View All Kailua HI Cul-de-Sac Homes Listings
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in ...
- 4 Beds
- 3 Baths
- 202613204 MLS
- FS - Fee Simple Tenure
- 8 DOM
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...
- 4 Beds
- 3 Baths
- 202613493 MLS
- FS - Fee Simple Tenure
- 12 DOM
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-...
- 4 Beds
- 2 Baths
- 202613279 MLS
- FS - Fee Simple Tenure
- 13 DOM
Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa. ...
- 5 Beds
- 5 Baths
- 202612304 MLS
- FS - Fee Simple Tenure
- 20 DOM
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured ...
- 4 Beds
- 3 Baths
- 202612934 MLS
- FS - Fee Simple Tenure
- 23 DOM
Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint i...
- 3 Beds
- 2 Baths
- 202611963 MLS
- FS - Fee Simple Tenure
- 26 DOM
Nestled on a peaceful cul-de-sac street in the the highly sought-after neighborhood of Kuulei Tract, this exceptionally well-maintained home offers the perfect beach comm...
- 3 Beds
- 2 Baths
- 202612205 MLS
- FS - Fee Simple Tenure
- 33 DOM
PRICE IMPROVEMENT! 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 us...
- 4 Beds
- 2 Baths
- 202612005 MLS
- FS - Fee Simple Tenure
- 37 DOM
Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows that flood the home w/natural light & showcase beautiful mountain views....
- 3 Beds
- 2 Baths
- 202609934 MLS
- FS - Fee Simple Tenure
- 61 DOM
Windward Harbour is a resort-like community tucked away at the end of a quiet Kailua cul-de-sac. Tropical landscaping, Koi ponds & waterfalls grace every corner of the c...
- 1 Beds
- 1 Baths
- 202609491 MLS
- FS - Fee Simple Tenure
- Windward Harbour Bldg.
- 61 DOM
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 ...
- 4 Beds
- 3 Baths
- 202609203 MLS
- FS - Fee Simple Tenure
- 75 DOM
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, hal...
- 5 Beds
- 3 Baths
- 202609140 MLS
- FS - Fee Simple Tenure
- 80 DOM
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...
- 4 Beds
- 2 Baths
- 202608968 MLS
- FS - Fee Simple Tenure
- 38 DOM
Opportunity knocking in one of Oahu's most coveted communities! Bring your imagination and contractor to refresh this home situated on a quiet Cul-De-Sac nearby to Kailua...
- 3 Beds
- 2 Baths
- 202607814 MLS
- FS - Fee Simple Tenure
- 15 DOM
Exceptional Kalama/Coconut Grove turnkey home privately set back from the road in a peaceful cul-de-sac setting just steps from Kailua Town and less than a mile from worl...
- 3 Beds
- 2 Baths
- 202607025 MLS
- FS - Fee Simple Tenure
- 43 DOM
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxu...
- 3 Beds
- 4 Baths
- 202606968 MLS
- FS - Fee Simple Tenure
- 105 DOM
Nestled in Maunawili Estates, this beautifully crafted home offers privacy, comfort, and the best of island living. Located on a quiet cul-de-sac with no through traffic,...
- 3 Beds
- 3 Baths
- 202607008 MLS
- FS - Fee Simple Tenure
- 68 DOM
This elegant, fully remodeled & equipped, single level home on a cul-de-sac, is an oasis and is ready for you to move in now. Mango Tree! Two Lanais!! Open kitchen w/ l...
- 3 Beds
- 3 Baths
- 202606616 MLS
- FS - Fee Simple Tenure
- 114 DOM
Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘ain...
- 3 Beds
- 3 Baths
- 202605289 MLS
- FS - Fee Simple Tenure
- 131 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...
- 6 Beds
- 4 Baths
- 202605300 MLS
- FS - Fee Simple Tenure
- 133 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living...
- 202605301 MLS
- FS - Fee Simple Tenure
- 133 DOM
LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and fe...
- 3 Beds
- 3 Baths
- 202605416 MLS
- FS - Fee Simple Tenure
- 72 DOM
Nestled in the Enchanted Lake neighborhood of Kailua, this 3-bedroom, 2-bathroom home offers a rare opportunity to create your dream retreat. Tucked away on a cul-de-sac ...
