A rocky shoreline with a sunset over the ocean.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for South Shore holiday rentals

A lush garden with a pond, koi fish, and a waterfall.

1. 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)
"A wonderful place to land very convenient to all the adventures the south had to offer. The space was clean and comfortable. Would stay here again!"
United States
Christine A.
The price is £310
includes taxes & fees
11 Sept - 12 Sept
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
A resort with a stone wall, a large black bowl water feature, and a staircase leading to the entrance.

2. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (862 reviews)
"Perfect location !"
United States
andrew
The price is £322
includes taxes & fees
25 Sept - 26 Sept
Sheraton Kauai Resort Villas
A nighttime view of a resort with a swimming pool, multiple buildings, and palm trees.

3. 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 £547
includes taxes & fees
11 Sept - 12 Sept
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
A balcony with a glass table holding fruits, a chair, and a view of the ocean and palm trees.

4. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is £382
includes taxes & fees
8 Sept - 9 Sept
Prince Kuhio 335 OCEANVIEW STUDIO
A nighttime view of a resort with a swimming pool, multiple buildings, and palm trees.

5. 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, (96 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 £556
includes taxes & fees
13 Sept - 14 Sept
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
A clear pool surrounded by palm trees and rocks, with a lounge area in the background.

6. 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 £389
includes taxes & fees
8 Sept - 9 Sept
KP228 Garden View - Beach•Pool•Turtle•AC
A spacious room with a large bed, a ceiling fan, a TV, a balcony with a view of palm trees, and a bookshelf.

7. 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 £332
includes taxes & fees
8 Sept - 9 Sept
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
A balcony with a view of the ocean, palm trees, and a purple orchid.

8. 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, (247 reviews)
"Our stay was fantastic! The place was beautiful and super clean. The location was fantastic and we would definitely stay again. Thank you so much for making our first visit to Kauai so memorable, it won’t be our last!"
United States
Holly W.
The price is £373
includes taxes & fees
27 Sept - 28 Sept
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
A beach resort with a sandy shore, palm trees, and a clear blue sky.

9. 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, (33 reviews)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
The price is £535
includes taxes & fees
10 Sept - 11 Sept
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
A beach resort with a sandy shore, palm trees, and a clear blue sky.

10. 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
9.4 out of 10, Exceptional, (42 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 £530
includes taxes & fees
10 Sept - 11 Sept
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
A resort pool with clear water, surrounded by a rocky landscape and a building with a thatched roof.

11. 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)
The price is £632
includes taxes & fees
8 Sept - 9 Sept
Quiet Kiahuna plantation #88 , New Remodel with AC
A lush garden with a stone bridge, a white building with multiple windows, and a variety of tropical plants.

12. 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 £426
includes taxes & fees
21 Sept - 22 Sept
South Kauai Tranquil Retreat w/ AC in Poipu
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

13. 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)
"Property was comfortable, clean, and easy to find. Would stay here again. Host provided lots of extra amenities."
United States
Melissa C.
The price is £377
includes taxes & fees
15 Sept - 16 Sept
An Affordable Alternative to Expensive Accommodations in Poipu
A dining area with a wooden table set for six, a sofa, and a view of the ocean.

14. 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)
"Nice place. The amenities are well equipped"
United States
Kiera L.
The price is £504
includes taxes & fees
18 Sept - 19 Sept
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

15. 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 £354
includes taxes & fees
9 Sept - 10 Sept
An Affordable Alternative to Expensive Accommodations in Poipu
A swimming pool with a mosaic tile design, surrounded by lounge chairs and a palm tree.

16. 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)
"Had a great stay! We really liked the unit and the location. Everything was clean and comfy, and the host was super friendly. Would definitely stay here again."
United States
Myranda S.
The price is £383
includes taxes & fees
10 Sept - 11 Sept
An Affordable Alternative to Expensive Accommodations in Poipu
A nighttime view of a resort with a swimming pool, multiple buildings, and palm trees.

17. 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 £635
includes taxes & fees
19 Sept - 20 Sept
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
A resort pool area with multiple lounge chairs and umbrellas, surrounded by tropical plants and a view of distant buildings.

18. Charming apartment in delightful Koloa with fitness room, AC, WiFi

Charming apartment in delightful Koloa with fitness room, AC, WiFi
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"Affordable beautiful place to stay. Easy access to several beaches and accommodations across the street. The pool across the street is nice as well and the host was responsive and helpful when we needed them. "
United States
Wade B.
The price is £468
includes taxes & fees
8 Sept - 9 Sept
Charming apartment in delightful Koloa with fitness room, AC, WiFi
A nighttime resort pool area with a clear view of the pool, surrounding greenery, and adjacent buildings.

19. 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, (20 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 £556
includes taxes & fees
9 Sept - 10 Sept
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
A clear pool surrounded by palm trees and rocks, with a lounge area in the background.

20. KP169 Ground FL Beachside - Pool•AC•Ocean

KP169 Ground FL Beachside - Pool•AC•Ocean
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"We had a wonderful time steps to the ocean great views"
United States
Matthew H.
The price is £516
includes taxes & fees
22 Sept - 23 Sept
KP169 Ground FL Beachside - Pool•AC•Ocean
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

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

10/10 Excellent
"The weather in Kawai was rough during our stay, so the amazing pool area and other amenities really made the difference for our vacation."
Richard 6-night trip
Posted 9 hours ago
Koloa Landing Resort at Poipu, Autograph Collection

Find out more about South Shore

Everything you need to know about South Shore holiday rentals

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

South Shore holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Shore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Shore holiday rentals we have selected for you start as low as £296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Shore rentals

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

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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