South Maui Vacation Rentals

Compare 148 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

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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
Kamaole Beach Club C109
2 Bed | 2 Bath | Sleeps 6

Kamaole Beach Club C109 - Kihei, HI

$478 avg / night
4.68 (34)
Wailea Grand Champions 149
2 Bed | 2 Bath | Sleeps 4

Wailea Grand Champions 149 - Wailea, HI

$474 avg / night
4.44 (18)
Kihei Akahi C316
1 Bed | 1 Bath | Sleeps 4

Kihei Akahi C316 - Kihei, HI

$279 avg / night
4.04 (28)
Wailea Grand Champions 26
2 Bed | 2 Bath | Sleeps 6

Wailea Grand Champions 26 - Kihei, HI

$542 avg / night
4.78 (27)
Maui Kamaole I219
2 Bed | 2 Bath | Sleeps 6

Maui Kamaole I219 - Kihei, HI

$455 avg / night
4.34 (32)

View 143 more homes

Recent South Maui vacation rental reviews

This place was in such a great location, and the check-in and checkout were contactless and so simple. They had all sorts of amenities that we could use while visiting and the pool was nice as well. I loved being so close to the cafés and food trucks, as well as the little market for shopping. You can walk right to the beach from the apartment as well! The hosts were very thoughtful with the things that they provided. 10/10 recommend a stay here. 😁
Lisa H. | Apr 2025
for a family of 3-4 this is a terrific condo. loved the king size bed, and the kids were able to share the pull-out couch to sleep in. the room was furnished with just the right supplies, including beach chairs and umbrella. the location is top-notch and the building has a store inside that offers everything from hot and cold sandwiches, to beer and coffee, and most grocery style needs. all in all, you can't ask for much more
James S. | Mar 2025
This unit had all we needed for out family of two parents and 3 teens. Clean and comfortable and we greatly enjoyed the lanai. Beach items such as chairs were a huge bonus.
Heather H. | Mar 2025
South Maui Frequently Asked Questions

Yes. 148 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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