A rocky shoreline with a sunset over the ocean.

Search and Rent South Shore Condos

  • 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
In two months
In three months
In four months

Our top choices for South Shore condo rentals

1. 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.
$326 nightly
The price is $380
Nov 17 - Nov 18
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

2. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.8 out of 10, Excellent, (82 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
$354 nightly
The price is $414
Nov 19 - Nov 20
Total with taxes and fees
Beachfront Condo Poipu Beach Amenities Galore

3. 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.
$318 nightly
The price is $374
Nov 12 - Nov 13
Total with taxes and fees
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

4. 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.
$318 nightly
The price is $374
Nov 11 - Nov 12
Total with taxes and fees
Prince Kuhio 335 OCEANVIEW STUDIO

5. 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.
$428 nightly
The price is $501
Nov 13 - Nov 14
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

6. 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
9.4 out of 10, Exceptional, (22 reviews)
"Very clean house. Views were amazing."
United States
Wade B.
$526 nightly
The price is $614
Nov 16 - Nov 17
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

7. 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.
$596 nightly
The price is $695
Nov 15 - Nov 16
Total with taxes and fees
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

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.
$589 nightly
The price is $688
Nov 12 - Nov 13
Total with taxes and fees
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

9. 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, (206 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
$472 nightly
The price is $553
Nov 11 - Nov 12
Total with taxes and fees
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

10. 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.
$610 nightly
The price is $719
Nov 16 - Nov 17
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

11. 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
$478 nightly
The price is $564
Nov 30 - Dec 1
Total with taxes and fees
South Kauai Tranquil Retreat w/ AC in Poipu

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

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.8 out of 10, Exceptional, (92 reviews)
"Great property to vacation at!"
United States
Jamie M.
$697 nightly
The price is $812
Nov 16 - Nov 17
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

13. Aloha Escape-Oceanview-Newly Updated

Aloha Escape-Oceanview-Newly Updated
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"This was a beautiful condo. Very cozy and accessible to the beaches and places to eat. My family really enjoyed stayting here. Would recommend this location for future guests."
United States
Natalie T.
$519 nightly
The price is $610
Nov 11 - Nov 12
Total with taxes and fees
Aloha Escape-Oceanview-Newly Updated

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

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Poipu
9.6 out of 10, Exceptional, (25 reviews)
"Great location near the beach and shopping and local restaurants"
United States
Cameron R.
$596 nightly
The price is $695
Nov 25 - Nov 26
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

15. Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View

Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Poipu
9.8 out of 10, Exceptional, (67 reviews)
"We had an amazing stay! The unit was well stocked with towels, dishes, and beach supplies. We loved the view and the access to the nearby pool/fitness center. We highly recommend this rental to anyone interested in visiting Kiahuna. "
United States
Amy L.
$597 nightly
The price is $702
Nov 20 - Nov 21
Total with taxes and fees
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View

16. Walk to 3 Poipu Beaches • Spacious 2BR/2BA Condo with A/C, Resort Pools & Tennis

Walk to 3 Poipu Beaches • Spacious 2BR/2BA Condo with A/C, Resort Pools & Tennis
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"What a fabulous vacation for our family. The condo exceeded our expectations, was very well equipped with everything we needed, and the location was perfect for our activities. The host was very welcoming and continually stayed in contact, making sure we had all we needed and was available to answer any questions or concerns. We look forward to visiting again!"
United States
Lisa N.
$539 nightly
The price is $634
Dec 1 - Dec 2
Total with taxes and fees
Walk to 3 Poipu Beaches • Spacious 2BR/2BA Condo with A/C, Resort Pools & Tennis

17. Kiahuna Hale Kai I

Kiahuna Hale Kai I
Poipu
$601 nightly
The price is $649
Dec 2 - Dec 3
Total with taxes and fees
Kiahuna Hale Kai I

18. Seaside Serenity in Hawaii

Seaside Serenity in Hawaii
Poipu
10.0 out of 10, Exceptional, (1 review)
"My husband and I were very comfortable at the condo. We loved being able to walk to the beach at the property or to Poipubeach as well. The pool and Cabana at the athletic club were a nice alternative. The condo was clean and had all that we needed. The only thing that we found lacking was a dresser to unpack our suitcases. We took advantage of the grill outside and enjoyed the lanai immensely. Thank you very much."
United States
Laural J.
$525 nightly
The price is $617
Nov 20 - Nov 21
Total with taxes and fees
Seaside Serenity in Hawaii

19. Kuhio Shores 411. Right on the water- Cold A/C

Kuhio Shores 411. Right on the water- Cold A/C
Poipu
8.0 out of 10, Very good, (2 reviews)
"Fantastic stay at Kuhio Shores! Great location combined with an unbelievable view! Ben was very welcoming and made sure we had everything we needed to have an enjoyable stay. Highly recommend! "
United States
Brian F.
$476 nightly
The price is $560
Nov 11 - Nov 12
Total with taxes and fees
Kuhio Shores 411. Right on the water- Cold A/C

20. 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.
$646 nightly
The price is $756
Nov 26 - Nov 27
Total with taxes and fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Shore Hotel Reviews

Find out more about South Shore

South Shore Condo Rentals information

Number of reviews
820
Accommodation
1155 Condo Rentals
Lowest Price
$374
Highest Price
$812

Explore a world of travel with Expedia