Deals on vacations and trips to Wailea

Wailea flight + hotel vacation packages

Aston Mahana at Kaanapali
Aston Maui Hill
Grand Wailea Maui, A Waldorf Astoria Resort
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Prices and availability subject to change. Additional terms may apply.

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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 Wailea?
Treat yourself to an unforgettable travel experience in Wailea with a vacation package starting at just $683. Organizing your tours, flights and hotels through Travelocity is a piece of cake. What’s more, our packages will leave you with more money in your pocket for fun, fun, fun!
How long should my Wailea vacation be?
Around 6 nights is what most travelers book for their Wailea trip. That’s an useful guide, but there’s so much more to uncover if you allow yourself a couple of extra days.
Where can I get the best vacation package deals for Wailea?
One word — Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, it’s a breeze to craft a Wailea package deal that appeals to your wanderlust.
Why should I book my Wailea vacation bundle via Travelocity?
Incredible savings, loads of breathtaking destinations and a team of customer service experts available 24/7 — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.
Can I save money on my Wailea car rental if I bundle it with hotels and flights?
Bundling your hotel, car and flight into a Wailea vacation package is a surefire way to score an amazing deal. Plus, having your own rental car gives you total freedom to find your way to all those amazing sights you’re itching to check out. Sitting 100 mi away from Wailea, Hawaii Volcanoes National Park is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.
What is the best time of year to go to Wailea?
It comes down to whether you’d prefer to save cash or visit Wailea when it’s in full swing. The quietest time to see this part of the world is April, October and December. But if you want to experience this destination at its busiest, consider June, July and August. Want to save your hard-earned cash? The cheapest month is . usually has the highest prices.
Which airport is best for Wailea?
Kahului Airport (OGG), 14 mi north of central Wailea, is likely to be where you’ll arrive. Your other choices are Molokai Airport (MKK) (55 mi away from central Wailea) and Lanai Airport (LNY) (35 mi away from central Wailea).
What is there to do in Wailea?
Wailea is overflowing with places to explore, such as Wailea Beach and Makena State Park Beach. These two impressive attractions top most people’s to-do lists.
Where should I stay when visiting Wailea?
Many travelers hit the hay at the Palms At Wailea Maui By Outrigger. It’s sure to be a great base for your Wailea getaway.