- 3 Beds
- 2 Baths
- 202605064 MLS
- FS - Fee Simple Tenure
- 59 DOM
Welcome to your lakefront retreat in coveted Enchanted Lake. Tucked away on a quiet cul-de-sac, this fully renovated 4-bedroom, 3-bath home offers the perfect blend of pr...
- 4 Beds
- 3 Baths
- 202604990 MLS
- FS - Fee Simple Tenure
- 75 DOM
Perched up on desirable Keolu Hills neighborhood in a private cul-de-sac, this 4-bedroom 2.5-bath Kailua home offers island living at its best. With a thoughtfully design...
- 4 Beds
- 3 Baths
- 202602125 MLS
- FS - Fee Simple Tenure
- 40 DOM
Rarely available OCEANFRONT gem in the prestigious KAIMALINO neighborhood in Kailua offering captivating views spanning from Kailua Bay to the Mokulua Islands and all the...
- 4 Beds
- 3 Baths
- 202603483 MLS
- FS - Fee Simple Tenure
- 135 DOM
Spacious 2,700+ sq. ft. two-story home featuring 5 bedrooms and 3 full bathrooms, located in a quiet cul-de-sac in desirable Coconut Grove. Enjoy refreshing Tradewinds ye...
- 5 Beds
- 3 Baths
- 202601187 MLS
- FS - Fee Simple Tenure
- 64 DOM
Welcome to your beachside paradise—just one lot from the ocean and directly next to the beach pathway on a quiet cul-de-sac. This lovingly maintained and upgraded 4-bedro...
- 4 Beds
- 2 Baths
- 202600924 MLS
- FS - Fee Simple Tenure
- 138 DOM
Priced to sell in desirable Kailua! Located on a quiet cul-de-sac at 1540 Akake Place, this 4-bedroom, 2-bath single-level home offers a rare opportunity to create value ...
- 4 Beds
- 2 Baths
- 202601442 MLS
- FS - Fee Simple Tenure
- 22 DOM
Tucked along the hillside of Keolu Hills, this perimeter townhome at Kaopa Park Place offers privacy, functionality, and the relaxed Kailua lifestyle. Located in a quiet ...
- 3 Beds
- 2 Baths
- 202600155 MLS
- FS - Fee Simple Tenure
- Kaopa Park Place Bldg.
- 134 DOM
Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic Ko'olau mountain range. This 3-bedroom, 2-bath home, with a bonus den, sits on a...
- 3 Beds
- 2 Baths
- 202527505 MLS
- FS - Fee Simple Tenure
- 151 DOM
Amazing New Price! Light & airy! You will love this large spacious 4-bedroom, 2.5-bathroom home and appreciate all it has to offer! Located on a hillside at the end of a ...
- 4 Beds
- 3 Baths
- 202526179 MLS
- FS - Fee Simple Tenure
- 210 DOM
Tucked away in a quiet cul-de-sac, this spacious 4-bedroom, 3-bathroom home offers a unique chance to own in one of Windward Oahu's most beloved neighborhoods. Surrounde...
- 4 Beds
- 3 Baths
- 202526011 MLS
- FS - Fee Simple Tenure
- 52 DOM
This single level home features a spacious open layout with tile flooring throughout, enhancing the bright and airy atmosphere. The oversized family room is perfect for e...
- 3 Beds
- 2 Baths
- 202525776 MLS
- FS - Fee Simple Tenure
- 68 DOM
Beautifully remodeled in 2024, this coastal-chic Kailua home offers flexible living in one of Hawai‘i’s most desirable beach towns. Tucked on a quiet cul-de-sac, this bre...
- 6 Beds
- 5 Baths
- 202525342 MLS
- FS - Fee Simple Tenure
- 133 DOM
This architecturally striking home is nestled in the serene Kaimalino Neighborhood, situated in a tranquil cul-de-sac just steps from ocean access. Experience your person...
- 4 Beds
- 2 Baths
- 202524350 MLS
- FS - Fee Simple Tenure
- 273 DOM
Experience island living with this turn-key 6-bedroom, 4-bath Kailua retreat! Located on a private cul-de-sac, this home offers a resort-style lifestyle with a pool, wat...
