Kailua homes for sale
Kailua is one of Oahu's most popular neighborhoods and for good reason! Kailua residents enjoy the small-town feel and great beaches, along with good places to shop and employment opportunities. Kailua has a character of its own, separate from Honolulu.
Along Kailua Road you'll find a wide selection of stores to shop. Long's Drugs, Macy's, Don Quixote, Pier 1 and Times Supermarket are all nearby. On Hamakua Drive there's also Foodland and Safeway. It's easy to hang out in Kailua and have access to just about everything you need.
Kailua map and real estate listings - view homes on the map or individually below the map. | ![]() |
54 Search Results Found. Showing Results 1 - 8.
Cute 2-story home with large open deck to enjoy...
Forever views that captivate and inspire you from...
Lots of room for all! Larger two story house with...
Bright, airy & cheerful. Perfect for BBQ's &...
Great family home near YMCA in Kailua...like having...
Beautifully Refinished. There are new Bamboo...
This house has been redone and beautiful with...
KAILUA: BANK OWNED: Diamond in the rough waiting...
Contact Mike Bates for Kailua homes
For buying and selling Hawaii real estate, contact Mike with this form or call (808) 548-1220.
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Kailua history
Historians tell us Kailua was a large Hawaiian community dating back at least 1,500 years ago. Hawaiian Ali'i (royalty) enjoyed the clear blue ocean, freshwater ponds and fields suitable for farming. Kailua was the perfect location.
By the early 1900's, activity in Kailua was centered around the area where Castle Medical Center stands today. Several businesses, such as the Akam Store (at Auloa Road and Kalanianaole Highway), Kodama Store (where Castle Medical's employee parking lot now stands), and Matsuda Store (behind Castle Medical Center) served the the community. Kailua's population was approximately 3,000 people. Area residents were primarily farmers and laborers. A few of Oahu's affluent families owned homes at Kailua Beach.
After World War II, construction of the Pali Highway provided a faster way for people to travel to and from Honolulu. Kaneohe Ranch (a major landowner on the windward side) sold off its land, which was gradually converted to residential properties. Kailua grew quickly and became the popular neighborhood that we know today.

