South Maui Holiday Rentals

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Holiday Rentals in South Maui

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
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
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 NZ$4,071
per night
12 Jun - 13 Jun
LUXURY OCEANFRONT MAKENA SURF - 3 BR/3 BA - CONTACT OWNER FOR SPECIAL RATE
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C-107: Premier Condo • Luxury Amenities • 2 Lanais • 2 New Pools • Pickleball •
10.0 out of 10, Exceptional, (74)
"Location, location, location! We had an amazing week in Maui! It all started and ended with the fabulous accommodations of the C107 luxury condo. And luxurious it is! If you want to stay in the incredible Wailea area, this is the place to be! Check in was a breeze. Our hosts were so easy to reach and very helpful. The condo is so roomy, expertly decorated, and incredibly comfortable. Everything we could possibly need was stocked. Sunset views from the lanai each night, and an easy stroll to...
C-107: Premier Condo • Luxury Amenities • 2 Lanais • 2 New Pools • Pickleball •
Makena Surf by Coldwell Banker Island Vacations
3.0 star property
Makena Surf by Coldwell Banker Island Vacations
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!
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
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
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!
Luxurious Oceanfront Corner Unit - Makena Surf #F-212
8.8 out of 10, Excellent, (10)
"We booked a last minute trip to Maui and didn't know what to expect with this unit...and it was so much more than meets the eye. - beach/ocean access was incredibly easy - the beach was one of the best around - many local beaches have coral only 5-10 feet out from shore that cuts your feet and makes it impossible to play in the water with young kids...this was nothing but sand. - TURTLES EVERYWHERE! We probably saw 8-10 turtles a day swimming along side us. - Beautiful sunsets every night...
Luxurious Oceanfront Corner Unit - Makena Surf #F-212
Makena Surf F109 - Oceanfront condo
10.0 out of 10, Exceptional, (1)
"We had a lovely time here. The condo is beautiful and the beach and pool access made it a dream vacation. We hope to visit again!"
Makena Surf F109 - Oceanfront condo
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!
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!
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
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
Makena Surf G205 - Exceptional Oceanview!
10.0 out of 10, Exceptional, (40)
"Loved this location, the accommodations and the view was exactly what we had been looking for."
Makena Surf G205 - Exceptional Oceanview!
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!
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!
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Fully Remodeled Oceanfront Condo - Makena Surf F-202
9.8 out of 10, Exceptional, (22)
"Perfect overlooking the ocean. We loved the location not to mention we had the beach practically to ourselves. Such an amazing stay. Maui is amazing! We are heartbroken at the tragedy of the fires. Praying for everyone."
Fully Remodeled Oceanfront Condo - Makena Surf F-202
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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.

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

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
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
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our South Maui holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up South Maui. 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 South Maui. 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 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 holiday 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 South Maui short-term rentals, that won’t be hard to do.

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