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South Shore Vacation Rentals

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Our top choices for South Shore vacation rentals

1. Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (888 reviews)
"Clean and great location."
United States
Kelley
The price is CA $396
CA $470 total
includes taxes & fees
Nov 20 - Nov 21
Sheraton Kauai Resort Villas

2. 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, (131 reviews)
"Amazing location and a smooth and easy check in and check out process. Thank you!"
United States
Andrew L.
The price is CA $153
CA $560 total
includes taxes & fees
Nov 10 - Nov 11
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

3. 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, (248 reviews)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is CA $295
CA $707 total
includes taxes & fees
Nov 13 - Nov 14
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

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (116 reviews)
"Great location! One of the nicer and newer places near the Poipu area."
United States
Ryan C.
The price is CA $224
CA $1,016 total
includes taxes & fees
Nov 15 - Nov 16
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

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Poipu
10.0 out of 10, Exceptional, (159 reviews)
"Great Host, beautiful location and fantastic condo!"
United States
Janet G.
The price is CA $427
CA $1,070 total
includes taxes & fees
Nov 26 - Nov 27
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

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 CA $309
CA $1,034 total
includes taxes & fees
Nov 9 - Nov 10
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!

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Poipu
9.8 out of 10, Exceptional, (205 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is CA $202
CA $790 total
includes taxes & fees
Nov 10 - Nov 11
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

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Poipu
9.4 out of 10, Exceptional, (99 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay in Poipu !"
United States
Brian C.
The price is CA $224
CA $1,016 total
includes taxes & fees
Nov 11 - Nov 12
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

Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Poipu
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, beautiful and quiet location, provided with so many things that were so useful such as alo gel, beach supplies etc. Host was great, loved our stay!"
United States
McKenna C.
The price is CA $205
CA $511 total
includes taxes & fees
Nov 12 - Nov 13
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

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

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
9.8 out of 10, Exceptional, (37 reviews)
"Excellent upgraded condo!"
United States
Jim L.
The price is CA $445
CA $1,254 total
includes taxes & fees
Dec 1 - Dec 2
Quiet Kiahuna plantation #88 , New Remodel with AC

11. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (96 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is CA $205
CA $533 total
includes taxes & fees
Nov 11 - Nov 12
Prince Kuhio 335 OCEANVIEW STUDIO

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

KP212 Ocean View | AC•Pool•Gym | Two Lanais, Spectacular View w/ W/D and AC
Poipu
10.0 out of 10, Exceptional, (17 reviews)
"Wonderful home away from home. Beds were extremely comfortable, kitchen was fully accommodating for meals in. The view of the ocean was dreamy and the grounds and beach so inviting for a fully relaxing getaway. We could not have picked a better place. "
United States
katfnp
The price is CA $314
CA $1,200 total
includes taxes & fees
Nov 9 - Nov 10
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

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Poipu
9.6 out of 10, Exceptional, (95 reviews)
"A great condo in a beautiful location. Excellent communication with host and easy check in process. A lovely stay."
United States
Sean C.
The price is CA $606
CA $810 total
includes taxes & fees
Nov 9 - Nov 10
Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

14. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (115 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 CA $197
CA $586 total
includes taxes & fees
Nov 9 - Nov 10
An Affordable Alternative to Expensive Accommodations in Poipu

15. 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 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."
United States
Margaret W.
The price is CA $197
CA $586 total
includes taxes & fees
Nov 13 - Nov 14
An Affordable Alternative to Expensive Accommodations in Poipu

16. 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 CA $319
CA $859 total
includes taxes & fees
Nov 9 - Nov 10
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

RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Beautiful property and condo! Perfect location, close to everything. Enjoyed the vibe on this side of the island more than the North shore. Host was super responsive check in and check out were very easy. Would 100% stay here again in the future. "
United States
Katie M.
The price is CA $284
CA $1,085 total
includes taxes & fees
Nov 9 - Nov 10
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

Kiahuna Paradise condo with A/C
Poipu
10.0 out of 10, Exceptional, (11 reviews)
"Loved staying here. Hist provided extras like boogie boards and cold bag. We used the included athletic club alot. Loved the near by coffeeshops. Starbucks and Little Fish."
United States
Marica F.
The price is CA $422
CA $1,225 total
includes taxes & fees
Nov 11 - Nov 12
Kiahuna Paradise condo with A/C

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

Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
Poipu
9.8 out of 10, Exceptional, (32 reviews)
"Great location."
United States
Vivek
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

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Poipu
9.2 out of 10, Wonderful, (20 reviews)
"Very clean house. Views were amazing."
United States
Wade B.
The price is CA $174
CA $892 total
includes taxes & fees
Nov 16 - Nov 17
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
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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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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Shore vacation rentals we have selected for you start as low as CA $152 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 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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