South Maui Vacation Rentals

Compare 209 vacation rentals. Enter your trip dates to get started.
USA > Hawaii > South Maui

Make South Maui your next getaway—choose from 209 great vacation rentals

The Aloha Spirit is alive and well in South Maui, a picture-perfect paradise of golden sand beaches, wide-stretching coastline, and lush, tropical headlands. From the otherworldly landscape of Haleakala’s red sand crater to the sloping shores of Makena Beach, South Maui’s majesty is a must-see—and you’ll be front and center to the area’s abundant beauty when you book one of our South Maui vacation rentals.

Explore South Maui condo rentals, studios, cottages, and more

housing_type_condo.jpg

Condo rentals

View 179 Condo rentals
housing_type_studio.jpg

Studios

View 2 Studios
housing_type_cottage.jpg

Cottages

View 1 Cottages

South Maui vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Wailea Grand Champions 87
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 87 - Wailea, HI

$517 avg / night
Mana Kai Maui Resort 212
2 Bedroom | 2 Bath | Sleeps 6

Mana Kai Maui Resort 212 - Kihei, HI

$636 avg / night
Maui Kamaole  A208
2 Bedroom | 2 Bath | Sleeps 4

Maui Kamaole A208 - Kihei, HI

$416 avg / night
Kihei Akahi C504
1 Bedroom | 1 Bath | Sleeps 3

Kihei Akahi C504 - Kihei, HI

$213 avg / night
Maui Kamaole C102
1 Bedroom | 2 Bath | Sleeps 4

Maui Kamaole C102 - Kihei, HI

$292 avg / night

View 204 more homes

Recent South Maui vacation rental reviews

The location worked well for us. First floor was convenient. Walking distance to ocean beach if you're reasonably fit. (Return walk is uphill.) The staff at the condo offices were all friendly and helpful.
Barbara C. | Aug 2022
Everything was clean and well maintained. The unit was also well equipped. Beach chairs and towels, boogie board, coolers, etc. Also very convenient location
REGGIE P. | Aug 2022
The unit was very clean. And the living room was quite spacious. Very satisfied
ARINDAM M. | Aug 2022
South Maui Frequently Asked Questions

Yes. 209 of our South Maui vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our South Maui vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local South Maui team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for South Maui, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Where is South Maui?

Bound by the popular tourist haven of Kihei on the northwest side, South Maui extends over 50 miles southeast to the pasturelands of Kaupo at the base of Haleakala National Park. The area is accessed via Highway 37, which cuts through the middle of the island then turns into Piilani Highway in the south.

Things to Do in South Maui

Whether you're coming to the island to sunbathe, shop, or wind around stunning volcanic coastline on a scenic drive, you’ll find it all just minutes from our South Maui vacation rentals.

Start your trip with a bike tour of the oceanfront promenade in Kihei, then head about nine miles south to pick up a Hawaiian souvenir at the open-air Shops at Wailea. Just a short drive south, you could spend a day on Makena Beach - voted one of Maui’s top beaches—where your options include riding powerful waves on a surfboard, building sandcastles with your kids, or catching a stunning sunset over the Pacific Ocean.

Continue the ocean-themed fun with some snorkeling around the colorful reef just offshore at La Perouse Bay, three miles south of Makena Beach, where you’re sure to glimpse a huge variety of sea life. If you’re in the mood to explore on land, head inland for an unforgettable hike in the Haleakala crater 57 miles northeast – and don’t forget that camera to snap incredible pictures above the clouds from the Haleakala Observatory.

With world-class beaches and outdoor activities for all ages, this tropical island is a first-rate destination for family fun. Take the first step toward an amazing Hawaiian vacation—reserve your stay at one of our South Maui vacation rentals today!

Discover South Maui


5 Tips for an Amazing Haleakala Sunrise Excursion