A rocky shoreline with a sunset over the ocean.

South Shore Holiday Rentals

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Our top choices for South Shore holiday rentals

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
The price is NZ$571
includes taxes & fees
24 Aug - 25 Aug
Sheraton Kauai Resort Villas

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.
The price is NZ$647
includes taxes & fees
23 Aug - 24 Aug
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

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.
The price is NZ$920
includes taxes & fees
25 Aug - 26 Aug
KP228 Garden View | Beach•Pool•Turtle•AC

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
The price is NZ$1,183
includes taxes & fees
28 Aug - 29 Aug
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

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.
The price is NZ$1,093
includes taxes & fees
22 Aug - 23 Aug
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

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
The price is NZ$863
includes taxes & fees
23 Aug - 24 Aug
South Kauai Tranquil Retreat w/ AC in Poipu

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
The price is NZ$1,198
includes taxes & fees
30 Aug - 31 Aug
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

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.
The price is NZ$761
includes taxes & fees
1 Sept - 2 Sept
An Affordable Alternative to Expensive Accommodations in Poipu

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.
The price is NZ$1,083
includes taxes & fees
25 Aug - 26 Aug
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

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.
The price is NZ$780
includes taxes & fees
25 Aug - 26 Aug
Prince Kuhio 335 OCEANVIEW STUDIO

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
The price is NZ$831
includes taxes & fees
1 Sept - 2 Sept
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

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.
The price is NZ$1,200
includes taxes & fees
25 Aug - 26 Aug
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

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.
The price is NZ$1,183
includes taxes & fees
28 Aug - 29 Aug
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

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
The price is NZ$741
includes taxes & fees
31 Aug - 1 Sept
An Affordable Alternative to Expensive Accommodations in Poipu

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.
The price is NZ$691
includes taxes & fees
4 Sept - 5 Sept
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

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.
The price is NZ$1,298
includes taxes & fees
4 Sept - 5 Sept
Quiet Kiahuna plantation #88 , New Remodel with AC

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.
The price is NZ$802
includes taxes & fees
27 Aug - 28 Aug
An Affordable Alternative to Expensive Accommodations in Poipu

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.
The price is NZ$935
includes taxes & fees
22 Aug - 23 Aug
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

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
The price is NZ$1,382
includes taxes & fees
23 Aug - 24 Aug
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

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.
The price is NZ$994
includes taxes & fees
4 Sept - 5 Sept
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

Find out more about South Shore

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 Shore 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 Shore. 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 Shore. Seeing all the best attractions is bound to make you fall in love with South Shore. 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 Shore short-term rentals, that won’t be hard to do.

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