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The latest reviews. The lowest prices. The perfect place to shop for hotels.

Wailea Holiday Packages

Maui coast
Wailea Holiday Packages
Want to book a holiday to Wailea? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Wailea holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Wailea on TripAdvisor by comparing Wailea hotel and flight prices. Travellers like you have written 22,249 reviews and posted 2,904 candid photos for Wailea hotels. Book your Wailea holiday today!
Or build your own Wailea holiday package
Hotel Wailea
#1 Hotel in Wailea
Hotel Wailea
This has to be the best experience myself & my new wife have ever had. Since we have left all we can think about is this hotel & the service we received - we can't wait to go...
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Four Seasons Resort Maui at Wailea
#2 Hotel in Wailea
Four Seasons Resort Maui at Wailea
We had 2 Garden View rooms, very nice. They had changed our room category so that both rooms could be close. They were on the same floor but opposite sides of the hotel. Not a big...
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Fairmont Kea Lani, Maui
#3 Hotel in Wailea
Fairmont Kea Lani, Maui
The Fairmont Maui was the highlight of our vacation. We checked in and were greeted with tropical drinks and Hawaiian leis, the front desk made check in easy and efficient. We...
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Cheap Flights to Wailea
All Washington to Kahului (WAS-OGG) fares found by travellers in the past 72 hours*
May
US$ 725 round trip
Jun
US$ 916 round trip
Jul
US$ 837 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.