
Wailea Vacation Packages
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Top Wailea vacation package deals
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Maui Banyan Vacation Club
8/10 Very Good! (341 reviews)
Aug 30 - Sep 2
3 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Property was exceptionally clean and welcoming. People at the poolside were nice. Pool was never crowded. The room I had was managed by Soliel and was impeccably clean, including the exhaust fan cover in the bathroom. I have never seen that anywhere before in all my travels. The property was beautiful and having free parking was a great amenity.
Reviewed on Feb 12, 2023

5.0-star property
Fairmont Kea Lani Maui
Wailea
9.4/10 Exceptional! (1,000 reviews)
Sep 26 - Sep 30
4 night stay
Dallas (DAL) to Kahului (OGG)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Easily some of the best service at any resort we’ve ever stayed. Start to finish everyone was fantastic. Front desk. Valet. Pool. Restaurants. Everyone went above and beyond. Will definitely return.
Reviewed on May 29, 2024

3.5-star property
Maui Sunset
8.8/10 Excellent! (440 reviews)
Sep 20 - Sep 27
7 night stay
Dallas (DFW) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Maui Sunset was a dream. It comes with you would have in your kitchen at home, so you have the choice to eat out or buy groceries and cook yourself. I had a room with a partial view of the ocean and it was beautiful. The property and the pool is cleaned every day. You can sit out on a balcony and enjoy the sweet Hawaiian breeze or walk on the beach. They also have a herb garden, where if you wanted to go out and cut fresh herbs for your dinner you can do so.
Reviewed on Jun 16, 2024

5.0-star property
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
8.8/10 Excellent! (1,001 reviews)
Sep 15 - Sep 20
5 night stay
Dallas (DFW) to Kahului (OGG)
Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Spent our honeymoon here, and it was everything we dreamed of and then some! Beautiful views, amazing staff, the ocean! We didn’t want to leave and can’t wait to go back! Thank you to everyone at the Grand Wailea for an amazing time! Mahalo! The Foster’s
Reviewed on Mar 6, 2025
Top rated hotels for your Wailea vacation package

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
0.45 mi from Wailea
$946 nightly
The price is $1,115 total per night
$1,115 total
Aug 1 - Aug 2
Total includes taxes and fees
Guests of Grand Wailea Maui, A Waldorf Astoria Resort have access to a full-service spa, 9 outdoor pools, and a lazy river. Valet parking is offered for USD 65.00 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
0.99 mi from Wailea
$814 nightly
The price is $960 total per night
$960 total
Aug 11 - Aug 12
Total includes taxes and fees
Guests of Fairmont Kea Lani Maui have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 41.67 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and tours or tickets. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
0.77 mi from Wailea
$745 nightly
The price is $879 total per night
$879 total
Jul 14 - Jul 15
Total includes taxes and fees
Guests of Four Seasons Resort Maui at Wailea have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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