Windward Wonderland

Kailua, the largest community on the Windward side, is Oahu’s windsurfing capital, and Kailua Beach is one of the world’s most beautiful shorelines. It is home to lovely, moderately priced neighborhoods with excellent restaurants, parks, libraries, schools, shopping centers and a pleasant downtown.

The Pali and Likelike Highways make for easy commuting to the Honolulu side of the island.

You know you’re in Lanikai when you see Moku Nui and Moku Iki, the two beautiful islands that are the idyllic landmarks of this affluent community. In 1924, the first neighborhood developers gave this prime beachfront property its name, which means “sea heaven.”

The homey, shoes-off comfort of Waimanalo can be attributed to the fact that it has the largest native Hawaiian population in Windward Oahu. Homes, townhomes, duplexes, condos, apartments, and rent-to-owns are all quite affordable. Lacy ironwood trees shade the white sands of Waimanalo Beach, with the natural beauty of the Koolau Mountains forming a breathtaking backdrop.

Properties in Kailua

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145 listings
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$1,099,000
Courtesy of Island Premier Realty, LLC
MLS ID: 202028255
$1,100,000
Courtesy of Isle Style Realty
MLS ID: 202028601
$1,100,000
Courtesy of Hawaii Homes International
MLS ID: 202027241
$1,140,000
Courtesy of Coldwell Banker Realty
MLS ID: 202020863
$1,150,000
Courtesy of Corcoran Pacific Properties
MLS ID: 202027434
$1,150,000
Courtesy of Corcoran Pacific Properties
MLS ID: 202027620
$1,175,000
Courtesy of Locations LLC
MLS ID: 202028980
$1,175,000
Courtesy of Coldwell Banker Realty
MLS ID: 202024336
$1,175,000
Courtesy of Coldwell Banker Realty
MLS ID: 202024010
$1,199,000
Courtesy of Dower Realty, Inc.
MLS ID: 202028361
$1,199,000
Courtesy of Dower Realty, Inc.
MLS ID: 202028665
$1,199,900
Courtesy of Hawaii Life
MLS ID: 202023939
$1,199,900
Courtesy of Hawaii Life
MLS ID: 202023942
$1,199,900
Courtesy of Hawaii Life
MLS ID: 202024565
$1,200,000
Courtesy of Island, REALTORS
MLS ID: 202021952
$1,249,000
Courtesy of Corcoran Pacific Properties
MLS ID: 202021151
$1,249,800
Courtesy of Keller Williams Honolulu
MLS ID: 202017399
$1,250,000
Courtesy of Advantage Properties Unlimited
MLS ID: 202023742
$1,285,000
Courtesy of Corcoran Pacific Properties
MLS ID: 202028082
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Information deemed reliable but not guaranteed.
Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
HIHBR is current as of 11/24/2020.

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