A rocky shoreline with a sunset over the ocean.

South Shore Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for South Shore vacation rentals

Exterior

1. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (850 reviews)
"Great resort, stay there consistently. Prime location"
United States
Grant
$286 nightly
The price is $340
Aug 24 - Aug 25
Total with taxes and fees
Sheraton Kauai Resort Villas
Property grounds

2. 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
9.2 out of 10, Wonderful, (125 reviews)
"Had a great time in Kauai and this place made it that much more enjoyable!"
United States
Courtney Y.
$339 nightly
The price is $395
Aug 23 - Aug 24
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Pool

3. KP228 Garden View | Beach•Pool•Turtle•AC

KP228 Garden View | Beach•Pool•Turtle•AC
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"Great hosts and beautiful property!"
United States
Joe A.
$524 nightly
The price is $548
Aug 25 - Aug 26
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC
Pool

4. Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Poipu
9.8 out of 10, Exceptional, (73 reviews)
"very well stocked with everything including kleenex and shower products . lovely and comfortable outdoor area, comfortable beds, beach equipment , coolers and towels in excellent condition and a plus to have available . Grilling area, grounds and gardens were very clean and well maintained , so many beautiful flowers everywhere."
Canada
Robert
$613 nightly
The price is $715
Aug 28 - Aug 29
Total with taxes and fees
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Dining

5. Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Poipu
9.2 out of 10, Wonderful, (18 reviews)
"Had a few small issues in arrival, but otherwise great stay! Would recommend!"
United States
Joe P.
$564 nightly
The price is $658
Aug 22 - Aug 23
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Property grounds

6. South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay. Mahalo for all"
United States
Luiz
$425 nightly
The price is $498
Aug 23 - Aug 24
Total with taxes and fees
South Kauai Tranquil Retreat w/ AC in Poipu
Pool

7. Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Poipu
9.4 out of 10, Exceptional, (95 reviews)
"Loved this place! So clean and located just a couple minutes from the beach!! It was very quiet place and super clean! We absolutely loved staying here!"
United States
Ananiah
$617 nightly
The price is $719
Aug 30 - Aug 31
Total with taxes and fees
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Interior

8. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (81 reviews)
"Very cute spot, loved the semi-outdoor lanai/kitchen, a short 10 minute walk down the trail from a couple of beautiful beaches, and chairs and other beach necessities provided!Our host was very helpful in ensuring our needs were met and working with us when our flight out was delayed."
United States
Nicholas S.
$392 nightly
The price is $458
Sep 1 - Sep 2
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Sun loungers, beach towels

9. Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Poipu
9.6 out of 10, Exceptional, (40 reviews)
"My family had a wonderful time staying in the comfortable unit. They appreciated its location, the air conditioning helped the children sleep, and the bathtub/shower combination worked well for both the adults and the little ones. "
United States
Nancy M.
$547 nightly
The price is $639
Aug 25 - Aug 26
Total with taxes and fees
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Property grounds

10. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Overall nice accommodations "
United States
Katherine B.
$400 nightly
The price is $468
Aug 25 - Aug 26
Total with taxes and fees
Prince Kuhio 335 OCEANVIEW STUDIO
Outdoor dining

11. Ocean-View Studio, Steps to Beaches, in Sunny Poipu

Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Poipu
9.8 out of 10, Exceptional, (246 reviews)
"We loved our stay and would look to stay here again in the future. It was very relaxing and close to everything we wanted to do "
United States
Lori
$428 nightly
The price is $501
Sep 1 - Sep 2
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
On the beach, sun loungers, beach towels

12. Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Poipu
9.6 out of 10, Exceptional, (32 reviews)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
$613 nightly
The price is $718
Aug 25 - Aug 26
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Pool

13. Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Poipu
10.0 out of 10, Exceptional, (19 reviews)
"Very clean and comfortable. Had everything we needed for the beach. Would definitely recommend and stay here again."
United States
Marni W.
$613 nightly
The price is $715
Aug 28 - Aug 29
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Terrace/patio

14. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (68 reviews)
"I will definitely book here again! The place was perfect for my 19 year old daughter and I. It was clean, quiet and safe. Everyone was very friendly, and Cameron went above and beyond to answer any questions or provide assistance. Our new favorite place 😊"
United States
Jenifer
$380 nightly
The price is $444
Aug 31 - Sep 1
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
1 bedroom, iron/ironing board, WiFi, bed sheets

15. Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Poipu
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location! We loved our stay and would stay here again. Great food trucks (Thai) and a market with the best acai bowls only a few minutes drive or a 15 minute walk away. Easy drive to our favorite beaches (Shipwreck, Poipu)."
United States
Erin G.
$353 nightly
The price is $413
Aug 22 - Aug 23
Total with taxes and fees
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Property grounds

16. Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (36 reviews)
"Rental was clean with tons of kitchen supplies and extra linen for pull out sofa. Loved the wagon on the porch to take stuff down to the beach. Easy access to pool and beach. Wonderful gym amenities! "
United States
Melissa H.
$683 nightly
The price is $799
Sep 4 - Sep 5
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC
Property grounds

17. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (113 reviews)
"Amazing location with all the amenities for the beach! We had a wonderful stay."
United States
Eric K.
$412 nightly
The price is $481
Aug 23 - Aug 24
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Beach nearby

18. Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Poipu
9.8 out of 10, Exceptional, (149 reviews)
"Amazing location, very clean and modern interior, lots of kitchen utensils were very helpful also! Would stay here again!"
United States
Lizzy S.
$485 nightly
The price is $564
Aug 22 - Aug 23
Total with taxes and fees
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Pool

19. Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.8 out of 10, Exceptional, (91 reviews)
"Perfect location beautiful property"
United States
Shanelle
$723 nightly
The price is $843
Aug 23 - Aug 24
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Pool

20. 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
9.8 out of 10, Exceptional, (79 reviews)
"Beautiful property. The host was very responsive. Close to attractions."
United States
Lisa L.
$526 nightly
The price is $615
Aug 27 - Aug 28
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
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

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

10/10 Excellent
"Beautiful property!"
Jorge 5-night trip
Posted 6 hours ago
Grand Hyatt Kauai Resort and Spa

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 $340 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.

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