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! (364 reviews)
Apr 17 - Apr 20
3 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop • Coach
Kahului (OGG) to Denver (DEN)
Southwest Airlines • Non-stop • Coach
Price was $1,312, price is now $980 per person
$980
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
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
Palms at Wailea Maui
Wailea
8.4/10 Very Good! (526 reviews)
May 5 - May 12
7 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 $2,863, price is now $1,905 per person
$1,905
per person
found 21 hours ago
Beautiful property. Quiet apartments with gorgeous views. Landscaping and pool are gorgeous. Close to everything.
Reviewed on Jul 22, 2024
5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,001 reviews)
May 7 - May 13
6 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
American Airlines • Coach
Price was $5,043, price is now $3,695 per person
$3,695
per person
found 1 day ago
Very serene, not crowded and no children. Perfect for an intimate getaway.
Reviewed on Mar 22, 2025
2.5-star property
Kihei Bay Vista - Maui Condo & Home
North Kihei
8.4/10 Very Good! (84 reviews)
May 5 - May 12
7 night stay
Denver (DEN) to Kahului (OGG)
Alaska Airlines • Non-stop • Coach
Kahului (OGG) to Denver (DEN)
Southwest Airlines • Non-stop • Coach
Price was $1,475, price is now $1,160 per person
$1,160
per person
found 19 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
The price is $850 total per night
$850 total
per night
Apr 11 - Apr 12
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
The price is $1,163 total per night
$1,163 total
per night
Mar 19 - Mar 20
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
The price is $1,330 total per night
$1,330 total
per night
Apr 17 - Apr 18
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.
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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