South Shore Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (887)
"Property location great with nice access to beach and gym. Consistent with other reviewers, the property is old. They do maintain the lawn grounds very nicely but the furniture inside appartment is dated. Otherwise great stay. If the rate was better, would come again but booked last minute and had limited selection in price of condos. "
Kiahuna Plantation Resort Kauai by OUTRIGGER

Ocean-View Studio, Steps from Beaches In Sunny Poipu

9.8 out of 10, Exceptional, (192)
"This small and cozy studio near the ocean is great for a couple. It has all the amenities."
The price is NZ$941
includes taxes & fees
17 Jan - 18 Jan
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Castle Kiahuna Plantation & Beach Bungalows

3.0 star property
8.0 out of 10, Very good, (1009)
"We had an amazing stay at this apartment complex! The property is stunning, with lush green landscaping, tall palm trees, and vibrant tropical plants that create a truly serene atmosphere. Its beachfront location is unbeatable, offering direct access to a lovely sandy beach. The snorkeling was a pleasant surprise—not a coral reef, but we still spotted a variety of fish and even a sea turtle! Surfing is also an option here, with board rentals conveniently available on-site. While the boards...
Castle Kiahuna Plantation & Beach Bungalows

Castle Po'ipū Shores

3.0 star property
8.8 out of 10, Excellent, (279)
"On the edge of the island and perched to see turtles daily. Also saw dolphins swimming! The space was nice and adequate for the 5 adults. Twin beds were hard and the parking was hit and miss on a steep driveway. Would definitely stay there again!"
Castle Po'ipū Shores

Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling

9.6 out of 10, Exceptional, (28)
"We really enjoyed this condo for our trip to Kaua'i. Greeted by the sun each morning, and a nice shady spot on the balcony to enjoy the ocean in the afternoon. Will look to booking here again on another visit. "
The price is NZ$1,144
includes taxes & fees
15 Jan - 16 Jan
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling

Bayview, Poipu, Koloa Hawaii "Torview"

9.6 out of 10, Exceptional, (142)
"We just had a quick 1 night stay, and that was too short. The location was amazing and David was fabulous "
The price is NZ$652
includes taxes & fees
17 Jan - 18 Jan
Bayview, Poipu, Koloa Hawaii "Torview"

Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

9.6 out of 10, Exceptional, (64)
"Great stay with kids"
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

Makahuena 4304 by Destination Kauai - Partial Ocean View

9.0 out of 10, Wonderful, (21)
"This is a beautiful property that is well maintained, in an exceptional location. It is stocked with everything you may need and was immaculate.. The management company was very pleasant to deal with and very accommodating."
Makahuena 4304 by Destination Kauai - Partial Ocean View

Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom

9.6 out of 10, Exceptional, (36)
"This space was quite clean. The condo was centrally located allowing us to have some wonderful day excursions. Property manager was quick to respond to our calls/texts. Beautiful time and location"
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom

Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

10.0 out of 10, Exceptional, (175)
"Was an amazing place the only negative thing was that the trip ended. Tnank you!"
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

Ocean-view condo with balcony, washer/dryer & pool - walk to the beach

9.4 out of 10, Exceptional, (28)
"The condo had a very comfortable bed and couch and everything needed to enjoy those days at the beach including chairs and umbrella. Beautiful area with a very nice pool with waterfall. Snorkeling is right across the street...best on the island! Snorkeling "
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (87)
"This was a perfect location for us as we only needed 2 nights between timeshare resorts. The kitchenette was cute and had adequate supplies for our short stay. The cutlery/knives were sort of a hodgepodge of older items so updating these would be beneficial - especially for any longer stays. I pack my own knives etc. so it wasn't a concern for us. An added bonus was having access to a wide variety of beach chairs/umbrellas, boogie boards, snorkel gear etc. This isn't included in the description...
The price is NZ$853
includes taxes & fees
24 Jan - 25 Jan
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

