24 Jan. - 25 Jan.
Hotels in Kailua start at C$278 per night. Prices and availability subject to change. Additional terms may apply.
When people talk about “the good life,” they mean Kailua. Exhibit A: Four miles of ivory sand giving way to turquoise water and a vibrant coral reef. Even when you’re not on the beach, you’re never far from the ocean or the Aloha spirit it inspires. As any local will tell you, the smell of salt water tickles your nose nearly everywhere in Kailua. On a trip to the Windward coast, your biggest worry will be where to get your macadamia nut pancake fix and how to find the right lighting for a sun-kissed selfie. Kailua hotels are always waiting with plump pillows and ocean views at the end of the day, so go ahead and tucker yourself out.
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!