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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 24,658 reviews and posted 2,813 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
What a great find! The rooms, the setting and especially the services were extraordinary. Because of room availability we had to finish our vacation at the Four Seasons but wish...
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Fairmont Kea Lani, Maui
#2 Hotel in Wailea
Fairmont Kea Lani, Maui
The Fairmont grounds are beautiful. The staff goes above and beyond to make your stay enjoyable. We stayed in a suite. The room layout was excellent -- very spacious and well...
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Four Seasons Resort Maui at Wailea
#3 Hotel in Wailea
Four Seasons Resort Maui at Wailea
“Paradise” 25/02/2017
Excellent hotel and amazing service which is the case at every Four Seasons I have ever been to. Food overall could be slightly better, but overall it was good. Great shuttle...
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Cheap Flights to Wailea
All Washington to Kahului (WAS-OGG) fares found by travellers in the past 72 hours*
Mar
US$632 return
Apr
US$784 return
May
US$730 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.