9.4 out of 10, Exceptional, (50)
"Beautiful neighborhood, very quiet. Host was very accommodating and friendly. Close to beaches and activities. "
The price is NZ$731
includes taxes & fees
30 Jan - 31 Jan
An Affordable Alternative to Expensive Accommodations in Poipu

Amazing Views in this 2 Bedrooms/2.5 Baths Condo

9.6 out of 10, Exceptional, (117)
"The unit was comfortable and well equipped. The beds were very comfy. "
Amazing Views in this 2 Bedrooms/2.5 Baths Condo

Oceanfront Condo with Shared Pool & Hot Tub, New Central A/C installed

8.8 out of 10, Excellent, (17)
"Loved this place! Every detail was attended to, from the furnishings, to linens, to beach chairs! Every appliance and utensil you could ever need. Thoroughly enjoyed our stay! Mahalo"
Oceanfront Condo with Shared Pool & Hot Tub, New Central A/C installed

Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.

9.6 out of 10, Exceptional, (207)
"Overall was great. Was a little disappointed with trying to get replacements for things like laundry detergent, dryer sheets and a few others. Was told the few items in the condo were all that will be provided. Had to get them on my own when they ran out which also left me with a bunch of supplies I had to leave there. Kinda of stinky under the kitchen sink. Lastly I would have the tracks on the screen doors, bifold doors and blinds get some maintenance so they work better. "
Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.

Remodeled Condo 300 Ft From The Ocean!!!

9.6 out of 10, Exceptional, (116)
"Great facilities. Fully equipped kitchen. Everything was close. "
Remodeled Condo 300 Ft From The Ocean!!!

4th Floor Condo with Direct Ocean View in Sunny Poipu!

9.2 out of 10, Wonderful, (16)
"The property correctly lists that there is no AC. Some of the other units in this complex do have window AC units. Adding one of those would change the experience. I thought it would be fine but the highs were mid 80s and it was hard to sleep at night. "
4th Floor Condo with Direct Ocean View in Sunny Poipu!

Beachfront Condo Poipu Beach Amenities Galore

9.0 out of 10, Wonderful, (41)
"Great location. Clean and comfortable. Snorkelling is great on the beach and of course the turtles coming up every evening is amazing. We have tweens and location was great for us. No AC, but you adjust quickly. Open up at night and close up in the mid-morning."
Beachfront Condo Poipu Beach Amenities Galore

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

9.8 out of 10, Exceptional, (170)
"We loved the villa- it was gorgeous. And we were so happy to be within walking distance to the beach. The host was super responsive and accommodating. We really appreciated that! We’ll definitely be back."
The price is NZ$1,990
includes taxes & fees
27 Jan - 28 Jan
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
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.
Don't see what you're looking for?
See all available properties in South Shore
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in South Shore you may be interested in

Grand Hyatt Kauai Resort and Spa

4.5 star property
9.4 out of 10, Exceptional, (1002)
"Amazing stay! Expensive place, but everything was nice and service was great."
The price is NZ$1,885
includes taxes & fees
10 Jan - 11 Jan
Grand Hyatt Kauai Resort and Spa

Sheraton Kauai Resort

4.0 star property
8.6 out of 10, Excellent, (1007)
"I would recommending staying at this resort! It was super clean, staff is nice and helpful. We had no issues with our room and it was really big and kept super tidy everyday!"
The price is NZ$1,079
includes taxes & fees
24 Jan - 25 Jan
Sheraton Kauai Resort

Koloa Landing Resort at Poipu, Autograph Collection

4.5 star property
9.4 out of 10, Exceptional, (1003)
"Very nice swimming pools, friendly cordial staff, clean property. Concrete pavement around the pool unfortunately gets slippery and dangerous. The hotel makes efforts to lay down matts and signage’s. However, I injured my right foot still the first day and could not go hiking on trails I planned for. Be careful walking around the pool amenities!"
The price is NZ$1,751
includes taxes & fees
16 Jan - 17 Jan
Koloa Landing Resort at Poipu, Autograph Collection
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.