Deals on vacations and trips to Kailua

Choose two or more items and save on your trip:

Kailua flight + hotel vacation packages

Aston Maui Hill
Aston Maui Kaanapali Villas
OUTRIGGER Kaanapali Beach Resort
Grand Wailea Maui, A Waldorf Astoria Resort
The Ritz-Carlton Maui, Kapalua
Prices and availability subject to change. Additional terms may apply.

Top Kailua hotels deals

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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.

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Frequently asked questions

How much are vacation packages to Kailua?
Your travel daydreams can come to life in Kailua from as little as $1,062. Our vacation packages include flights and hotels, so organizing your itinerary will be a breeze. All you’ll have to worry about is having a good time.
Where can I get the best vacation package deals for Kailua?
You’ll discover a terrific range of Kailua package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties around the globe, piecing together the perfect escape will be a piece of cake.
Why should I purchase my Kailua vacation package with Travelocity?
We’ve got 24/7 support, excellent service and a Price Match Guarantee. Life is all about the journey — and we have incredible destinations for you to journey to in all four corners of the globe. Explore with us and your wallet will thank you for it.
Will I save money on my Kailua car rental if I bundle it with hotels and flights?
Definitely. And our Kailua vacation packages are the ideal way to do it. In only a few clicks you can save cash as well as time by booking everything in one place. Collect the keys to your rental car then chart your own course. Searching for things to do? Add a few tours to your package and make savings on those too.
What is the best time of year to go to Kailua?
That all comes down to whether you’d like to save cash or visit Kailua when it’s in full swing. The quietest time to see this part of the world is September, October and December. But if you want to experience this destination in peak season, consider May, July and August. More interested in saving your hard-earned cash? The most affordable month is . typically has the highest prices.