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Top Holiday Rentals in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER
Exterior
Kiahuna Plantation Resort Kauai by OUTRIGGER
3.0 star property
8.4 out of 10, Very good, (852)
"Beautiful grounds and easy beach access. Didn’t like 3 sets of stais to our room. High hidden cleaning fees."
Kiahuna Plantation Resort Kauai by OUTRIGGER
Castle Kiahuna Plantation & Beach Bungalows
Outdoor pool
Castle Kiahuna Plantation & Beach Bungalows
3.0 star property
8.0 out of 10, Very good, (990)
"Nice maintained property. Wish pool was located on actual property."
Castle Kiahuna Plantation & Beach Bungalows
Castle Poipu Shores
Suite, 3 Bedrooms, 2 Bathrooms, Oceanfront | View from room
Castle Poipu Shores
3.0 star property
8.8 out of 10, Excellent, (262)
"Beautiful location right on the water. The rooms were very spacious and the staff were amazing - very accommodating & available for anything we needed. The rooms, amenities and swimming pool have everything you need for a great stay. The turtles swimming right off the property edge was a highlight, highly recommend!"
Castle Poipu Shores
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Ocean-View Studio, Steps from Beaches In Sunny Poipu
Beach nearby, sun-loungers, beach towels
Ocean-View Studio, Steps from Beaches In Sunny Poipu
9.8 out of 10, Exceptional, (172)
"Great relaxing, unfortunate extra heavy rain storm that resulted in a flooded basement that handled all the units WiFi and hot water…after approx 2 days all was restored great communication and recovery."
The price is £402
per night
6 Jun - 7 Jun
Ocean-View Studio, Steps from Beaches In Sunny Poipu
An Affordable Alternative to Expensive Accommodations in Poipu
Terrace/patio
An Affordable Alternative to Expensive Accommodations in Poipu
9.4 out of 10, Exceptional, (35)
"Casual with a great location on Kawai. We had a Pleasant short walk to the shore. The first day, my wife and I walked down to the beach for sunset. As we approached the beach, saw a whale breaching just offshore. I saw only the big splash. She was a lucky lady!"
The price is £287
per night
25 Jun - 26 Jun
An Affordable Alternative to Expensive Accommodations in Poipu
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Property grounds
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
10.0 out of 10, Exceptional, (16)
"Very nice appartment, great location, everything you may need during the stay you can find there."
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Whalers Cove Oceanfront Resort
Condo, 2 Bedrooms, Kitchen, Partial Ocean View | Premium bedding, in-room safe, individually decorated
Whalers Cove Oceanfront Resort
3.5 star property
9.6 out of 10, Exceptional, (148)
"Very nice 2 bedroom condo, the most completely kitchen-equipped than we've had. Note that this was an end unit, second floor, with one a partial view of the ocean, but plenty of deck space. "
Whalers Cove Oceanfront Resort
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
Pool
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
9.4 out of 10, Exceptional, (19)
"Love how green everything is in Kauai. Poipu beaches are great. Be sure to check out the Botanical Gardens. Great golf and pickleball"
Ocean-view condo with balcony, washer/dryer & pool - walk to the beach
Snowbird-friendly oceanfront condo with gorgeous views, pool, & expansive lanai
On the beach
Snowbird-friendly oceanfront condo with gorgeous views, pool, & expansive lanai
9.4 out of 10, Exceptional, (61)
"Beautiful view with turtles below and whales offshore. Convenient location and sunset view. Loved it."
Snowbird-friendly oceanfront condo with gorgeous views, pool, & expansive lanai
Bayview, Poipu, Koloa Hawaii "Torview"
Beach nearby
Bayview, Poipu, Koloa Hawaii "Torview"
9.6 out of 10, Exceptional, (134)
"Very quiet and close to everything. Has all you need in one room. Stayed 3 nights. Had a private entrance and very safe neighborhood. "
The price is £290
per night
10 Jun - 11 Jun
Bayview, Poipu, Koloa Hawaii "Torview"
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
Beach nearby, sun-loungers, beach towels
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
10.0 out of 10, Exceptional, (191)
"Property was even better than advertised. Highly recommend esp for boogie boarding, beach activities. Loved the outdoor shower! House is great. Spent one whole day just relaxing on property itself. Neighborhood was quiet and worked out well, some rentals and some local residents and a good balance of each with a pleasant vibe. Host expectations were friendly and communicated clearly. We were grateful for their logistics support for checking in and out and the rental really made our stay in Kauai...
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
On the beach
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
9.4 out of 10, Exceptional, (77)
"The location is amazing and conveniently located. When we walked into the unit we could immediately hear the waves crashing. Each morning and evening we enjoyed the views from lanai. The unit was a good size for 2 people, but some of the furniture was “tired” and uncomfortable. It also would have been nice if the bedroom had a small tv for the option to wind down and relax in the bedroom."
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
Luxurious Location at Economy Price In Poipu
Beach/ocean view
Luxurious Location at Economy Price In Poipu
9.6 out of 10, Exceptional, (102)
"Hi, Ellen. Thank you very much for the stay. Incredible views! It was spectacular to be at your place during the last blue moon. Would on have to turn my head to watch the moon set on the ocean while laying on the bed. If I were to suggest something, I would say: 1. Your place is so spectacular that I would suggest a light remodeling if you can. 2. I would not keep old food in the fridge from previous gets. Some dry spices at the cabinetry only. 3. Did miss that welcome coffee and a small bottle...
Luxurious Location at Economy Price In Poipu
Remodeled Condo with A/C. Short Walk to Beach, Starbucks, Shops, & Restaurants!
Outdoor pool
Remodeled Condo with A/C. Short Walk to Beach, Starbucks, Shops, & Restaurants!
9.8 out of 10, Exceptional, (113)
"We come to Kauai as a family 1-2x a year and have stayed at the Kiahuna a fair amount of times. Rick & Marilyn’s condo is by far one of the best we’ve stayed in! It was clean, well maintained and convenient. The A/C was amazing on hot nights! If you’re a Kauai regular, you know how spectacular the beach is and it’s well worth it to stay on the property to not deal with parking lol! We booked this trip super last minute since we weren’t sure our schedule would allow it and the owners were so...
Remodeled Condo with A/C. Short Walk to Beach, Starbucks, Shops, & Restaurants!
An Affordable Alternative to Expensive Accommodations in Poipu
Property grounds
An Affordable Alternative to Expensive Accommodations in Poipu
9.0 out of 10, Wonderful, (77)
"Enjoyed our stay in this home. Great location to all Kauai has to offer. Easy check-in. Thanks so much."
The price is £340
per night
11 Jun - 12 Jun
An Affordable Alternative to Expensive Accommodations in Poipu
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Aerial view
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
9.6 out of 10, Exceptional, (109)
"Condo worked well for us, Great view from the balcony and main bedroom. Constructions next door of 5, 2 story houses will limit the perfect view of the sunrise and ocean, What a shame"
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Oceanfront Condo with Shared Pool & Hot Tub, WiFi, and Private Washer/Dryer
Aerial view
Oceanfront Condo with Shared Pool & Hot Tub, WiFi, and Private Washer/Dryer
8.8 out of 10, Excellent, (12)
"Great home base for our family (5 and 8 year old shared a room with their own twin beds), very close to many fun and kid friendly beaches. You can access resorts and golf courses nearby. And they had beach chairs, boogie boards and snorkeling gear available to use, plus the onsite tennis court included pickle ball equipment to play at your leisure. Lovely and comfortable layout and great communication with the property manager via Vacasa. Would definitely recommend!"
Oceanfront Condo with Shared Pool & Hot Tub, WiFi, and Private Washer/Dryer
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
Aerial view
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
9.6 out of 10, Exceptional, (117)
"The space was roomy. Location was perfect for walk ability to beaches and restaurants. Loved being able to walk out and watch the sunset and only short walk to watch sunrise."
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
Recently upgraded single level ocean view condo
Beach nearby
Recently upgraded single level ocean view condo
9.6 out of 10, Exceptional, (22)
"While there was a slight miscommunication at the beginning of our stay, property management made it right immediately and then also provided complementary late check out. The property came with beach gear, which was in great shape. It also has an incredible view of the ocean out of the main bedroom as well as the lanai. Would stay here again with my family."
Recently upgraded single level ocean view condo
Beachfront Condo Poipu Beach Amenities Galore
Outdoor pool
Beachfront Condo Poipu Beach Amenities Galore
9.0 out of 10, Wonderful, (31)
"We had an amazing time in Poipu and the condo was perfect for the price. It had everything we needed and more. The location was more than ideal. The beach is just down the street, restaurants, bars, the beach club all near by. It was fantastic. Thank you."
Beachfront Condo Poipu Beach Amenities Galore
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See all available properties in South Shore
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.

