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 15 - Dec 20

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Southwest Airlines • Non-stop • Coach

Kahului (OGG) to Los Angeles (LAX)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,151, price is now $633 per person
$633
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 15 - Dec 20

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Southwest Airlines • Non-stop • Coach

Kahului (OGG) to Los Angeles (LAX)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,621, price is now $851 per person
$851
per person
found 1 day ago
Sands of Kahana met all of the requirements or me.

Reviewed on Sep 26, 2024

Royal Lahaina Resort & Bungalows
4.0-star property

Royal Lahaina Resort & Bungalows

8.4/10 Very Good! (1,448 reviews)

Dec 15 - Dec 20

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Southwest Airlines • Non-stop • Coach

Kahului (OGG) to Los Angeles (LAX)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,465, price is now $862 per person
$862
per person
found 1 day ago
Good view. Average service. Housekeeping is every other day. Restricted checking in and out policy.

Reviewed on Jul 30, 2025

Maui Banyan Vacation Club
3.0-star property

Maui Banyan Vacation Club

8/10 Very Good! (346 reviews)

Dec 7 - Dec 12

5 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 $1,232, price is now $740 per person
$740
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

The Whaler Resort Kaanapali Beach
4.0-star property

The Whaler Resort Kaanapali Beach

9.6/10 Exceptional! (237 reviews)

Dec 15 - Dec 20

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Southwest Airlines • Non-stop • Coach

Kahului (OGG) to Los Angeles (LAX)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,739, price is now $1,066 per person
$1,066
per person
found 1 day ago

Top rated hotels for your Wailea vacation package

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
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
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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.