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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 22,680 reviews and posted 2,955 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
Coming here immediately after the Maui Hyatt Regency, we immediately knew we'd be treated better when the valet attendant informed us that valet, self park, and towncar service...
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2. Find the right flight
Four Seasons Resort Maui at Wailea
#2 Hotel in Wailea
Four Seasons Resort Maui at Wailea
This is a 5 star hotel so expect to pay a lot. With that being stated the staff is fantastic. Special kudos to the assistant manager, Wendy Chien. We had a problem at checkin and...
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Fairmont Kea Lani, Maui
#3 Hotel in Wailea
Fairmont Kea Lani, Maui
Great facilty, the pools are great very family friendly. The rooms are a great size and as they are suites the cot/crib can be put in lounge room to give parents some alone time...
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2. Find the right flight
Cheap Flights to Wailea
All Washington to Kahului (WAS-OGG) fares found by travellers in the past 72 hours*
Jun
US$925 round trip
Jul
US$989 round trip
Aug
US$926 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.