Kailua, HI · Curated MLS Search
An editorially curated view of every active homes with double island listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
Browse Active ListingsLive MLS data — citywide vs. Homes with Double Island
Data as of (MLS snapshot; listings below update live)
As of October 20, 2026, KEVIN PEDERSEN | RS-77808's review of MLS data shows 25 active listings for Kailua homes with double island, and the median listing had been on the market 55 days. These listings made up about 20% of the 124 active listings in Kailua, across every property type. In addition, 8 listings were under contract, and 40 sold over the past six months, roughly 7 a month. At that pace, there are about 3.8 months of supply, which is generally considered a seller's market. The median asking price was $2,625,000, about $946 per square foot, for a median of 2,483 square feet. That price was $945,000 above the $1,680,000 median for all active listings in Kailua, across every property type. The middle half of the listings fell between $1,460,000 and $4,250,000. Listings were most concentrated in Lanikai and Beachside. If you're buying, it pays to be ready when a new listing comes up. If you're selling, low supply is working in your favor.
| Measure | Value |
|---|---|
| Active listings | 25 |
| All active listings in Kailua, every property type | 124 |
| Under contract | 8 |
| Sold, past six months | 40 |
| Months of supply | 3.8 |
| Median list price | $2,625,000 |
| Middle half of list prices | $1,460,000 to $4,250,000 |
| Median list price, all Kailua listings | $1,680,000 |
| Median price per square foot | $946 |
| Median square feet | 2,483 |
| Median days on market | 55 |
There were 25 Kailua homes with double island for sale as of October 20, 2026, based on KEVIN PEDERSEN | RS-77808's review of MLS data.
The median list price of Kailua homes with double island was $2,625,000 as of October 20, 2026.
The middle half of active listings for Kailua homes with double island was priced between $1,460,000 and $4,250,000.
The median price per square foot for Kailua homes with double island was $946, for a median of 2,483 square feet.
The median listing for Kailua homes with double island had been on the market 55 days as of October 20, 2026.
As of October 20, 2026, there were 25 Kailua homes with double island for sale. In the same search, Honolulu had 214 homes with double island for sale at a median list price of $757,500, Ewa Beach had 71 homes with double island for sale at a median list price of $780,000 and Diamond Head had 27 homes with double island for sale at a median list price of $2,200,000.
The median list price of Kailua homes with double island, $2,625,000, was $945,000 above the $1,680,000 median for all active listings in Kailua, across every property type.
Listing data courtesy of HiCentral MLS, Ltd.
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite,...
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in s...
Escape to paradise in the heart of the Kailua Beach community. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & sl...
Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of...
Live-Work-Play! This is the heart of Kailua with so much to offer. The Urban lifestyle and the conveniences of daily living in a three bedroom that's just minutes to Kail...
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath h...
Welcome to Hale Makalei! SELLER OFFERING THE BUYER A CREDIT TO COVER THE CURRENT MAINTENANCE FEE FOR A WHOLE YEAR! Rarely available 2 bedroom, 2 bath unit with covered l...
Welcome to 1536 Kina Street — a rare opportunity to own a generously sized 5-bedroom, 2-bath single-family home in the heart of Kailua. Nestled in a great neighborhood, t...
Live the Kailua lifestyle at 676 Mokapu—where beach days, poolside evenings & flexible island living come together in one exceptional 5BR/4BA home plus a bonus private-en...
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Ori...
This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living ar...
Live that Kailua lifestyle! Single-level, classic Hawaii-style home, only steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See th...
See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to m...
A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly mai...
Discover the possibilities of this spacious, single-level home in Kailua’s Pohakupu neighborhood! Offering 6 bedrooms and 5 bathrooms, this property features a versatile ...
Back on the market and better than before, including repairs and a $25k credit toward closing costs! This Coconut Grove Kailua home offers the rare combination of space, ...
NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer s...
Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-sty...
2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, sp...
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property...
Rare Opportunity! $100,000 price improvement creates outstanding value for buyers in Kailua! Enjoy effortless island living in desirable Enchanted Lake. This refreshed s...
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A ...
Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and o...
Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elemen...
Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striki...
Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. N...
Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the prope...
A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-...
Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for ...
Rare opportunity to own a fully updated Kailua home tucked into the mountains with no rear neighbors and panoramic ocean views stretching to the iconic Mokes (Mokulua Isl...
Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed fo...
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagi...
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a...
Back on the market! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of u...
Now offered below tax assessed value — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the bes...
New Price & Now Available with a 3.125% VA Assumable Interest Rate! – Enjoy the opportunity to make this 2-bedroom, 2-bath condo in Poinciana Manor your own! The perfect ...
Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and ev...
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm....
This estate offers a rare blend of scale & versatility in one of Oahu’s most coveted enclaves. Lanikai Living- with incredible ocean views, a private pool & spa, flat bac...
Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combine...
Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...
Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate ...
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot l...
Welcome to this beautifully updated 3-bedroom, 2-bath single-level home in the highly desirable Enchanted Lake neighborhood of Kailua. Situated on a level 7,525 sq. ft. l...
Great value in this gorgeous, custom built Lanikai home directly across the street from the Lanikai Beach. Fully fenced and automatic driveway gates for extra privacy an...
Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful ...
Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain ...
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, ...
Welcome to 1519 Uluhaku Pl, a rare gem located in the coveted Olomana neighborhood of Kailua. Thoughtfully designed for island living, this fully rebuilt, permitted 4-bed...
Nestled in the highly desirable Keolu Hills neighborhood, this fully renovated Kailua home offers the perfect blend of comfort, convenience, and island living. Situated o...
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.