South Maui Holiday Rentals from AU$494: Search Short-Term Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
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 holiday rentals

A breakfast table set on a balcony with a view of a tropical landscape.

1. Signature Residences at Maui Banyan

South Kihei

Mai

includes taxes & fees

15 Nov - 16 Nov

A balcony with a table set for two, featuring a bottle of wine and two glasses.

2. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

includes taxes & fees

3 Dec - 4 Dec

A balcony with a view of a sunset over palm trees and a row of modern buildings.

3. Beautiful, Renovated, Hale Kamaole 159

South Kihei

Christopher

includes taxes & fees

12 Nov - 13 Nov

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

4. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Luukia R.

includes taxes & fees

12 Nov - 13 Nov

A resort with a view of the sunset over the ocean, palm trees, and a well-maintained lawn.

5. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

South Kihei

Lori D.

includes taxes & fees

1 Dec - 2 Dec

A balcony with a table and chairs, overlooking a street with palm trees and a building in the background.

6. Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi

North Kihei

Damon W.

includes taxes & fees

28 Nov - 29 Nov

A swimming pool area with lounge chairs and a covered patio.

7. Beautiful Ocean View Studio!

South Kihei

Susan C.

includes taxes & fees

8 Dec - 9 Dec

A hotel with a swimming pool surrounded by lounge chairs, palm trees, and a multi-story building with balconies.

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

South Kihei

Paulina B.

includes taxes & fees

1 Dec - 2 Dec

A coastal resort with beachfront properties, a clear view of the ocean, and a mountainous backdrop.

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

South Kihei

"A cozy place just right for us to stay while visiting family in town. Minutes away from groceries, beach, food trucks, and other attractions in town. Loved having all the beach chairs, boogie boards and other fun family activities like available for us to use during our stay. They even provided an electric pump, which we used to blow up our own floaties for our kids to use. Others on the property were friendly and greeted us when passing. Pool is just steps away from the gated back patio. View...

Tricia B.

includes taxes & fees

6 Dec - 7 Dec

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.

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

North Kihei

john

includes taxes & fees

11 Nov - 12 Nov

A living room with a glass table, a sofa, and a chair. There is a balcony with a view of buildings and palm trees.

11. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!

South Kihei

Ewa L.

includes taxes & fees

13 Nov - 14 Nov

A balcony with wicker furniture, a glass table, and a view of palm trees and a building across the street.

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

South Kihei

Jo

includes taxes & fees

13 Nov - 14 Nov

A spacious living room with a large TV, comfortable seating, and a view of the ocean through large windows.

13. Kihei Beachfront Top-Floor Corner Ocean View, Whale Watching Lanai, Pool and Spa

North Kihei

Michael A.

includes taxes & fees

1 Dec - 2 Dec

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.

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

North Kihei

Kristie L.

includes taxes & fees

11 Nov - 12 Nov

A pool area with a clear blue pool, surrounded by palm trees and various plants. There are lounge chairs and a covered seating area.

15. Steps to the Beach, Affordable w/Free Parking

North Kihei

wayneiversonphotosk

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

16. Kihei Ali'i Kai Condos with Free Parking

South Kihei

Angeline

includes taxes & fees

13 Nov - 14 Nov

A beach with palm trees, a building in the background, and a clear sky.

17. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

South Kihei

Raymond S.

includes taxes & fees

21 Nov - 22 Nov

A patio area with a glass door, a table, chairs, and an umbrella.

18. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

South Kihei

Scott F.

includes taxes & fees

15 Nov - 16 Nov

A spacious bedroom with a large bed, a TV, a sofa, and a desk.

19. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

North Kihei

Sri K.

includes taxes & fees

13 Nov - 14 Nov

A beachfront hotel with multiple balconies, palm trees, and a clear view of the ocean.

20. Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

South Kihei

Kian S.

includes taxes & fees

13 Nov - 14 Nov

View all properties

Find holiday rentals that suit your style

Top South Maui Hotel Reviews

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

Four Seasons Resort Maui at Wailea

Wailea

10/10 Excellent

Adam

A staircase with a view of a garden, palm trees, and a bridge.

Fairmont Kea Lani Maui

Wailea

10/10 Excellent

Alishia

A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

Ho‘olei Villas at Grand Wailea

Wailea

10/10 Excellent

Peter

Nona Lani Cottages

North Kihei

10/10 Excellent

Nona Lani Cottages was everything that we'd hoped for and more. The cottage was in excellent condition and fully functional. The location was great; across the road from a beach and a short drive to South, Central, and West Maui sites of interest. We found our cottage to be very peaceful making it easy to chill and relax with little evidence of other guests. I'm so happy that we ended up at Nona Lani instead of a resort or condo.

Gary

A bar area with a view of palm trees and the ocean at sunset.

Hotel Wailea Maui

Wailea

10/10 Excellent

Anonymous traveller

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

AC Hotel by Marriott Maui Wailea

Wailea

10/10 Excellent

Victoria

A modern bar area with a long counter, multiple stools, and a large TV screen displaying a scenic view.

Residence Inn by Marriott Maui Wailea

Wailea

10/10 Excellent

Anonymous traveller

A resort with multiple swimming pools, palm trees, and a view of the ocean.

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

10/10 Excellent

Anonymous traveller

A bedroom with a wooden bed, white bedding, a beach-themed picture on the wall, and a ceiling fan.

Days Inn by Wyndham Maui Oceanfront

South Kihei

8/10 Good

Deborah

Find out more about South Maui

Everything you need to know about South Maui holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Maui holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

South Maui holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Maui holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Maui holiday rentals we have chosen for you start as low as AU$494 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on South Maui rentals

At Expedia, we put the best South Maui holiday 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 holiday.

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.

South Maui Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Maui holiday rentals

1. Signature Residences at Maui Banyan

2. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

3. Beautiful, Renovated, Hale Kamaole 159

4. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

5. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

6. Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi

7. Beautiful Ocean View Studio!

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

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

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

11. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!

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

13. Kihei Beachfront Top-Floor Corner Ocean View, Whale Watching Lanai, Pool and Spa

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

15. Steps to the Beach, Affordable w/Free Parking

16. Kihei Ali'i Kai Condos with Free Parking

17. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

18. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

19. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

20. Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

Find holiday rentals that suit your style

Top South Maui Hotel Reviews

Four Seasons Resort Maui at Wailea

10/10 Excellent

Find out more about South Maui

South Maui holiday rentals: An excellent choice for every season

How to find incredible deals on South Maui rentals

Explore a world of travel with Expedia