Diamond Head Homes for Sale

Welcome to Diamond Head, one of Honolulu's most iconic and sought-after neighborhoods, where breathtaking natural beauty meets vibrant island living. Nestled on the southeastern coast of Oahu, Diamond Head is renowned for its stunning volcanic crater, lush landscapes, and panoramic views of the Pacific Ocean. This picturesque region boasts a rich history and a laid-back atmosphere, making it a perfect retreat for both locals and visitors alike.

As you explore Diamond Head, you'll find charming homes that reflect the area's unique character. From cozy bungalows to luxurious oceanfront estates, the real estate offerings cater to a variety of lifestyles and budgets. Many properties feature contemporary designs with open-concept layouts, expansive windows, and outdoor spaces that invite you to soak in the island's natural beauty. Imagine waking up to the sound of waves crashing against the shore and sipping your morning coffee while gazing at the majestic Diamond Head Crater.

The community is not only defined by its stunning homes but also by its proximity to world-class amenities. Residents enjoy easy access to pristine beaches, scenic hiking trails, and vibrant local markets. The nearby Kapiolani Park offers lush green spaces for picnics and outdoor activities, while the bustling neighborhoods of Waikiki and Kahala provide a plethora of dining, shopping, and entertainment options.

Whether you are searching for your dream home or a vacation getaway, Diamond Head offers a unique blend of tranquility and excitement, making it an ideal place to call home in paradise. Explore the available homes for sale and discover your slice of island living today!

Newest Diamond Head Homes for Sale

$2,450,000

4 Beds ⋅ 2 Baths ⋅ 202616289 MLS ⋅ FS - Fee Simple Tenure ⋅ 0 DOM

SELLER IS IN CONTRACT ON REPLACEMENT PROPERTY & Ready to receive offers again! OCEAN views; NOT in flood zone; PRIDE of ownership & shows BEAUTIFULLY! Nestled at the back of sought after Niu Valley, this elegant home offers a perfect blend of privacy, style, & sophisticated living. Enjoy lush mountain & distant ocean views from multiple vantage points. The generous yard provides a haven for gardeners or a perfect space for outdoor entertaining & play. The home features vaulted ceilings, abundant natural light, & a thoughtful layout & curated remodel inside and out. An upstairs primary suite is separate, well-appointed, offering comfort & privacy for family or guests. A spacious 2-car garage includes extra storage. The thoughtful layout includes 3 additional lower level bedrooms, w/adjacent family room & a 2 large walk-in storage closets. This lovely home is move-in ready, an EXCELLENT value in the current market! Convenient to nearby beaches, parks, restaurants, shopping, schools, & hiking trails, offering EZ access to everything you need. Enjoy the comfort & peaceful setting, surrounded by gorgeous verdant mountain, & the refined island living this home presents.

6046 Haleola Street, Honolulu

$3,150,000

5 Beds ⋅ 5 Baths ⋅ 202615601 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

RARE OPPORTUNITY ON KOLOA STREET IN KAHALA. Priced below tax assessed value, this is your chance to acquire a substantial estate on one of Kahala's most beloved streets. This spacious 5,500+ sq. ft. home offers 5 bedrooms and 4.5 bathrooms and is full of promise. A grand floor plan, private swimming pool, and the kind of scale that's increasingly hard to find set this home apart. Natural light, soaring ceilings, a grand entry, plus a main-level bedroom and full bath make it easy to welcome guests. Sold AS-IS and ready for a thoughtful renovation, this is an open invitation to put your own tastes into a home in one of Honolulu's most cherished neighborhoods, a chance to reimagine every room and make it truly your own. Just moments from Kahala Beach, Waialae Country Club, The Kahala Hotel & Resort, Kahala Mall, schools and parks, this is your invitation to build your own forever legacy home.

1060 Koloa Street, Honolulu

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 202615121 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Directly fronting the 7th hole fairway of Waialae G/C (home of the PGA Sony Open), this classic country-style Honolulu home offers a timeless island retreat on generous lot. Exterior and interior repainting and some touch-ups completed in August 2026! The 4-bedroom, 4.5-bathroom floor plan provides exceptional comfort and charm. The entire second floor is dedicated to a massive primary suite complete with a classic bath that captures a golf course and serene peekaboo ocean view. The ground level features three additional bedrooms, perfect for hosting family and guests in a warm, character-rich home. The Seller requests closing date to be after January 4, 2027.

