Wailea-Makena Vacation Packages

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Top Wailea-Makena vacation package deals

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Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (539 reviews)

Jul 19 - Jul 24

5 night stay

Dallas (DFW) to Kahului (OGG)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $2,574, price is now $1,906 per person
$1,906
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

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,003 reviews)

Jul 3 - Jul 10

7 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Dallas (DFW)

Alaska Airlines • Coach
Price was $6,541, price is now $4,370 per person
$4,370
per person
found 1 day ago
Very serene, not crowded and no children. Perfect for an intimate getaway.

Reviewed on Mar 22, 2025

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

Wailea
9.6/10 Exceptional! (1,001 reviews)

Jul 23 - Jul 28

5 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $4,714, price is now $3,273 per person
$3,273
per person
found 1 day ago
Overall for the price point, I expected a higher quality of service. The staff were not attentive or acted like they cared. It was just this overall unprofessional attitude and anytime we would ask for help they would

Reviewed on Dec 25, 2025

Grand Champions
2.5-star property

Grand Champions

Wailea
9.2/10 Wonderful! (5 reviews)

Jul 20 - Jul 26

6 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Non-stop • Coach

Kahului (OGG) to Dallas (DFW)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,557, price is now $2,520 per person
$2,520
per person
found 20 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
8.8/10 Excellent! (1,004 reviews)

Jul 23 - Jul 28

5 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,960, price is now $2,894 per person
$2,894
per person
found 1 day 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

Top rated hotels for your Wailea-Makena 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
1.03 mi from city center
$1,095 nightly
The price is $1,299 total per night
$1,299 total
May 26 - May 27
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 luggage storage, securing valuables, and tours or tickets. Other amenities at this beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
0.51 mi from city center
$1,149 nightly
The price is $1,364 total per night
$1,364 total
Jun 1 - Jun 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 61.78 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
0.74 mi from city center
$845 nightly
The price is $1,003 total per night
$1,003 total
May 25 - May 26
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 tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
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