Wailea Holidays

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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 Rp14.748.095 per night from 1 Aug to 2 Aug
Rp14.748.095
Rp18.461.503 total
1 Aug - 2 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"We celebrated our 25th Anniversary here and it was money well spent."

Reviewed on 23 Jul 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is Rp13.233.093 per night from 11 Aug to 12 Aug
Rp13.233.093
Rp16.577.589 total
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Gorgeous property with wonderful staff. The food was amazing at all restaurants. Our only complaint is that it took a long time to get service at the adult only pool."

Reviewed on 29 Jul 2025

Fairmont Kea Lani Maui
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 Rp13.452.100 per night from 31 Aug to 1 Sept
Rp13.452.100
Rp15.868.392 total
31 Aug - 1 Sept
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Fantastic staff!"

Reviewed on 29 Jul 2025

Four Seasons Resort Maui at Wailea
See all 1,200 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 holiday package cost?
The most affordable Wailea package is , so your dream holiday can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to custom build a package that matches your travelling style.
How do I get a cheap travel package to Wailea?
Crafting your own Wailea holiday 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 holiday 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 holiday?
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 organising an upscale romantic escape or a budget family adventure, browse our holiday packages today.
If I'm not able to travel, can I cancel my Wailea holiday package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you need to make changes to your Wailea holiday 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

Makena Beach State Park featuring a beach

Makena State Park Beach

Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.

Makena State Park Beach

Things to do

Encounter Hawaii's Marine Life

Maui Ocean Center All Day Admission Ticket

Rp904.781
per adult
90% of travellers recommend
Maui Ocean Center All Day Admission Ticket
Molokini Island

Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo

Rp2.610.384
per adult
88% of travellers recommend
Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo
Te Au Moana Luau at the Wailea Beach Marriott Resort

Te Au Moana Luau at the Wailea Beach Marriott Resort

Rp4.434.144
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.