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Kailua Real Estate Search

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Living in Beautiful Kailua

On the windward coast of Oahu minutes away from Honolulu, the community of Kailua is a great alternative for those who love the mix of Honolulu's urban lifestyle and Hawaii's peaceful feel. People have lived here for over 1,500 years, and today nearly 39,000 residents call this town home.

Like the rest of Hawaii, buying a home can be expensive. Even the smallest condos usually go for no less than $250,000, and large luxury homes can run up as much as eight figures. Even so, all the perks of living here are worth the price. Kailua has 11 excellent public schools and several good private schools as well.\

Although this is a primarily residential community, there are some big-box shops and restaurants to be found on Kailua Road in the center of town and on Kaneohe Bay Drive on the north end. Interstate H3 reaches its end along the northwest part of town near the Kaneohe Bay MCHS, so it's quite easy to get around the island.

If you're looking for excitement, there's plenty to be found. On the west edge of town is Kawainui Regional Park, which offers a medium-length trail that runs through preserved sections of forests and hills. Golfers will love the Mid-Pacific Country Club and its challenging course. People also like kayaking to the nearby Mokulua Islands, which showcase many rare species of birds.

The one thing everyone comes here for is Kailua Beach. This is considered the best beach in Hawaii and one of the best in the United States. It's four miles long, and it's shape and the constant trade winds make it perfect for surfing, windsurfing and paddle boarding. People who want more cosmopolitan fare can head down to Honolulu, which offers exquisite museums, high-class shops and restaurants, and plenty of natural beauty at spots such as Diamond Head.

Featured Kailua Properties

508 N Kalaheo Avenue, Kailua image
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
Courtesy of Compass

Listing courtesy of Compass.

42-311 Old Kalanianaole Road, Kailua image
42-311 Old Kalanianaole Road, Kailua $1,799,000 ▼

Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural be...

  • 202507960 MLS
  • FS - Fee Simple Tenure
Courtesy of Real Broker

Listing courtesy of Real Broker.

54 Maluniu Avenue, Kailua image
54 Maluniu Avenue, Kailua $5,388,000 ▼

PRICE REDUCTION! 5.5% cap rate on current income! This exceptional property offers 10 apartment units and 2 ground floor retail units in prestigious Kailua. The buildin...

  • 202510044 MLS
  • FS - Fee Simple Tenure
Courtesy of Standard Management LLC

Listing courtesy of Standard Management LLC.

322 Aoloa Street Unit 208, Kailua image
322 Aoloa Street Unit 208, Kailua — Windward Passage $469,999 ▼

Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath...

  • 1 Beds
  • 1 Baths
  • 202513528 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Island Life Homes

Listing courtesy of Island Life Homes.

41-867 Kalanianaole Highway, Waimanalo image
41-867 Kalanianaole Highway, Waimanalo — Na $1,999,000 ▼

New Price - $750K below original price. Prime highway front B1 zoned property directly on Kalanianaole Hwy & adjacent vacant lot zoned B1 in Waimanalo . Formerly tenant o...

  • 202519379 MLS
  • Na Bldg.
  • FS - Fee Simple Tenure
Courtesy of Summit Realty, LLC

Listing courtesy of Summit Realty, LLC.

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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