South Shore Vacation Rentals from $340: Search Short-Term Rentals

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Our top choices for South Shore vacation rentals

1. Sheraton Kauai Resort Villas

Poipu

Michael

$286 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

Poipu

Kimberly G.

$370 nightly

Aug 4 - Aug 5

Total with taxes and fees

3. An Affordable Alternative to Expensive Accommodations in Poipu

Poipu

Nicholas S.

$400 nightly

Aug 4 - Aug 5

Total with taxes and fees

4. KP228 Garden View Beach•Pool•Turtle•AC

Poipu

Joe A.

$566 nightly

Aug 11 - Aug 12

Total with taxes and fees

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

Poipu

Sharon M.

$658 nightly

Aug 4 - Aug 5

Total with taxes and fees

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

Poipu

Lori

$428 nightly

Aug 3 - Aug 4

Total with taxes and fees

7. Prince Kuhio 335 OCEANVIEW STUDIO

Poipu

Katherine B.

$400 nightly

Aug 3 - Aug 4

Total with taxes and fees

On the beach, sun loungers, beach towels

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

Poipu

Tara P.

$604 nightly

Aug 21 - Aug 22

Total with taxes and fees

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Top South Shore Hotel Reviews

Koloa Landing Resort at Poipu, Autograph Collection

10/10 Excellent

"Friendly staff. Great pool convenient location."

Sheraton Kauai Resort Villas

10/10 Excellent

"This was a dream vacation. My husband and I enjoyed staying in the villas and having access to the amenities of the entire resort. It was so peaceful, clean, and absolutely gorgeous. The cultural classes that the resort offered were amazing. We took a basket weaving and lei making class. The resort is located perfectly on the island and in my opinion was the best place to be. We will be going back every year and will even bring our kids next time. The staff were all amazing and the grounds were immaculate. We loved our stay here. Mahalo, Sheraton!!!!"

Hilton Vacation Club The Point At Poipu Kauai

8/10 Good

"We were disappointed that the air conditioner was broken and we had a few window units. They were noisy and not very efficient. We got the note about the AC almost a month before our stay. Seems like they had time to fix it… We were told there was no pack n play for the toddler that was traveling with us and was sent a link to rent it??? That is one thing that absolutely should be provided by the property. So we stopped on the way from the airport to purchase one which was cheaper than renting one from the link. When we arrived there we found…a pack n play in one of the closets. Nice, but took valuable time both purchasing and returning ours. Frustrating. Great location, close to wonderful beaches, turtles and seals! There was a closet at the property that was SO helpful, it had a cooler, beach chairs and umbrellas, sand toys and goggles. We were very grateful for these and got lots of use out of them."

Castle Po'ipū Shores

8/10 Good

"This property has an amazing location! If you want Oceanfront, you get oceanfront! The beach access to Brennecke’s and Poipu beach was a short walk. They had an access gate that allowed quicker access to it. It was about 30 minutes from tubing and kayak excursions and the same to the Waimea port. We had great communication and easy check-in and check-out. We did arrive after 4pm but had no issues with after hours check-in. The main reason I had to give it 4 stars was because there was construction going on in the unit above us the last 2 days we were there. It was extremely loud banging that went on for over 2 hours after we return from our excursion. We were able to leave the first day but the second day was frustrating because my husband got seasick on the Nepali coast snorkeling cruise and needed to sleep. That didn’t happen. We would definitely return to this property but the construction definitely was disappointing considering the amount of money we paid for this week stay."

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!"

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 $340 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.

South Shore Vacation Rentals

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Check prices for these dates

Our top choices for South Shore vacation rentals

1. Sheraton Kauai Resort Villas

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

3. An Affordable Alternative to Expensive Accommodations in Poipu

4. KP228 Garden View Beach•Pool•Turtle•AC

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

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

7. Prince Kuhio 335 OCEANVIEW STUDIO

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

9. An Affordable Alternative to Expensive Accommodations in Poipu

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

11. South Kauai Tranquil Retreat w/ AC in Poipu

12. An Affordable Alternative to Expensive Accommodations in Poipu

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

14. Beachfront Condo Poipu Beach Amenities Galore

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

16. Surrounded by beaches Beautiful Poipu Condo.

17. KP169 Ground FL Beachside Pool•AC•Ocean

18. Luxury Ground Floor Condo Just 50 Yards From The Beach!

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

20. Stunning Ocean View - Steps from the beach - Kahala 623

Find vacation rentals that suit your style

Top South Shore Hotel Reviews

Koloa Landing Resort at Poipu, Autograph Collection

Find out more about South Shore

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