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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 21,812 reviews and posted 2,857 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
“Paradise” 25/03/2017
We've been lucky enough to stay at some amazing hotels, this was the best! The rooms were spacious suites with beautiful views, great amenities and super comfy beds! The property...
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Fairmont Kea Lani, Maui
#2 Hotel in Wailea
Fairmont Kea Lani, Maui
There is a lot to choose from in Maui- especially Wailea- You get so much more with a bit less here at this property. All of the most incredible offerings of a top notch resort...
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Four Seasons Resort Maui at Wailea
#3 Hotel in Wailea
Four Seasons Resort Maui at Wailea
Loved everything about our stay as we always do with the Four Seasons brand, this location lived up if not exceeded our expectations. Rooms are newly renovated and modern...
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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*
Apr
US$ 784 round trip
May
US$ 730 round trip
Jun
find price 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.