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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 23,503 reviews and posted 3,426 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
Awesome vacation for our anniversary! I couldn't have asked for a better place to stay. Extremely helpful and friendly staff. This is a smaller resort (compared to some of the...
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Four Seasons
#2 Hotel in Wailea
Four Seasons
I have stayed at several Four Seasons resorts and always been impressed by the "extra-mile" level of service offered. The Four Seasons Wailea met those lofty expectations, with...
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Fairmont Kea Lani, Maui
#3 Hotel in Wailea
Fairmont Kea Lani, Maui
The Kea Lani is an incredible resort. The rooms are all suites and our deluxe ocean view suite really lived up to expectations. The restaurants are all superb. We enjoyed AMA...
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2. Find the right flight
Cheap Flights to Wailea
Aug
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†  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.