garage, 2 more parking stalls in front, and the convenience of guest parking and the amenities nearby. The generous 2.5 level floor plan provides excellent separation between the living & private areas with plenty of room for entertaining, working from home, and everyday island living. The large 508 sqft outdoor lanai just off the living room offers ocean views and space dine outdoors. Surrounded by approximately 20 acres of lush tropical landscaping, Kalani Iki Estates offers a peaceful low-density setting with community amenities including a recreation center, swimming pool, tennis court, basketball court, and Pickleball court. Enjoy the privacy and space of a residential home with the conveniences of condominium living with a low maintenance fee that include landscaping, cable, internet, all in a desirable East Honolulu location with easy access to Kahala, shopping, dining, and major roadways. A wonderful opportunity to personalize a distinctive home in one of Honolulu’s most desirable communities!

1593 Kalaniuka Circle Unit 84, Honolulu

Listing courtesy of Compass.

$495,000
3 Beds ⋅ 3 Baths ⋅ 202614329 MLS ⋅ LH - Leasehold Tenure ⋅ Kahala Beach BLDG.
Experience luxury BEACHFRONT living in prestigious KAHALA! This stunning 3b/3b residence offers direct beach access w/a protective offshore reef, creating calm waters ideal for swimming, snorkeling, diving & paddleboarding. Enjoy unobstructed OCEAN & KOKO HEAD views from the spacious enclosed lanai. Highlights incl: HARDWOOD floors, soaring ceilings, custom cabinetry, central A/C, Sub-Zero & Bosch appliances, wine refrigerator, built-in bookshelves & speakers, Toto toilets, dual water heaters & Water Guard sensors. Rare opportunity to own this beachfront paradise! Lease expires July 15, 2027.

4999 Kahala Avenue Unit 472, Honolulu

Listing courtesy of REMAX Hawaii.

$1,625,000
3 Beds ⋅ 3 Baths ⋅ 202614187 MLS ⋅ FS - Fee Simple Tenure
Commanding panoramic, unobstructed city and ocean views protected by the Board of Water Supply property below. Extensively remodeled over the years (1997, 2015, and 2019. Effective Year Built 1970). At the heart of the home is a beautifully renovated island kitchen that opens seamlessly to the house-wide deck and main living areas where panoramic vistas are the backdrop for everyday living and memorable gatherings. Desirable floor plan features a primary suite on the main living level w/private office & TV/den/reading room and separate entry to side yard. Lower level includes two bedrooms, spacious living area, wet bar, Wine Cellar, separate entry - ideal for extended family, guests, multigenerational or assisted living. Rare parking includes a two-car carport, driveway parking for two additional vehicles, plus coveted street parking. Just minutes from UH, freeway access, shopping, dining, and beaches. Experience the perfect blend of breathtaking views, versatile living, and exceptional convenience.

1516 Alencastre Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

$2,800,000
5 Beds ⋅ 3 Baths ⋅ 202613575 MLS ⋅ FS - Fee Simple Tenure
Brokers open house Wednesday 7/29/2026 from 10 am - noon. Exceptional views, exceptional house!! Rare opportunity to make this coveted combination your home! Sweeping ocean views include views of Waialae Golf Course and Diamond Head. Living room, dining area, primary bedroom, covered lanais all perfectly situated to savor the views. Main upper level contains 3 bedrooms, 2 baths, laundry/pantry area. Bonus: no stairs to navigate from from carport to main living area, upper level has Mitsubishi ceiling a/c for living/dining area & kitchen. Upper level bedrooms have split a/c and ceiling fans. Lower level contains family room, office 'niche', guest bedroom, exercise room (5th bedroom), bath (also accessible to pool). Ocean views from family room & exercise room. Separate workshop adjacent, but not connected to family room. Pool level is easily accessible from family room, exercise room and bath. Pool area also has stunning views. Bonus: Lanai overhang provides a comfortable, shaded area for lounging around the pool while being protected from the sun. Bonus: House has PV system and solar water heater. House has been well cared for but is being sold in "as is" condition.

1474 Kamole Street, Honolulu

Listing courtesy of Hawaii Modern Realty.

$1,298,000
3 Beds ⋅ 3 Baths ⋅ 202612198 MLS ⋅ FS - Fee Simple Tenure
Cooled by gentle mountain breezes & blessed with sweeping coastline views stretching toward Diamond Head, this exceptional 3-unit property offers the kind of island lifestyle people dream about. Upstairs, a spacious covered lanai becomes the heart of the home, a place to greet the morning with a cup of coffee as the sun rises over the Pacific, to gather with friends for leisurely meals, or unwind in the evening while watching mesmerizing sunsets paint the sky in shades of gold & pink. The well-appointed kit flows effortlessly to the outdoor living space, making entertaining and dining al fresco both easy & enjoyable. Whether preparing a casual breakfast or hosting a sunset dinner, everything is designed to embrace the HI indoor-outdoor way of life. The upstairs residence features 2 comfortable bedrooms & 1 bathroom, creating a peaceful retreat where the sights, sounds & breezes of the islands are never far away. The downstairs 1 bedroom unit has a generous sized living area leading out to the covered lanai. Easy walking distance to Waialae Avenue with numerous restaurants & boutique shops. Small studio also included in the offering.

4137 Sierra Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,500,000
5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

$2,500,000
202613906 MLS ⋅ FS - Fee Simple Tenure
The flexible floorpan caters to versatile living needs, set up as a separate 3 bed, 3 bath, 1 bedroom, 1 bath, and a studio. Enjoy the added bonus of easy maintenance with luxury vinyl plank flooring. This property provides numerous practical amenities including multiple washer-dryers, entrances, solar water heater and the ability to sub-meter the electricity. Take advantage of the pleasant cross breezes from the tradewinds on cooler days or the newly installed Mitsubishi split system AC units for warmer days. With ample covered parking, this property offers great value for east Honolulu. Seize this opportunity to secure your dream retreat near (yet elevated above) the ocean now!

5864 Kalanianaole Highway Unit B, Honolulu

Listing courtesy of Harcourts Island Real Estate.

$3,590,000
2 Beds ⋅ 2 Baths ⋅ 202613818 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of List Sotheby's Int'l Realty.

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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.