- 6 Beds
- 4 Baths
- 202522102 MLS
- FS - Fee Simple Tenure
- 119 DOM
Best value on Kailua Beach!!! This spacious 4 bedroom 3 bath kama'aina style home is ready for occupancy! Two primary suites - one which takes up the entire 2nd floor ...
- 4 Beds
- 3 Baths
- 202520228 MLS
- FS - Fee Simple Tenure
- 69 DOM
If you are looking for natural beauty and maximum privacy, you have found your residence. Sophisticated hillside retreat nestled at the end of a quiet cul-de-sac in the ...
- 4 Beds
- 3 Baths
- 202518580 MLS
- FS - Fee Simple Tenure
- 93 DOM
Tucked away at the end of a cul-de-sac is one of the nicest condominium complexes in Kailua. Windward Cove is a resort-like, tranquil and serene place to live where the ...
- 3 Beds
- 2 Baths
- 202518184 MLS
- FS - Fee Simple Tenure
- Windward Cove Bldg.
- 108 DOM
Discover the charm of this single-level home nestled on a generous 11,118 sqft lot in the serene Maunawili neighborhood of Kailua. This inviting 3-bedroom, 2-bath residen...
- 3 Beds
- 2 Baths
- 202517724 MLS
- FS - Fee Simple Tenure
- 42 DOM
Welcome to your private oasis in Enchanted Lake! Located on a quiet cul-de-sac off Iana Street, this single-level Kailua home sits on a spacious 9,972 sq ft lot fully enc...
- 4 Beds
- 3 Baths
- 202515973 MLS
- FS - Fee Simple Tenure
- 63 DOM
UNBELIEVABLE PRICE ADJUSTMENT!!! Meticulously Maintained 4-Bedroom Home with amazing Ko'olau Views! This beautifully appointed 4-bedroom, 2.5-bath home showcases p...
- 4 Beds
- 3 Baths
- 202516538 MLS
- FS - Fee Simple Tenure
- 98 DOM
Feels Like New — Right in the Heart of Kailua! Nestled in a peaceful cul-de-sac, this beautifully reimagined 4-bedroom, 2-bath home also includes a versatile attached st...
- 4 Beds
- 2 Baths
- 202514937 MLS
- FS - Fee Simple Tenure
- 53 DOM
Set on a corner lot in a cul-de-sac, this is a wonderful opportunity in vibrant Kailua, just minutes from Kailua Town Center. This single-level 3-bedroom, 2-bath home off...
- 3 Beds
- 2 Baths
- 202513882 MLS
- FS - Fee Simple Tenure
- 143 DOM
Coconut Grove Oasis! Completely enclosed property with mature lush landscaping that covers the whole perimeter with uplighting. Down a Cul De Sac close to Kailua Beach, ...
- 4 Beds
- 2 Baths
- 202513381 MLS
- FS - Fee Simple Tenure
- 52 DOM
Newer custom built home in 2015!!!! This beautiful 2 story home is located at the end of a cul-de-sac convenient to Kailua town and the beach. Polished concrete floors...
- 5 Beds
- 4 Baths
- 202512634 MLS
- FS - Fee Simple Tenure
- 34 DOM
Contractor's Special! Priced below tax assessed land value. Ideally situated in a cul-de-sac in the beautiful & serene Maunawili neighborhood. This home entails two ensu...
- 2 Beds
- 2 Baths
- 202512314 MLS
- FS - Fee Simple Tenure
- 115 DOM
STUNNING setting OHHH so close to Kailua Beach! This 7 bedroom, 5.5 bath home has all the options for multigenerational living, with both up stairs and downstairs of the...
- 7 Beds
- 6 Baths
- 202512060 MLS
- FS - Fee Simple Tenure
- 50 DOM
AMAZING NEW PRICE - Motivated seller relocated! Welcome to Kaopa Park Place! This serene duplex home is nestled at the end of a cul-de-sac in Kailua Bluffs, offering tran...
- 3 Beds
- 2 Baths
- 202510250 MLS
- FS - Fee Simple Tenure
- Kaopa Park Place Bldg.
- 79 DOM
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.
Kailua, HI · Curated MLS Search
Cul-de-Sac Homes in Kailua, HI
An editorially curated view of every active cul-de-sac homes listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
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