South Maui Vacation Rentals

Compare 135 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 110 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
Mana Kai Maui Resort 211b
0 Bed | 1 Bath | Sleeps 2

Mana Kai Maui Resort 211b - Kihei, HI

$247 avg / night
(excludes fees and taxes)
3.45 (22)
Hale Li'ili'i at Keawakapu #201
0 Bed | 1 Bath | Sleeps 2

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

$168 avg / night
(excludes fees and taxes)
4.83 (30)
Maui Kamaole D207
2 Bed | 2 Bath | Sleeps 6

Maui Kamaole D207 - Kihei, HI

$343 avg / night
(excludes fees and taxes)
4.35 (20)
Maui Parkshore 110
2 Bed | 2 Bath | Sleeps 6

Maui Parkshore 110 - Kihei, HI

$265 avg / night
(excludes fees and taxes)
4.0 (34)
Mana Kai Maui Resort 701C
2 Bed | 2 Bath | Sleeps 4

Mana Kai Maui Resort 701C - Kihei, HI

$655 avg / night
(excludes fees and taxes)
4.77 (43)

View 130 more homes

Recent South Maui vacation rental reviews

Great location, especially with the food trucks within walking distance. Everything you need is walking distance. Amazing view of the ocean and sunset. Also can watch volleyball and beginner surfing. For those who don’t know, you’re above South Kihei Rd so there is traffic noise. But it’s a great location!
Deborah Y. | Feb 2026
Great location and convenient kitchen that was well stocked. We also enjoyed using the provided beach chairs and other supplies.
Sean P. | Feb 2026
Enjoyed our stay in this unit. Bed was comfortable. We needed new beach chairs and they were replaced within hours- I was amazed at that service!
Leslie G. | Feb 2026
South Maui Frequently Asked Questions

Yes. 135 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.