View All Kailua HI Family-Friendly Homes Listings
Well-maintained single-family home located on a quiet private loop in one of Kailua's most desirable neighborhoods, offering a welcoming, family-friendly atmosphere. Idea...
- 4 Beds
- 3 Baths
- 202613595 MLS
- FS - Fee Simple Tenure
- 10 DOM
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end o...
- 4 Beds
- 4 Baths
- 202611655 MLS
- FS - Fee Simple Tenure
- 34 DOM
Enjoy best of Kailua living, sunshine & breezes, in coveted Kalaheo Hillside. This multigenerational home offers a perfect harmony of connection and independence, designe...
- 8 Beds
- 5 Baths
- 202603590 MLS
- FS - Fee Simple Tenure
- 130 DOM
Welcome to Bluestone: Live the ultimate Kailua lifestyle! Discover this exquisite, light-filled 3-bed, 3-bath retreat in one of O'ahu's most desired gated communities....
- 3 Beds
- 3 Baths
- 202527612 MLS
- FS - Fee Simple Tenure
- Bluestone Bldg.
- 69 DOM
PRICE DROP TO $899,000 + BUYER CREDIT OF 40K Experience sophisticated island living in this stunning Windward Passage condo, in the heart of Kailua, just blocks to sho...
- 3 Beds
- 2 Baths
- 202524065 MLS
- FS - Fee Simple Tenure
- Windward Passage Bldg.
- 234 DOM
"Price improvement reduced $50,000 to only $1,545,000 exceptional value". Discover Island living in this beautifully maintained 3-bedroom, 2-bath home in one of Kailua’s...
- 3 Beds
- 2 Baths
- 202524229 MLS
- FS - Fee Simple Tenure
- 66 DOM
Experience the comfort of single-family living in this spacious 3-bedroom, 2.5-bath Gardenia Manor townhome. With soaring ceilings and nearly 1,500 sq. ft. of thoughtfull...
- 3 Beds
- 3 Baths
- 202523202 MLS
- FS - Fee Simple Tenure
- Gardenia Manor Bldg.
- 77 DOM
Welcome to Bluestone, one of O‘ahu’s most sought-after gated communities. This rare corner unit captures refreshing ocean breezes, abundant natural light, and serene priv...
- 3 Beds
- 3 Baths
- 202520269 MLS
- FS - Fee Simple Tenure
- Bluestone Bldg.
- 44 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
Nestled in the picturesque Windward side of Oahu, Aikahi Park is a highly sought-after neighborhood in Kailua. Known for its family-friendly atmosphere, this community of...
- 3 Beds
- 2 Baths
- 202509998 MLS
- FS - Fee Simple Tenure
- 137 DOM
Kailua Beach Cottage is a post-and-pier-style fixer-upper with vaulted ceilings and jalousie windows. It is located three blocks from Kalama Beach in the desirable Coconu...
- 5 Beds
- 3 Baths
- 202414373 MLS
- FS - Fee Simple Tenure
- 66 DOM
Your lifestyle dreams will come true in this well-maintained, renovated home in serene Koolaupoko, Kailua. Single-story living is easy w a primary suite + 3 more BR, 1 mo...
- 5 Beds
- 3 Baths
- 202400395 MLS
- FS - Fee Simple Tenure
- 78 DOM
YOUR DREAM HOME AWAITS! Arrive in style through the automatic gate and step into this beautiful 3 bedroom single-family home in Enchanted Lake! Featuring a large L shaped...
- 3 Beds
- 2 Baths
- 202319663 MLS
- FS - Fee Simple Tenure
- 85 DOM
Discover your oasis in this immaculate single-family home in the desired Keolu Hills neighborhood. Step into luxury living with an updated kitchen that will delight any c...
- 3 Beds
- 2 Baths
- 202320969 MLS
- FS - Fee Simple Tenure
- 26 DOM
ALOHA FROM KAILUA, the premier beach community on Oahu. Nurture yourself in the aina of Kailua. This 3 Bdrm/1Bath/ 2 car single family non-cpr home is located in the popu...
- 3 Beds
- 1 Baths
- 202400816 MLS
- FS - Fee Simple Tenure
- 45 DOM
Ka Malanai at Kailua! You'll love coming home to the appealing urban lifestyle and the conveniences of casual daily living offered in this two bedroom, two bath condo. Co...
- 2 Beds
- 2 Baths
- 202407948 MLS
- FS - Fee Simple Tenure
- Ka Malanai At Kailua Bldg.
- 52 DOM
A hybrid home, the perfect blend between condo & single-family living.Torn by the desire for more space, peace & quiet without the upkeep of a large yard & maintenance ob...
- 3 Beds
- 3 Baths
- 202303252 MLS
- FS - Fee Simple Tenure
- 232 DOM
Create your own masterpiece!! This unit is waiting for your design choices. Create your perfect sanctuary. Rarely available one story, end unit with 2 bedrooms and one...
- 2 Beds
- 1 Baths
- 202400499 MLS
- FS - Fee Simple Tenure
- Aikahi Gardens Bldg.
- 48 DOM
Luxury living on Mid Pacific Country Club Golf Course! A must-see home built new in 2001 and meticulously renovated in 2018, located on a six-home cul-de-sac within a no-...
- 4 Beds
- 3 Baths
- 202417931 MLS
- FS - Fee Simple Tenure
- 49 DOM
Peace and tranquility abound as you enter this tropical resort-like setting with waterfalls & koi ponds. Located in the heart of Kailua and minutes to world-renowned beac...
- 3 Beds
- 2 Baths
- 202411145 MLS
- FS - Fee Simple Tenure
- Windward Harbour Bldg.
- 17 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
Family-Friendly Homes in Kailua, HI
An editorially curated view of every active family-friendly homes listing in Kailua, HI. Updated in real time from the local MLS, presented without the noise.
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