A rocky shoreline with a sunset over the ocean.

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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, (125 reviews)
"A wonderful place to land very convenient to all the adventures the south had to offer. The space was clean and comfortable. Would stay here again!"
United States
Christine A.
The price is ¥18,685
¥64,316 total
includes taxes & fees
Sep 11 - Sep 12
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

2. 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, (96 reviews)
"Loved this place! So clean and located just a couple minutes from the beach!! It was very quiet place and super clean! We absolutely loved staying here!"
United States
Ananiah
The price is ¥27,536
¥116,298 total
includes taxes & fees
Sep 13 - Sep 14
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

3. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is ¥35,903
¥79,244 total
includes taxes & fees
Sep 7 - Sep 8
Prince Kuhio 335 OCEANVIEW STUDIO

4. 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, (246 reviews)
"We loved our stay and would look to stay here again in the future. It was very relaxing and close to everything we wanted to do "
United States
Lori
The price is ¥32,658
¥78,211 total
includes taxes & fees
Sep 27 - Sep 28
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

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

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Poipu
9.8 out of 10, Exceptional, (73 reviews)
"very well stocked with everything including kleenex and shower products . lovely and comfortable outdoor area, comfortable beds, beach equipment , coolers and towels in excellent condition and a plus to have available . Grilling area, grounds and gardens were very clean and well maintained , so many beautiful flowers everywhere."
Canada
Robert
The price is ¥29,035
¥118,368 total
includes taxes & fees
Sep 20 - Sep 21
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

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

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Poipu
9.6 out of 10, Exceptional, (40 reviews)
"My family had a wonderful time staying in the comfortable unit. They appreciated its location, the air conditioning helped the children sleep, and the bathtub/shower combination worked well for both the adults and the little ones. "
United States
Nancy M.
The price is ¥32,658
¥111,766 total
includes taxes & fees
Sep 10 - Sep 11
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

7. 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, (4 reviews)
"Perfect location! We loved our stay and would stay here again. Great food trucks (Thai) and a market with the best acai bowls only a few minutes drive or a 15 minute walk away. Easy drive to our favorite beaches (Shipwreck, Poipu)."
United States
Erin G.
The price is ¥28,098
¥68,508 total
includes taxes & fees
Sep 9 - Sep 10
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

8. 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 ¥32,625
¥112,742 total
includes taxes & fees
Sep 10 - Sep 11
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

9. South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay. Mahalo for all"
United States
Luiz
The price is ¥34,065
¥88,812 total
includes taxes & fees
Sep 21 - Sep 22
South Kauai Tranquil Retreat w/ AC in Poipu

10. 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, (18 reviews)
"Nice place. The amenities are well equipped"
United States
Kiera L.
The price is ¥24,726
¥106,227 total
includes taxes & fees
Sep 11 - Sep 12
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

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

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (36 reviews)
"Rental was clean with tons of kitchen supplies and extra linen for pull out sofa. Loved the wagon on the porch to take stuff down to the beach. Easy access to pool and beach. Wonderful gym amenities! "
United States
Melissa H.
The price is ¥39,025
¥131,456 total
includes taxes & fees
Sep 7 - Sep 8
Quiet Kiahuna plantation #88 , New Remodel with AC

12. 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
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable. Had everything we needed for the beach. Would definitely recommend and stay here again."
United States
Marni W.
The price is ¥27,564
¥115,598 total
includes taxes & fees
Sep 10 - Sep 11
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

13. 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, (91 reviews)
"Perfect location beautiful property"
United States
Shanelle
The price is ¥37,409
¥135,859 total
includes taxes & fees
Sep 10 - Sep 11
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

14. 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, (202 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is ¥35,862
¥103,730 total
includes taxes & fees
Sep 7 - Sep 8
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

15. Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
10.0 out of 10, Exceptional, (11 reviews)
"Great location, and property was very clean and organized upon arrival. Nice view overlooking the grounds and partial ocean. Kiahuna is my part of the south shore, so I love staying here. The rental had some very minor issues, but nothing that took away from my stay. Check in was super easy, and they even called the day before to confirm arrival time. The hosts are very easy to communicate with, and they even had some goodies for me upon arrival. Would definitely stay here again."
United States
James I.
The price is ¥39,065
¥131,429 total
includes taxes & fees
Sep 12 - Sep 13
Kiahuna Paradise condo with A/C

16. Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Poipu
9.8 out of 10, Exceptional, (80 reviews)
"Very clean and the view was great. Very nice and a great price to stay!"
United States
Larry W.
The price is ¥45,870
¥92,587 total
includes taxes & fees
Sep 17 - Sep 18
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

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

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Poipu
9.8 out of 10, Exceptional, (79 reviews)
"The property was great, and Kevin was really good at sending info and responding to questions. Great location, and amazing amenities within the property area. Would definitely stay here again!!"
United States
Abe B.
The price is ¥46,830
¥116,850 total
includes taxes & fees
Sep 11 - Sep 12
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

18. Surf’s Up Suite @ Kiahuna I AC I Partial Ocean View I Beach Amenities Surfboard

Surf’s Up Suite @ Kiahuna I AC I Partial Ocean View I Beach Amenities Surfboard
Poipu
9.6 out of 10, Exceptional, (25 reviews)
"The property was very comfortable, well maintained, and had everything we needed for a relaxing vacation. The location was excellent, close to beaches and restaurants."
United States
Mylene L.
The price is ¥42,021
¥121,734 total
includes taxes & fees
Oct 4 - Oct 5
Surf’s Up Suite @ Kiahuna I AC I Partial Ocean View I Beach Amenities Surfboard

19. Sunny Side Waves-Beachfront-Ground Floor, Corner Unit-AC-Fresh-Updated

Sunny Side Waves-Beachfront-Ground Floor, Corner Unit-AC-Fresh-Updated
Poipu
10.0 out of 10, Exceptional, (26 reviews)
"We had such a wonderful stay in Poipu, and can't wait to come back to the condo!"
United States
Rachel T.
The price is ¥44,378
¥124,836 total
includes taxes & fees
Sep 8 - Sep 9
Sunny Side Waves-Beachfront-Ground Floor, Corner Unit-AC-Fresh-Updated

20. Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly

Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly
Poipu
10.0 out of 10, Exceptional, (40 reviews)
"There was Absolutely nothing to complain about! Instructions were great! Condo was as it said it was! Amenities were wonderful! !"
Canada
Carol M.
The price is ¥49,222
¥131,405 total
includes taxes & fees
Sep 17 - Sep 18
Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly
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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Top South Shore Hotel Reviews

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South Shore Condo Rentals information

Number of reviews
1,116
Accommodation
1167 Condo Rentals
Lowest Price
¥64,316
Highest Price
¥141,825

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