Search Villas in South Maui

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Compare 27 Villas in South Maui with updated reviews, rates, and availability.

Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (41)
"Reviews I read hinted at how wonderful this place is and it's true and then some. The grounds, furnishings, equipment, kitchen, and everything you would want in a home to be comfortable were there. So many nice touches and if you want to cook some or all of your meals, you will have no problem having everything you need include a BBQ grill. I only wish we had more time to make use of all the house had to offer. The beach is just a three minute walk to the south and two minute walk to the north...
Gated 2-story beach house with big yard
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (66)
"First trip to Maui - Loved our time at this condo! Thank you Linda! 1. Communication: from the outset, Linda’s communication was outstanding and fast which in my mind is always a good indication. 2. Location: Perfect for the Shops at Wailea and Beach. The condo is adjacent to all the shops in Wailea and you can literally walk from the condo right into all the shops, restaurants, coffee, etc. There is a gate at the condo that connects you right into the shops. The beach is a 2 min walk...
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Stunning 3BD/4BA Andaz Villa! Huge Private Yard with Pool! Modern Beach Elegance
An infinity pool, a heated pool

Stunning 3BD/4BA Andaz Villa! Huge Private Yard with Pool! Modern Beach Elegance

10.0 out of 10, Exceptional, (2)
"This villa was beautifully decorated, super clean and very convenient yet private and quiet. CB Island vacations was so attentive, and knowing it was my birthday, rewally surprised us at our welcome . Everything was perfect...really. Barbara"
Stunning 3BD/4BA Andaz Villa! Huge Private Yard with Pool! Modern Beach Elegance
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Pool

Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

10.0 out of 10, Exceptional, (52)
"Lots of room especially if you are multi family. Having your own bathroom and large kitchen, dining, living room and lanai is wonderful. Pool is amazing, grounds are very well kept. Within walking distance to the Shops of Wailea and Wailea Beach. Have stayed several times before and have never been disappointed!"
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-
Pool

Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-

9.6 out of 10, Exceptional, (67)
"Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers."
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-
New Listing! RARE, DIRECT OCEANFRONT Wailea Beach Villa B202
Pool

New Listing! RARE, DIRECT OCEANFRONT Wailea Beach Villa B202

10.0 out of 10, Exceptional, (1)
"Lovely residence. Beautiful views of water and beach."
New Listing! RARE, DIRECT OCEANFRONT Wailea Beach Villa B202
Free Night! Free Late Check Out! Free Future Stay!
On the beach

Free Night! Free Late Check Out! Free Future Stay!

10.0 out of 10, Exceptional, (72)
"We have stayed in Wailea many times and at this property(not this unit) before as well. It was almost perfect with the exception that my wife would like to see bathrobes . Whatever . It was perfect. "
Free Night! Free Late Check Out! Free Future Stay!
Oceanview Penthouse, sleeps up to 16 guests!
Beach

Oceanview Penthouse, sleeps up to 16 guests!

9.6 out of 10, Exceptional, (13)
"Great place, a perfect destination for a family trip"
Oceanview Penthouse, sleeps up to 16 guests!
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

9.6 out of 10, Exceptional, (48)
"The property was very nice. Great location. Very clean. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
Beach nearby, sun loungers, beach towels

CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

9.4 out of 10, Exceptional, (63)
"This was our second time staying in this unit, and it was just as great as the first. Perfect location, well-priced, and comes as advertised. Will continue to recommend for anyone staying on Maui!"
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (24)
"We love the house. It was perfect for the family. The only downside was the master bedroom is very warm compared to the rest of the house. Also, there is mold in the master bathroom shower but overall it was a great place to stay. The pool is very nice And the location can’t be beat. "
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
Pool

EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102

10.0 out of 10, Exceptional, (25)
"Positive"
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
Free Night! AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
Pool

Free Night! AMAZING LOCATION in the HEART of WAILEA!! WBV H102!

