Diamond Head Homes with City View

Welcome to Diamond Head, a stunning gem nestled on the southeastern coast of Oahu, Hawaii. Known for its iconic volcanic crater, this vibrant neighborhood of Honolulu offers a unique blend of natural beauty and urban charm, making it a coveted destination for both residents and visitors alike.

As you explore Diamond Head, you’ll be captivated by its lush landscapes, breathtaking ocean views, and the warm Hawaiian sunshine that graces the area year-round. The neighborhood is renowned for its scenic hiking trails, particularly the popular trek to the summit of Diamond Head Crater, which rewards adventurers with panoramic views of the Pacific Ocean and the vibrant cityscape of Honolulu.

The real estate in Diamond Head is as diverse as its surroundings. From charming single-family homes to luxurious estates, many properties boast stunning city views that enhance the allure of living in this enchanting area. Imagine sipping your morning coffee on a lanai while gazing at the sparkling skyline of Honolulu, or hosting friends for sunset gatherings with the backdrop of twinkling city lights.

The community here is vibrant and welcoming, with a rich cultural heritage that is reflected in local shops, eateries, and art galleries. Residents enjoy easy access to world-class beaches, parks, and recreational activities, making Diamond Head not just a place to live, but a lifestyle to embrace.

Whether you’re seeking a tranquil retreat or an active lifestyle, Diamond Head offers a unique opportunity to experience the best of Hawaii, all while enjoying the stunning views that make this region truly special. Come discover your dream home in Diamond Head, where paradise meets city living!

Newest Diamond Head Homes with City View

$1,239,000

4 Beds ⋅ 2 Baths ⋅ 202617573 MLS ⋅ FS - Fee Simple Tenure

Welcome to this beautifully updated 4-bedroom, 2-bathroom single-family home offering 1,100 sq ft of thoughtfully designed interior space, complete with a 2-car covered carport & convenient street parking for at least 2 additional vehicles. Experience ultimate energy efficiency & massive utility savings w/ a fully owned 26-panel PV system, Tesla Powerwall batteries, & a solar water heater which comes in handy especially during hurricane season! Leave the Split AC on all day & let the sun cover the charge! Recent 2026 renovations include new LVP flooring, a fresh coat of paint inside the house w/ exterior touch ups and power washing of the vinyl siding. Roof was resealed in 2019 also! Outside, a mature growth tree creates a beautifully shaded front yard, perfect for relaxing or entertain on the spacious covered patio, ideal for weekend BBQs. Location is everything—enjoy unparalleled convenience with incredibly close proximity to the H-1 freeway directly off of the 6th Ave off ramp going H-1 East, providing quick access for your daily commute while remaining remarkably quiet & peaceful w/ minimal noise. Don't miss this turnkey, modern haven!

1003 5th Avenue, Honolulu

Listing courtesy of Keller Williams Honolulu.

$1,600,000

3 Beds ⋅ 2 Baths ⋅ 202617568 MLS ⋅ FS - Fee Simple Tenure

High above Aina Haina valley, 835 Ahuwale St offers a fully restored home ready for its new owners! The highlight here is the newly-added expansive composite-plank lanai, largely covered and open to steady breezes and stunning ocean and mountain views. Inside, the 3-bedroom, 2-bathroom home feels modern and open. By raising the ceilings throughout the 1,200-square-foot interior, the entire space expands. Classic hardwood floors throughout the main living areas, while both bathrooms feature clean ceramic tile. The layout’s biggest shift from its original 1957 footprint is the massively expanded primary bedroom, which includes a new, ensuite bathroom. The property was recently renovated to upgrade essential infrastructure, including a new roof, and updated plumbing and electrical systems. Outside, the 8,750-square-foot lot provides a spacious backyard anchored by mature mango and plumeria trees. A single-car carport and an additional uncovered space provide parking for two. It is a deeply comfortable home defined by its elevated sight-lines, updated condition, and the beauty of a quiet evening outdoors on the lanai.

835 Ahuwale Street, Honolulu

Listing courtesy of Compass.

