Diamond Head, HI · Curated MLS Search
An editorially curated view of every active kahala homes listing in Diamond Head, HI. Updated in real time from the local MLS, presented without the noise.
Browse Active ListingsLive MLS data — Diamond Head vs. Kahala Homes
Data as of (MLS snapshot; listings below update live)
KEVIN PEDERSEN | RS-77808's review of MLS data as of October 20, 2026 shows 46 active listings for Diamond Head kahala homes, with a median of 94 days on the market. That is about 22% of the 209 active listings in Diamond Head across every property type. At the time, 9 more were pending, and 90 sold in the past six months, roughly 15 a month. At that pace, there are about 3.1 months of supply, which is generally considered a seller's market. The median asking price was $2,664,000, about $907 per square foot, for a median of 2,419 square feet. That price was $764,000 above the $1,900,000 median for all active listings in Diamond Head, across every property type. The middle half of these listings was priced between $1,742,000 and $3,763,000. Supply is tight, but listings have not been moving quickly, so pricing and condition matter for buyers and sellers alike.
| Measure | Value |
|---|---|
| Active listings | 46 |
| All active listings in Diamond Head, every property type | 209 |
| Under contract | 9 |
| Sold, past six months | 90 |
| Months of supply | 3.1 |
| Median list price | $2,664,000 |
| Middle half of list prices | $1,742,000 to $3,763,000 |
| Median list price, all Diamond Head listings | $1,900,000 |
| Median price per square foot | $907 |
| Median square feet | 2,419 |
| Median days on market | 94 |
There were 46 Diamond Head kahala homes for sale as of October 20, 2026, based on KEVIN PEDERSEN | RS-77808's review of MLS data.
The median list price of Diamond Head kahala homes was $2,664,000 as of October 20, 2026.
The middle half of active listings for Diamond Head kahala homes was priced between $1,742,000 and $3,763,000.
The median price per square foot for Diamond Head kahala homes was $907, for a median of 2,419 square feet.
The median listing for Diamond Head kahala homes had been on the market 94 days as of October 20, 2026.
As of October 20, 2026, there were 46 Diamond Head kahala homes for sale. In the same search, Honolulu had 6 kahala homes for sale and Hawaii Kai had 2 kahala homes for sale.
The median list price of Diamond Head kahala homes, $2,664,000, was $764,000 above the $1,900,000 median for all active listings in Diamond Head, across every property type.
Listing data courtesy of HiCentral MLS, Ltd.
DESIGNED FOR THE WAY WE LIVE IN HAWAI‘I. This beautifully appointed 5 bedroom home in the heart of Kahala offers a spacious floor plan, light-filled interiors, contempora...
35,000 sq. ft. perched like a phoenix at the top of Maunalani Heights. Exceptional views. Moon risings, vibrant rainbows, south shore coastline, Diamond Head and Waikiki ...
Nestled on a peaceful private lane in Kaimuki, this charming vintage single-family home offers a rare combination of privacy, timeless character, sweeping views, and an e...
Renovated top to bottom in 2023, this 2-bedroom, 2-bath split-level townhome in the Tropic Gardens offers 1,032 sf of interior living space in the renowned Waialae-Kahala...
Charming Kaimuki cottage in the Heart of Honolulu minutes to Ala Moana, Waikiki, and Kahala shops and restaurants. This 2-bedroom 1-bath remodeled residence is move in r...
Located in the heart of Diamond Head’s Gold Coast, this unique 2 bed/2bath floorplan in the treasured Diamond Head Apartments Ltd., designed by renowned Hawaii architect ...
An updated cute townhome ... very clean, freshly painted, newer floors, new bathroom shower , kitchen renovated a few years ago, some new appliances ... being sold furnis...
Come home to this beautiful and private two-bedroom, one-bath home tucked away in the heart of Kaimuki. Set back from the street, the property offers a peaceful sense of...
Welcome home to this spacious 4BR/2BA residence in desirable Kahala-Puupanini! Classic upscale charm w/tile roof, formal dining, 2-car garage, upgraded kitchen, oversized...
Incredible Value in the heart of Kahala! Loved and enjoyed by the same family for nearly 20 years, this well cared for, single level 4-bedroom, 2-bath residence offers a...
Exceptional space, privacy & flexibility at the beginning of Waialae Iki! Set on a rare 12,153+ sq. ft. flat corner lot, this gated 4,310 sq. ft. residence offers 6 bedro...
Location, Location, Location - Please Do not miss your opportunity at a RARELY available single-family home located on a desirable street on Luawai street. Single famil...
A well cared for Kamaaina home, on a quiet street. 1st time on the market. Multi-family dwelling home. The front dwelling 3bdrm 2 bath & 2 other rooms cna be for study/o...
Welcome to a refreshed 3 bedroom, 2 bath home in the heart of Palolo Valley. The versatile two-level floor plan is designed for flexibility and privacy. The main level fe...
Tucked into Pu'u Panini, a small and private enclave between Kahala and Diamond Head, this custom residence offers a rare combination of thoughtful design, privacy, and c...
