A rocky shoreline with a sunset over the ocean.

South Shore Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Shore holiday rentals

Exterior

1. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (876 reviews)
"Everything about it was paradise!"
United States
shirlee
The price is HK$2,879
HK$3,418 total
includes taxes & fees
1 Oct - 2 Oct
Sheraton Kauai Resort Villas
Property grounds

2. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (95 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is HK$1,804
HK$3,826 total
includes taxes & fees
20 Sept - 21 Sept
Prince Kuhio 335 OCEANVIEW STUDIO
Pool

3. 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 HK$1,772
HK$4,793 total
includes taxes & fees
20 Sept - 21 Sept
Charming apartment in delightful Koloa with fitness room, AC, WiFi
Property grounds

4. 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, (126 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 HK$847
HK$3,107 total
includes taxes & fees
21 Sept - 22 Sept
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Pool

5. Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8

Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8
Poipu
9.6 out of 10, Exceptional, (127 reviews)
"Great space, perfect for larger families and groups."
United States
Sameer J.
The price is HK$1,243
HK$5,733 total
includes taxes & fees
20 Sept - 21 Sept
Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8
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
The price is HK$1,545
HK$4,158 total
includes taxes & fees
30 Sept - 1 Oct
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, (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 HK$1,243
HK$5,616 total
includes taxes & fees
29 Sept - 30 Sept
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
1 bedroom, iron/ironing board, WiFi, bed sheets

8. 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, (5 reviews)
"Everything was great!"
United States
Jeff
The price is HK$1,412
HK$3,459 total
includes taxes & fees
23 Sept - 24 Sept
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Outdoor dining

9. 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)
"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 HK$1,640
HK$3,927 total
includes taxes & fees
27 Sept - 28 Sept
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Pool

10. 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 HK$1,687
HK$6,348 total
includes taxes & fees
20 Sept - 21 Sept
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Outdoor pool

11. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (83 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 HK$1,373
HK$3,624 total
includes taxes & fees
15 Oct - 16 Oct
An Affordable Alternative to Expensive Accommodations in 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, (33 reviews)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Dining

13. 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 HK$1,116
HK$5,169 total
includes taxes & fees
24 Sept - 25 Sept
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Dining

14. RE 413 - Walk to Poipu Beach • AC • Pool/Spa, Garden Oasis w/ W/D and AC, Pool

RE 413 - Walk to Poipu Beach • AC • Pool/Spa, Garden Oasis w/ W/D and AC, Pool
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Beautiful property and condo! Perfect location, close to everything. Enjoyed the vibe on this side of the island more than the North shore. Host was super responsive check in and check out were very easy. Would 100% stay here again in the future. "
United States
Katie M.
The price is HK$1,320
HK$5,705 total
includes taxes & fees
20 Sept - 21 Sept
RE 413 - Walk to Poipu Beach • AC • Pool/Spa, Garden Oasis w/ W/D and AC, Pool
Beach nearby, sun-loungers, beach towels

15. Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Poipu
9.8 out of 10, Exceptional, (80 reviews)
"Very clean and the view was great. Very nice and a great price to stay!"
United States
Larry W.
The price is HK$2,303
HK$4,468 total
includes taxes & fees
20 Sept - 21 Sept
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Pool

16. 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 HK$1,123
HK$4,447 total
includes taxes & fees
3 Oct - 4 Oct
KP228 Garden View - Beach•Pool•Turtle•AC
Pool

17. *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 house was beautiful, the location was great! And getting to go to the athletic club was such a wonderful bonus. Would absolutely stay here again!!!"
United States
Camille H.
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Beach nearby, sun-loungers, beach towels

18. Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Poipu
9.8 out of 10, Exceptional, (34 reviews)
"We loved our stay! Amazing location with easy access to the beach and pool, plus we loved hanging out on the lanai. The condo was great and we will stay here again!"
United States
Camille C.
The price is HK$1,815
HK$5,350 total
includes taxes & fees
20 Sept - 21 Sept
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Pool

19. 1 bedroom, 1 bath condo (unit 423)and Access to Poipu Athletic Club- by Alo Vacations

1 bedroom, 1 bath condo (unit 423)and Access to Poipu Athletic Club- by Alo Vacations
Poipu
9.8 out of 10, Exceptional, (7 reviews)
"Great stay. Perfect location, walkable to beach and pool across the street. Jill was responsive and helpful. "
United States
Jessica C.
The price is HK$1,838
HK$5,552 total
includes taxes & fees
3 Oct - 4 Oct
1 bedroom, 1 bath condo (unit 423)and Access to Poipu Athletic Club- by Alo Vacations
Sun-loungers, beach towels

20. 5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart

5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
Poipu
10.0 out of 10, Exceptional, (30 reviews)
"Cute place, very roomy. Not a far walk to the ocean."
United States
Kelly S.
The price is HK$1,491
HK$4,730 total
includes taxes & fees
20 Sept - 21 Sept
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
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

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas

10/10 Excellent
"Everything about it was paradise!"
shirlee 5-night trip
Posted 2 days ago
Sheraton Kauai Resort Villas

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