Kailua is a short 30 miles from Honolulu, but it feels like it’s a world apart. A pair of jagged islands just offshore takes the place of towering downtown skyscrapers, and the term “island time” has a whole new meaning. Even better, hotels in Kailua make it easy to wake up with a smile. After a morning stuffing your face with crepes or loco moco, you’ll be ready to tackle the Lanikai Pillbox trail.
Afterward, treat yourself to a cool-down smoothie and then spend rest of your day at Kailua Beach. Thanks to the generous winds on this part of the island, kitesurfing and windsurfing are popular sports. Take a lesson or show the locals your best heli tack if you’re already a pro. All that’s left to do is grab a Kailua rental car to explore the rest of O’ahu!
Travelocity has the hookup on thousands of O’ahu accommodations, from cheap hotels in Kailua, Hawaii to top-notch Maui hotels. If you find a better deal, we’ll even match it. Sounds like it’s time to pack your best Tommy Bahama and start waxing your long board—Kailua awaits!