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South Shore Holiday Rentals

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Our top choices for South Shore holiday rentals

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

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 AU$595
includes taxes & fees
18 Dec - 19 Dec
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (62)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is AU$551
includes taxes & fees
18 Dec - 19 Dec
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (61)
"It was comfortable, convenient and affordable base of operations to take advantage of the numerous sights and activities of Kauai. "
United States
John R.
The price is AU$647
includes taxes & fees
10 Jan - 11 Jan 2026
An Affordable Alternative to Expensive Accommodations in Poipu

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
Poipu
9.4 out of 10, Exceptional, (133)
"We enjoyed our stay. David was friendly and helpful with directions. Our room was large and the bed was comfortable. Air conditioning was great and the refrigerator and microwave and toaster were appreciated. Would love to stay here again."
United States
Mary Anne
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Poipu
9.6 out of 10, Exceptional, (77)
"Easy check in and check out. Great location, clean"
United States
PATRICK W.
The price is AU$1,101
includes taxes & fees
9 Jan - 10 Jan 2026
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Poipu
9.8 out of 10, Exceptional, (26)
"Mybwife and i greatly enjoyed our stay. Very comfortable, great location!"
United States
Steve D.
The price is AU$1,264
includes taxes & fees
31 Dec - 1 Jan 2026
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Poipu
10.0 out of 10, Exceptional, (22)
"Wonderful experience, would definitely stay again."
United States
Scott H.
The price is AU$1,231
includes taxes & fees
10 Jan - 11 Jan 2026
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Poipu
9.6 out of 10, Exceptional, (26)
"The property is beautiful and convenient to the beach"
United States
Rhonda
The price is AU$1,101
includes taxes & fees
26 Dec - 27 Dec
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

🏝 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, (19)
"This house was perfect for our family of 5! So close to the beach and shopping. The house had everything we needed for our vacation. It was super clean. The air conditioning worked well. We will definitely stay here again when we come back to Kauai! "
United States
Evin C.
The price is AU$915
includes taxes & fees
7 Jan - 8 Jan 2026
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Poipu
9.0 out of 10, Wonderful, (94)
"This place was exactly what we wanted. It was quiet, clean and relatively affordable. Would definitely stay here again. "
United States
Adam E.
The price is AU$619
includes taxes & fees
18 Dec - 19 Dec
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Riverfront condo across from ocean. Sleeps 6

Riverfront condo across from ocean. Sleeps 6
2.0 star property
Poipu
Riverfront condo across from ocean. Sleeps 6

KP313-Top Partial View-Gym-Pool-AC-Updated

KP313-Top Partial View-Gym-Pool-AC-Updated
Poipu
10.0 out of 10, Exceptional, (42)
"This is a pristine unit in a prime location--we really appreciated the hospitality and strong communication. Thank you for a memorable week!"
United States
Chelsey H.
The price is AU$861
includes taxes & fees
18 Dec - 19 Dec
KP313-Top Partial View-Gym-Pool-AC-Updated

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!
Poipu
10.0 out of 10, Exceptional, (109)
"The condo has the best of everything. We enjoyed every minute and Deena was amazing — kind, responsive, and considerate. Hands down the best place to stay on the South."
Australia
Seth Z.
The price is AU$1,181
includes taxes & fees
7 Jan - 8 Jan 2026
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
9.8 out of 10, Exceptional, (21)
"Clean, comfortable, close to beach with turtles and monk seal!"
United States
Katherine M.
The price is AU$1,112
includes taxes & fees
18 Dec - 19 Dec
500 feet to the 🌊, 1000 feet 🏝 and 🐢

South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (17)
"I have stayed in several of the condos at Waikomo Stream Villas, and this was perhaps the best. The updated kitchen, bath, and air conditioning made for a very enjoyable stay!"
United States
Gregory G.
The price is AU$1,322
includes taxes & fees
2 Jan - 3 Jan 2026
South Kauai Tranquil Retreat w/ AC in Poipu

Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach

Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach
Poipu
10.0 out of 10, Exceptional, (37)
"Property is in prime location on the south side.Extremely clean and easy to accessWould stay here again"
United States
Matt A.
Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach

Surrounded by beaches Beautiful Poipu Condo.

Surrounded by beaches Beautiful Poipu Condo.
Poipu
9.8 out of 10, Exceptional, (7)
"Fantastic location and perfect amenities."
United States
Max W.
Surrounded by beaches Beautiful Poipu Condo.

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, (72)
"Sara's condo is beautiful! Immaculately clean and stocked with everthing you need for a fantastic stay. She is a great communicator. Would definitely stay here again. Mahalo nui loa, Sara!"
United States
Amy R.
The price is AU$974
includes taxes & fees
7 Jan - 8 Jan 2026
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!

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, (100)
"We absolutely loved it and plan to come back!"
United States
Niki D.
The price is AU$1,167
includes taxes & fees
20 Dec - 21 Dec
Steps from Beach, Stunning View, A/C, Pool Access

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, (188)
"Loved the location! Great stay!"
United States
Mary S.
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps 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, 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 favourite 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 depend 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 AU$595 per night. Entering your travel dates in the search wizard might find you 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.