South Maui Vacation Packages

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Top South Maui 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! (937 reviews)

Oct 23 - Oct 29

6 night stay

Dallas (DFW) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Price was $1,350, price is now $946 per person
$946
per person
found 1 day ago
Frustrated that I paid for an OCEAN VIEW ROOM (paid more for this room!!) but was not given that and was told that “that is only as available”. This should not be marketed this way. If you pay more for a specific amenity you should get what you pay for. I would NOT have stayed here if I knew I wouldn’t get an ocean view room. The place was nice in the end but the this was frustrating.

Reviewed on Sep 20, 2026

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

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,000 reviews)

Oct 23 - Oct 29

6 night stay

Dallas (DFW) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $7,161, price is now $4,419 per person
$4,419
per person
found 1 day ago

Maui Banyan Vacation Club
3.0-star property

Maui Banyan Vacation Club

South Kihei
8/10 Very Good! (388 reviews)

Dec 9 - Dec 15

6 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Dallas (DFW)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,644, price is now $1,042 per person
$1,042
per person
found 1 day ago

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

Wailea
9.6/10 Exceptional! (1,003 reviews)

Oct 23 - Oct 29

6 night stay

Dallas (DFW) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,571, price is now $2,916 per person
$2,916
per person
found 1 day ago

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (547 reviews)

Dec 10 - Dec 17

7 night stay

Portland (PDX) to Kahului (OGG)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,627, price is now $1,870 per person
$1,870
per person
found 1 day ago
Great stay!

Reviewed on Sep 19, 2026

Top rated hotels for your South Maui vacation package

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
$268 nightly
The price is $318 total per night
$318 total
Sep 27 - Sep 28
Total with taxes and fees
At Maui Coast Hotel, guests enjoy 2 outdoor pools, a children's pool, and a 24-hour gym. Parking is available for USD 20.94 per night (USD 26.18 per night for valet parking), and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include 3 hot tubs, free WiFi in public areas, and free use of bicycles.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
0.92 mi from city center
$860 nightly
The price is $1,021 total per night
$1,021 total
Oct 9 - Oct 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 80 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and dry cleaning/laundry. Other amenities at this luxury resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
1.24 mi from city center
$1,030 nightly
The price is $1,223 total per night
$1,223 total
Sep 25 - Sep 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 dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this luxury resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
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