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Browse All Kailua HI Single Family Properties for Sale

1110 Ilikala Place, Kailua $3,880,000 ▼

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
138 DOM
ACTIVE Status

1439 Akuleana Place, Kailua $2,188,000 ▼

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
140 DOM
ACTIVE Status

451 Lanae Way, Kailua $2,495,000

Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an att...

9 Beds
4 Baths
202605514 MLS
FS - Fee Simple Tenure
143 DOM
ACTIVE Status

1251 Kainui Drive, Kailua $4,350,000

Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street ...

6 Beds
4 Baths
202525771 MLS
FS - Fee Simple Tenure
152 DOM
ACTIVE UNDER CONTRACT Status

1240 Mokulua Drive, Kailua $31,000,000

The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Moku...

9 Beds
10 Baths
202600075 MLS
FS - Fee Simple Tenure
201 DOM
ACTIVE Status

851 Aalapapa Drive, Kailua $4,250,000 ▼

This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this imp...

4 Beds
4 Baths
202527969 MLS
FS - Fee Simple Tenure
233 DOM
ACTIVE UNDER CONTRACT Status

1386 Nanialii Street, Kailua $2,099,000 ▼

The BEST Value in Kailua at just over $600/sq ft for this custom built, move in ready home!!! If Security, Privacy & TONS of Space are important to you, this is a Must S...

4 Beds
3 Baths
202525463 MLS
FS - Fee Simple Tenure
124 DOM
ACTIVE Status

1459 Akamai Street, Kailua $1,488,000

Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This...

4 Beds
3 Baths
202525520 MLS
FS - Fee Simple Tenure
259 DOM
ACTIVE UNDER CONTRACT Status

223 Lanipo Drive, Kailua $4,300,000 ▼

Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two blocks from a se...

4 Beds
4 Baths
202525307 MLS
FS - Fee Simple Tenure
265 DOM
ACTIVE Status

676 Mokapu Road, Kailua $3,098,000 ▼

BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bed...

5 Beds
4 Baths
202522041 MLS
FS - Fee Simple Tenure
293 DOM
ACTIVE Status

572C N Kalaheo Avenue, Kailua $18,880,000

Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in ...

12 Beds
16 Baths
202520168 MLS
FS - Fee Simple Tenure
325 DOM
ACTIVE Status

29 Alala Road, Kailua $1,495,000

Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kai...

2 Beds
2 Baths
202519242 MLS
FS - Fee Simple Tenure
332 DOM
ACTIVE UNDER CONTRACT Status

1233 Keolu Drive, Kailua $1,450,000 ▼

Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a ...

5 Beds
3 Baths
202519336 MLS
FS - Fee Simple Tenure
334 DOM
ACTIVE Status

508 N Kalaheo Avenue, Kailua $50,000,000

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...

12 Beds
15 Baths
202327941 MLS
FS - Fee Simple Tenure
962 DOM
ACTIVE Status

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.

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