
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
South Kihei
8/10 Very Good! (374 reviews)
Aug 14 - Aug 19
5 night stay
Houston (HOU) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Price was $1,308, price is now $906 per person
$906
per person
found 1 day ago
Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance
Reviewed on Jun 29, 2026

2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (899 reviews)
Aug 8 - Aug 15
7 night stay
Houston (HOU) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Houston (HOU)
Southwest Airlines • Coach
Save 100% on your flight
Price was $2,588, price is now $1,651 per person
$1,651
per person
found 1 day ago
If you arrive late Mark the night security is very helpful. If you need a travel consultants concierge Cecilia is awesome
The whole staff is amazing. Thank you very much for everything not ready yet
Reviewed on Jul 5, 2026

3.5-star property
Palms at Wailea Maui
Wailea
8.4/10 Very Good! (543 reviews)
Sep 17 - Sep 22
5 night stay
Los Angeles (LAX) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $2,327, price is now $1,537 per person
$1,537
per person
found 1 day ago
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.
Reviewed on Jun 27, 2026

5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,002 reviews)
Sep 10 - Sep 14
4 night stay
Houston (HOU) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Houston (HOU)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $4,014, price is now $2,802 per person
$2,802
per person
found 1 day ago
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage.
Great high end vibe.
Reviewed on Jun 22, 2026

5.0-star property
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
8.8/10 Excellent! (1,006 reviews)
Sep 11 - Sep 17
6 night stay
Houston (HOU) to Kahului (OGG)
Southwest Airlines • Non-stop • Coach
Kahului (OGG) to Houston (HOU)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,535, price is now $2,473 per person
$2,473
per person
found 12 hours ago
The room was large and fairly clean. The hallway carpets are tired looking and stained. People keep garbage outside their doors. Breakfast options were limited…. Other very pricey buffet or a store (reasonable priced but long line ups). The pool is very crowded and very dirty. Hard to find a seat- often can find a chair by the beach but the view is a hedge not the ocean. Valet service is a nightmare- expect to wait 15-20 minutes for your car. The fitness area is great but they don’t let children under 11 use any equipment.
Reviewed on Jul 5, 2026
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
$865 nightly
The price is $1,027 total per night
$1,027 total
Jul 24 - Jul 25
Total with 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 80 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, 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
$1,089 nightly
The price is $1,293 total per night
$1,293 total
Aug 6 - Aug 7
Total with 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 61.78 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and dry cleaning/laundry. 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
$1,000 nightly
The price is $1,187 total per night
$1,187 total
Jul 10 - Jul 11
Total with 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 60.00 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 luggage storage. 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.
Things to do

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
$219
per adult
94% of travellers recommend

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
$104
per adult
96% of travellers recommend

South Maui: Snorkel to Coral Gardens or Molokini Crater
$100
per adult
88% of travellers recommend
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