South Maui Vacation Rentals

Compare 146 vacation rentals.
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USA > Hawaii > South Maui

Make South Maui your next getaway

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

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Condo rentals

View 119 Condo rentals
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Studios

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Cottages

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Explore more vacation rental amenities in South Maui

Pool | Electric vehicle charger | Ocean view | Oceanfront | Water view | Waterfront | A/C | Elevator | Washer/dryer | Balcony

South Maui vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Hale Kai O Kihei 216
2 Bed | 2 Bath | Sleeps 4

Hale Kai O Kihei 216 - Kihei, HI

$375 avg / night
(excludes fees and taxes)
4.96 (47)
Hale Li'ili'i at Keawakapu #201
0 Bed | 1 Bath | Sleeps 2

Hale Li'ili'i at Keawakapu #201 - Kihei, HI

$223 avg / night
(excludes fees and taxes)
4.89 (18)
Wailea Grand Champions 149
2 Bed | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$420 avg / night
(excludes fees and taxes)
4.42 (19)
Mana Kai Maui Resort 211a
1 Bed | 1 Bath | Sleeps 4

Mana Kai Maui Resort 211a - Kihei, HI

$422 avg / night
(excludes fees and taxes)
4.23 (44)
Mana Kai Maui Resort 211b
0 Bed | 1 Bath | Sleeps 2

Mana Kai Maui Resort 211b - Kihei, HI

$283 avg / night
(excludes fees and taxes)
3.44 (18)

View 141 more homes

Recent South Maui vacation rental reviews

Our group of three adults and three kids stayed at this property for a week and were amazed by how great it was. The location was perfect, so close to the beach and so many fun paces to eat near by. The condo was fully stoked and very clean. And the view was amazing!
Boris S. | May 2025
The Lai lines.
Peter P. | May 2025
This condo is situated very close to the beach. That’s what makes it special.
Sara K. | May 2025
South Maui Frequently Asked Questions

Yes. 146 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

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