South Shore Vacation Rentals from $332: Search Short-Term Rentals

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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

Poipu

Kelley

$280 nightly

Dec 2 - Dec 3

Total with taxes and fees

A tranquil garden with a pond, a stone lantern, and lush greenery.

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

Poipu

Andrew L.

$330 nightly

Nov 10 - Nov 11

Total with taxes and fees

A balcony with a view of the ocean, palm trees, and a purple orchid.

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

Poipu

Heather A.

$416 nightly

Nov 13 - Nov 14

Total with taxes and fees

A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

4. Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Poipu

Ryan C.

$601 nightly

Nov 15 - Nov 16

Total with taxes and fees

A clear pool with a waterfall, surrounded by palm trees and a building with blue chairs.

5. Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Poipu

Janet G.

$630 nightly

Nov 26 - Nov 27

Total with taxes and fees

A clear pool with a waterfall feature, surrounded by palm trees and lounge chairs.

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

Poipu

Tara P.

$605 nightly

Nov 9 - Nov 10

Total with taxes and fees

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.

7. Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Poipu

Annie B.

$464 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

Poipu

Brian C.

$599 nightly

Nov 11 - Nov 12

Total with taxes and fees

A spacious room with a large bed, a ceiling fan, a TV, a balcony with a view of palm trees, and a bookshelf.

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

Poipu

McKenna C.

$306 nightly

Nov 12 - Nov 13

Total with taxes and fees

A coastal property with a beach, palm trees, and a view of the ocean.

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

Poipu

Jim L.

$731 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

11. Prince Kuhio 335 OCEANVIEW STUDIO

Poipu

Matthew S.

$311 nightly

Nov 11 - Nov 12

Total with taxes and fees

A nighttime view of a resort with palm trees, a body of water reflecting the sky, and a distant view of the ocean.

12. KP212 Ocean View | AC•Pool•Gym | Two Lanais, Spectacular View w/ W/D and AC

Poipu

katfnp

$781 nightly

Nov 9 - Nov 10

Total with taxes and fees

A coastal resort with beachfront villas, clear turquoise waters, and lush greenery.

13. Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

Poipu

Sean C.

$476 nightly

Nov 9 - Nov 10

Total with taxes and fees

A well-maintained garden with a pathway leading to a building, palm trees, and a view of the ocean.

14. An Affordable Alternative to Expensive Accommodations in Poipu

Poipu

Myranda S.

$343 nightly

Nov 9 - Nov 10

Total with taxes and fees

15. An Affordable Alternative to Expensive Accommodations in Poipu

Poipu

"We really enjoyed our stay in the in-law unit at this house in Poipu, even though we had assumed we had the place to ourselves. The neighborhood location was perfect (walking distance to multiple beaches & restaurants, as well as a pool) and the bed was comfortable. It’s very affordable for the area and the extra items (towels, beach chairs, umbrella, random snorkel gear) were super handy. It was easy to communicate with our host and he was very flexible on timing."

Margaret W.

$343 nightly

Nov 13 - Nov 14

Total with taxes and fees

A resort pool area with multiple lounge chairs and umbrellas, surrounded by tropical plants and a view of distant buildings.

16. Charming apartment in delightful Koloa with fitness room, AC, WiFi

Poipu

Wade B.

$502 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious living area with a dining table, chairs, a ceiling fan, and a view of the outdoors.

17. RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool

Poipu

Katie M.

$714 nightly

Nov 9 - Nov 10

Total with taxes and fees

A table with two wine glasses and a bottle, set against a backdrop of a tropical landscape with palm trees and houses.

18. Kiahuna Paradise condo with A/C

Poipu

Marica F.

$717 nightly

Nov 25 - Nov 26

Total with taxes and fees

A resort with a well-maintained lawn, palm trees, and a view of the ocean.

19. Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio

Poipu

Vivek

$661 nightly

Nov 9 - Nov 10

Total with taxes and fees

A dining area with a wooden table set for six, a sofa, and a view of the ocean.

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

Poipu

Wade B.

$528 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top South Shore Hotel Reviews

Ko'a Kea Resort on Po'ipu Beach

10/10 Excellent

"We loved this hotel. Will be back. Amazing beachfront location and overall vibe."

Hilton Vacation Club The Point At Poipu Kauai

8/10 Good

"We are checking out today after a two week stay. It has been wonderful! The reason I scored a four overall was because the exhaust fan from the room below made a humming noise in our master bedroom closet. We had to run the air conditioner to offset the sound. We did report it, but it happened multiple times so I doubt there’s anything they can do about it. Also, they do have one very nice pool, but the maximum depth is 4 1/2 feet. They offer water aerobics, but the pool was not deep enough to adequately participate in the exercises."

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

10/10 Excellent

"This beautiful unit is extremely clean, comfortable, spacious and well-appointed. Everything you might need during your stay is in the unit. The large kitchen has all of the tools needed to make cooking fun on vacation. Very highly recommend."

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 $332 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.

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

4. Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

5. Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

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

7. Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

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

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

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

11. Prince Kuhio 335 OCEANVIEW STUDIO

12. KP212 Ocean View | AC•Pool•Gym | Two Lanais, Spectacular View w/ W/D and AC

13. Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

14. An Affordable Alternative to Expensive Accommodations in Poipu

15. An Affordable Alternative to Expensive Accommodations in Poipu

16. Charming apartment in delightful Koloa with fitness room, AC, WiFi

17. RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool

18. Kiahuna Paradise condo with A/C

19. Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio

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

Find vacation rentals that suit your style

Top South Shore Hotel Reviews

Ko'a Kea Resort on Po'ipu Beach

Find out more about South Shore

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