South Maui Vacation Rentals

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Vacation Rentals in South Maui

View from property
Incredible Ocean Views! Premier Building at Makena Surf B305
9.6 out of 10, Exceptional, (65)
"The unit was in great shape, the beach and views are one of a kind. Great sunsets, snorkeling and whale watching!"
Incredible Ocean Views! Premier Building at Makena Surf B305
Property grounds
LUXURY OCEANFRONT MAKENA SURF - 3 BR/3 BA - CONTACT OWNER FOR SPECIAL RATE
10.0 out of 10, Exceptional, (52)
"Superb Property and great for families with kids of all ages. Unbelievably well-stocked kitchen, laundry, and beach items, and cared for with attentive, responsive, and superkind owners. Close to all the major Wailea resorts and activities in Wailea, Kihei, and Makena. The pool is fabulous with hot tub, & the beach is front right near some of the best snorkeling on the island. The back porch faces the ocean, top floor unit, and has an awesome gas grill that is ready to use. We've been to Maui...
The price is CA $1,913
CA $3,446 total
includes taxes & fees
Jun 12 - Jun 13
LUXURY OCEANFRONT MAKENA SURF - 3 BR/3 BA - CONTACT OWNER FOR SPECIAL RATE
Outdoor pool, a heated pool
Beautifully Remodeled w/ Ocean View - Makena Surf Resort C-106
10.0 out of 10, Exceptional, (11)
"Very nice condo with access to the beach, pool and jacuzzi. Nice neighbourhood and easy to move round the island. Condo had everything we need for the whole family."
Beautifully Remodeled w/ Ocean View - Makena Surf Resort C-106
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Beach
Whales & Sunsets! Steps from the beach!
10.0 out of 10, Exceptional, (120)
"This condo is fabulous with everything you need for a perfect stay on Po'olenalena Beach. It is a 60 second walk from the front door to the sand. Views from the huge wrap around lanai are superb. Kitchen is well equipped. Beds are comfy. Showers are fantastic. The host is responsive and helpful. Highly recommend the poke at Tamura's Liquor Stroke (yeah, I know, trust me), shaved ice at Ululani's, Tin Roof, and dinner at Nick's Fishmarket, Be warned that prices in Maui are much higher than the...
Whales & Sunsets! Steps from the beach!
Aerial view
Makena Surf E103 - Oceanfront Platinum condo!
Makena Surf E103 - Oceanfront Platinum condo!
Condo, 2 Bedrooms | Private kitchen
Makena Surf by Coldwell Banker Island Vacations
3.0 star property
Makena Surf by Coldwell Banker Island Vacations
Fridge, microwave, oven, stovetop
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108
10.0 out of 10, Exceptional, (1)
"What a beautiful property! Everything about this unit was amazing! As soon as you walk in the front door all you can see is ocean! Unit was well stocked and had everything our family needed for a comfortable stay. Steps to the beach! Pool was great too. Would stay here again!"
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108
Beach
C-107: Premier Condo • Luxury Amenities • 2 Lanais • 2 New Pools • Pickleball •
10.0 out of 10, Exceptional, (73)
"My husband and I stayed for 10 nights, and friends joined us for a few evenings of the trip as well. The property is exactly as listed and pictures give accurate depiction of what one is to expect. 4 adults did not feel cramped in this condo. Ample space to spread out to both work and relax. As frequent travelers, there are three aspects of a property I expect. Cleanliness, bed comfort, and safety. This property boasted all three and more. The sunset view from the lanai was beautiful, even...
C-107: Premier Condo • Luxury Amenities • 2 Lanais • 2 New Pools • Pickleball •
On the beach
Makena Surf F-201-Oceanfront Condo with Spectacular Ocean Views!
9.6 out of 10, Exceptional, (39)
"Makena Surf is wonderful. We've stayed at a few units at this location. This unit is similar to others but needs a few upgrades. Some of the smaller details were missing or needed attention but overall, it was a good experience. The water dispenser in the fridge broke when we were there and management did their best to help the situation by bringing us water and ice."
Makena Surf F-201-Oceanfront Condo with Spectacular Ocean Views!
Aerial view
Upgraded Unit w/ Beautiful Ocean Views - Makena Surf C-103
9.6 out of 10, Exceptional, (8)
"Very well maintained and luxurious condo with lots of room. Fantastic ocean views, and close to absolutely amazing beaches. Every morning you get up to see paradise out the back sliding glass doors. Really enjoyed the stay"
Upgraded Unit w/ Beautiful Ocean Views - Makena Surf C-103
Outdoor dining
Beachfront/Corner Condo: F-204: SPECIAL RATE: of 795 from June - Sept 2024
10.0 out of 10, Exceptional, (64)
"I have stayed at multiple locations throughout Maui and this is by far the best place I have stayed yet. Maria was great to work with and accomodated our every question. She is the best host we have worked with - ever! The view from the condo is second to none. Molokini crater is so close! The sunsets were beautiful. The condo is well stocked with everything you need to compliment your stay. The condo is very clean and the furniture is comfortable. You can open the entire sliding doors...
