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

5.0-star property
Wailea Beach Resort - Marriott, Maui
Wailea
9.2/10 Wonderful! (1,014 reviews)
Oct 1 - Oct 4
3 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop • Coach
Kahului (OGG) to Denver (DEN)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,116, price is now $1,451 per person
$1,451
per person
found 6 hours ago
So family friendly and centrally located. Loved all the kids activities they had!
Reviewed on Aug 27, 2026

5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,004 reviews)
Nov 6 - Nov 10
4 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
Southwest Airlines • Coach
Save 100% on your flight
Price was $3,233, price is now $1,922 per person
$1,922
per person
found 1 day ago

2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (933 reviews)
Nov 19 - Nov 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Price was $3,253, price is now $2,020 per person
$2,020
per person
found 1 day ago
We stay for only a few nights and it was ok. I wouldn't stay here for longer than a few nights. Property is run down overall speaking.
Reviewed on Aug 28, 2026

3.5-star property
Palms at Wailea Maui
Wailea
8.4/10 Very Good! (547 reviews)
Nov 6 - Nov 10
4 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
Southwest Airlines • Coach
Save 100% on your flight
Price was $2,104, price is now $1,501 per person
$1,501
per person
found 1 day ago
We had an amazing time. We were close to the shops and beaches. The kids loved the pool and we had a beautiful view of the ocean. We would definitely stay there again.
Reviewed on Aug 12, 2026

3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (387 reviews)
Nov 19 - Nov 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Coach
Kahului (OGG) to Denver (DEN)
Alaska Airlines • Coach
Price was $2,364, price is now $1,688 per person
$1,688
per person
found 1 day ago
Check in was smooth, Rooms were a lot smaller then when looking to book. Air conditioning did not see to work right. Room fan also did not work right, bed was not as comfortable
Reviewed on Aug 22, 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
$786 nightly
The price is $933 total per night
$933 total
Sep 10 - Sep 11
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 luggage storage, concierge services, and securing valuables. Other amenities at this luxury resort include a children's pool, a 24-hour gym, and 3 hot tubs.

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
0.99 mi from Wailea
$1,218 nightly
The price is $1,446 total per night
$1,446 total
Sep 16 - Sep 17
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 dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
0.09 mi from Wailea
$636 nightly
The price is $755 total per night
$755 total
Sep 10 - Sep 11
Total with taxes and fees
Guests of Wailea Beach Resort - Marriott, Maui have access to a full-service spa, 4 outdoor pools, and a children's pool. Parking is available for USD 47 per day (USD 61.00 per day for valet parking), and there's also an airport shuttle for a fee. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and tours or tickets. Other amenities at this beach resort include a gym, 2 hot tubs, and a sauna.
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

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

Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta
$150
per adult
90% of travellers recommend

Award-winning Dinner Cruise: Four Course Dining Experience
$170
per adult
90% of travellers recommend
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