South Maui Vacation Rentals

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Make South Maui your next getaway—choose from 204 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


Condo rentals

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South Maui vacation rentals for every getaway

Dog-friendly Hot tub Internet
Kamaole Sands 7-107 3D Tour
1 Bed | 2 Bath | Sleeps 4

Kamaole Sands 7-107 - Kihei, HI

From $208
Hale Kamaole 230 3D Tour
1 Bed | 1 Bath | Sleeps 4

Hale Kamaole 230 - Kihei, HI

From $177
Maui Kamaole C210 3D Tour
2 Bed | 2 Bath | Sleeps 4

Maui Kamaole C210 - Kihei, HI

From $326
Hale Kai O Kihei 312 3D Tour
1 Bed | 1 Bath | Sleeps 2

Hale Kai O Kihei 312 - Kihei, HI

From $208
Maui Kamaole D106 3D Tour
1 Bed | 2 Bath | Sleeps 4

Maui Kamaole D106 - Kihei, HI

From $247

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Recent South Maui vacation rental reviews

This would be a great unit for a family with kids. It’s close to the pool, grills, and kids can be downstairs and parents upstairs or vice versa. Tons of beach supplies, and the house was well stocked with tissues, etc. the mattresses/pillows could use updating but overall we loved our stay.
Nicole B. | May 2022
We booked a last minute trip to Maui and MK C108 was 1 of 2 condo's on Maui in our budget. We took a chance on it and were definitely impressed! We LOVED the upper pool and the close proximity to the lower pool. We were impressed with the bed, how well stocked the bathrooms were and the overall cleanliness. We enjoyed sunsets at Kamole III! If I had to give any suggestions I would suggest adding in beach chairs (the two that were there were in ok shape), add in a small cooler and a lounger (as pictures show). I would definitely suggest this property to others who love pools + have a car to adventure outside of the complex.
Laicina C. | May 2022
It was my second time vacationing in this condo. I love everything about it: clean, spacious, very well stocked. The location is great, right across the street from a park and a beach. Great pool, never too crowded. Will come back again, thank you!
Mariam (O/G) G. | 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