A beach with palm trees silhouetted against a sunset sky.

South Maui Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for South Maui vacation rentals

A resort with a swimming pool, palm trees, and ocean views.

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (988 reviews)
"Way more than what we expected.. clean, well kept, extremely spacious and centrally located to shops, beaches and restaurants. Loved everything about the property"
United States
Michael
$296 nightly
The price is $352
Nov 9 - Nov 10
Total with taxes and fees
Aston Maui Hill
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

2. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (40 reviews)
"Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded."
United States
Mai
$482 nightly
The price is $573
Oct 11 - Oct 12
Total with taxes and fees
Signature Residences at Maui Banyan
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

3. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
$418 nightly
The price is $497
Oct 11 - Oct 12
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
A balcony with a view of a sunset over palm trees and a row of modern buildings.

4. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
$314 nightly
The price is $367
Oct 23 - Oct 24
Total with taxes and fees
Beautiful, Renovated, Hale Kamaole 159
A balcony with wicker furniture, a glass table, and a view of palm trees and a building across the street.

5. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (175 reviews)
"Our favourite place to stay!! Our third time staying there and can’t wait to book again next year."
United States
Michelle M.
$320 nightly
The price is $374
Oct 14 - Oct 15
Total with taxes and fees
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

6. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
$342 nightly
The price is $399
Oct 22 - Oct 23
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A balcony with a table set for two, featuring a bottle of wine and two glasses.

7. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
$336 nightly
The price is $393
Oct 10 - Oct 11
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

8. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (320 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
$352 nightly
The price is $412
Oct 24 - Oct 25
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A beach with palm trees and a clear blue sky.

9. Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.

Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.
North Kihei
9.8 out of 10, Exceptional, (21 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
$370 nightly
The price is $432
Nov 8 - Nov 9
Total with taxes and fees
Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.
A beach scene with a blue cylindrical object in the foreground.

10. Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
South Kihei
10.0 out of 10, Exceptional, (229 reviews)
"The location right next to the water and the wonderful amenities were just what we needed! Might have to come here again!"
United States
Paulina B.
$347 nightly
The price is $406
Oct 26 - Oct 27
Total with taxes and fees
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
A balcony with wicker furniture, a stone wall, and a view of greenery.

11. 2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
South Kihei
9.8 out of 10, Exceptional, (222 reviews)
"Great location. Air conditioning is much appreciated. The neighbors are very nice too."
United States
Gia N.
$413 nightly
The price is $483
Oct 28 - Oct 29
Total with taxes and fees
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
A beach with clear turquoise water, sandy shore, and palm trees.

12. Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
Wailea
10.0 out of 10, Exceptional, (61 reviews)
"Location is excellent."
United States
Amund N.
$497 nightly
The price is $582
Oct 11 - Oct 12
Total with taxes and fees
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
A swimming pool with lounge chairs, a covered seating area, and palm trees in the background.

13. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (20 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
$361 nightly
The price is $421
Oct 13 - Oct 14
Total with taxes and fees
Beautiful Ocean View Studio!
A pathway leading to a beach with dense green foliage on either side.

14. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.6 out of 10, Exceptional, (98 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
$479 nightly
The price is $561
Oct 21 - Oct 22
Total with taxes and fees
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
A coastal resort with beachfront properties, a clear view of the ocean, and a mountainous backdrop.

15. Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.6 out of 10, Exceptional, (135 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
$446 nightly
The price is $522
Oct 24 - Oct 25
Total with taxes and fees
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.

16. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
$366 nightly
The price is $428
Oct 22 - Oct 23
Total with taxes and fees
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
A dining area with a table set for breakfast, including bread, fruit, and orange juice.

17. The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$529 nightly
The price is $629
Oct 10 - Oct 11
Total with taxes and fees
The Ocean View Residence
A resort with a pool, lounge chairs, and a beach view.

18. Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”

Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”
North Kihei
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed the room and ease of access getting in. Parking was not an issue at all, room was clean and fully stocked. Communication was a breeze too. "
United States
Kari
$380 nightly
The price is $445
Oct 13 - Oct 14
Total with taxes and fees
Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”
A beachfront hotel with multiple floors, a pool, and palm trees.

19. Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (127 reviews)
"Well appointed and clean. The place is in a great location and has a very serene restful vibe."
United States
Tiffany
$391 nightly
The price is $457
Oct 12 - Oct 13
Total with taxes and fees
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
A resort pool area with a hot tub, lounge chairs, and palm trees.

20. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
$1,401 nightly
The price is $1,663
Oct 12 - Oct 13
Total with taxes and fees
Villa, Garden View, 2-bedroom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good
"Loved the resort, staff, cleanliness, and location, but you can tell its age. The pools need some work, elevators, even the TV in the room is old and outdated."
Alberto 6-night trip
Posted 14 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Find out more about South Maui

Everything you need to know about South Maui vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Maui vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Maui vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Maui vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Maui. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Maui in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $345 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Maui rentals

At Expedia, we put the best South Maui vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Maui vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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