South Maui Vacation Rentals

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Make South Maui your next getaway—choose from 192 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, and more


Condo rentals

View 161 Condo rentals


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South Maui vacation rentals for every getaway

Dog-friendly Hot tub Internet
Island Surf 601A 3D Tour
0 Bed | 1 Bath | Sleeps 2

Island Surf 601A - Kihei, HI

From $104
Mana Kai Maui Resort 701C 3D Tour
2 Bed | 2 Bath | Sleeps 6

Mana Kai Maui Resort 701C - Kihei, HI

From $610
 Maui Banyan Q408A 3D Tour
0 Bed | 1 Bath | Sleeps 2

Maui Banyan Q408A - Kihei, HI

From $96
Maui Kamaole B115 3D Tour
1 Bed | 2 Bath | Sleeps 4

Maui Kamaole B115 - Kihei, HI

From $164
Kihei Akahi D613 3D Tour
1 Bed | 1 Bath | Sleeps 4

Kihei Akahi D613 - Kihei, HI

From $168

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Recent South Maui vacation rental reviews

EZ check in
Olivia B. | Aug 2021
The views from the patio were spectacular. If you walk up the golf cart path to the top of the hill there’s no better place to view the magnificent sunsets. The location was very convenient. The condo was clean and very comfortable, well priced and had everything we needed. We recommend this location and would definitely return.
Wendy P. | Aug 2021
The house was neat and clean - we loved every minute of our stay there. It was a bliss to wake up to the beautiful view.
Priyadarshini K. | Jul 2021

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