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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (127 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 €374
includes taxes & fees
5 Oct - 6 Oct
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
A spacious room with a large bed, a ceiling fan, a TV, a balcony with a view of palm trees, and a bookshelf.

2. 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 €337
includes taxes & fees
3 Oct - 4 Oct
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
A pool area with a water slide, palm trees, and a waterfall feature.

3. Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.6 out of 10, Excellent, (79 reviews)
"Great property, we had a great stay"
United States
VICTORIA G.
The price is €421
includes taxes & fees
30 Oct - 31 Oct
Beachfront Condo Poipu Beach Amenities Galore
A lush garden with a stone bridge, a white building with multiple windows, and a variety of tropical plants.

4. 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 €560
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.

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, (247 reviews)
"Great location. Perfect for our short stay."
United States
Heather A.
The price is €462
includes taxes & fees
3 Oct - 4 Oct
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
A balcony with a glass table holding fruits, a chair, and a view of the ocean and palm trees.

6. 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 €337
includes taxes & fees
6 Oct - 7 Oct
Prince Kuhio 335 OCEANVIEW STUDIO
A beach resort with a sandy shore, palm trees, and a clear blue sky.

7. 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 €647
includes taxes & fees
3 Oct - 4 Oct
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
A resort pool with clear water, surrounded by a rocky landscape and a building with a thatched roof.

8. 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 €797
includes taxes & fees
8 Oct - 9 Oct
Quiet Kiahuna plantation #88 , New Remodel with AC
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 €591
includes taxes & fees
4 Oct - 5 Oct
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
A dining area with a wooden table set for six, a sofa, and a view of the ocean.

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 €623
includes taxes & fees
3 Oct - 4 Oct
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

11. 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 €652
includes taxes & fees
11 Oct - 12 Oct
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
A nighttime pool area with a clear sky, a crescent moon, and a well-lit building with a pool.

12. 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 €671
includes taxes & fees
4 Oct - 5 Oct
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
A beach resort with a sandy shore, palm trees, and a clear blue sky.

13. 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.
The price is €653
includes taxes & fees
12 Oct - 13 Oct
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
A resort with beachfront properties, a golf course, and lush greenery.

14. 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 €697
includes taxes & fees
4 Oct - 5 Oct
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
A resort with beachfront properties, a golf course, and lush greenery.

15. BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach

BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
Poipu
10.0 out of 10, Exceptional, (21 reviews)
"Very convenient to parking & beach access. Sam’s an excellent host!"
United States
Elaine B.
The price is €730
includes taxes & fees
4 Oct - 5 Oct
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
A beach resort with a sandy shore, palm trees, and a clear blue sky.

16. 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.
The price is €647
includes taxes & fees
4 Oct - 5 Oct
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.

17. 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 €759
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.

18. 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 €670
includes taxes & fees
24 Oct - 25 Oct
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
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, (21 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 €671
includes taxes & fees
4 Oct - 5 Oct
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
A beach with palm trees and a clear blue sky.

20. Kiahuna Hale Kai III

Kiahuna Hale Kai III
Poipu
The price is €541
includes taxes & fees
4 Oct - 5 Oct
Kiahuna Hale Kai III
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

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

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

10/10 Excellent
"We loved the ability to walk to Poipu beach and watch the Hawaiian sea turtles and Monk seals sunbathing. The villa is generously supplied with soap, coffee, laundry detergent, trash bags and other household items. The pool and hot tub are nice to use with the complimentary access. Beautifully decorated and maintained"
Emily W. 4-night trip
Posted 3 days ago
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Find out more about South Shore

South Shore Condo Rentals information

Number of reviews
999
Accommodation
1167 Condo Rentals
Lowest Price
€337
Highest Price
€797

Explore a world of travel with Expedia