South Maui Vacations from $1,329

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Your South Maui Vacation

Choose one of our vacation packages to South Maui and go wherever the adventurer in you desires. Views and surfing are just the start of the things to look forward to in this wonderful destination. Want to know where to stay during your trip to South Maui? Makena is a top city you won't want to miss. When you're ready to stop daydreaming and start doing, Expedia will help turn your South Maui vacation into a reality.

The Latest South Maui vacation packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Mana Kai Maui- Official Onsite Rental
Sands of Kahana
Palms at Wailea Maui
Napili Kai Beach Resort
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Where to stay in South Maui

Find the best South Maui areas and neighborhoods for the activities you enjoy most. Learn more about South Maui

Discover the most popular places to visit in South Maui

South Maui Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$747 nightly
The price is $886 total per night from Apr 21 to Apr 22
$886 total
Apr 21 - Apr 22
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
The pools and beach w

Reviewed on Mar 31, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$765 nightly
The price is $908 total per night from Apr 30 to May 1
$908 total
Apr 30 - May 1
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...

Reviewed on Mar 28, 2026

Four Seasons Resort Maui at Wailea
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $355 total per night from Apr 29 to Apr 30
$355 total
Apr 29 - Apr 30
Total with taxes and fees
9.6/10 Exceptional! (2,566 reviews)
No complaints abo

Reviewed on Apr 2, 2026

Maui Coast Hotel
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.

Find the Best South Maui Vacation Packages

South Maui Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.