South Maui Vacation Rentals from $324: Search Short-Term Rentals

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

South Kihei

Arleen

$273 nightly

Oct 18 - Oct 19

Total with taxes and fees

2. Grand Champions by KBM

Wailea

Sean

$853 nightly

Oct 18 - Oct 19

Total with taxes and fees

Family Apartment, 1 King Bed with Sofa bed, Garden View (1 BR 1011) | Living area

3. Kihei Ali'i Kai Condos with Free Parking

South Kihei

Angeline

$423 nightly

Sep 23 - Sep 24

Total with taxes and fees

4. Makena Surf - CoralTree Residence Collection

Wailea

Vesselina

5. Signature Residences at Maui Banyan

South Kihei

Stacie

$430 nightly

Sep 21 - Sep 22

Total with taxes and fees

Deluxe Apartment, Partial Ocean View | Balcony

6. The Residences at Kamaole Sands Resort

South Kihei

George Lucas

$519 nightly

Sep 21 - Sep 22

Total with taxes and fees

7. The Kalama Residence

South Kihei

Rosalba

$1,358 nightly

Oct 6 - Oct 7

Total with taxes and fees

Elite Apartment, Balcony, Ocean View | Dining room

8. The Ocean View Residence

South Kihei

John

Apartment (2 Bedrooms) | Front of property

9. Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

North Kihei

$652 nightly

Sep 25 - Sep 26

Total with taxes and fees

Villa, 2 Bedrooms (Ocean View, Sleeps 6 (POL-109)) | Outdoor dining

10. Polo Beach Club POL-109 by KBM

Wailea

"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...

PAMELA

$4,043 nightly

Sep 18 - Sep 19

Total with taxes and fees

Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Beach/ocean view

11. Kamaole Sands Condos Close to Beach with Parking

South Kihei

Richard

$571 nightly

Sep 21 - Sep 22

Total with taxes and fees

12. Lanai & Steps to Beach! Stunning South Maui Condo

North Kihei

$420 nightly

Oct 15 - Oct 16

Total with taxes and fees

Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Living area

13. 2BR/2BA Oceanfront Condo in Maui Sunset

Central Kihei

$926 nightly

Sep 19 - Sep 20

Total with taxes and fees

14. Waiohuli Beach Hale Ocean View Condos with Parking

Central Kihei

Phillip J

$460 nightly

Sep 25 - Sep 26

Total with taxes and fees

15. Napili Shores Maui by OUTRIGGER

Lahaina

Diana

$244 nightly

Sep 20 - Sep 21

Total with taxes and fees

16. Aston Maui Kaanapali Villas

Kannapali Beach Area

Sabrina

$295 nightly

Oct 10 - Oct 11

Total with taxes and fees

17. Napili Village Hotel

Lahaina

Alysson E

$220 nightly

Sep 29 - Sep 30

Total with taxes and fees

18. Napili Sunset on the Beach

Lahaina

Beverly

$281 nightly

Sep 18 - Sep 19

Total with taxes and fees

19. Yonegan Maui Getaways - Haiku

Haiku

Matt

$305 nightly

Sep 21 - Sep 22

Total with taxes and fees

20. Aston Kaanapali Shores

Lahaina

Scot

$204 nightly

Sep 24 - Sep 25

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Condos

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top South Maui Hotel Reviews

Kohea Kai Hotel Maui

8/10 Good

"If planning practical trips this the place to stay . They have utensils, cookware, stove and microwave inside rooms. Just need to be better emptying trash in recreation areas."

Mana Kai Maui- Official Onsite Rental

8/10 Good

"We got to the property for check in, had reception guy that is not exactly the best at greeting or got the best customer service award, the ladies and Kasper were nice, the place is under construction / renovation, no restaurants or gym available, the beach in under water due to the hurricane. Beautiful sunset and good coffee at the shop 808! The room is good for two, since you share the entrance with another condo, hopefully the people next to you is quiet and don’t turn on the lights at 5 am. Nice place overall."

Maui Sunset

8/10 Good

"excellent beach view, outdoor pool is nice and daily pool maintenance is awesome. Room is clean although looks old and just normal sleep only type. Sleeping Room window is along the pathway, and privacy maybe an issue, although never has a problem when we’re staying, since the adjacent rooms were not occupied. Living room and Lanai are overlooking the ocean, so, which is awesome, 5 stars on that. Good laudry machine and dryer. Complete kitchen wares, good size refs, microwave oven, Dishwasher, etc. No complaints there."

Residence Inn by Marriott Maui Wailea

8/10 Good

"The property is just down the road from the high-end Wailea hotels and stores, but without paying the high-end Wailea room rate. Pool looked inviting although did not use on such a short stay, and the free breakfast was good with plenty of seating. Would recommend going to the Monkeypod restaurant located few hundred feet from hotel and known for unique Mai Tais. Would come here again"

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 $324 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.

Explore a world of travel with Expedia

Things to do in Kihei

South Maui Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for South Maui vacation rentals

1. Aston Maui Hill

2. Grand Champions by KBM

3. Kihei Ali'i Kai Condos with Free Parking

4. Makena Surf - CoralTree Residence Collection

5. Signature Residences at Maui Banyan

6. The Residences at Kamaole Sands Resort

7. The Kalama Residence

8. The Ocean View Residence

9. Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

10. Polo Beach Club POL-109 by KBM

11. Kamaole Sands Condos Close to Beach with Parking

12. Lanai & Steps to Beach! Stunning South Maui Condo

13. 2BR/2BA Oceanfront Condo in Maui Sunset

14. Waiohuli Beach Hale Ocean View Condos with Parking

15. Napili Shores Maui by OUTRIGGER

16. Aston Maui Kaanapali Villas

17. Napili Village Hotel

18. Napili Sunset on the Beach

19. Yonegan Maui Getaways - Haiku

20. Aston Kaanapali Shores

Find vacation rentals that suit your style

Top South Maui Hotel Reviews

Kohea Kai Hotel Maui

Find out more about South Maui

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app