Holiday Rentals in South Maui

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Holiday Rentals in South Maui

Beachfront Condo B303

10.0 out of 10, Exceptional, (92)
"By far the best place we’ve ever stayed. Fabulous condo with breathtaking views. Mark is a wonderful host, super responsive and so accommodating. The condo has everything you need to completely relax and enjoy your vacation. We will definitely stay here if we come back to Maui. "
Beachfront Condo B303

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!

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

10.0 out of 10, Exceptional, (108)
"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

LUXURY OCEANFRONT MAKENA SURF - 3 BR/3 BA - CONTACT OWNER FOR SPECIAL RATE

10.0 out of 10, Exceptional, (58)
"Perfect location. Lovely condo and property. A short swim from the private beach to snorkel with the sea turtles and fish. View from the patio was incredible. Such nice hosts! "
LUXURY OCEANFRONT MAKENA SURF - 3 BR/3 BA - CONTACT OWNER FOR SPECIAL RATE

Makena Surf C-107 • Ocean Views •High-end Mattresses •Gourmet Kitchen •Local Art

10.0 out of 10, Exceptional, (89)
"Second time in two years we’ve stayed here and it continues to impress! On a great beach and has all the amenities you need for a wonderful vacation. Will definitely be back!"
Makena Surf C-107 • Ocean Views •High-end Mattresses •Gourmet Kitchen •Local Art

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.

Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!

9.8 out of 10, Exceptional, (24)
"We were so fortunate in choosing Makena Surf for our vacation spot in Maui. It was perfect- location, beach access, snorkeling, views of the ocean and humpbacks and sunsets, and a very well staged condo with great kitchen accoutrements. Everting was first class-thanks for a wonderful visit!"
Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!

Makena Surf | C105 | Beachfront Resort

10.0 out of 10, Exceptional, (3)
"This is a nice unit at Makena Surf, which is our favorite place to stay in Maui. The unit is professionally managed. Management and related communication was excellent. We highly enjoyed our stay. "
Makena Surf | C105 | Beachfront Resort

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

10.0 out of 10, Exceptional, (46)
"Beautiful view and full amenities in quiet setting "
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views

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

10.0 out of 10, Exceptional, (50)
"This is a great property at a beautiful, oceanfront location in Mākena. A short swim to turtle bay where we saw turtles while snorkeling. We saw whales from the balcony. We look forward to returning in the future. "
Makena Surf B202 - Beachfront Platinum Condo; Gorgeous Ocean & Crater Views.

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 Surf | F208 | Beachfront Resort

10.0 out of 10, Exceptional, (20)
"Absolutely amazing.. will stay here again."
Makena Surf | F208 | 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

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

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

9.6 out of 10, Exceptional, (73)
"Wonderful location, great management property company to deal with. Returning next year!"
Oceanfront 2BR Retreat with Stunning Views and Luxury Amenities Makena Surf B305

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

10.0 out of 10, Exceptional, (79)
"We had a wonderful time staying at this well provisioned and lovely condo. Everything was exactly like the photos and our hosts were always quickly available to give us suggestions on restaurants. Fabulous time, hope to return soon. "
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!

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

9.8 out of 10, Exceptional, (98)
"best possible place to stay. Hale O Honu is absolutely unique. The house is outfitted with everything you’ll need. There’s plenty of extra snorkel masks, fins, and shoes. We spent mornings swimming and snorkeling, mid day touring the island or hiking, then great evenings at home watching the sunsets before tribal council. Most mornings there were sea turtles on the beach sunning in the back yard. I cannot recommend highly enough. Location, location, location. "
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean

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

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
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, apart-hotels, 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 favorite 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 depends 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 you might find 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.