Deals on vacations and trips to Kailua

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Kailua flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Hotel Waikiki
Ilikai by Luana Hawaii Vacation Rentals
Ala Moana Hotelcondo by Luana Vacation Rental
Paradise Bay Resort
Waikiki Resort Hotel

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Kailua Vacations

Welcome to the charming Oahu town of Kailua, situated just 30 minutes outside downtown Honolulu. This is one of the island's best kept secrets—a perfect slice of Hawaiian paradise. With multiple Kailua vacation packages available, you won't have to miss out on experiencing your own discovery of paradise.

Major Attractions

As with other Hawaiian towns, Kailua offers clear water, warm sand, and plenty of ocean activities. Multiple options for snorkeling, kayaking, diving, and more exist along the sandy shore of Kailua Beach. For the most beautiful panoramic view of the beautiful Hawaiian beach, spend an afternoon atop Kailua Pali Cliff, which overlooks all of Kailua. For another breathtaking view, head to the top of Ka Iwi Ridge. It's just a short hike away and offers stunning views of the Mokulua Islands and Koolua Mountains. You will also want to pay a visit to the Kawainui Marsh, which is Hawaii's largest wetlands and freshwater pond: This historic and beautiful landmark simply can't be missed. And, when you're ready to get some rest after a long day in paradise, Hotels in Kailua are just as beautiful and relaxing as the beaches.

Recurring Festivals and Events

The beach town of Kailua prides itself on its sense of community, which means there are Christmas and Fourth of July parades annually for residents and visitors alike. If you're planning one of many Kailua vacations during July or December, you won't want to miss one of these magical parades. Take advantage of Travelocity's car rentals in Kailua to get to the annual Honolulu Festival, just a 30- minute drive from Kailua. This festival, which occurs every March, is Hawaii's top cultural event. You'll experience Hawaiian-themed parades, cultural displays, and delicious food.

So, what are you waiting for? Travelocity helps you save up to $537 when you book a hotel and flight at the same time, and put together your own Kailua packages. Go ahead—treat yourself to a little slice of paradise.

Frequently asked questions

How much are vacation packages to Kailua?
Epic adventures await in Kailua, with Travelocity vacation packages starting from just $662. Including flights and hotels, these great deals make it really easy to see more of our beautiful planet.
Where can I get the best vacation package deals for Kailua?
With as many as 400 air carriers and 1,000,000 properties all over the world, it’s hard to top Travelocity. Look through our impressive range and create your dream package deal to Kailua. Don’t you love it when traveling is that easy?
Why should I purchase my Kailua vacation package with Travelocity?
Nothing beats the peace of mind knowing you’ve just picked up the best price around — that’s our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you’ve got the formula for a hassle-free vacation.
Will I save money on my Kailua car rental if I book it with a hotel or flight?
Sure can. And our Kailua vacation packages are the ideal way to do it. With just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then set your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.

Photos of local treasures

Browse Kailua vacation photos for more inspiration

Kailua Beach which includes a sandy beach, swimming and landscape views
Photo provided by Hawaii Visitors and Convention Bureau
Kailua Beach which includes landscape views, a sandy beach and swimming
Kailua Beach which includes tropical scenes and a sandy beach as well as a small group of people
Photo provided by Hawaii Visitors and Convention Bureau