South Maui Holiday Rentals

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Holiday Rentals in South Maui

Oceanfront 2BR Retreat with Stunning Views and Luxury Amenities Makena Surf B305

9.6 out of 10, Exceptional, (73)
"We had an amazing stay. The condo is just as advertised, with an amazing view and a wonderful kitchen. We love the Makena area and Makena Surf. You are far enough away from the busy hotels to be able to feel secluded, but you are close enough to enjoy a great meal or visit to the bar at one of them."
Oceanfront 2BR Retreat with Stunning Views and Luxury Amenities Makena Surf B305

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

9.8 out of 10, Exceptional, (78)
"Perfect location, well equipped unit, outstanding water front property"
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.

10.0 out of 10, Exceptional, (140)
"This is our favorite place to stay on Maui -- great location, plenty of space and all the amenities. "
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.

Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!

9.0 out of 10, Wonderful, (2)
"We rented 3 units in the F building,. This was by far the best. nice decorating and stocked well with dishes etc. The management company Ali i resorts was excellent. Their customer service was outstanding. One of the best places to stay in Maui. I have stayed there many times."
Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!

Beachfront Condo B303 - Oct 9-22 still available

10.0 out of 10, Exceptional, (92)
"Our stay was amazing! Location was fantastic with the beach/ocean view to relax. Our kids loved the pool right outside the condo and the short walk to the beach. The hosts were responsive and very helpful preparing for our stay and answering questions. Would love to come back!"
Beachfront Condo B303 - Oct 9-22 still available

Luxury Beachfront 2-bedroom condo at Makena Surf with pools, pickleball, fitness

10.0 out of 10, Exceptional, (1)
"Such a sweet place. The condonis immaculately clean and the beach is gorgeous. Skip the tours, rent or bring your own snorkles for almost guaranteed turtles. The Make a Surf Club does it right, and this host has it going on!"
Luxury Beachfront 2-bedroom condo at Makena Surf with pools, pickleball, fitness

Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

9.8 out of 10, Exceptional, (98)
"We had a wonderful time and the location could not have been more picturesque. It was walking distance to several beautiful beaches and a short drive to restaurants and shops. We loved it!"
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem

10.0 out of 10, Exceptional, (15)
"Everything was perfect! Clean, great location, wonderful amenities! Would stay here again in a heartbeat!"
Sweeping Ocean Views - Makena Surf Resort C-106 - Peaceful Ground Level Gem

Gorgeous Ground-Floor Oasis – Makena Surf G-104 W/ Stunning Oceanfront Views!

9.8 out of 10, Exceptional, (10)
"Super property in a great location. Had a wonderful time. Will be back"
Gorgeous Ground-Floor Oasis – Makena Surf G-104 W/ Stunning Oceanfront Views!

Makena Surf | F304 | Beachfront Resort

7.0 out of 10, Good, (2)
"Kitchen poorly equiped. Limited beach supplies.Toilet and shower in the master bath did not work properly."
Makena Surf | F304 | Beachfront Resort

Makena Surf | E302 | Beachfront Resort

9.8 out of 10, Exceptional, (16)
"The beachfront location was incredible. Even better than expected. Definitely recommended this property. "
Makena Surf | E302 | Beachfront Resort

F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools

10.0 out of 10, Exceptional, (109)
"We had a wonderful holiday vacation. We had everything we needed and the location is perfect. Thanks. It was a great trip."
F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools

Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201

9.4 out of 10, Exceptional, (46)
"Property grounds is what sells this place! Its gorgeous, close to the beach, on site gym and well kept. Two pools is a great option when traveling with kids. "
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201

Makena Surf by Coldwell Banker Island Vacations

2.0 star property
Makena Surf by Coldwell Banker Island Vacations

Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!

10.0 out of 10, Exceptional, (79)
"The setup and location of this property can’t be beat. Incredible view! Awesome turtle-filled beach!"
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!

Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.

10.0 out of 10, Exceptional, (50)
"The property setting is perfect - right on the beach, magnificent sunsets, adjacent to plentiful amenities - we had an amazing stay. The unit is in excellent condition, we hope to return again!"
Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.

Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302

10.0 out of 10, Exceptional, (8)
"This was a fantastic place to stay. The master has a phenomenal view and a shower with great water pressure. All the rooms had their own bathrooms and were great (no views though). The kitchen was great for our group of 8 adults. The beach is outstanding with great snorkeling and you really would never have to leave. We will be back! "
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302

Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton

10.0 out of 10, Exceptional, (48)
"Beautiful view and full amenities in quiet setting "
Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton

Makena Surf G205 - Exceptional Oceanview!

9.8 out of 10, Exceptional, (56)
"Amazing ocean view. Very comfortable and spacious rental. Great location south of Wailea. Quiet, but restaurants and shops close by"
Makena Surf G205 - Exceptional Oceanview!

Makena Surf | A203 | Beachfront Resort

9.6 out of 10, Exceptional, (13)
"Our family had a wonderful week in Maui staying at the Makena Surf condos. Location was spectacular on the beach with easy access to many restaurants, golf courses and excursion options. Condo was clean and spacious for our group of six. "
Makena Surf | A203 | Beachfront Resort
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

Find out more about South Maui

Everything you need to know about South Maui holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Maui holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Maui holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Maui holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Maui holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Maui rentals

At Expedia, we put the best South Maui holiday 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 holiday.

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.