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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
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 HK$1,673
HK$3,708 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 HK$1,517
HK$3,317 total
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
The price is HK$1,548
HK$3,037 total
includes taxes & fees
2 Jan - 3 Jan 2026
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 HK$1,470
HK$5,550 total
includes taxes & fees
10 Jan - 11 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 HK$2,256
HK$6,068 total
includes taxes & fees
10 Jan - 11 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.
*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 HK$1,626
HK$5,628 total
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 HK$2,027
HK$4,734 total
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 HK$848
HK$2,994 total
includes taxes & fees
20 Dec - 21 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 HK$2,887
HK$6,345 total
includes taxes & fees
20 Dec - 21 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 HK$2,465
HK$6,040 total
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 HK$2,295
HK$5,685 total
includes taxes & fees
21 Dec - 22 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 HK$3,198
HK$6,715 total
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.
The price is HK$1,937
HK$5,329 total
includes taxes & fees
4 Jan - 5 Jan 2026
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.
The price is HK$1,836
HK$4,715 total
includes taxes & fees
22 Dec - 23 Dec
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 HK$2,404
HK$4,975 total
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 HK$2,396
HK$5,889 total
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.
The price is HK$3,104
HK$7,007 total
includes taxes & fees
4 Jan - 5 Jan 2026
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

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