Wailea Trips (flight + hotel)

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Top hotels in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is P39,226 per night from Aug 18 to Aug 19
P39,226
P49,976 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Top of our list for sure. We will be coming back."

Reviewed on Aug 5, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is P40,252 per night from Sep 5 to Sep 6
P40,252
P47,482 total
Sep 5 - Sep 6
includes taxes & fees
9.6/10 Exceptional! (999 reviews)
Best hotel ever…
"Everything was top rate! Can’t wait to go back."

Reviewed on Aug 3, 2025

Four Seasons Resort Maui at Wailea
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
The price is P43,335 per night from Sep 9 to Sep 10
P43,335
P54,471 total
Sep 9 - Sep 10
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
"It was ok"

Reviewed on Aug 3, 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 1,199 properties in Wailea
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?
The most affordable Wailea package is , so your dream vacation can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to custom build a package that matches your traveling style.
How do I get a cheap travel package to Wailea?
Crafting your own Wailea vacation package with Expedia is the easiest way to save. We have access to more than 550 airlines and 1,000,000 properties across the globe. With such an extensive range to select from, you'll have no trouble pulling together your ideal escape.
Where should I stay in Wailea?
A vacation in Wailea isn't complete without checking out Wailea Beach, Kamaole Beach Park and Makena State Park Beach. Spend your nights close to these top sights and make sightseeing easy.
What are the top hotels in Wailea?
Lock in a room at Ocean And Golf Course View 3 Bed. It's one of this area's most sought-after hotels. Another top-rated option in Wailea is Wailea Ekahi 36b One Of The Best Locations In Wailea.
How far in advance should I book my Wailea vacation?
While prices change from time to time, we generally recommend booking your spot as soon as possible. Most international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Wailea occasionally appear in the weeks prior to departure.
What does an Expedia Wailea travel package include?
Car rentals, hotels and flights — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an awesome Wailea getaway.
What should I know before booking a Wailea travel package?
You'll pick up amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you're organizing an upscale romantic escape or a budget family adventure, browse our vacation packages today.
If I'm not able to travel, can I cancel my Wailea vacation package?
Yes, you can. We realize life doesn't always go to plan, so we're here to help if you need to make changes to your Wailea vacation package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Popular places to visit

Keawakapu Beach South

Why not spend a lazy afternoon at Keawakapu Beach South during your trip to Kihei? Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.

Keawakapu Beach South

Things to do

Snorkeling Cruise to Molokini Crater & Turtle Town

Snorkeling Cruise to Molokini Crater & Turtle Town

P9,714
per adult
96% of travellers recommend
Snorkeling Cruise to Molokini Crater & Turtle Town
Guided Turtle Town Snorkeling Tour with Underwater Photos

Snorkel with Turtles and Free Underwater Photos - Turtle Town

P7,503
per adult
100% of travellers recommend
Snorkel with Turtles and Free Underwater Photos - Turtle Town
Te Au Moana Luau at the Wailea Beach Marriott Resort

Te Au Moana Luau at the Wailea Beach Marriott Resort

P15,803
per adult
92% of travellers recommend
Te Au Moana Luau at the Wailea Beach Marriott Resort
See all activities in Kihei
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.