South Maui Vacation Rentals

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Our top choices for South Maui vacation rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (22 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is CA $74
CA $726 total
includes taxes & fees
Jun 5 - Jun 6
Signature Residences at Maui Banyan

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (32 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is CA $192
CA $586 total
includes taxes & fees
May 24 - May 25
Kihei Ali'i Kai Condos with Free Parking

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is CA $145
CA $879 total
includes taxes & fees
Jun 10 - Jun 11
The Ocean View Residence

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"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 $145
CA $879 total
includes taxes & fees
Jun 10 - Jun 11
The Residences at Kamaole Sands Resort

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (907 reviews)
"Staff was amazing and nice! The GM is a huge Kansas City Chiefs fan. The property is beautiful and is a perfect walking distance for anything Kīhei/Wailea. Great TV channels as well. There are cute roosters, lizards and birds everywhere. Will be staying here again for sure! "
Canada
Ethan
The price is CA $338
CA $401 total
includes taxes & fees
Jun 8 - Jun 9
Aston Maui Hill

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (16 reviews)
"We had view of the ocean and pool from a cozy balcony. Plenty of room to relax. Had a nice surprise that there was a small ice chest, lawn chairs and boogie boards in the room for us to use instead of trying to rent them. Right across the street from the ocean and easy walking distance to restaurants, shopping and food truck court. We had a great stay and excellent communication with our hostess. Would love to come back again and explore more! Check in was supurb! Everyone so nice. "
United States
Amy
The price is CA $137
CA $562 total
includes taxes & fees
May 12 - May 13
Beautiful Ocean View Studio at Kihei Akahi

GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (77 reviews)
"Yes, Everything was perfect!! Very welcoming and comfortable. "
United States
Elizabeth H.
The price is CA $208
CA $650 total
includes taxes & fees
May 14 - May 15
GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

Ground floor oceanfront, walk out to beach

Ground floor oceanfront, walk out to beach
Central Kihei
9.0 out of 10, Wonderful, (37 reviews)
"It was a great holiday in a stunning location. We enjoyed the convenience of being in a ground floor unit. A couple of concerns/issues: the kitchen faucet needs changing and it was inconvenient that the pull out bed didn’t work, as my sister & I needed our own beds. There was also a strange outbreak of creepy wormy bugs in the bathroom one night, probably from the drains? But was beyond control is my guess? Overall, a gorgeous place to stay. "
Canada
Paula B.
The price is CA $180
CA $942 total
includes taxes & fees
May 18 - May 19
Ground floor oceanfront, walk out to beach

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is CA $170
CA $582 total
includes taxes & fees
May 14 - May 15
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (186 reviews)
"This condo is great with lots of essentials for your stay. The location is excellent, right across the street from Charlie Young Beach. There is a beautiful view of the ocean too. "
Canada
Gwen M.
The price is CA $150
CA $905 total
includes taxes & fees
Jun 1 - Jun 2
OCEAN VIEW!! Across Charley Young Beach

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
10.0 out of 10, Exceptional, (274 reviews)
"Perfectly situated on Maui island to easily visit everything and come back to condo to sleep."
Canada
Jean-Philippe R.
The price is CA $137
CA $539 total
includes taxes & fees
May 23 - May 24
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Grounds were beautiful. Beach view and access great. Quality of condo was in need of refreshing. Some broken doors, and in need of repair. The condo was clean."
United States
Eric
The price is CA $234
CA $765 total
includes taxes & fees
May 12 - May 13
Waiohuli Beach Hale Ocean View Condos with Parking

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (117 reviews)
"Condo is fully stocked and decorated beautifully! "
United States
erin t.
The price is CA $240
CA $641 total
includes taxes & fees
May 25 - May 26
Sugar Beach Resort Oceanview 1 bed/1 bath

Ocean view Maui paradise - Maui Vista 1315

Ocean view Maui paradise - Maui Vista 1315
South Kihei
9.8 out of 10, Exceptional, (125 reviews)
"Great location, clean & as described."
United States
Brian B.
The price is CA $202
CA $587 total
includes taxes & fees
May 12 - May 13
Ocean view Maui paradise - Maui Vista 1315

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, (111 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is CA $233
CA $659 total
includes taxes & fees
May 16 - May 17
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Central Kihei
9.4 out of 10, Exceptional, (88 reviews)
"We enjoyed our stay, thank you."
United States
Yuri P.
The price is CA $217
CA $810 total
includes taxes & fees
Jun 2 - Jun 3
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

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, (307 reviews)
"Great place, easy access and parking. Host communication was exceptional, would not hesitate to rent again."
United States
M P.
The price is CA $159
CA $570 total
includes taxes & fees
May 27 - May 28
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (53 reviews)
"Kristal was a very welcoming host. Place was exactly what we were looking for. Great location, convenient stores nearby. The local beach was peaceful and relaxing. Had an amazing trip."
Canada
Vicki R.
The price is CA $246
CA $693 total
includes taxes & fees
May 15 - May 16
Top Floor Beachfront Condo with Ocean view

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (28 reviews)
"Nice place"
Canada
PC SHOP
The price is CA $208
CA $643 total
includes taxes & fees
May 12 - May 13
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

KKN-Get spoiled DLX Gr. Floor unit. June 2 to June 14th in unit washer and bath

KKN-Get spoiled DLX Gr. Floor unit. June 2 to June 14th in unit washer and bath
South Kihei
9.6 out of 10, Exceptional, (118 reviews)
"Great place, across from beach "
United States
Angelika H.
The price is CA $140
CA $553 total
includes taxes & fees
May 14 - May 15
KKN-Get spoiled DLX Gr. Floor unit. June 2 to June 14th in unit washer and bath
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

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.