1100 Kaimoku Place, Honolulu

$1,848,000

4 Beds ⋅ 3 Baths ⋅ 202616077 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Great value for this 4-bedroom, 2.5-bath home featuring 2,518 sq. ft. of interior living area and a 515 sq. ft. garage. Enjoy an in-ground pool and beautiful ocean and Diamond Head views. Being offered by the original owner, this property presents a wonderful opportunity for buyers to update and customize to their personal taste. Property and improvements are being sold in As-Is Condition. Large, paved driveway with ample room for additional parking.

1621 Kuhilani Street, Honolulu

$1,299,000

4 Beds ⋅ 2 Baths ⋅ 202616169 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Home near the University of Hawaii Manoa Campus and sits right over the university at the end of Eugene Place. Offers a nice City, Ocean, Diamond Head View. What you see is what you get. Two Story Home on Terraced Lot of 7,121 Sq. Ft. Recently Termite Tented with warranty valid to 8/31/2031. Home is in original condition, Sold As-Is. No repairs. Buyer Inspection for knowledge only no credits. Easy to See by Appointment.

2911 Eugene Place, Honolulu

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 202612539 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

The true beauty of island living awaits in this impressive 4-bedroom, 3 full bath, and 2 half-bath estate. Set against the stunning backdrop of Aina Haina’s lush green mountains, this property has been lovingly cared for by one family for generations. Step into the open living room, which welcomes you into a serene, zen-like space filled w/natural sunlight, recessed lighting, & peaceful valley views. The kitchen features a spacious bar-top island—making meal prep & busy mornings a breeze—while a gigantic walk-in pantry ensures your ?ohana is always well-stocked. The crown jewel of the home, the primary suite offers sweeping ocean & mountain views, vaulted ceilings, a massive walk-in closet, & an expansive en-suite bathroom complete w/a soaking tub & separate shower. Designed with longevity in mind, ADA-accessible features make this property perfect for multi-generational living & seamless long-term planning. Outside, a secure, gated yard offers an ideal playground for young keiki & pets. Ample dedicated storage rooms guarantee clutter-free living with a place for everything. Located just a short drive from East Oahu’s premier beaches, parks, and dining. BOH THURS 8/27 9am-12pm.

912 Hao Street, Honolulu

$4,985,000

4 Beds ⋅ 4 Baths ⋅ 202616140 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Conveniently located near Kahala Mall, this beautiful property sits on a 12,117 approx sqft lot with a spacious 3,860 approx sqft interior. On the market for the very first time, the home showcases high ceilings, open living spaces, and a refined design throughout. The first floor offers a guest suite, bonus room, and an oversized laundry room. A dramatic staircase connects the first and second floors with an elegant open-to-above design, enhancing the sense of space while inviting an abundance of natural light in the home. The upstairs primary suite features high ceilings and a luxurious layout, while the additional bedrooms are designed with a peaceful ambiance, offering comfort and privacy. Surrounded by mature trees and lush tropical landscaping, this residence enjoys a rare sense of an exclusive setting while still being on a main street. A truly unique opportunity in the highly desirable Kahala neighborhood.

4363 Kilauea Avenue, Honolulu

$898,000

3 Beds ⋅ 2 Baths ⋅ 202616024 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

3 Bedroom, 1 bath upstair and below, similar to a studio style with 1 bathroom.Diamond Head, Waikiki and mountain views. Near busline, schools and stores, restaurant and banks. To be sold in "As Is" condition no repairs to do. No Seller Disclosure Statement to be provided. Sale of property is subject to finding replacement home for the Seller