South Shore Holiday Rental Travel Info

Holiday rentals
447
Popular accommodation
South Shore condos
International airport
Lihue, HI (LIH)

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

Grand Hyatt Kauai Resort and Spa
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Grand Hyatt Kauai Resort and Spa
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Awesome place for family weekend, great pool and great staff. Highly recommend "
The price is £754
per night
6 Jul - 7 Jul
Grand Hyatt Kauai Resort and Spa
Ko'a Kea Resort on Po'ipu Beach
Property amenity
Ko'a Kea Resort on Po'ipu Beach
4.5 star property
9.4 out of 10, Exceptional, (1004)
"We found this property is perfect for a romantic get away. They have a pool and bar central to the property. The ocean is right at the property. Sunset views are amazing."
The price is £564
per night
30 Jun - 1 Jul
Ko'a Kea Resort on Po'ipu Beach
Koloa Landing Resort at Poipu, Autograph Collection
Sports facility
Koloa Landing Resort at Poipu, Autograph Collection
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Beautiful resort; great food at the restaurant/bar; WONDERFUL staff, friendly and helpful, welcoming and always with a smile; beautiful pools and grounds; walking path along the ocean; shuttle service to local shopping, etc. Loved everything about this resort!"
The price is £585
per night
7 Jun - 8 Jun
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.

Everything you need to know about South Shore holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Shore holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Shore holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Shore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Shore holiday rentals we have selected for you start as low as £287 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Shore rentals

At Expedia, we put the best South Shore holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Shore holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of South Shore properties
Expedia verified reviews

Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

5/5 Excellent
"We found this property is perfect for a romantic get away. They have a pool and bar central to the property. The ocean is right at the property. Sunset views are amazing."
A verified traveller stayed at Ko'a Kea Resort on Po'ipu Beach
Posted 2 days ago
Ko'a Kea Resort on Po'ipu Beach