Holiday Rentals in South Shore

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Holiday Rentals in South Shore

Kiahuna Plantation Resort Kauai by OUTRIGGER

4.0 star property
Poipu
8.4 out of 10, Very good, (976)
"Great place to stay we go there everybyear"
United States
mark
Kiahuna Plantation Resort Kauai by OUTRIGGER

Castle Kiahuna Plantation & Beach Bungalows

3.0 star property
Poipu
8.0 out of 10, Very good, (1040)
"Very relaxing, clean and accessible to the beach. I enjoyed watching the sunset ☀️"
United States
Anna
Castle Kiahuna Plantation & Beach Bungalows

Castle Po'ipū Shores

3.0 star property
Poipu
8.8 out of 10, Excellent, (291)
"Great location!"
United States
Anonymous traveller
Castle Po'ipū Shores

Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

Poipu
9.6 out of 10, Exceptional, (163)
"The place was amazing and in a great location. Pool was a life saver to keep cool."
United States
Karri W.
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C

Poipu
9.8 out of 10, Exceptional, (226)
"Perfect and so relaxing for our honeymoon. This condo was very well stocked and the views were incredible. "
United States
Tamara I.
Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C

The Lodge at Kukui’ula

4.5 star property
Poipu
9.6 out of 10, Exceptional, (17)
"Beautiful bungalow and gorgeous property. Very polite and helpful staff."
United States
Darryl Brian
The Lodge at Kukui’ula

3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM

Poipu
9.4 out of 10, Exceptional, (62)
"Great location with everything our family needed."
United States
Brandon B.
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM

FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

Poipu
10.0 out of 10, Exceptional, (106)
"Wonderful stay great hosts!"
United States
shannon S.
The price is €1,272
includes taxes & fees
3 Dec - 4 Dec
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C

Poipu
10.0 out of 10, Exceptional, (239)
"Would absolutely love to stay here again. The cottage was so clean, well stocked and the beds were super comfortable. A great stay "
United States
Melissa S.
Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C

Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+

Poipu
10.0 out of 10, Exceptional, (5)
"We loved this house and it was perfect for our group of three families with small children (6 adults and 5 kids under 10). It certainly could have accommodated an additional family. The amenities and decor were fantastic and the location was very convenient. We didn’t have any issues but the property manager I dealt with from booking through the stay was very helpful and responsive. We’re already talking about going back! "
United States
Tracy S.
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+

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

Poipu
10.0 out of 10, Exceptional, (175)
"The villa was lovely, comfortable and perfect for our family."
United States
Laura T.
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite

Poipu
10.0 out of 10, Exceptional, (214)
"Amazing property and most well stocked home we’ve ever stayed in. Location was wonderful!"
United States
Amy S.
Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Poipu
9.6 out of 10, Exceptional, (166)
"Loved the location. A peaceful & refreshing escape."
United States
Iris
The price is €345
includes taxes & fees
29 Nov - 30 Nov
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Fully remodeled tropical studio with outdoor pool - walk to beach

Poipu
8.6 out of 10, Excellent, (10)
"Very nice place for the 2 of us during our stay in Hawaii. Great location on the island and quiet at night. Would definitely recommend!"
United States
AJ S.
Fully remodeled tropical studio with outdoor pool - walk to beach

The Villas At Poipu Kai

2.0 star property
Poipu
The price is €1,740
includes taxes & fees
29 Nov - 30 Nov
The Villas At Poipu Kai

Pomaika'i : New Poipu Villa w/Pool+Spa Near Beach

Poipu
10.0 out of 10, Exceptional, (68)
"Prime location and very clean. Team was very responsive with anything I needed from booking all the way through our stay. "
United States
Alan A.
Pomaika'i : New Poipu Villa w/Pool+Spa Near Beach

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

Poipu
10.0 out of 10, Exceptional, (247)
"Incredible home in the perfect location. Truly had everything we needed for a stay near Poipu. "
United States
Brandon S.
The price is €872
includes taxes & fees
3 Dec - 4 Dec
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tub

Poipu
10.0 out of 10, Exceptional, (104)
"Gorgeous property, loved every minute!"
United States
Brad W.
Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tub

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

Poipu
9.8 out of 10, Exceptional, (201)
"Great place to stay for large groups. Bedrooms air-conditioned, main living spaceshas many fansIt works great for island of Kauai. "
United States
Frank G.
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

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

2.0 star property
Poipu
10.0 out of 10, Exceptional, (53)
"Everything was as we expected, beautiful, clean comfortable place on the beach. Easy to walk and access shopping, restaurants, parking, comfortable home to relax in. Hope to go back!"
United States
Rebecca U.
The price is €540
includes taxes & fees
5 Dec - 6 Dec
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
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 €345 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.