We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

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 24,591 reviews and posted 2,779 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
I LOVED my stay at Hotel Wailea. The room was spacious, with a separator between the bedroom and living area. The grounds were beautiful with its own waterfall/stream. The pool...
1. Find your perfect hotel
2. Find the right flight
Fairmont Kea Lani, Maui
#2 Hotel in Wailea
Fairmont Kea Lani, Maui
We stayed here for our honeymoon and we don't regret any part of it. The staff was very professional and friendly. At one point the hotel's manager sent a bottle of champagne to...
1. Find your perfect hotel
2. Find the right flight
Four Seasons Resort Maui at Wailea
#3 Hotel in Wailea
Four Seasons Resort Maui at Wailea
We spent Valentine's Day week here in 2017. We hadn't previously stayed in Wailea; we'd stayed in Kapalua and Kaanapali when we brought our kids. Wailea is definitely more...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Wailea
All Washington to Kahului (WAS-OGG) fares found by travellers in the past 72 hours*
Mar
US$632 round trip
Apr
US$784 round trip
May
US$730 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.