1768 Palolo Avenue Unit H, Honolulu

$2,800,000

4 Beds ⋅ 3 Baths ⋅ 202615777 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Perched within the gated community of Hawaii Loa Ridge, 869 Ikena Circle captures sweeping ocean, coastline, and mountain views from an elevated East Honolulu setting. Expansive windows fill the home with natural light and showcase the blue Pacific from the spacious main living areas, which extend to a covered lanai for effortless indoor-outdoor living. Renovated in 2025, the thoughtfully designed floor plan offers a bedroom and full bath on the main level, along with a versatile office/den, while upstairs you'll find two generously sized en-suite bedrooms offering privacy and separation. Step outside to your own private pool surrounded by tropical greenery—the perfect setting to relax, entertain and take in the island surroundings. Additional highlights include 86 owned photovoltaic panels, a laundry room, and a 2 car garage with more covered parking in front. Residents of Hawaii Loa Ridge enjoy 24-hour gated security along with community tennis courts, a clubhouse, playground, BBQ areas and access to the Hawaii Loa Ridge hiking trail. A rare opportunity to enjoy privacy, space, security, and panoramic views in one of East Honolulu's most sought-after gated neighborhoods!

869 Ikena Circle, Honolulu

$2,000,000

3 Beds ⋅ 3 Baths ⋅ 202615383 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

RARELY AVAILABLE - LOWER WAIALAE IKI NEXT TO THE PARK!! This renovated 3bed/3bath home is located in desirable Waialae Iki and features an open floorplan, panoramic ocean views, quartz counter tops, large designer kitchen, recessed lighting, custom cabinets, chandeliers, newer appliances, gas cooktop, laundry room, large jacuzzi, ample storage, split AC's, built-in shelves, Diamond Head/Ocean views, cool trade winds, mango tree, and a large rooftop space perfect for nightly sunsets & entertaining family, friends, & children! This home is located just steps from Waialae Iki Neighborhood Park, and is conveniently located near Kahala Mall, Waialae Country Club, Aina Haina Shopping Center, Kahala Beach, University of Hawaii, Chaminade, Diamond Head, Kaimuki restaurants, schools, grocery stores, parks, bus stops, beaches & more...Don’t miss this opportunity!!

4846 Analii Street, Honolulu

$2,275,000

5 Beds ⋅ 4 Baths ⋅ 202615526 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

MUST SEE! This stunning Kapahulu residence offers a fresh, modern and cohesive living environment with thoughtful updates throughout - providing the peace of mind and feel of a truly renewed home. With an additional living space downstairs, this flexible two-story floor plan offers excellent versatility for multigenerational living, guests or a variety of lifestyle needs. Enjoy a newly landscaped yard, enhanced with exterior lighting and irrigation, creating a beautiful and functional outdoor space for relaxing or entertaining. Generous parking, including a covered carport and additional on-site parking. Walk to Safeway, Starbucks, dining and everyday conveniences with Waikiki, Diamond Head and beaches just minutes away. A rare opportunity to own a truly move-in-ready home in one of Honolulu's most convenient and sought after neighborhoods.

3237 Olu Street, Honolulu

$2,395,000

5 Beds ⋅ 3 Baths ⋅ 202615817 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Built in 2022 and ideally positioned on lower Sierra Dr., this modern 5-bed, 3-bath home captures unobstructed, sweeping coastline & city views from this perimeter lot. Thoughtfully designed to take advantage of the views and natural light, the home offers a flexible floor plan well suited for everyday living, entertaining, guests, or extended family. Entry level offers large glass sliding doors opening to a large lanai off the kitchen and living areas and a bedroom with full bath. Lower level features a second open living room with the additional 4 bedrooms, 2 baths, laundry and 2 additional lanai's, plus a landscaped Living wall off the bedroom glass sliding doors. High ceilings, sprinklers, ceiling fans and privacy make this home feel like it's perched on the edge of the world. Enjoy the benefits of newer construction in one of Honolulu's most established hillside neighborhoods, just mins from Kaimuki, Waialae Ave, dining, shopping, schools, and freeway access. The property includes a 2-car carport plus 2 additional guest parking stalls—a valuable convenience in the area. Driveway is shared. Lower yard grated and perfect for chairs, firepit and sunset views.All decks repainted.

3616 Sierra Drive, 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.