Beachfront/Corner Condo: F-204: SPECIAL RATE: of 795 from June - Sept 2024
Beach nearby
Makena Surf E302 - Oceanfront condo
10.0 out of 10, Exceptional, (13)
"great fun"
Makena Surf E302 - Oceanfront condo
On the beach
Breathtaking Ocean Front Views at Makena Surf A204!
9.4 out of 10, Exceptional, (61)
"My husband and I brought our children to Makena durf when they wer little we wanted to bring our young grandchildren to the same place and make beautiful family memories with them as well"
Breathtaking Ocean Front Views at Makena Surf A204!
Pool
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
9.8 out of 10, Exceptional, (73)
"This is a majestic location, right on the oceanfront, gorgeous views of the ocean, sky, lava rocks, birds singing and beauty everywhere. The cottage is updated with everything you could ever want and more. The bed was so comfortable, plenty of drawers and closet space, wonderful kitchen fully equipped with everything you could want. We felt at home. The peace and beauty of nature lives in us now. Best VRBO/Air B and B we have ever rented!"
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
View from property
Amazing corner unit, Makena Surf G-201, Luxurious Renovation, Panoramic Views
10.0 out of 10, Exceptional, (35)
"This is a beautiful condo, with a breathtaking view! A whale show greeted us out our lanai as we arrived, and we had a couple of other shows - with full breaching like I've never seen before! Both beaches are great - good for all ages - 7 to 77 in our case. And there are several other beaches very near by if you like variety. There weren't any sand toys or games or books for smaller kids, so bring your own or pick some up there. But there were books and other games for teens and adults, beach...
Amazing corner unit, Makena Surf G-201, Luxurious Renovation, Panoramic Views
Property grounds
Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools
10.0 out of 10, Exceptional, (95)
"We could have spent our entire trip on the lanai, it's just perfect! Easy communication before and during our trip. Perfect unit for our family of four with teens. Really appreciated how well stocked this unit was - cooking oils, spices, quality beach chairs and boogie boards. Mahalo!"
Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools
Aerial view
Makena Surf G205 - Exceptional Oceanview!
10.0 out of 10, Exceptional, (39)
"Aloha, We've been traveling to Maui for over 40 years. This is one of our favorite places to stay ever! Glorious ocean views, lovely beach access and so peaceful! Our first sunset there was a mama and calf cavorting just offshore and then we think they headed north because no more sightings. It was late April. The lanai is fabulous, the sunset views perfect! The little beach below had a perfect sandy entry. The only drawbacks were the linens. I am sensitive to fragrances and the linens were...
Makena Surf G205 - Exceptional Oceanview!
Aerial view
Makena Surf B106 - Oceanfront Platinum condo!
10.0 out of 10, Exceptional, (12)
"We were very happy with our stay. We loved the path to beach (right off lanai). Wonderful beach for all ages. Any issues we had with condo were quickly addressed. Would gladly stay here again."
Makena Surf B106 - Oceanfront Platinum condo!
Private kitchen
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
10.0 out of 10, Exceptional, (58)
"We loved it!"
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
Aerial view
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Don't see what you're looking for?
See all available properties in South Maui
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.

South Maui Vacation Rental Travel Info

Vacation rentals
1,481
Popular accommodation
South Maui condos
International airport
Kahului, HI (OGG)

Other types of properties in South Maui you may be interested in

On the beach
Makena Surf - CoralTree Residence Collection
4.0 star property
9.2 out of 10, Wonderful, (98)
"Great location! Terrible service, terrible check in, terrible security guards acting like police officers and being aggressive and offensive. I am so sad this place has potential."
Makena Surf - CoralTree Residence Collection
View from property
Incredible Ocean Views! Premier Building at Makena Surf B305
9.6 out of 10, Exceptional, (65)
"The unit was in great shape, the beach and views are one of a kind. Great sunsets, snorkeling and whale watching!"
Incredible Ocean Views! Premier Building at Makena Surf B305
Outdoor pool, a heated pool
Beautifully Remodeled w/ Ocean View - Makena Surf Resort C-106
10.0 out of 10, Exceptional, (11)
"Very nice condo with access to the beach, pool and jacuzzi. Nice neighbourhood and easy to move round the island. Condo had everything we need for the whole family."
Beautifully Remodeled w/ Ocean View - Makena Surf Resort C-106
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.

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.

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