A rocky shoreline with a sunset over the ocean.

South Shore Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for South Shore vacation rentals

A resort with a stone wall, a large black bowl water feature, and a staircase leading to the entrance.

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
$327 nightly
The price is $388
Nov 1 - Nov 2
Total with taxes and fees
Sheraton Kauai Resort Villas
A resort with a pool, palm trees, and a view of the ocean.

2. Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.6 out of 10, Excellent, (194 reviews)
"On the beach, close to everything and friendly staff"
United States
Natalie
$503 nightly
The price is $597
Nov 1 - Nov 2
Total with taxes and fees
Marriott's Waiohai Beach Club
A lush garden with a pond, koi fish, and a waterfall.

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.
$336 nightly
The price is $392
Oct 20 - Oct 21
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
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, (95 reviews)
"Great place. Will stay again"
United States
Matthew S.
$318 nightly
The price is $372
Oct 13 - Oct 14
Total with taxes and fees
Prince Kuhio 335 OCEANVIEW STUDIO
A spacious room with a large bed, a ceiling fan, a TV, a balcony with a view of palm trees, and a bookshelf.

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
$318 nightly
The price is $372
Oct 9 - Oct 10
Total with taxes and fees
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
A pool area with a water slide, palm trees, and a waterfall feature.

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.
$358 nightly
The price is $418
Nov 6 - Nov 7
Total with taxes and fees
Beachfront Condo Poipu Beach Amenities Galore
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

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.
$390 nightly
The price is $456
Oct 15 - Oct 16
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

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.
$421 nightly
The price is $492
Oct 12 - Oct 13
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
A balcony with a view of the ocean, palm trees, and a purple orchid.

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.
$439 nightly
The price is $513
Oct 9 - Oct 10
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
A lush garden with a stone bridge, a white building with multiple windows, and a variety of tropical plants.

10. South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (24 reviews)
"We loved our stay. Mahalo for all"
United States
Luiz
$539 nightly
The price is $629
Oct 17 - Oct 18
Total with taxes and fees
South Kauai Tranquil Retreat w/ AC in Poipu
A swimming pool with a mosaic tile design, surrounded by lounge chairs and a palm tree.

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.
$430 nightly
The price is $503
Oct 28 - Oct 29
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
A beach resort with a sandy shore, palm trees, and a clear blue sky.

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.
$619 nightly
The price is $724
Oct 12 - Oct 13
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
A clear pool with a waterfall feature, surrounded by palm trees and lounge chairs.

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.
$519 nightly
The price is $607
Oct 24 - Oct 25
Total with taxes and fees
Surrounded by beaches Beautiful Poipu Condo.
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

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.
Pili Mai Family Condo 3H, 2 Bedroom 2.5 Bath, Ground Floor, Shaded Lanai,
A beach with clear turquoise water, a sandy shore, and lush green mountains in the background.

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.
$482 nightly
The price is $561
Oct 11 - Oct 12
Total with taxes and fees
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
A clear pool surrounded by palm trees and rocks, with a lounge area in the background.

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.
$618 nightly
The price is $658
Oct 15 - Oct 16
Total with taxes and fees
KP228 Garden View - Beach•Pool•Turtle•AC
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

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
$614 nightly
The price is $716
Oct 16 - Oct 17
Total with taxes and fees
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
A spacious living area with a sofa, chairs, a coffee table, and a TV. It features a balcony with a view of palm trees and the ocean.

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.
$514 nightly
The price is $602
Oct 16 - Oct 17
Total with taxes and fees
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
An aerial view of a coastal area with houses, a beach, and the ocean.

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.
$679 nightly
The price is $795
Oct 31 - Nov 1
Total with taxes and fees
KIAHUNA BEACH HOUSE #50 NEW REMODEL GROUND FLOOR NEW AC TWIN BRIDGES GARDEN VIEW
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Shore Hotel Reviews

Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

10/10 Excellent
"This was the perfect family getaway! Everything about the property was clean, updated, easy to navigate and well kept. The pool was wonderful our kids were in it everyday. We spent most mornings and nights relaxing on the lanai. The home came equipped with every piece of equipment you may need during your stay. They had air mattresses for our little ones and the condo itself was very cozy. They provide all beach necessities which was great. Stephen was great at communicating with us before and during our stay. We will 100% be back to stay here."
Anonymous traveler 7-night trip
Posted 10 hours ago
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

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 $388 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.

Explore a world of travel with Expedia