Holiday Rentals in South Shore

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Holiday Rentals in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (968)
"Great place to stay we go there everybyear"
Kiahuna Plantation Resort Kauai by OUTRIGGER

Castle Kiahuna Plantation & Beach Bungalows

3.0 star property
8.0 out of 10, Very good, (1031)
"Quiet and clean very well kept up. Close to shopping and good dining without feeling like I was downtown in a major city. "
Castle Kiahuna Plantation & Beach Bungalows

Stone House - Beachfront Home with 180 Degree Coastline Views!

9.6 out of 10, Exceptional, (48)
"We loved our stay at the Stone House. The most incredible views all the way around the house. Hearing the ocean, day and night, was a highlight for all of us! It was convenient to be near shops and restaurants and we loved visiting Baby Beach. It was a wonderful experience for our family's visit to the south shore of Kauaii."
Stone House - Beachfront Home with 180 Degree Coastline Views!

Whalers Cove Oceanfront Resort

3.5 star property
9.6 out of 10, Exceptional, (162)
"Perfect views, friendly staff, and ample facilities!"
Whalers Cove Oceanfront Resort

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

2.0 star property
10.0 out of 10, Exceptional, (49)
"This condo was awesome. Would definitely stay there again. The game room was a nice bonus."
The price is €576
includes taxes & fees
15 Oct - 16 Oct
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

The Lodge at Kukui’ula

4.5 star property
9.6 out of 10, Exceptional, (15)
"The lodge and resort are the perfect place for some one who wishes to escape into beauty and calm. Absolutely breathtaking! "
The Lodge at Kukui’ula

Beachfront Condo Poipu Beach Amenities Galore

8.8 out of 10, Excellent, (55)
"Great location and great amenities! Walkable to everything. Definitely "
Beachfront Condo Poipu Beach Amenities Galore

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

9.6 out of 10, Exceptional, (165)
"Loved the location. A peaceful & refreshing escape."
The price is €350
includes taxes & fees
13 Oct - 14 Oct
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

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

9.6 out of 10, Exceptional, (76)
"We loved our stay here. The location is close to multiple beaches that can entertain any age group. The only thing I would say is that the parking is not great and ony one car is allowed in a pretty tight space. The manager of the property checked in to make sure things were going well and the house was generously stocked especially with anything you might need for the beach. We would definitely stay here again!"
Luxury Poipu 4br Villa with AC Walk to the Beach! (224)

Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16

10.0 out of 10, Exceptional, (4)
"Very spacious, clean and luxurious. We had a large crowd and this house was perfect . I miss it already"
Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16

Now with AC! Ocean View 2 bd 2 Bath, 1 story condo at the Makahuena.

9.6 out of 10, Exceptional, (218)
"The accommodations were clean, comfortable, and had all the amenities of home. The location was ideal. We really enjoyed our stay."
Now with AC! Ocean View 2 bd 2 Bath, 1 story condo at the Makahuena.

Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

9.6 out of 10, Exceptional, (161)
"If you want sun, relaxation and a variety of options for entertaining, this property’s location can’t be beat for what Kauai has to offer. The quiet and calm environment with comfortable and clean furnishings in this unit provide so many advantages with the amenities to make the most of your time during your stay - we couldn’t get enough and would happily recommend to couples or families alike."
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

2-Bedroom Garden & Ocean Views!

9.0 out of 10, Wonderful, (2)
"Great location. Beautiful sunsets. Bed was super comfy. Easy to communicate issues to property manager. "
2-Bedroom Garden & Ocean Views!

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

10.0 out of 10, Exceptional, (61)
"Beautiful property. Good location to beaches. Has all the amenities you would need. The family thoroughly enjoyed the pool and sitting out on the lanai. It was very easy to communicate with the owner. I highly recommend this place. "
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

10.0 out of 10, Exceptional, (173)
"We loved everything about this place and it was perfect for our family of 3 adult couples and 2 toddlers. We hope to book this place again next year. Thank you for a wonderful stay! "
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

Ocean Front 3 BR, 1 level Condo . Pool, SPA , huge Lanai . Pickle Ball

9.6 out of 10, Exceptional, (156)
"nice place, smallish, but for the price, was very happy. Be aware, if you didn't notice, that the master bedroom is separated from living area by sliding white glass doors, so not as quiet as might be hoped. Great walking distance to Shipwreck and Poipu beaches! Would definitely stay again"
Ocean Front 3 BR, 1 level Condo . Pool, SPA , huge Lanai . Pickle Ball

New! Bright, Coastal Retreat Plus Athletic Club

8.8 out of 10, Excellent, (3)
"We give the property, the property management and the overall experience a 10. Our lanai opened up to a lawn and had a beautiful garden view. The unit was well stocked with everything we needed and included an umbrella and beach chairs. "
New! Bright, Coastal Retreat Plus Athletic Club

AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201

9.8 out of 10, Exceptional, (148)
"So many great restaurants in the area! It was so easy to get to all the attractions from this property. "
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201

Kauai Bay House, Ocean Front, AC

10.0 out of 10, Exceptional, (40)
"We loved this house and we'll be back!"
Kauai Bay House, Ocean Front, AC

HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

9.8 out of 10, Exceptional, (198)
"Great for large families"
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
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

Find out more about South Shore

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 €350 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.