South Shore Holiday Rentals from €327: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

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!

Poipu

Courtney Y.

includes taxes & fees

4 Sept - 5 Sept

A nighttime view of a resort with a swimming pool, multiple buildings, and palm trees.

2. Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

Poipu

Robert

includes taxes & fees

26 Sept - 27 Sept

A clear pool surrounded by palm trees and rocks, with a lounge area in the background.

3. KP228 Garden View | Beach•Pool•Turtle•AC

Poipu

Joe A.

includes taxes & fees

2 Sept - 3 Sept

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

4. Sheraton Kauai Resort Villas

Poipu

andrew

includes taxes & fees

31 Aug - 1 Sept

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

Poipu

Erin G.

includes taxes & fees

10 Sept - 11 Sept

6. Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Poipu

Ananiah

includes taxes & fees

31 Aug - 1 Sept

A bed with a woven headboard, a quilted bedspread, and two pillows with floral patterns.

7. An Affordable Alternative to Expensive Accommodations in Poipu

Poipu

Nicholas S.

includes taxes & fees

3 Sept - 4 Sept

A balcony with a glass table holding fruits, a chair, and a view of the ocean and palm trees.

8. Prince Kuhio 335 OCEANVIEW STUDIO

Poipu

Katherine B.

includes taxes & fees

2 Sept - 3 Sept

View all properties

Find holiday rentals that suit your style

Condos

Private holiday homes

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

Sheraton Kauai Resort Villas

10/10 Excellent

"Perfect location !"

Hilton Vacation Club The Point At Poipu Kauai

10/10 Excellent

"First time here and great place to stay. Came with my wife and four kids. Kids loved the pool, the grill was great and awesome outdoor area with gorgeous views. Room was just remodeled, great kitchen and two nice rooms. Would definitely stay again. Easy check in and plenty of parking. Great location. Close to many stores."

Koloa Landing Resort at Poipu, Autograph Collection

10/10 Excellent

"Absolutely Phenomenal resort! I was there celebrating my 50th birthday and they went above and beyond making my trip special! I even saw dolphins from our hotel room with an epic view of the ocean. I could not have asked for a better gift! We used the adults only pool, ate a couple of meals at the small restaurant on site, walked to the beach (so close), rented snorkel gear. We didn’t get a chance to use the transportation they offered to go to local spots, because we had our own car, but loved that they had that. Free parking too, that was wonderful! Tori was very sweet, helpful with great communication. Making my stay just perfect. I didn’t get a chance to get a spa treatment but I’m sure that would have been heavenly too Very grateful and will highly recommend Koloa Landing Resort!"

Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu

10/10 Excellent

"Only thing that would be nice is to have addtl trash bags as there were only 2. We had a couple that we used also. But great stay, beautiful location. We enjoyed being able to walk across the street and see the turtles. Plenty of room and property was in great shape. Thanks for hosting us. The additional bathroom and shower outside was great."

HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

10/10 Excellent

"This was a perfect place to stay. Everything we needed was there, the location was great and the house was clean. Having access to the Poipu Beach Athletic Club was a great perk! The only thing other members of our family mentioned was that the beds were very springy and weren’t the most comfortable beds. Other than that, we loved the place!"

Marriott's Waiohai Beach Club

8/10 Good

"We love this property! This is our second trip to Kauai and both times we stayed at this Marriott. The pools are saltwater and so relaxing to be in. We enjoyed the hot tub too. This property is located directly off Poipu Beach. Right down the beach you can see the turtles at sunset and the occasional monk seals. Many of the people who stay there are time share owners but we are not. We basically had a nice hotel room. The reasoning for the 4 stars was our AC. We had maintenance come in on 4 different occasions as the temperature would get up to 78 and not get any cooler. So we had 3-4 mornings trying to get dressed and it made the bathroom very warm. Al least in the bedroom we had the ceiling fan to keep the air circulating. The office did give us a credit on our bill for the AC issues."

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 €327 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.

Holiday Rentals in South Shore

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Shore holiday rentals

1. Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

2. Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

3. KP228 Garden View | Beach•Pool•Turtle•AC

4. Sheraton Kauai Resort Villas

5. Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

6. Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

7. An Affordable Alternative to Expensive Accommodations in Poipu

8. Prince Kuhio 335 OCEANVIEW STUDIO

9. Ocean-View Studio, Steps to Beaches, in Sunny Poipu

10. Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

11. Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

12. An Affordable Alternative to Expensive Accommodations in Poipu

13. Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

14. Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

15. An Affordable Alternative to Expensive Accommodations in Poipu

16. Quiet Kiahuna plantation #88 , New Remodel with AC

17. Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

18. Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

19. Sheraton Kaua‘i Resort Villas (Studio)

20. Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Find holiday rentals that suit your style

Top South Shore Hotel Reviews

Sheraton Kauai Resort Villas

Find out more about South Shore

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app