
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
Kahana Beach Vacation Club
8.4/10 Very Good! (744 reviews)
Feb 24 - Mar 2
6 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Price was $1,981, price is now $820 per person
$820
per person
found 3 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.
Reviewed on Sep 7, 2025

3.0-star property
Sands of Kahana
8.2/10 Very Good! (453 reviews)
Jan 21 - Jan 26
5 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Price was $3,467, price is now $1,692 per person
$1,692
per person
found 1 day ago
Sands of Kahana met all of the requirements or me.
Reviewed on Sep 26, 2024

3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (351 reviews)
Feb 19 - Feb 24
5 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,718, price is now $872 per person
$872
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

4.5-star property
Honua Kai Konea Resort by KBM
9.6/10 Exceptional! (66 reviews)
Jan 21 - Jan 26
5 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,219, price is now $1,278 per person
$1,278
per person
found 1 day ago
Would definitely stay here again or recommend to friends and family!
Reviewed on Jul 29, 2025

3.5-star property
OUTRIGGER Kaanapali Beach Resort
9/10 Wonderful! (1,465 reviews)
Jan 21 - Jan 26
5 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,860, price is now $1,087 per person
$1,087
per person
found 1 day ago
The Outrigger was an amazing place to stay. We walked out the door and to the beach about 100 yards away. We went snorkeling right off the beach and saw turtles, and so many beautiful fish and coral. The people who ran the Outrigger had many complimentary, fun things to do at the hotel every day, like weaving baskets, hula dancing lessons, and learning to play different instruments.
All of the people working there were very friendly and helpful. If we have the chance to go back to Maui, we would definitely stay there again.
Reviewed on Jun 16, 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
$740 nightly
The price is $878 total per night
$878 total
Jan 6 - Jan 7, 2026
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 75.00 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, 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

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$755 nightly
The price is $891 total per night
$891 total
Dec 19 - Dec 20
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 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 concierge services, securing valuables, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
0.09 mi from Wailea
$694 nightly
The price is $823 total per night
$823 total
Jan 9 - Jan 10, 2026
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 45 per day (USD 59.00 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 concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this beach resort include a gym, 2 hot tubs, and a sauna.
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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