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South Shore Vacation Rentals

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Our top choices for South Shore vacation rentals

Aparthotel in Poipu

4.0 star property
8.4 out of 10, Very Good, (979)
"Great place to stay we go there everybyear"
United States
mark
Kiahuna Plantation Resort Kauai by OUTRIGGER

Aparthotel in Poipu

3.0 star property
8.0 out of 10, Very Good, (1042)
"Very relaxing, clean and accessible to the beach. I enjoyed watching the sunset ☀️"
United States
Anna
Castle Kiahuna Plantation & Beach Bungalows

Villa in Poipu

4.5 star property
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

Condo in Poipu

9.8 out of 10, Exceptional, (227)
"Beautiful views, very well equipped, excellent, helpful communication direct with owner. "
United States
Robert W.
Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C

Vacation Home in Poipu

9.6 out of 10, Exceptional, (40)
"Unparalleled location; a dream vacation for my family! The home is great for anyone wanting to enjoy the beach without needing to pack the car and dealing with logistics. The house is right there! The pool is fun and we really enjoyed the grill and outside eating area. Can’t wait to come again. "
United States
Shervin T.
Waiohai Beach House: Poipu Beachfront Estate

Condo in Poipu

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

Condo in Poipu

8.8 out of 10, Excellent, (58)
"Great location and great amenities! Walkable to everything. Definitely "
United States
Ryan M.
Beachfront Condo Poipu Beach Amenities Galore

Condo in 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

Apartment in Poipu

9.6 out of 10, Exceptional, (166)
"Loved the location. A peaceful & refreshing escape."
United States
Iris
$336 nightly
The price is $391
Dec 10 - Dec 11
Total with taxes and fees
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Condo in Poipu

9.6 out of 10, Exceptional, (164)
"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

Apartment in Poipu

8.8 out of 10, Excellent, (11)
"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

Vacation Home in Poipu

9.8 out of 10, Exceptional, (201)
"Lovely accommodation with nice lanai for a great family time"
United States
Yoni C.
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

Vacation Home in Poipu

10.0 out of 10, Exceptional, (199)
"Wonderful place for a multi-generational family celebration."
United States
Susan S.
Plumeria House, Poipu Beach, Koloa Home with a View

Vacation Home in Poipu

10.0 out of 10, Exceptional, (241)
"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

Vacation Home in Poipu

10.0 out of 10, Exceptional, (215)
"Amazing property and most well stocked home we’ve ever stayed in. Location was wonderful!"
United States
Amy S.
$913 nightly
The price is $1,068
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite

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

Villa in Poipu

2.0 star property
$1,701 nightly
The price is $2,019
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Villas At Poipu Kai

Apartment in Poipu

9.8 out of 10, Exceptional, (216)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
$473 nightly
The price is $550
Dec 11 - Dec 12
Total with taxes and fees
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Vacation Home in Poipu

10.0 out of 10, Exceptional, (107)
"Wonderful stay great hosts!"
United States
shannon S.
$1,413 nightly
The price is $1,651
Dec 27 - Dec 28
Total with taxes and fees
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

Condo in Poipu

10.0 out of 10, Exceptional, (68)
"Great location. Very comfortable accommodations. I would definitely come back. "
United States
Greg P.
Refreshed Ocean Front Condo with AC, enjoy the ocean from your own private lanai
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Shore vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Shore in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $391 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Shore rentals

At Expedia, we put the best South Shore vacation 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 vacation.

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.