South Maui Vacation Rentals

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Our top choices for South Maui vacation rentals

Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, Very good, (1 review)
"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...
Canada
PAMELA
The price is CA $5,388
CA $7,183 total
includes taxes & fees
Apr 27 - Apr 28
Polo Beach Club POL-109 by KBM

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (890 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is CA $428
CA $508 total
includes taxes & fees
Apr 19 - Apr 20
Aston Maui Hill

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.0 out of 10, Wonderful, (13 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is CA $79
CA $744 total
includes taxes & fees
Mar 28 - Mar 29
Signature Residences at Maui Banyan

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is CA $344
CA $1,335 total
includes taxes & fees
Apr 22 - Apr 23
Luana Kai C210 2 Bedroom Condo

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is CA $461
CA $940 total
includes taxes & fees
Mar 29 - Mar 30
2BR/2BA Oceanfront Condo in Maui Sunset

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 $782
CA $1,501 total
includes taxes & fees
Apr 7 - Apr 8
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

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 $156
CA $908 total
includes taxes & fees
Mar 30 - Mar 31
The Residences at Kamaole Sands Resort

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"Great stay! The place was clean, well located, and exactly as described. Smooth communication and very comfortable overall. Would definitely recommend."
France
Daniel
The price is CA $186
CA $972 total
includes taxes & fees
Mar 30 - Mar 31
The Kalama Residence

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 $132
CA $857 total
includes taxes & fees
Mar 30 - Mar 31
The Ocean View Residence

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
The price is CA $2,045
CA $3,259 total
includes taxes & fees
Apr 21 - Apr 22
Grand Champions by KBM

Wailea Ekolu 104 2 Bedroom Condo

Wailea Ekolu 104 2 Bedroom Condo
2.0 star property
Wailea
Wailea Ekolu 104 2 Bedroom Condo

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, (29 reviews)
"We absolutely loved our stay! We appreciated the full kitchen, washer/dryer, and the beautiful patio!"
United States
Brittany Rose
The price is CA $235
CA $647 total
includes taxes & fees
Mar 29 - Mar 30
Kihei Ali'i Kai Condos with Free Parking

Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo
3.5 star property
North Kihei
The price is CA $357
CA $1,358 total
includes taxes & fees
Apr 11 - Apr 12
Menehune Shores 227 2 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
The price is CA $275
CA $940 total
includes taxes & fees
Apr 3 - Apr 4
Maui Vista 1315 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo
3.0 star property
South Kihei
The price is CA $287
CA $963 total
includes taxes & fees
Apr 27 - Apr 28
Maui Vista 3213 1 Bedroom Condo

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is CA $474
CA $1,649 total
includes taxes & fees
Apr 22 - Apr 23
Palms 501 2 Bedroom Condo

Menehune Shores, #119 2 Bedroom Condo

Menehune Shores, #119 2 Bedroom Condo
2.0 star property
North Kihei
Menehune Shores, #119 2 Bedroom Condo

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is CA $242
CA $676 total
includes taxes & fees
Mar 29 - Mar 30
Waiohuli Beach Hale Ocean View Condos with Parking

Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Clean property nice room good location"
United States
Richard
The price is CA $254
CA $735 total
includes taxes & fees
Mar 29 - Mar 30
Kamaole Sands Condos Close to Beach with Parking

Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo
3.0 star property
North Kihei
The price is CA $523
CA $1,655 total
includes taxes & fees
Apr 24 - Apr 25
Menehune Shores 601 2 Bedroom Condo
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.