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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Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua ele...
Rarely available and highly desirable , spacious 3 bedroom, 2 bath residence at Lakeview in Kailua! This home welcomes you to this relaxing , private and well maintained...
Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, ...
Welcome to one of the few 3-bedroom, 2-full bathroom homes available in the highly desirable Lakeview townhomes in Kailua’s Enchanted Lake. This well-maintained unit of...
SELLER WILL RELEASE VA ELIGIBILITY FOR VA ASSUMABLE LOAN! VA Loan at 2.5% with a monthly mortgage of $2,748!! Remaining balance is $502,000. Welcome to Aikahi Gardens, a ...
Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This privat...
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smoot...
Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush...
Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upg...
Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the pea...
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.