Holiday Rentals in South Shore

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Our top choices for South Shore holiday rentals

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (792 reviews)
"Would visit again for sure "
United States
Milind
The price is €327
includes taxes & fees
28 Jun - 29 Jun
Sheraton Kauai Resort Villas

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.6 out of 10, Excellent, (190 reviews)
"Friendly reception, great beach view."
United States
Alenka
The price is €513
includes taxes & fees
3 Jun - 4 Jun
Marriott's Waiohai Beach Club

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Poipu
10.0 out of 10, Exceptional, (262 reviews)
"A beautiful charming home that felt very private, yet was close to the beach and very accessible. The nicest VRBO we've ever stayed in and would highly recommend."
United States
Nicole S.
The price is €833
includes taxes & fees
31 May - 1 Jun
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
Poipu
10.0 out of 10, Exceptional, (76 reviews)
"The condo and location were great. The host was very accommodating. We loved our stay."
United States
David L.
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Poipu
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great!"
United States
Brian B.
The price is €963
includes taxes & fees
1 Jun - 2 Jun
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (118 reviews)
"The access to the beach and the amount of space the house has inside and out was amazing!"
United States
Andrea
The price is €1,454
includes taxes & fees
3 Jun - 4 Jun
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (75 reviews)
"Location was perfect for 10 minute walk to convention at Grand Hyatt and beach. Never made it to the pool, not sure where it’s at. 2 minute drive to poipu beach where 20 large turtles were resting and beautiful sunset. The use of chairs, umbrella, ice chest and snorkeling gear was very convenient. "
United States
Charles
An Affordable Alternative to Expensive Accommodations in Poipu

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

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Poipu
10.0 out of 10, Exceptional, (77 reviews)
"Great location and space. Easy check in and out. "
United States
Trisha T.
The price is €2,831
includes taxes & fees
13 Jun - 14 Jun
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
9.8 out of 10, Exceptional, (29 reviews)
"Great location and well furnished. Highly recommend."
United States
Robert
500 feet to the 🌊, 1000 feet 🏝 and 🐢

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, (198 reviews)
"Very easy instructions to enter and the villa had everything we needed. Great ocean view too!"
Australia
Annie B.
The price is €889
includes taxes & fees
28 Jun - 29 Jun
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.

Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Poipu
10.0 out of 10, Exceptional, (54 reviews)
"We had a wonderful stay in Kaua'i at this condo! The location was great: only about a 20min drive from the airport and a few minutes walk to the beach. The condo was a relaxing place to come back to at the end of each exploration day. Thank you for providing a wonderful place to stay during our vacation!"
United States
Rachel G.
The price is €746
includes taxes & fees
20 Jun - 21 Jun
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (106 reviews)
"a nice gold course view and it was a great 6 days stay. "
United States
Tsz Kit
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!

3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!
Poipu
10.0 out of 10, Exceptional, (103 reviews)
"Great location and beach gear!"
United States
Tara E.
The price is €939
includes taxes & fees
7 Jun - 8 Jun
3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!

Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools

Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Poipu
10.0 out of 10, Exceptional, (126 reviews)
"We had a great stay. The condo was clean and spacious. We loved the beautiful 10 minute walk to Shipwrecked beach. Poipu beach was also a short walk with lots of turtles. "
United States
Shane G.
The price is €1,643
includes taxes & fees
2 Jun - 3 Jun
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Poipu
9.8 out of 10, Exceptional, (78 reviews)
"The perfect place to stay for great food and stunning sunsets "
United States
matthew m.
The price is €523
includes taxes & fees
5 Jun - 6 Jun
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.6 out of 10, Exceptional, (28 reviews)
"It was all great space - wish we had more time here! Jake was very accommodating, allowing us to drop bags early. Thank you!"
United States
Lyric N.
The price is €487
includes taxes & fees
31 May - 1 Jun
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

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!
Poipu
9.8 out of 10, Exceptional, (207 reviews)
"Great location and clean. "
United States
Lisa B.
The price is €978
includes taxes & fees
11 Jun - 12 Jun
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

Steps from Beach, Stunning View, A/C, Pool Access

Steps from Beach, Stunning View, A/C, Pool Access
Poipu
9.4 out of 10, Exceptional, (101 reviews)
"We absolutely loved it and plan to come back!"
United States
Niki D.
The price is €610
includes taxes & fees
31 May - 1 Jun
Steps from Beach, Stunning View, A/C, Pool Access

Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!

Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Poipu
10.0 out of 10, Exceptional, (134 reviews)
"We had the most wonderful visit! Our host was very welcoming and answered all questions before and during our stay. The access to the beach was amazing! We enjoyed all of the wildlife and beauty of the property! We would love to stay here again!"
United States
Laura M.
The price is €660
includes taxes & fees
31 May - 1 Jun
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!

3BR/3BA Villa, Central A/C, 5 Minute Walk To Beach

3BR/3BA Villa, Central A/C, 5 Minute Walk To Beach
Poipu
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay! The Villa was very clean and had everything we needed. Michael was a great host and checked in with us to make sure we were all set. Loved the location as we could walk to the beaches. "
United States
donna h.
The price is €1,163
includes taxes & fees
2 Jun - 3 Jun
3BR/3BA Villa, Central A/C, 5 Minute 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 €327 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.