Wailea Holidays

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Top hotels in Wailea

Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is €797 per night from 4 Dec to 5 Dec
€797
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (1,000 reviews)
"Everything was excellent. The people are incredibly friendly, and the ambiance is outstanding. The location is also conveniently close to shopping and dining areas in Wailea. However, the pool and resort were a bit too quiet—I would have enjoyed some lively music by the pool."

Reviewed on 17 Nov 2024

Fairmont Kea Lani Maui
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 €929 per night from 2 Dec to 3 Dec
€929
includes taxes & fees
2 Dec - 3 Dec
8.8/10 Excellent! (1,001 reviews)
"Beautiful, well maintained, best pool on island."

Reviewed on 18 Nov 2024

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 €884 per night from 2 Dec to 3 Dec
€884
includes taxes & fees
2 Dec - 3 Dec
9.6/10 Exceptional! (999 reviews)
"Excellent customer service"

Reviewed on 31 Oct 2024

Four Seasons Resort Maui at Wailea
See all 1,168 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 which includes a beach

Makena State Park Beach

3/5(1 review)

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

Makena State Park Beach

Shops at Wailea

You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.

Shops at Wailea

Makena Golf Course

Play a round of golf in Makena at Makena Golf Course, and enjoy other activities such as snorkelling. Amble around this romantic area's beautiful beaches and enjoy its seafood restaurants.

Makena Golf Course

Things to do

Morning views at Haleakalā National Park

Haleakala National Park Sunrise Tour

€205
Per adult
92% of travellers recommend
Haleakala National Park Sunrise Tour
Deluxe Molokini & Turtle Snorkel Luxury Sail Tour with Meals

Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar

€270
Per adult
96% of travellers recommend
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
Kayaking Adventure

Makena Turtle Town Eco Adventure in Maui

€91
Per adult
80% of travellers recommend
Makena Turtle Town Eco Adventure in Maui
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.