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!!!
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2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, sp...
This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger hom...
Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines m...
Discover your own private tropical oasis in the highly desirable Keolu Hills neighborhood. This beautifully updated 6-bedroom, 2-bath home offers exceptional versatility,...
Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2...
This home is all about the views. Framed by the beautiful mountains and the marsh, the spacious deck offers the perfect setting to enjoy your morning coffee or unwind at ...
Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featurin...
Welcome to your ultimate turn-key Kailua retreat! Extensively and beautifully transformed from top to bottom, 241 Kihapai St offers the flawless look of a brand-new home ...
Now offered at a compelling new price of $1.599M, this is your chance to own a slice of Kailua paradise. Imagine starting every day in a sun-filled living room framed by ...
Back on the market and better than before, including repairs and a $25k credit toward closing costs! This Coconut Grove Kailua home offers the rare combination of space, ...
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.