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. | ![]() |
47 Search Results Found. Showing Results 1 - 25.
3 units in single level home. 2 bed, 1 bath with...
Rarely available home in Kailua Bluff. Well maintained...
Call me cute, cozy, and quaint. I'm a house on...
Charming! Move-in ready! Beautifully maintained...
Great family home near YMCA in Kailua...like having...
FIXER UPPER !! GREAT OPPORTUNITY TO MODIFY TO...
Great Kailua Enchanted Lakes Neighborhood! Originally...
Big reduction in price! Seller is motivated. Great...
Fantastic Opportunity to own this spacious home...
Single level home in quiet, desireable neighborhood...
Don't miss out on this opportunity! Spacious 3...
Great central Kailua location near Kailua Road,...
Large single level home in quiet, desireable neighborhood...
This Hawaiian style Kailua home is bright and...
A must see! Great Kailua value for this remodeled...
Kailua Coconut Grove! Well built / solid structure,...
Vacation home. Investment. Come see the possibilities!!...
Fabulous Olomana property just steps from Maunawili...
This astonishing home is located at the end of...
Spacious 3 Bd, 2 Bth home w/1 Bd, 1 Bth Kitchenette...
This beautifully renovated Kailua home has lots...
Back on the Market! Location and lot size, MUST...
A sweet property with two structures connected...
Coconut Grove Charmer! Wonderful opportunity to...
NEW PRICE! Large house with tons of opportunity!...
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.

