Holiday Rentals in South Shore

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Holiday Rentals in South Shore

Castle Kiahuna Plantation & Beach Bungalows

3.0 star property
8.0 out of 10, Very good, (1026)
"Beautiful location! Loved having coffee every morning on the lanai. "
Castle Kiahuna Plantation & Beach Bungalows

Kiahuna Plantation Resort Kauai by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (955)
"Great location and beach. Nice view from the condo. The condo itself was a little worn and the kitchen was minimally supplied."
The price is €722
includes taxes & fees
26 Sept - 27 Sept
Kiahuna Plantation Resort Kauai by OUTRIGGER

Waiohai Beach House: Poipu Beachfront Estate

9.6 out of 10, Exceptional, (37)
"Absolutely perfect family gathering home! Everything was perfect for the ten of us. The open air home, views, seating all over, pool, beach, kitchen, beds….all as good as it gets!Thankful to have been able to be here together!"
Waiohai Beach House: Poipu Beachfront Estate

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, (160)
"Friendly professional staff, well maintained property and stunning views. My family absolutely loved our stay. Thank you Whaler's Cove!"
Whalers Cove Oceanfront Resort

Beautiful Luxury Home, Walking Distance to Shops, Beaches & Fine Dining!

10.0 out of 10, Exceptional, (102)
"We had the best time. We loved the house and pool so much that we ended up spending majority of our time there. It was perfect for our family of 10 and was spotless upon arrival.The house was stalked with pool toys as well as beach toys and had more than we could have asked for"
Beautiful Luxury Home, Walking Distance to Shops, Beaches & Fine Dining!

Fabulous condo, great ocean views, steps from a great snorkeling beach.

9.4 out of 10, Exceptional, (74)
"We had a very peaceful experience here. The property was very well maintained and we had everything we needed during our stay. We also throughly enjoyed the great views from the patio and the snorkeling beach was phenomenal. Would highly recommend to others and will definitely stay here again in the future!!"
Fabulous condo, great ocean views, steps from a great snorkeling beach.

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

10.0 out of 10, Exceptional, (169)
"Beautiful location and stunning home!"
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

Beachfront Condo Poipu Beach Amenities Galore

8.8 out of 10, Excellent, (53)
"Great location and great amenities! Walkable to everything. Definitely "
Beachfront Condo Poipu Beach Amenities Galore

Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

9.6 out of 10, Exceptional, (160)
"We really enjoyed our time in this condo. The view is spectacular. The property is beautiful and well maintained. The condo was clean and had everything needed for a great stay. Exactly as advertised. "
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

9.2 out of 10, Wonderful, (76)
"Some items in the house need to be secured and could be dangerous for children staying in the home. It could also use a deep clean undwr/behind some of the furniture it was a great location with lots of stuff cclose by for stroller walking and we had lots of funin the pool! thhome. It could also ise some deep lwa. "
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park

10.0 out of 10, Exceptional, (270)
"It was our 4th time staying at the house and it was just as lovely as we remember. Clean, well maintained and soooo close to everything. "
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

9.6 out of 10, Exceptional, (163)
"Loved the location. A peaceful & refreshing escape."
The price is €349
includes taxes & fees
2 Sept - 3 Sept
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

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

9.8 out of 10, Exceptional, (197)
"Fully enjoyed"
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

Plumeria House, Poipu Beach, Koloa Home with a View

10.0 out of 10, Exceptional, (185)
"This property was perfect for our group of 8! Lots of space, clean and open layout, and great toys for the beach. Kitchen had ample room for our group and all the things to make perfect dinners. Would love to come back any day! "
Plumeria House, Poipu Beach, Koloa Home with a View

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

Ocean-View Studio, Steps from Beaches In Sunny Poipu

9.8 out of 10, Exceptional, (211)
"This property was in a great safe area. Really close to lots of restaurants, and attractions. We really enjoyed our stay."
The price is €473
includes taxes & fees
12 Sept - 13 Sept
Ocean-View Studio, Steps from Beaches In Sunny Poipu

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

9.8 out of 10, Exceptional, (184)
"My family and I had a wonderful stay at this beautiful property. It exceeded our expectations and can't wait to come back again!"
The price is €920
includes taxes & fees
1 Sept - 2 Sept
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Five Bed, Five Bath Tropical Paradise With A/C, Hot Tub, & Beach Walk

9.4 out of 10, Exceptional, (43)
"Well supplied spacious house close to the beaches shops and restaurants. "
Five Bed, Five Bath Tropical Paradise With A/C, Hot Tub, & Beach Walk

A/C Oceanfront View Of Poipu Beach.

9.8 out of 10, Exceptional, (133)
"Great house right by Poipu and Brennecke's beach. Outdoor shower is super nice for getting the sand off after playing in the waves all day. Close to lots of places to eat. House is well put together, AC works really well."
A/C Oceanfront View Of Poipu 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

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 €349 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.