Vacation to Wailea

Book a Hotel + Flight or Car together to unlock savings

Save up to 30% when you add a hotel to your flight as an Expedia member

Enjoy flexibility with our Book now Pay later option & fully refundable rates on most hotels

Customize your vacation with ease all in one place

Top Vacation Package Deals in Wailea

The Ritz-Carlton Maui, Kapalua
Aston Mahana at Kaanapali
Grand Wailea Maui, A Waldorf Astoria Resort
Ho'olei at Grand Wailea
Lumeria Maui Educational Retreat Center

Wailea Hotel Deals

Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI, 96753
The price is $628 per night from May 31 to Jun 1
per night
May 31 - Jun 1
9/10 Wonderful! (645 reviews)
"The staff was fantastic. Super friendly and helpful!"

Reviewed on May 25, 2023

Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI, 96753
The price is $879 per night from Jun 6 to Jun 7
per night
Jun 6 - Jun 7
9.2/10 Wonderful! (997 reviews)
"Very nice property. The only complaint is the cost of basic items. Coke at the pool, 10$, hamburger 32$, hot dog 17$. Resort fee and parking were quite huge too."

Reviewed on Apr 18, 2023

Andaz Maui at Wailea Resort - a concept by Hyatt
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI, 96753
Fully refundableReserve now, pay when you stay
The price is $899 per night from Jun 6 to Jun 7
per night
Jun 6 - Jun 7
8.8/10 Excellent! (1,000 reviews)
"We really enjoyed our stay"

Reviewed on May 8, 2023

Grand Wailea Maui, A Waldorf Astoria Resort
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.

Frequently asked questions

How much does a Wailea vacation package cost?
Get your credit card ready, because a getaway to Wailea starts from just $832. When you combine your hotels, flights and car rentals into a vacation package, you’ll land the best bargains.
If I'm not able to travel, can I cancel my Wailea vacation package?
Yes, you can cancel your Wailea booking if your plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
How do I get a cheap travel package to Wailea?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we’ve got them all. Pick and choose a combination that suits you and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your Wailea adventure.
Where should I stay in Wailea?
Stay close to the action. Many people book hotels around popular attractions, such as Wailea Beach, Kamaole Beach Park 3 and Makena State Park Beach.
What are the top hotels in Wailea?
If this will be your first time in Wailea, reserve a room at Grand Wailea Maui, A Waldorf Astoria Resort or Maui Coast Hotel. Both will make you feel at home and are favorites with many savvy travelers.
How far in advance should I book my Wailea vacation?
While not all air carriers release ticket prices early, you can normally look up international flights on Expedia up to a year in advance. This is the time you can score some incredible deals. If you’re booking at the last minute, you might still be in luck. Low prices sometimes emerge just weeks prior to departure.
What does an Expedia Wailea travel package include?
Hotels, rental cars and flights, or any combination of them — it’s totally up to you. Whether you’re headed to Wailea on a family road trip or traveling by yourself, there’s a package to suit your style and budget. Once you’ve made your booking, why not add on a couple of tours and experiences?
What should I know before booking a Wailea travel package?
Our prices are always low. However, you’ll enjoy an even better deal if you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with a Wailea Expedia vacation package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Wailea trip according to your budget and travel needs.
Does Expedia offer Book Now, Pay Later Wailea vacation packages?
Thanks to our partnership with online lender Affirm, vacationers booking via Expedia can now pay for their flights, hotels and more in easy installments that won’t break the bank. Book Now, Pay Later and start planning your dream getaway today!

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