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.

Top South Maui property types

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Condo rentals

View 109 Condo rentals
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Studios

View 5 Studios
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Cottages

View 1 Cottages

Popular amenities for South Maui vacation rentals

Popular
Dog-friendly Hot tub Internet
Mana Kai Maui Resort 211b
0 Bedroom | 1 Bath | Sleeps 2

Mana Kai Maui Resort 211b - Kihei, HI

$183 avg / night
(excludes fees and taxes)
3.38 (21)
Kihei Park Shores 13
2 Bedroom | 2 Bath | Sleeps 6

Kihei Park Shores 13 - Kihei, HI

$210 avg / night
(excludes fees and taxes)
4.05 (21)
Maui Kamaole A215
2 Bedroom | 2 Bath | Sleeps 6

Maui Kamaole A215 - Kihei, HI

$261 avg / night
(excludes fees and taxes)
4.48 (42)
Kihei Akahi C316
1 Bedroom | 1 Bath | Sleeps 4

Kihei Akahi C316 - Kihei, HI

$163 avg / night
(excludes fees and taxes)
4.03 (32)
Kihei Akahi D401
0 Bedroom | 1 Bath | Sleeps 2

Kihei Akahi D401 - Kihei, HI

$146 avg / night
(excludes fees and taxes)
4.29 (21)

View 128 more homes

Browse more vacation rental amenities in South Maui

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

Recent South Maui guest reviews

I stayed at Wailea Grand Champions Unit 58 last week, and it was truly one of the best vacation stays I’ve ever had. The condo was spotless, comfortable, and beautifully maintained—everything felt fresh, welcoming, and well cared for. The view from the lanai is absolutely breathtaking. If you love watching sunsets, this is the perfect place. Every evening felt like a private show, and it really made our time in Maui unforgettable. One of the biggest perks was all the extras the condo provided. There were beach chairs, boogie boards, and other gear available for us to use, which made our beach days effortless and so much more fun. It was a huge convenience and really enhanced our enjoyment on vacation. The location in Wailea is perfect—peaceful, beautifully landscaped, and close to amazing beaches, shops, and restaurants. We felt relaxed the entire time, and coming “home” to this condo each night was just as wonderful as exploring the island. I would absolutely stay here again and highly recommend Unit 58 to anyone visiting Wailea. It made our trip truly special.
Jacob OG L. | Dec 2025
Nice place!
Martha Susan A. | Dec 2025
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
South Maui vacation rental FAQ

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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for South Maui, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.

Nearby destinations

Maui   |   Haleakalā National Park   |   Maalaea Bay   |   Maui Kamaole - Kihei, HI   |   Kihei Akahi   |   Mana Kai Maui Resort - Kihei, HI   |   Hale Kamaole - Kihei, HI   |   Hale Kai O Kihei   |   Maui Banyan - Kihei, HI   |   Kamaole Sands - Kihei, HI   |   Wailea Grand Champions   |   Wailea Ekahi Village   |   Kihei Ali'i Kai   |   Maui Parkshore - Kihei, HI   |   Wailea   |   Kihei   |   Hawaii
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