South Shore Vacation Rentals

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Our top choices for South Shore vacation rentals

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (724 reviews)
"The hotel was beautiful and the rooms very clean. I will be coming back and definitely staying at this hotel again. "
United States
Marina
$343 nightly
The price is $407
Mar 2 - Mar 3
Total with taxes and fees
Sheraton Kauai Resort Villas

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.4 out of 10, Very Good, (183 reviews)
"Our family had a pleasant stay at Marriott's Waiohai Beach Club. We stayed in a 2-bedroom villa and everything is perfect for us."
Australia
Van
$503 nightly
The price is $597
Feb 27 - Feb 28
Total with taxes and fees
Marriott's Waiohai Beach Club

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Poipu
9.0 out of 10, Wonderful, (100 reviews)
"The place is very nice, clean, well furnished, and in a great location. So convenient to Poipu Beach and the Koloa restaurants and shops."
United States
Buck B.
$408 nightly
The price is $474
Mar 7 - Mar 8
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (62 reviews)
"Very easy to access the beach, and other amenities! "
United States
Sandra K.
$355 nightly
The price is $415
Mar 24 - Mar 25
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Poipu
9.8 out of 10, Exceptional, (192 reviews)
"Host was very accommodating and wonderful setting. Beautiful and relaxing. "
United States
Lora F.
$600 nightly
The price is $702
Mar 17 - Mar 18
Total with taxes and fees
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
Poipu
9.4 out of 10, Exceptional, (140 reviews)
"Nice place for our 5 day stay. Perfect size "
United States
Rachel C.
$339 nightly
The price is $397
Feb 23 - Feb 24
Total with taxes and fees
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
9.8 out of 10, Exceptional, (25 reviews)
"Great place to stay! Great location! Very clean and welcoming "
United States
Rhea V.
$632 nightly
The price is $740
Feb 25 - Feb 26
Total with taxes and fees
500 feet to the 🌊, 1000 feet 🏝 and 🐢

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (31 reviews)
"Ivan was an excellent host, the property clean and beautiful. The hotel-style check-in was a fancy bonus!"
United States
Felix R.
$714 nightly
The price is $837
Mar 19 - Mar 20
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"The property was great! Close enough to enjoy all the local activities but away from the crowds. "
United States
Jeff B.
$583 nightly
The price is $679
Feb 23 - Feb 24
Total with taxes and fees
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai

Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Poipu
9.8 out of 10, Exceptional, (80 reviews)
"Enjoyed the property"
United States
Edda K.
$742 nightly
The price is $865
Feb 25 - Feb 26
Total with taxes and fees
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (7 reviews)
"Top notch, vacation rental."
United States
Bill G.
$731 nightly
The price is $855
Mar 23 - Mar 24
Total with taxes and fees
Kiahuna Paradise condo with A/C

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Poipu
10.0 out of 10, Exceptional, (68 reviews)
"We loved having the option of preparing meals in such a well equipped kitchen. The grills are very close too!We were close to the pool as well, which we really enjoyed on the days we weren’t exploring the island!"
United States
julie w.
$663 nightly
The price is $775
Mar 10 - Mar 11
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (67 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
$385 nightly
The price is $450
Mar 1 - Mar 2
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
8.8 out of 10, Excellent, (6 reviews)
"It was very easy and pleasant. We found this to be a good home base for exploring, and we cooked in a couple of nights. If there had been a pool and a little more view it would have been perfect, but it came pretty close!"
United States
Patty R.
$668 nightly
The price is $782
Feb 24 - Feb 25
Total with taxes and fees
500 feet to the 🌊, 1000 feet 🏝 and 🐢

KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach

KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach
Poipu
9.6 out of 10, Exceptional, (11 reviews)
"We had an incredible stay here, first and foremost, everything was extremely clean, which to me is top of my concerns. "
United States
Justin E.
$689 nightly
The price is $739
Mar 9 - Mar 10
Total with taxes and fees
KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Poipu
9.8 out of 10, Exceptional, (82 reviews)
"Having AC and laundry was great. Short walk down to beach front and dinning options"
United States
Gareth H.
$399 nightly
The price is $467
Mar 19 - Mar 20
Total with taxes and fees
Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Poipu
10.0 out of 10, Exceptional, (145 reviews)
"Loved the condo and property! Easy access to several beaches by walking or short drive. We loved our stay here and will return"
United States
Tricia P.
$579 nightly
The price is $677
Mar 6 - Mar 7
Total with taxes and fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Poipu
10.0 out of 10, Exceptional, (8 reviews)
"Fantastic time!"
United States
Chris C.
$557 nightly
The price is $651
Mar 13 - Mar 14
Total with taxes and fees
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

KP313-Top Partial View-Gym-Pool-AC-Updated

KP313-Top Partial View-Gym-Pool-AC-Updated
Poipu
10.0 out of 10, Exceptional, (43 reviews)
"This is a pristine unit in a prime location--we really appreciated the hospitality and strong communication. Thank you for a memorable week!"
United States
Chelsey H.
$755 nightly
The price is $829
Mar 15 - Mar 16
Total with taxes and fees
KP313-Top Partial View-Gym-Pool-AC-Updated

2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool, Gym, Courts

2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool, Gym, Courts
Poipu
10.0 out of 10, Exceptional, (113 reviews)
"Great condo! Comfortable and great location. "
United States
Alan S.
$779 nightly
The price is $912
Feb 23 - Feb 24
Total with taxes and fees
2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool, Gym, Courts
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 Shore Hotel Reviews

Find out more about South Shore

Everything you need to know about South Shore vacation rentals

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

South Shore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Shore in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $397 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Shore rentals

At Expedia, we put the best South Shore vacation 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 Shore 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 Shore vacation.

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 Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.