Wailea Vacation Packages

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Top Wailea vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
3.0-star property

Kahana Beach Vacation Club

8.4/10 Very Good! (714 reviews)

Oct 23 - Oct 28

5 night stay

Atlanta (ATL) to Kahului (OGG)

American Airlines • Non-stop roundtrip • Coach
Price was $1,460, price is now $983 per person
$983
per person
found 15 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.

Reviewed on Sep 7, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
8.8/10 Excellent! (1,008 reviews)

Nov 26 - Dec 1

5 night stay

Atlanta (ATL) to Kahului (OGG)

United • Roundtrip • Coach
Save 100% on your flight
Price was $3,924, price is now $2,492 per person
$2,492
per person
found 11 hours ago
Spent our honeymoon here, and it was everything we dreamed of and then some! Beautiful views, amazing staff, the ocean! We didn’t want to leave and can’t wait to go back! Thank you to everyone at the Grand Wailea for an amazing time! Mahalo! The Foster’s

Reviewed on Mar 6, 2025

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (509 reviews)

Dec 8 - Dec 16

8 night stay

Los Angeles (LAX) to Kahului (OGG)

Hawaiian Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,033, price is now $1,329 per person
$1,329
per person
found 1 day ago
Beautiful property. Quiet apartments with gorgeous views. Landscaping and pool are gorgeous. Close to everything.

Reviewed on Jul 22, 2024

OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,336 reviews)

Oct 30 - Nov 6

7 night stay

Atlanta (ATL) to Kahului (OGG)

Southwest Airlines • Coach

Kahului (OGG) to Atlanta (ATL)

Alaska Airlines • Coach
Save 100% on your flight
Price was $2,345, price is now $1,560 per person
$1,560
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

Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

8.8/10 Excellent! (1,005 reviews)

Nov 6 - Nov 9

3 night stay

Atlanta (ATL) to Kahului (OGG)

United • Non-stop • Coach

Kahului (OGG) to Atlanta (ATL)

Alaska Airlines • Non-stop • Coach
Price was $1,687, price is now $1,147 per person
$1,147
per person
found 16 hours ago
Excellent views. Very convenient to be right on the beach.

Reviewed on Mar 17, 2025

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
The price is $828 total per night
$828 total
per night
Oct 21 - Oct 22
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
The price is $1,296 total per night
$1,296 total
per night
Oct 1 - Oct 2
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
The price is $1,060 total per night
$1,060 total
per night
Oct 11 - Oct 12
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.