Wailea-Makena Vacation Packages

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Top Wailea-Makena vacation package deals

Price found within the past 48 hours. Click for updated prices.
Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (526 reviews)

Apr 25 - Apr 30

5 night stay

Los Angeles (LAX) to Kahului (OGG)

Delta • Coach

Kahului (OGG) to Los Angeles (LAX)

Alaska Airlines • Coach
Price was $2,032, price is now $1,378 per person
$1,378
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

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

Wailea
9.4/10 Exceptional! (1,001 reviews)

May 11 - May 18

7 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $5,507, price is now $3,506 per person
$3,506
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 Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
8.8/10 Excellent! (1,002 reviews)

May 11 - May 18

7 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Coach

Kahului (OGG) to Las Vegas (LAS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $6,653, price is now $4,485 per person
$4,485
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

Kihei Surfside - Maui Condo & Home
2.5-star property

Kihei Surfside - Maui Condo & Home

South Kihei
8.6/10 Excellent! (69 reviews)

Apr 13 - Apr 20

7 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,910, price is now $1,427 per person
$1,427
per person
found 19 hours ago
Beautiful, well kept, convenient location.

Reviewed on Jun 3, 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
$716 nightly
The price is $850 total per night
$850 total
Apr 11 - Apr 12
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 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.
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
$1,150 nightly
The price is $1,365 total per night
$1,365 total
Mar 16 - Mar 17
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 dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
0.51 mi from city center
$1,159 nightly
The price is $1,376 total per night
$1,376 total
Mar 12 - Mar 13
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 41.88 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.
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