$2,195,000

2 Beds ⋅ 2 Baths ⋅ 202617486 MLS ⋅ FS - Fee Simple Tenure ⋅ 3056 Kalakaua BLDG.

RARE GOLD COAST PENTHOUSE OPPORTUNITY! Welcome to 3056 Kalakaua, a charming boutique building with only two residences per floor. This highly desirable penthouse showcases expansive ocean and coastline views, spectacular sunsets, and sweeping vistas of Kapiolani Park and iconic Diamond Head. Refreshing breezes flow throughout the residence from the Diamond Head side, creating a truly comfortable island atmosphere. This spacious 2-bedroom, 2-bath residence features a covered lanai, in-unit laundry, a private trash chute, and a charming office nook overlooking the ocean. The pet-friendly building also offers two assigned tandem parking stalls. Just above the penthouse, the rooftop provides breathtaking 360-degree views of Honolulu. Enjoy the world-famous Gold Coast lifestyle, with swimming, surfing, dining, shopping, and the many activities of Kapiolani Park just minutes away. A truly special residence in one of Honolulu’s most coveted oceanfront neighborhoods.

3056 Kalakaua Avenue Unit PHW, Honolulu

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

$1,699,000

5 Beds ⋅ 3 Baths ⋅ 202617021 MLS ⋅ FS - Fee Simple Tenure

Maunalani Heights - Multi-generational Opportunity: 5 Bed/3 Bath with ocean & Diamond Head views! Main house offers 3 bedrooms and 2 bathrooms on a single level; 2 bed, 1 bath unit has a separate entrance & in-unit washer/dryer, ideal for rental income and added flexibility. Relax in the hot tub, soak up island living, and enjoy a peaceful, private garden that includes buttery avocados, mango, guava, and kaffir lime. Ample parking with room for 6 cars, including a 2-stall carport. Just minutes to Kaimuki’s boutique shops & popular restaurants, easy freeway access. Close to KCC, UH Manoa & Chaminade.

1898-A Iwi Way, Honolulu

Listing courtesy of REMAX Hawaii.

$1,149,000

4 Beds ⋅ 2 Baths ⋅ 202617246 MLS ⋅ FS - Fee Simple Tenure

A rare Palolo Valley find offering true flexibility: 2 bedrooms & 1 bath upstairs, 2 bedrooms & 1 bath downstairs with a separate entry, ideal for multigenerational living or house hacking, live in one level & rent the other. Set on a corner lot for added privacy, the fully fenced, wrap-around yard is planted with avocado, mandarin, lemon, calamansi & ulu, alongside plumeria, jasmine, white & purple crown flower & hibiscus. Ample off-street parking with a 2-car carport plus a large driveway. Upstairs is bright & airy, with views stretching across the valley to Waikiki. Gas appliances including a tankless water heater adds everyday efficiency. Tucked at the back of lush Palolo Valley, minutes to the shops, coffee & restaurants along Waialae Avenue. Palolo District Park sits just around the corner, with a pool, boxing gym, basketball gym, locker room & wide open fields for kids & dogs alike. Neighbors are owner-occupants, adding to the settled, community feel. Offers, if any, to be presented on Saturday 9/19.

3470 Kalua Road, Honolulu

Listing courtesy of Compass.

$5,999,999

5 Beds ⋅ 5 Baths ⋅ 202616928 MLS ⋅ FS - Fee Simple Tenure

We invite you to discover a home built for legacy—where family stories flourish and generations thrive. Perched within gated Hawaii Loa Ridge on a double rim lot, this Mediterranean-inspired estate commands sweeping, unobstructed views of the ocean, Diamond Head, and the coastline. Sunsets here are nothing short of breathtaking. This 5-bedroom, 4.5-bath residence showcases premium materials imported from Greece and Germany, offering timeless elegance and understated sophistication. Soaring ceilings and abundant windows bathe every room in natural light, with views from nearly every major space.The primary suite is a private retreat, featuring a 400 sq ft lanai, jacuzzi tub, and walk-in closets. The gourmet kitchen, with German cabinetry, opens to a breakfast nook overlooking the sparkling pool and spa. Outside, the pool deck is ideal for entertaining, while the manicured tropical backyard includes an 880 sq ft sport court. Parking for 3+ cars and 24-hour security complete the offering.We would be honored to host your private showing. May this residence become the heart of your family's enduring legacy—warmth, prosperity, and grace, for generations to come. All offers are welcome!

671 Kahiau Loop, Honolulu

Listing courtesy of Five Star Realty, Inc..

