A rocky shoreline with a sunset over the ocean.

Search South Shore Condo Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for South Shore condo rentals

A lush garden with a pond, koi fish, and a waterfall.

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, (128 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 AU$556
includes taxes & fees
20 Oct - 21 Oct
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
A pool area with a water slide, palm trees, and a waterfall feature.

2. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.6 out of 10, Excellent, (80 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
The price is AU$591
includes taxes & fees
6 Nov - 7 Nov
Beachfront Condo Poipu Beach Amenities Galore
A spacious room with a large bed, a ceiling fan, a TV, a balcony with a view of palm trees, and a bookshelf.

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, (5 reviews)
"Everything was great!"
United States
Jeff
The price is AU$522
includes taxes & fees
15 Oct - 16 Oct
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
A balcony with a glass table holding fruits, a chair, and a view of the ocean and palm trees.

4. Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (95 reviews)
"Great place. Will stay again"
United States
Matthew S.
The price is AU$530
includes taxes & fees
23 Oct - 24 Oct
Prince Kuhio 335 OCEANVIEW STUDIO
A lush garden with a stone bridge, a white building with multiple windows, and a variety of tropical plants.

5. 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
The price is AU$874
includes taxes & fees
17 Oct - 18 Oct
South Kauai Tranquil Retreat w/ AC in Poipu
A balcony with a view of the ocean, palm trees, and a purple orchid.

6. 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, (247 reviews)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is AU$714
includes taxes & fees
14 Oct - 15 Oct
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

7. 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, (98 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 AU$1,035
includes taxes & fees
16 Oct - 17 Oct
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

8. 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, (113 reviews)
"Great location! One of the nicer and newer places near the Poipu area."
United States
Ryan C.
The price is AU$1,044
includes taxes & fees
30 Oct - 31 Oct
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
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.

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, (204 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is AU$844
includes taxes & fees
18 Oct - 19 Oct
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
A resort with beachfront properties, a golf course, and lush greenery.

10. NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Poipu
9.2 out of 10, Wonderful, (19 reviews)
"Nice unit in a great location. A couple of issues with bedding but the owner made it right. Would stay at this location again. The beach was great and loved the complimentary fitness club access and the nice assortment of restaurants nearby."
United States
Linda
The price is AU$1,129
includes taxes & fees
14 Oct - 15 Oct
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
A dining area with a wooden table set for six, a sofa, and a view of the ocean.

11. 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, (19 reviews)
"Very clean house. Views were amazing."
United States
Wade B.
The price is AU$932
includes taxes & fees
25 Oct - 26 Oct
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
A beach resort with a sandy shore, palm trees, and a clear blue sky.

12. 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.
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
A balcony with a view of a tropical landscape, including palm trees and dense foliage.

13. Aloha Escape-Oceanview-Newly Updated

Aloha Escape-Oceanview-Newly Updated
Poipu
10.0 out of 10, Exceptional, (2 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.
The price is AU$848
includes taxes & fees
25 Oct - 26 Oct
Aloha Escape-Oceanview-Newly Updated
A beach resort with a sandy shore, palm trees, and a clear blue sky.

14. 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
9.4 out of 10, Exceptional, (43 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.
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
A beach resort with a sandy shore, palm trees, and a clear blue sky.

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

Luxury Ground Floor Condo Just 50 Yards From The Beach!
Poipu
9.8 out of 10, Exceptional, (49 reviews)
"Great location at our favorite beach on the island. Always nice getting to stay at kiahuna and this condo is great. Came as advertised and is steps from the water. Clean and well furnished. We had a great time. "
Canada
Tom C.
Luxury Ground Floor Condo Just 50 Yards From The Beach!
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

16. 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)
"Perfect location beautiful property"
United States
Shanelle
The price is AU$1,182
includes taxes & fees
14 Oct - 15 Oct
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
A coastal resort with beachfront properties, a well-maintained lawn, and a view of the ocean and mountains.

17. Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach

Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
Poipu
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful place. Would definitely stay again"
United States
Charlie L.
The price is AU$1,038
includes taxes & fees
24 Oct - 25 Oct
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
Pool

18. Poipu Paradise Retreat

Poipu Paradise Retreat
Poipu
The price is AU$1,083
includes taxes & fees
25 Oct - 26 Oct
Poipu Paradise Retreat
A nighttime resort pool area with a clear view of the pool, surrounding greenery, and adjacent buildings.

19. 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, (22 reviews)
"Great location near the beach and shopping and local restaurants"
United States
Cameron R.
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
A poolside area with two cushioned chairs, a small table, and a pool with a metal ladder.

20. 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, (84 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 AU$962
includes taxes & fees
16 Oct - 17 Oct
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Shore Hotel Reviews

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

10/10 Excellent
"Na"
James J 2-night trip
Posted 3 hours ago
Koloa Landing Resort at Poipu, Autograph Collection

Find out more about South Shore

South Shore Condo Rentals information

Number of reviews
780
Accommodation
1164 Condo Rentals
Lowest Price
AU$522
Highest Price
AU$1,182

Explore a world of travel with Expedia