A beach with palm trees silhouetted against a sunset sky.

South Maui Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Maui vacation rentals

1. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (986 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
The price is CA $401
CA $476 total
includes taxes & fees
Nov 5 - Nov 6
Aston Maui Hill

2. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is CA $68
CA $737 total
includes taxes & fees
Oct 12 - Oct 13
Signature Residences at Maui Banyan

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
The price is CA $222
CA $700 total
includes taxes & fees
Oct 8 - Oct 9
Kihei Ali'i Kai Condos with Free Parking

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.
The price is CA $178
CA $523 total
includes taxes & fees
Oct 24 - Oct 25
Beautiful, Renovated, Hale Kamaole 159

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)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is CA $193
CA $534 total
includes taxes & fees
Oct 14 - Oct 15
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

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
The price is CA $147
CA $568 total
includes taxes & fees
Oct 24 - Oct 25
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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
The price is CA $140
CA $557 total
includes taxes & fees
Oct 8 - Oct 9
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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.
The price is CA $161
CA $585 total
includes taxes & fees
Oct 24 - Oct 25
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

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.
The price is CA $192
CA $627 total
includes taxes & fees
Oct 13 - Oct 14
Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.

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.
The price is CA $201
CA $601 total
includes taxes & fees
Oct 13 - Oct 14
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

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, (221 reviews)
"Great location. Air conditioning is much appreciated. The neighbors are very nice too."
United States
Gia N.
The price is CA $257
CA $686 total
includes taxes & fees
Oct 28 - Oct 29
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

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.
The price is CA $348
CA $833 total
includes taxes & fees
Oct 11 - Oct 12
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

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.
The price is CA $144
CA $605 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful Ocean View Studio!

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.
The price is CA $148
CA $797 total
includes taxes & fees
Oct 21 - Oct 22
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

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.
The price is CA $155
CA $740 total
includes taxes & fees
Oct 25 - Oct 26
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

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.
The price is CA $128
CA $600 total
includes taxes & fees
Oct 22 - Oct 23
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

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
The price is CA $125
CA $858 total
includes taxes & fees
Oct 10 - Oct 11
The Ocean View Residence

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
The price is CA $146
CA $623 total
includes taxes & fees
Oct 13 - Oct 14
Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”

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, (126 reviews)
"Well appointed and clean. The place is in a great location and has a very serene restful vibe."
United States
Tiffany
The price is CA $216
CA $647 total
includes taxes & fees
Oct 8 - Oct 9
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

20. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is CA $1,318
CA $2,372 total
includes taxes & fees
Oct 12 - Oct 13
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Maui Hotel Reviews

Find out more about South Maui

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Maui. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia