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, (881 reviews)
"Everything about it was paradise!"
United States
shirlee
The price is NZ$691
includes taxes & fees
3 Nov - 4 Nov
Sheraton Kauai Resort Villas

2. Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.6 out of 10, Excellent, (193 reviews)
"Friendly reception, great beach view."
United States
Alenka
The price is NZ$1,066
includes taxes & fees
1 Nov - 2 Nov
Marriott's Waiohai Beach Club

3. 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, (127 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 NZ$736
includes taxes & fees
20 Oct - 21 Oct
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

4. 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 NZ$648
includes taxes & fees
7 Oct - 8 Oct
Prince Kuhio 335 OCEANVIEW STUDIO

5. 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 NZ$653
includes taxes & fees
16 Oct - 17 Oct
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

6. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.6 out of 10, Excellent, (79 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
The price is NZ$782
includes taxes & fees
6 Nov - 7 Nov
Beachfront Condo Poipu Beach Amenities Galore

7. 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 NZ$814
includes taxes & fees
16 Oct - 17 Oct
An Affordable Alternative to Expensive Accommodations in Poipu

8. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (69 reviews)
"We absolutely loved our stay at Cameron's place - Nestled in a chill resort area and easy access to a walking path to both nearby Shipwreck and Poipu beach areas (my fav part). Didn't use the pool or hot tub, but took advantage of the beach chairs and umbrellas provided. Thanks Cameron! Hope we get to visit again soon!"
United States
Zach W.
The price is NZ$880
includes taxes & fees
12 Oct - 13 Oct
An Affordable Alternative to Expensive Accommodations in Poipu

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)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is NZ$905
includes taxes & fees
7 Oct - 8 Oct
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

10. 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$1,036
includes taxes & fees
17 Oct - 18 Oct
South Kauai Tranquil Retreat w/ AC in Poipu

11. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (114 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 NZ$941
includes taxes & fees
13 Oct - 14 Oct
An Affordable Alternative to Expensive Accommodations in 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, (33 reviews)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
The price is NZ$1,272
includes taxes & fees
7 Oct - 8 Oct
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

13. Surrounded by beaches Beautiful Poipu Condo.

Surrounded by beaches Beautiful Poipu Condo.
Poipu
9.4 out of 10, Exceptional, (21 reviews)
"Great spot! Cute and spacious condo. The location is awesome - easy walk to the beach, pool, shops. I loved the beach. Nice to have boogie boards, chairs, etc. to use too. "
United States
Kara B.
The price is NZ$1,054
includes taxes & fees
24 Oct - 25 Oct
Surrounded by beaches Beautiful Poipu Condo.

14. Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,

Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,
Poipu
9.8 out of 10, Exceptional, (122 reviews)
"We appreciated the quiet and the location of this condo. "
United States
Sharon M.
The price is NZ$1,302
includes taxes & fees
7 Oct - 8 Oct
Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,

15. 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, (151 reviews)
"Quiet, private, clean home! Have stayed here twice now and recommend it to anyone going to the island. Has everything you need for a comfy stay."
United States
Madison H.
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

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 NZ$1,086
includes taxes & fees
19 Oct - 20 Oct
KP228 Garden View - Beach•Pool•Turtle•AC

17. 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, (98 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$1,306
includes taxes & fees
7 Oct - 8 Oct
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

18. 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, (204 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is NZ$1,178
includes taxes & fees
7 Oct - 8 Oct
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

19. KIAHUNA BEACH HOUSE #50 NEW REMODEL GROUND FLOOR NEW AC TWIN BRIDGES GARDEN VIEW

KIAHUNA BEACH HOUSE #50 NEW REMODEL GROUND FLOOR NEW AC TWIN BRIDGES GARDEN VIEW
Poipu
9.6 out of 10, Exceptional, (84 reviews)
"What a beautiful way to enjoy our first trip to this gorgeous island. This unit was comfortable in every way and I hope to return next year. A quick walk to the beach and shopping, lovely paths to walk in both directions, laundry a quick walk away, super clean, I could go on. We love this home because that’s how it felt. The king size bed was comfortable, too!"
United States
Connie D.
KIAHUNA BEACH HOUSE #50 NEW REMODEL GROUND FLOOR NEW AC TWIN BRIDGES GARDEN VIEW

20. 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, (13 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 NZ$1,097
includes taxes & fees
19 Oct - 20 Oct
Charming apartment in delightful Koloa with fitness room, AC, WiFi
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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