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

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (876 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is CA $623
CA $739 total
includes taxes & fees
Mar 8 - Mar 9
Aston Maui Hill

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.0 out of 10, Very good, (11 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is CA $119
CA $819 total
includes taxes & fees
Feb 12 - Feb 13
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is CA $292
CA $1,187 total
includes taxes & fees
Mar 4 - Mar 5
The Residences at Kamaole Sands Resort

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is CA $473
CA $1,837 total
includes taxes & fees
Feb 18 - Feb 19
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
8.6 out of 10, Excellent, (24 reviews)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
The price is CA $279
CA $701 total
includes taxes & fees
Feb 17 - Feb 18
Kihei Ali'i Kai Condos with Free Parking

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
North Kihei
10.0 out of 10, Exceptional, (134 reviews)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
The price is CA $407
CA $879 total
includes taxes & fees
Mar 6 - Mar 7
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (38 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is CA $315
CA $806 total
includes taxes & fees
Mar 12 - Mar 13
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
3.5 star property
Wailea
The price is CA $482
CA $1,135 total
includes taxes & fees
Mar 5 - Mar 6
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful! This was steps from a beautiful uncrowded beach where my family had a blast. We enjoyed watching the sunrise from the balcony every morning. I wish we could have stayed longer. "
United States
Sharon
The price is CA $375
CA $863 total
includes taxes & fees
Mar 5 - Mar 6
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Central Kihei
10.0 out of 10, Exceptional, (194 reviews)
"Very nice property, beautiful views"
United States
Adam S.
The price is CA $565
CA $1,102 total
includes taxes & fees
Mar 2 - Mar 3
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
Wailea
9.8 out of 10, Exceptional, (116 reviews)
"Really nice place, had everything we need, great location, easy access to beach, near some nice restaurants, and we were totally surprised by having all the beach chairs and boogie boards, etc....Wonderful place for a vacation."
United States
Brian B.
The price is CA $403
CA $1,014 total
includes taxes & fees
Mar 9 - Mar 10
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

Ocean view Maui paradise - Maui Vista 1315

Ocean view Maui paradise - Maui Vista 1315
South Kihei
9.8 out of 10, Exceptional, (124 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location was perfect! Clean, Nicely decorated. I would lease this again."
United States
Melinda E.
The price is CA $278
CA $692 total
includes taxes & fees
Mar 11 - Mar 12
Ocean view Maui paradise - Maui Vista 1315

Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit

Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit
North Kihei
9.8 out of 10, Exceptional, (88 reviews)
"Great location!! Very clean and comfortable. Convenient for beach time and exploring. "
United States
Catherine C.
The price is CA $466
CA $1,025 total
includes taxes & fees
Mar 12 - Mar 13
Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (13 reviews)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
The price is CA $210
CA $713 total
includes taxes & fees
Feb 19 - Feb 20
Beautiful Ocean View Studio at Kihei Akahi

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is CA $603
CA $1,104 total
includes taxes & fees
Mar 2 - Mar 3
2BR/2BA Oceanfront Condo in Maui Sunset

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, (195 reviews)
"Very nice cute little condo, clean, and nice neighborhood. Easy walking to shops and food."
United States
Elizabeth D.
The price is CA $305
CA $734 total
includes taxes & fees
Mar 6 - Mar 7
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (47 reviews)
"Really enjoyed our stay beautiful condo Will recommend to our friends thanks again "
United States
Michael P.
The price is CA $357
CA $839 total
includes taxes & fees
Mar 5 - Mar 6
Top Floor Beachfront Condo with Ocean view

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
7.0 out of 10, Good, (2 reviews)
"My stay was okay. "
United States
Rosalba
The price is CA $468
CA $1,568 total
includes taxes & fees
Feb 11 - Feb 12
The Kalama Residence

Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available

Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available
Central Kihei
9.8 out of 10, Exceptional, (149 reviews)
"The condo was awesome. Great location and very comfortable. We would definitely stay here again!!"
United States
Ron M.
The price is CA $487
CA $1,249 total
includes taxes & fees
Mar 5 - Mar 6
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available

Oceanfront penthouse with amazing views at Kauhale Makai

Oceanfront penthouse with amazing views at Kauhale Makai
Central Kihei
9.8 out of 10, Exceptional, (76 reviews)
"This was our first stay in Kihei and we had a wonderful time! The location was great and we appreciated the quietness of our space. We were able to walk to a nearby shopping plaza where we found delicious food and coffee. Our host was kind and communicated promptly and efficiently. We will be back! "
United States
Paige O.
The price is CA $185
CA $780 total
includes taxes & fees
Mar 10 - Mar 11
Oceanfront penthouse with amazing views at Kauhale Makai
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.