$2,995,000

4 Beds ⋅ 4 Baths ⋅ 202616211 MLS ⋅ FS - Fee Simple Tenure

Perched on a coveted rim lot in prestigious Waialae Iki, this spacious home captures sweeping views of the Pacific Ocean, iconic Diamond Head, and the lush fairways of Waialae Country Club. With a rare combination of privacy, scale, views, and effortless accessibility, this property offers a truly exceptional island lifestyle. A major highlight is the single-level, no-stairs entry, complemented by a flat driveway—an uncommon and highly desirable feature in Waialae Iki. The generous layout provides ample space for comfortable everyday living and entertaining, while expansive sightlines bring the beauty of Oahu's south shore into the home. Energy efficiency and modern sustainability are also front and center, with an impressive owned 33 photovoltaic panels and two Tesla Powerwall batteries, helping harness Hawaii’s abundant sunshine while providing substantial energy storage. A rare opportunity to enjoy spacious living, exceptional accessibility, spectacular vistas, and thoughtfully designed energy independence in one of Honolulu’s most sought-after neighborhoods.

1728 Kumakani Loop, Honolulu

Listing courtesy of Hawaii Life.

$3,150,000

5 Beds ⋅ 4 Baths ⋅ 202612821 MLS ⋅ FS - Fee Simple Tenure

Sweeping views of Diamond Head and the Pacific Ocean provide a quintessential Honolulu setting for this hillside retreat, tucked away behind a discreet gated entry. The property reveals itself as the gate slides open, unveiling a lush garden sanctuary with tropical vegetation, lawns, and artwork, creating an unexpected sense of beauty, privacy, and discovery. Double door etched glass entry frames the iconic view, drawing the eye straight through the home to Diamond Head and the vibrant ocean. The living, dining, and kitchen areas open seamlessly to a large wooden deck, perfect for outdoor dining, relaxing, and entertaining. This two-story home offers 5 bedrooms and 4 full bathrooms, an entertainment room, and multiple decks and lanais. The separate fifth bedroom provides flexibility as an art studio or office. Parking is unusually generous with a two-car garage and space for up to six additional vehicles. Original artwork throughout the home and gardens reflects the seller’s appreciation for Hawaii’s natural beauty. Artistic and deeply connected to its surroundings, this is a Honolulu home with a true sense of place.

3765 Lurline Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$950,000

4 Beds ⋅ 4 Baths ⋅ 202614937 MLS ⋅ FS - Fee Simple Tenure

2 homes on 1 lot in Kaimuki for under $1M, priced below tax assessed value! Both homes rented out on month to month at $4600 total and tenant pays all utilities. Great tenant to take over as an investor, or can submit notice to vacate for an owner occupant. Live in one and rent out the other, use both for multi-generational living, or rent out both for maximum income, the possibilities are endless. Front home is a 3-bedroom 1.5-bath home with a nice outdoor patio perfect for entertaining. Back home is a two story 1-bedroom 1.5-bath home with some nice backyard space and under home storage. Both homes are separately metered for water and electricity and were recently renovated with new vinyl flooring, remodeled bathroom, fresh paint, upgraded kitchen cabinets, and more. Centrally located walking distance to many shopping and dining options at Market City, Kapahulu Ave, Waialae Ave, near UH Manoa, with easy access to freeways. Don't miss out on this rare opportunity to own a multi family home in town at an affordable price. Schedule your showing today before it's too late!

3032 Harding Avenue, Honolulu

Listing courtesy of Compass.

$950,000

202616603 MLS ⋅ FS - Fee Simple Tenure

3032 Harding Avenue, Honolulu

Listing courtesy of Compass.

$799,000

3 Beds ⋅ 1 Baths ⋅ 202616407 MLS ⋅ FS - Fee Simple Tenure

Bring your contractor! Have you been looking for a single-family home in Honolulu that you can truly make your own? Welcome to 3262 Kikilia Place, a charming 3 bedroom, 1 bathroom cottage located in one of Oahu’s more desirable areas, Palolo. This rare opportunity is priced for buyers who are looking to break into the single-family home market or investors who want to renovate the home and make it their own. Positioned on a quiet dead-end street, this 5,477 sq. ft. R-5 zoned lot allows for a legal ADU—giving you a clear, actionable path to boost property value and income. Conveniently located near Diamond Head, Kaimuki, and Waikiki, this home is moments away from everything Honolulu has to offer. Whether you are looking to renovate and customize to your personal style or move-in and improve over time, this property presents flexibility and potential in a highly coveted location. Don’t miss out on your chance to own a slice of paradise! TMK does not match actual.

3262 Kikilia Place, Honolulu

Listing courtesy of Keller Williams Honolulu.

$1,299,000

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

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

Listing courtesy of Home Town Hawaii Realty LLC.

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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.