
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.

3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (399 reviews)
Jan 9 - Jan 16
7 night stay
Boston (BOS) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,205, price is now $1,502 per person
$1,502
per person
found 1 day ago
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches
Reviewed on Oct 12, 2026

3.5-star property
Mana Kai Maui- Official Onsite Rental
South Kihei
9/10 Wonderful! (1,003 reviews)
Dec 13 - Dec 19
6 night stay
Boston (BOS) to Kahului (OGG)
Delta • Non-stop roundtrip • Coach
Price was $2,833, price is now $1,856 per person
$1,856
per person
found 1 day ago
In description they say restaurant, but it only builds, theirs website says on properties can rent car , but it not true difficult to get beach towels,
Reviewed on Oct 25, 2026

5.0-star property
Hotel Wailea Maui
Wailea
9.4/10 Exceptional! (1,002 reviews)
Jan 5 - Jan 10
5 night stay
Boston (BOS) to Kahului (OGG)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,981, price is now $2,611 per person
$2,611
per person
found 1 day ago
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on Oct 19, 2026

3.5-star property
Lahaina Shores Beach Resort By Castle
9.4/10 Exceptional! (21 reviews)
Jan 5 - Jan 12
7 night stay
Boston (BOS) to Kahului (OGG)
American Airlines • Non-stop • Coach
Kahului (OGG) to Boston (BOS)
Alaska Airlines • Non-stop • Coach
Price was $2,336, price is now $1,659 per person
$1,659
per person
found 1 day ago

2.5-star property
Grand Champions
Wailea
9/10 Wonderful! (8 reviews)
Jan 16 - Jan 22
6 night stay
Los Angeles (LAX) to Kahului (OGG)
Delta • Coach
Kahului (OGG) to Los Angeles (LAX)
American Airlines • Coach
Save 100% on your flight
Price was $2,991, price is now $2,165 per person
$2,165
per person
found 1 day ago
Nothing
Reviewed on Sep 30, 2026
Top rated hotels for your Wailea-Makena vacation package

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
1.03 mi from city center
$742 nightly
The price is $881 total per night
$881 total
Nov 20 - Nov 21
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 80 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this luxury resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
0.51 mi from city center
$1,078 nightly
The price is $1,280 total per night
$1,280 total
Oct 26 - Oct 27
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 luggage storage, tours or tickets, and securing valuables. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.74 mi from city center
$1,080 nightly
The price is $1,282 total per night
$1,282 total
Nov 15 - Nov 16
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 luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
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.
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