Wailea Vacation Packages

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Top Wailea vacation package deals

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

Maui Beach Vacation Club

North Kihei
8.4/10 Very Good! (861 reviews)

Jul 22 - Jul 29

7 night stay

Nashville (BNA) to Kahului (OGG)

Delta • Non-stop • Coach

Kahului (OGG) to Nashville (BNA)

American Airlines • Non-stop • Coach
Price was $1,673, price is now $1,146 per person
$1,146
per person
found 1 day ago
Excellent place to stay. Kīhei is one of the best areas of Maui to stay. Low key and not overly crowded but still areas close by for more action.

Reviewed on Jan 3, 2026

Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

South Kihei
9/10 Wonderful! (1,001 reviews)

Jul 22 - Jul 29

7 night stay

Nashville (BNA) to Kahului (OGG)

Delta • Non-stop • Coach

Kahului (OGG) to Nashville (BNA)

American Airlines • Non-stop • Coach
Price was $3,421, price is now $2,225 per person
$2,225
per person
found 1 day ago
Excellent experience with this resort! Astonishing views with sunset! Fantastic snorkeling condition with tons of fish!

Reviewed on Jan 1, 2026

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

Hotel Wailea, Relais & Chateaux - Adults Only

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

Jul 20 - Jul 25

5 night stay

Nashville (BNA) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,656, price is now $2,400 per person
$2,400
per person
found 21 hours 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
9.4/10 Exceptional! (1,005 reviews)

Jul 22 - Jul 29

7 night stay

Nashville (BNA) to Kahului (OGG)

Delta • Non-stop • Coach

Kahului (OGG) to Nashville (BNA)

American Airlines • Non-stop • Coach
Price was $6,022, price is now $4,089 per person
$4,089
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

Maui Banyan Vacation Club
3.0-star property

Maui Banyan Vacation Club

South Kihei
8/10 Very Good! (367 reviews)

Jul 22 - Jul 29

7 night stay

Nashville (BNA) to Kahului (OGG)

Delta • Non-stop • Coach

Kahului (OGG) to Nashville (BNA)

American Airlines • Non-stop • Coach
Price was $1,701, price is now $1,156 per person
$1,156
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

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
$855 nightly
The price is $1,015 total per night
$1,015 total
May 9 - May 10
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 concierge services, luggage storage, and securing valuables. 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
0.99 mi from Wailea
$1,149 nightly
The price is $1,364 total per night
$1,364 total
May 2 - May 3
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.
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$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.
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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.

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