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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 23,635 reviews and posted 2,636 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 is a great spot with an awesome view and service! It sits above the rest of the hotels in Wailea. The property and service is first class, rooms are large and modern. The...
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Four Seasons Resort Maui at Wailea
#2 Hotel in Wailea
Four Seasons Resort Maui at Wailea
“Great room.” 03/12/2016
Room was spacious, well appointed,including bathroom and closets. Stayed in 5 different properties on an island hopping trip. This room was the very best. Although it was a long...
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Fairmont Kea Lani, Maui
#3 Hotel in Wailea
Fairmont Kea Lani, Maui
My wife and I and our two kids stayed here over Thanksgiving week. This was my 8th time on property and second time for a Thanksgiving week. The service we received from the check...
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Cheap Flights to Wailea
All Washington to Kahului (WAS-OGG) fares found by travellers in the past 72 hours*
Dec
US$1,015 return
Jan
US$731 return
Feb
US$808 return
†  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.