South Maui Vacation Rentals

Compare 133 vacation rentals.
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Make South Maui your next getaway

South Maui is where endless sunshine, golden beaches, and relaxed island living come together. Whether you're enjoying a shoreline stroll in Kihei, snorkeling in clear waters at Maluaka Beach, or exploring upscale dining and golf in Wailea, there's something for every traveler on this side of the island. With a wide choice of vacation rentals—from resort-style stays to walkable condos—South Maui makes it easy to settle into vacation mode.

Explore South Maui condo rentals, studios, cottages, and more

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Condo rentals

View 109 Condo rentals
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Studios

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Cottages

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South Maui vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Kihei Park Shores 13
2 Bed | 2 Bath | Sleeps 6

Kihei Park Shores 13 - Kihei, HI

$292 avg / night
(excludes fees and taxes)
4.05 (21)
Kihei Akahi D401
0 Bed | 1 Bath | Sleeps 2

Kihei Akahi D401 - Kihei, HI

$202 avg / night
(excludes fees and taxes)
4.29 (21)
Island Surf 601B
1 Bed | 1 Bath | Sleeps 4

Island Surf 601B - Kihei, HI

$270 avg / night
(excludes fees and taxes)
4.7 (23)
Mana Kai Maui Resort 709a
1 Bed | 1 Bath | Sleeps 4

Mana Kai Maui Resort 709a - Kihei, HI

$420 avg / night
(excludes fees and taxes)
4.5 (38)
Mana Kai Maui Resort 211b
0 Bed | 1 Bath | Sleeps 2

Mana Kai Maui Resort 211b - Kihei, HI

$252 avg / night
(excludes fees and taxes)
3.38 (21)

View 128 more homes

Recent South Maui vacation rental reviews

The view was incredible. Great room. Spacious king rooms. Small kitchen but it worked for us. We made bacon and eggs every morning. Washer Dryer was nice to have available. Pool was amazing! Right on the beach.
Joel R. | Dec 2025
The pounding ocean view is so beautiful from the 7th floor and the lawn and beach is so relaxing it is hard to leave the property!
Gary M. | Dec 2025
This condo is very nice with a great view. The upstairs neighbors feel like elephants but the condo is nice. It comes with a complimentary outdoor cutest feline. Location is great within walking distance of restaurants and stores. Wailea is an awesome area and this condo is smack in the middle. PS it’s next to wailea blue golf course. Condo great but property management company is awful. Be prepared to be frustrated.
JOLANDA, W. | Dec 2025
South Maui Frequently Asked Questions

Yes. 133 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

Why vacation in South Maui?

Known for its consistently sunny weather and family-friendly shoreline, South Maui is a favorite for beachgoers, couples, and outdoor enthusiasts alike. You'll find a perfect blend of casual charm and luxury comforts, plus easy access to many of Maui’s best attractions and scenic drives.

Things to do in South Maui

Where to stay in South Maui

South Maui offers a diverse mix of vacation homes, condos, and resort-style stays, giving you flexibility across every budget and travel style. Choose from:

Whether you're planning a quick beach escape, a romantic retreat, or an extended island stay, South Maui has a place for you to call home.

Plan your perfect beach escape

With a relaxing rhythm, family-friendly beaches, and endless blue skies, South Maui is the kind of destination that keeps travelers coming back. Book your vacation rental and experience the sunniest side of the island—with adventure, comfort, and aloha all around.