9.8 out of 10, Exceptional, (60)
"We were there for a conference next door at the Marriott but staying in this unit (for the second year in a row) gave us a perfect retreat from the day-to-day commotion of the venue. Always impeccably maintained and supplied!"
Free Night! AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
Aloha Villas Resort | 12 Bed, 12.5 Bath
Outdoor dining

Aloha Villas Resort | 12 Bed, 12.5 Bath

9.8 out of 10, Exceptional, (43)
"No detail, communication or service was less than spectacular. From the fully equipped villas to games and lush greenery, we enjoyed our home in paradise for two weeks. Thank you to Jude and Mary for promptly responding to our needs throughout our stay."
Aloha Villas Resort | 12 Bed, 12.5 Bath
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Pool

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

10.0 out of 10, Exceptional, (51)
"Communication prior to going was easy and thorough. Condo was lovely and clean and well equipped. Property grounds were beautiful and very well maintained, with a gorgeous pool and gym. If issues came up response was quickly handled...there are many battery operated blinds in the home that need charging prior to guests' arrival. One of the blinds didnt work and it was fixed that evening. The view is spectacular from the upper sitting area! Property itself is up a hill, across from the...
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Luxury 3-Bedroom Wailea Beach Villa M312
Pool

Luxury 3-Bedroom Wailea Beach Villa M312

10.0 out of 10, Exceptional, (9)
"This was the best location, easy to get to beach and mall"
Luxury 3-Bedroom Wailea Beach Villa M312
Ho'olei 55-3 gorgeous upscale living!
Pool

Ho'olei 55-3 gorgeous upscale living!

9.8 out of 10, Exceptional, (51)
"Clean, beautiful area and property. Highly recommended. Easy access to public beach."
Ho'olei 55-3 gorgeous upscale living!
Redesigned Penthouse! WBV J106
Pool

Redesigned Penthouse! WBV J106

10.0 out of 10, Exceptional, (63)
"WBV is a great property and location - everything is perfectly maintained and the entire visit was incredibly smooth. Really impressed and would absolutely book at this location again. "
Redesigned Penthouse! WBV J106
Updated Ho'olei Villa 24-1! Spacious and Luxurious!
Pool

Updated Ho'olei Villa 24-1! Spacious and Luxurious!

10.0 out of 10, Exceptional, (53)
"This townhome is a real gem. The floor plan is open and the rooms are spacious. The kitchen is well appointed. The beds were comfortable. The showers were good with fast supply of hot water. The grill was clean and functional. Everything was in good condition. There is an elevator which was an asset. The townhome is located within one block of the pool and gym and 4-5 blocks from Wailea beach. A small grocery store is across the street and Kihei, which has more stores and restaurants, is a short...
Updated Ho'olei Villa 24-1! Spacious and Luxurious!
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
On the beach, sun loungers, beach towels

Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

10.0 out of 10, Exceptional, (71)
"The views from this condo are amazing! The penthouse units are farther from the main pool and beach but we think the walk is worth the trade off for the view. The kitchen was very well equipped and having two refrigerators is great especially for a week stay during the holidays. We had a property manager we could contact with any needs or questions and upon check out we did provide her with a list of small maintenance suggestions that needed addressing, however none of the items prevented us...
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
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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Other property types in South Maui

Snorkeling, Swimming and Sunsets! Steps from the beach!
On the beach, sun loungers, beach towels

Snorkeling, Swimming and Sunsets! Steps from the beach!

10.0 out of 10, Exceptional, (126)
"This was a very peaceful and memory making experience for our family. The property was beautiful and we will definitely be back."
Snorkeling, Swimming and Sunsets! Steps from the beach!
Makena Surf G205 - Exceptional Oceanview!
Aerial view

Makena Surf G205 - Exceptional Oceanview!

10.0 out of 10, Exceptional, (45)
"We were impressed with this property during our entire stay. It's clean, has many amenities, quiet, the grounds are meticulously maintained, and the best part is the view. We couldn't get enough of the view from sunrise to sunset. We could see turtles from our balcony! We were so comfortable staying here. The location was close enough to restaurants, stores, and very close to many quiet beaches! We loved our vacation in Maui and would absolutely stay here again! "
Makena Surf G205 - Exceptional Oceanview!
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Outdoor dining

Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views

10.0 out of 10, Exceptional, (37)
"Amazing place for families. Super private, amazing views, all the supplies you’ll need to relax."
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
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.