Wailea Vacation Packages

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Top Wailea vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
3.0-star property

The Gardens at West Maui

8.4/10 Very Good! (499 reviews)

Dec 7 - Dec 11

4 night stay

Las Vegas (LAS) to Kahului (OGG)

Hawaiian Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,128, price is now $619 per person
$619
per person
found 1 day ago
The perfect location to be near Napili Bay and the Kapalua trail.

Reviewed on Jun 5, 2025

Sands of Kahana
3.0-star property

Sands of Kahana

8.2/10 Very Good! (446 reviews)

Dec 7 - Dec 11

4 night stay

Las Vegas (LAS) to Kahului (OGG)

Hawaiian Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,187, price is now $663 per person
$663
per person
found 1 day ago
Sands of Kahana met all of the requirements or me.

Reviewed on Sep 26, 2024

Kahana Beach Vacation Club
3.0-star property

Kahana Beach Vacation Club

8.4/10 Very Good! (710 reviews)

Dec 7 - Dec 11

4 night stay

Las Vegas (LAS) to Kahului (OGG)

Hawaiian Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,117, price is now $627 per person
$627
per person
found 1 day ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.

Reviewed on Sep 7, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui
3.5-star property

Hyatt Vacation Club at Ka'anapali Beach, Maui

9.4/10 Exceptional! (57 reviews)

Dec 7 - Dec 11

4 night stay

Las Vegas (LAS) to Kahului (OGG)

Hawaiian Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Alaska Airlines • Coach
Save 100% on your flight
Price was $2,973, price is now $1,725 per person
$1,725
per person
found 1 day ago
OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,336 reviews)

Dec 7 - Dec 11

4 night stay

Las Vegas (LAS) to Kahului (OGG)

Hawaiian Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,377, price is now $854 per person
$854
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

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
0.23 mi from Wailea
$729 nightly
The price is $860 total per night
$860 total
Oct 12 - Oct 13
Total with taxes and fees
Guests of Andaz Maui at Wailea Resort - a concept by Hyatt have access to a full-service spa, 5 outdoor pools, and a 24-hour gym. Valet parking is available for USD 61.46 per day, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
0.45 mi from Wailea
$702 nightly
The price is $828 total per night
$828 total
Oct 21 - Oct 22
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 65.00 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 beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
0.99 mi from Wailea
$1,099 nightly
The price is $1,296 total per night
$1,296 total
Oct 1 - Oct 2
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 41.67 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.
Pool
Hot Tub
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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.