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
The Gardens at West Maui
8.4/10 Very Good! (537 reviews)
May 19 - May 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $2,142, price is now $1,276 per person
$1,276
per person
found 1 day ago
The perfect location to be near Napili Bay and the Kapalua trail.
Reviewed on Jun 5, 2025
3.0-star property
Kahana Beach Vacation Club
8.6/10 Excellent! (808 reviews)
May 19 - May 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $3,091, price is now $1,621 per person
$1,621
per person
found 1 day 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! (503 reviews)
May 19 - May 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $2,639, price is now $1,493 per person
$1,493
per person
found 1 day ago
Great room great amenities
We had a wonderful time
Everyone was very charming
Thank you
We didn’t want to leave!
Reviewed on Jan 29, 2026
2.5-star property
Maui Beach Vacation Club
North Kihei
8.4/10 Very Good! (846 reviews)
May 19 - May 26
7 night stay
Denver (DEN) to Kahului (OGG)
United • Roundtrip • Coach
Save 100% on your flight
Price was $3,972, price is now $2,291 per person
$2,291
per person
found 1 day ago
Excellent place to stay. Kīhei is one of the best areas of Maui to stay. Low key and not overly crowded but still areas close by for more action.
Reviewed on Jan 3, 2026
3.5-star property
Hyatt Vacation Club at Ka'anapali Beach, Maui
9.2/10 Wonderful! (92 reviews)
May 19 - May 24
5 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
American Airlines • Coach
Save 100% on your flight
Price was $3,512, price is now $2,054 per person
$2,054
per person
found 4 hours ago
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
$716 nightly
The price is $850 total per night
$850 total
Apr 11 - Apr 12
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 securing valuables, 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
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$980 nightly
The price is $1,163 total per night
$1,163 total
Mar 19 - Mar 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 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 dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
0.99 mi from Wailea
$1,120 nightly
The price is $1,330 total per night
$1,330 total
Apr 17 - Apr 18
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 41.88 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, 3 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.
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