Kailua
Kailua is a place of much natural beauty. The most significant features of Kailua are the bay, the mountains, and the wetlands. Kailua Bay is a magnificent place symbolizing the regional quality of the community. Kailua Beach and nearby Lanikai have been on the "Worlds Best Beach" lists by several publishers for many years.
Kailua, the town of 38,600 on windward Oahu, has that effect on people. Walled off from Honolulu by the corrugated cliffs of the Koolau Range, Kailua has none of the dazzle of touristy Waikiki—no hotel towers, ultra-lounges, or high-priced shopping opps. Instead, it offers the blood pressure–lowering pleasures of an unpretentious small town, but one with a supremely blissful, tourist-free setting.The setting stretches out along Kailua Bay, with three cartoon-looking islands—Flat and the Mokuluas, or “twin islands”—floating just offshore.
Kailua Beach Park, toward the bay’s southern end, regularly garners awards as one of Hawaii’s top beaches, but nearby Kalama and Lanikai are just as good—some would say better. In past centuries, Kailua’s beaches and beauty drew vacationing Hawaiian royalty, but these days the town is pleasantly eclectic.
The atmosphere is low-key. There’s a great twice-a-week farmers’ market. No hotels, but you can find homes and condos to rent at www.HawaiianOceanfront.com. No four-star dining, but enough bistros and cafes to satisfy the ex-urbanites who now commute to work in Honolulu, and a terrific shave-ice stand.
These pleasures—and, of course, the beaches—give Kailua a strong gravitational pull: Once people visit, they start thinking about a second trip, or a third. The most famous returnee is President Barack Obama, who spent time here as a child and who has visited regularly on First Family vacations.
The single family homes in Kailua range from $800,000+. The condos range from $400,000+. As of Jan 2019, there are currently 98 Kailua homes on the market from $839,000k – $28,500,000.
Kailua Beach Park
Set foot here and you’ll see why Kailua Beach consistently lands on many a ‘Best Beaches’ lists. Three miles of crescent-shaped shoreline covered in powdery fine sand meet the clear turquoise waters, which blend seamlessly into the skyline. Plus, the water temperature averages 75 degrees year-round. The warm water temperature, steady offshore trade winds, and a protective reef make Kailua Beach the ideal spot for windsurfing and kitesurfing. Kayaking and stand up paddleboarding are also popular. Enjoy the view of the nearby offshore islands of Moku Nui, Moku Iki, and Flat Island. If you get too much sun, there are shade trees lining the sand, as well as picnic tables, a bike path, bathrooms and showers, and easy parking.
Lanikai Beach
“Lanikai” translates to “heavenly sea”; one glimpse and you’ll understand the moniker. Please note that we are putting this in second place only because Kailua is more well-known, and Lanikai lacks the length of beach. Lanikai is amazing!!!
Browse beachfront homes and condos for sale on Oahu in Kailua, Hawaii. Can't find a listing that fits your needs? Try our advanced Hawaii MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.
Map SearchExplore Kailua homes with our interactive MLS map.
Market ReportView all active and recently sold Kailua listings.
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus...
Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open o...
Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes 4 bedrooms, 4 baths, and permitted addition with s...
Income today, flexibility tomorrow. B-2 zoned Kailua property with 1,936 SF of interior space on a 5,000 SF lot, plusa 546 SF carport and 4+ parking spaces, currently con...
Income today, flexibility tomorrow. B-2 zoned Kailua property with 1,936 SF of interior space on a 5,000 SF lot, plus a 546 SF carport and 4+ parking spaces, currently co...
Spacious Two-Story Kailua Home Offering 3,631 Sq. Ft. of Living Area with Beautiful Ko‘olau Mountain Views! The original single-level residence offers 1,859 sq. ft. with ...
Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, ...
Discover this rare multi-generational Kailua gem at 1031 Lunaai Place, now priced at $1,989,000! As the best-priced multi-family home on the Windward Side with a private ...
Now adjusted to a remarkable $1,989,000, this is officially the lowest-priced single-family home on the Windward Side with a private pool—an extraordinary value in Kailua...
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...
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.