Rare opportunity to own a classic Mid-Century Modern residence designed by renowned architect Vladimir Ossipoff, widely considered the master of Hawaiian Tropical Moderni...
Nestled on a quiet, highly sought-after street in prestigious Kahala Diamond, this sophisticated home offers the perfect blend of privacy, luxury, and island living. This...
This Aukai Avenue residence in Kahala has been remodeled with real intention, not just updated. The floor plan holds five bedrooms, a dedicated office, and multiple gathe...
Wake up to views of the open ocean, Koko Crater and Kokohead, then paddle out to an uncrowded surf break straight out or go fishing from your own legal seawall. This 13,0...
Prime opportunity awaits in the highly desirable lower section of Waialae Iki! This exceptional property features a spacious 10,005 square foot flat, level lot zoned R-10...
Perfect split level starter home in a great location. Walking distance to Kahala mall, Whole Foods, strip malls, and a handful of eateries. Renovated and move in ready wi...
A rare opportunity to own a newer, custom-designed home on Analii Street in lower Waialae Iki, just minutes from Waialae Iki Neighborhood Park. The upper level features 4...
Rare opportunity to renovate or rebuild near the base of Diamond Head along the south shore of Oahu. Situated on a generous 10,013 sq.ft. gently sloped lot, this single-l...
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. ...
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...
EXCEPTIONAL RIDGE VALUE. Views, convenience and privacy! Minutes from Kahala Mall, schools, medical clinics and H-1 freeway access, this lower Waialae Nui Ridge home offe...
Tucked away in a cool, quiet & peaceful neighborhood, Kalani Iki Estates feels uniquely special as you arrive through the lush tree-lined community. This bright, modern 3...
Your own Kahala retreat on the secluded Ahina Street awaits with this expansive single level, 4 bedroom, 4.5 bath unit with pool. Rooms are split into 2 wings for privacy...
*SELLER CREDIT OFFERED* Built in 2016 and upgraded in 2026, this 5-bedroom, 3-bath home offers a flexible two-story layout, a spacious fenced grassy yard and parking for ...
Tucked among lush tropical greenery, this beautifully upgraded home offers the perfect blend of elegance, privacy, and comfort. Soaring vaulted ceilings and expansive win...
Live your best life by the Pacific Ocean in one of Oahu’s most prestigious and sought after enclave communities. Tucked away within the gates of Black Point, this hidden ...
TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimag...
Available now on coveted Kahala Avenue, this recently renovated gated estate offers refined modern island living just moments from the premier access to the sandy shores ...
NEW LISTING!! Welcome to this charming single-family home in desirable Kaimuki! This 3 bdrms/2 baths home features a spacious open floor plan designed for comfortable eve...
Located in Kahala, 1053 Koloa Street is a single-level residence set on a generous 10,650 sq ft lot. The home spans 2,350 sq ft with 4 bedrooms and 3 baths, offering a f...
Rare opportunity in desirable Palolo Valley! This versatile home offers flexible living and convenient in-town access. The main level features 3 bedrooms (with hardwood f...
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 floo...
NEW PRICE: $3,850,000 + $75,000 SELLER CREDIT, an exceptional opportunity at a newly improved price. Seller is offering a $75,000 credit at closing with an accepted full-...
This spacious, garden-view gem in prestigious Kahala is beautifully renovated and move-in ready! Featuring 2 bedrooms, 2 baths, 1 covered parking stall, an open floor pla...
Experience luxury BEACHFRONT living in prestigious KAHALA! This stunning 3b/3b residence offers direct beach access w/a protective offshore reef, creating calm waters ide...
Location, location... come see this recently updated, move in ready, Kahala residence. This spacious 6-bedroom, 4-bath residence offers the ideal setup for multi-generat...
Imagine coming home to a beautifully well maintained, pet-friendly retreat in one of Honolulu’s most desirable neighborhoods, where all the expensive work has already bee...
Discover the potential of this well-maintained single-level home with a few interior steps to an extended living room on a desirable corner lot of nearly 7,800 sq. ft. in...
Discover a rare Kaimuki find — two separate homes on one expansive 10,000 sq ft lot, zoned R-5. This is the multi-generational or income-producing property you've been wa...
Discover a rare opportunity to design, remodel, and renovate to your liking in coveted Kahala! Situated on a generous 10,855-square-foot flat lot, this spacious 5-bedroom...
7 Units with good income. Good location convenient location bus line, Close to Kahala Mall, Diamond Head, and easy freeway access. Buyer to do their own due diligence.
Perched in the prestigious Waiale Iki neighborhood, this newly renovated 3-bed/2-bath residence offers an exceptional blend of modern elegance, flexible living and most o...
Welcome to 1568 Halekoa Drive in desirable Waialae Nui Ridge! Ideally located in town and not too far up the hill, this well-maintained 3-bedrm, 2-bath family home has be...
Elevated island living begins here!! Refined design meets timeless appeal in this beautifully upgraded 3-bedroom, 2.5-bath residence in sought-after Kahala View Estates. ...
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living ...
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.