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.

Wailea Holiday Packages

Maui coast
Wailea Holiday Packages
Want to book a vacation to Wailea? Whether you are off for a romantic vacation, family trip, or an all-inclusive holiday, Wailea vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Wailea on TripAdvisor by comparing Wailea hotel and flight prices. Travelers like you have written 24,298 reviews and posted 3,669 candid photos for Wailea hotels. Book your Wailea vacation today!
Or build your own Wailea holiday package
Hotel Wailea
#1 Hotel in Wailea
Hotel Wailea
the old Diamond resort, up the hill a bit, has been transformed into an amazing hotel-- the structures/architecture are stunning, each of the rooms are really a nicely sized...
1. Find your perfect hotel
2. Find the right flight
Four Seasons
#2 Hotel in Wailea
Four Seasons
This was our first stay at a Four Seasons, so we weren't really sure what to expect. The little things really make a difference! When we arrived, leis were given to us. We had...
1. Find your perfect hotel
2. Find the right flight
Fairmont Kea Lani, Maui
#3 Hotel in Wailea
Fairmont Kea Lani, Maui
“Nice Getaway” 24/09/2017
We really liked the location. The Fairmont has the largest rooms for the money and the service is over the top. All the worker I. The resort are experts on what they can do to...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Wailea
Oct
find price return
Nov
find price return
Dec
find price 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.