Welcome to Kailua
Stunning views and beachy, small-town vibes
A small beach town with big views, Kailua is known for its pristine beaches, stunning seascapes, and breathtaking panoramic scenery. Meaning “two currents in the sea,” Kailua offers some of Oahu’s most spectacular beachfront homes and hillside residences.
Once the capital of Oahu’s kings, Kailua is now home to some of the island’s hottest restaurants and sleekest boutiques. The landscape lends itself to incredible architecture that combines the majesty of the island’s nature with all the luxury and panache of modern life. Beachfront homes connect indoor living to the gorgeous outdoor beauty with open courtyards, lanais, and lava rock waterfalls.
Residents of this dreamy place live in quaint vintage homes or stunning luxury properties overlooking the ocean. Lush greenery, spacious yards with pools, and tropical vegetation make life here feel like a fairy tale.
What to Love
- Waterfront living
- Ocean views
- Laid-back lifestyle
- Lush green space
- Modern conveniences
People & Lifestyle
People in Kailua wouldn’t dream of living anywhere else. The laid-back atmosphere, beach town vibes, gorgeous tropical setting, and ocean-to-table dining make this an ideal home for those looking to chill while enjoying the finer things in life.
With farmers’ markets, modern conveniences like Target and Whole Foods, and an abundance of trails, beaches, and parks, residents enjoy the best of small-town tranquility and suburban ease.
Dining, Entertainment & Shopping
Known for its gorgeous beaches, it’s no wonder Kailua excels in casual outdoor dining. Lounge on the patio at Boots and Kimo's Homestyle Kitchen, affectionately known as the “Home Of The Original Macadamia Nut Pancake Sauce." This relaxed eatery offers Hawaiian-American breakfast and lunch dishes, as well as local favorite Mochiko Chicken.
Serving up Hawaiian breakfast specialties, Cinnamon's Restaurant is a laid-back diner with fresh food and a family feel. With an emphasis on wholesome ingredients, the menu includes omelets and crab cakes, as well as the restaurant’s signature red velvet pancakes.
For a quick coffee with friends or a grab-and-go lunch, the full-service deli at Kalapawai Market is a frequent stop for Kaka’ako locals. Enjoy the many breakfast options, sandwiches, deli selections, and even pizza. A local secret, the shaved ice counter at surf shop Island Snow Hawaii offers a delicious keiki cup with strawberry and a scoop of vanilla ice cream.
For a brewery-to-table experience, check out Maui Brewing Co. As they like to say, stop by for a meal but stay for a pint! Featuring a charming, open-air interior, as well as patio seating, this is the place to enjoy island-inspired cuisine, fresh, locally sourced produce, and craft beers, all with a friendly, family-oriented vibe.
Things to Do
Lace up your hiking boots and get your beach bag ready, because Kailua was made for outdoor adventure. This gorgeous spot offers countless trails, parks, beaches, and boating opportunities.
The popular Lanikai Pillbox Trail offers easygoing walks and beautiful views of Kailua Bay and the Ko’olau Mountains. Experienced hikers will love the Olomana Trail. This challenging, strenuous out-and-back trail covers over four miles of forest and rewards adventurers with spectacular panoramic views.
Beachgoers and sun-worshippers alike will find a new home at Kailua Beach. Situated between Alala and Kapoho Points, this beautiful spot offers two and a half miles of classic island beauty. The white beaches and clear, aqua water, along with family-friendly amenities, are what make this one the best beaches in America. Provided you clean up after them, the pups are also welcome to join!
Lanikai Beach, which translates to “heavenly ocean,” is one of the most beautiful beaches in the world. With its miles of white sand and tranquil blue water, this calm spot is ideal for relaxing, playing with the kids in the gentle surf, or simply taking in the breathtaking beauty of the Mokulua Islands.
