South Maui Vacation Rentals

Compare 206 vacation rentals. Enter your trip dates to get started.
USA > Hawaii > South Maui

Make South Maui your next getaway—choose from 206 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 176 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 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 87 - Wailea, HI

From $355
The Palms at Wailea 702 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

The Palms at Wailea 702 - Wailea, HI

From $265
Wailea Ekolu Village 203 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Wailea Ekolu Village 203 - Wailea, HI

From $230
Wailea Ekolu Village 410 3D Tour
2 Bedroom | 2.5 Bath | Sleeps 4

Wailea Ekolu Village 410 - Wailea, HI

From $364
Wailea Grand Champions 147 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 147 - Wailea, HI

From $204

View 201 more homes

Recent South Maui vacation rental reviews

We loved the stay and it was very clean and quiet. Our only gripes are very minor. We were not made aware that there is no smoking on the deck. We found out our first night. Security had to remind us, but they were very nice about it and we didn't have a problem going to the smoking area as it was very close. All of the dishes and utensils you could want minus one very small one. A bottle opener. Everything else was perfect. I would highly recommend.
James C. | May 2022
I loved that the condo has two lovely private, patios for relaxing and eating meals. The unit provides the much needed beach backpack chairs, beach towels, umbrella, snorkels, cooler and boogy board. It also has all the hair essentials, blow dryer, flat iron and curling iron! Great place with lovely grounds and pools.
Trudy H. | May 2022
Very nice location!
Kassidy K. | May 2022

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