South Maui Vacation Rentals

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Make South Maui your next getaway—choose from 189 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 157 Condo rentals


View 2 Studios

South Maui vacation rentals for every getaway

Dog-friendly Hot tub Internet
Wailea Grand Champions 26
2 Bedroom | 2 Bath | Sleeps 6

Wailea Grand Champions 26 - Kihei, HI

From $199
Wailea Grand Champions 147 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 147 - Wailea, HI

From $172
Wailea Grand Champions 149 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

From $177
Wailea Grand Champions 187
1 Bedroom | 2 Bath | Sleeps 4

Wailea Grand Champions 187 - Kihei, HI

From $174
Kihei Akahi D109 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Kihei Akahi D109 - Kihei, HI

From $110

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Recent South Maui vacation rental reviews

Fabulous location in complex with unobstructed views from every room. Super well appointed with all essentials and much more!
Tom F. | Oct 2021
We love the location of this condo. The view of the ocean was nice and the walkability to dining, shopping, and the beaches makes it just perfect.
Kerri S. | Oct 2021
This unit is ideally situated, with beach only about 70 feet away and immediate access to beach via stairwell outside the door from 2nd floor. No need to wear a mask through the lobby. End unit means no foot traffic going by. Unit is well appointed with updated cabinetry and utensils. Plush linens. Nice having a restaurant and store on site. Reef to the right has wonderful snorkeling. Keawakapou beach is one of the best on Maui. I have never seen a better unit on Maui. Popular, so need to book in advance.
Steve C. | Oct 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