South Shore Vacation Rentals

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Our top choices for South Shore vacation rentals

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (753 reviews)
"great location "
United States
Ronnie
The price is CA $527
CA $626 total
includes taxes & fees
Apr 8 - Apr 9
Sheraton Kauai Resort Villas

Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER
4.0 star property
Poipu
8.4 out of 10, Very good, (1,005 reviews)
"The front desk staff was very courteous, and the condo was very clean. "
Canada
Elaine
Kiahuna Plantation Resort Kauai by OUTRIGGER

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (70 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is CA $242
CA $587 total
includes taxes & fees
Mar 26 - Mar 27
An Affordable Alternative to Expensive Accommodations in Poipu

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.4 out of 10, Very good, (184 reviews)
"Staff nice and helpful"
United States
CINDY
The price is CA $692
CA $822 total
includes taxes & fees
Apr 13 - Apr 14
Marriott's Waiohai Beach Club

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
9.4 out of 10, Exceptional, (83 reviews)
"Easy check in and check out. Great location, clean"
United States
PATRICK W.
The price is CA $256
CA $1,044 total
includes taxes & fees
Mar 31 - Apr 1
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

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, (103 reviews)
"The place is very nice, clean, well furnished, and in a great location. So convenient to Poipu Beach and the Koloa restaurants and shops."
United States
Buck B.
The price is CA $183
CA $592 total
includes taxes & fees
Mar 28 - Mar 29
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!

Ocean-View Studio, Steps to Beaches, in Sunny Poipu

Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Poipu
9.8 out of 10, Exceptional, (226 reviews)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
The price is CA $271
CA $639 total
includes taxes & fees
Apr 12 - Apr 13
Ocean-View Studio, Steps to Beaches, in Sunny Poipu

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, (27 reviews)
"The property is beautiful and convenient to the beach"
United States
Rhonda
The price is CA $288
CA $1,001 total
includes taxes & fees
Mar 28 - Mar 29
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Poipu
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic time!"
United States
Chris C.
The price is CA $385
CA $1,030 total
includes taxes & fees
Apr 2 - Apr 3
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (32 reviews)
"The openness of the unit and the patio were great. The bed was super comfortable and the maid service was very good. The support staff were helpful and kind. "
Canada
Lori T.
The price is CA $411
CA $1,202 total
includes taxes & fees
Apr 1 - Apr 2
Quiet Kiahuna plantation #88 , New Remodel with AC

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Poipu
9.6 out of 10, Exceptional, (15 reviews)
"Convenient location near the beaches, very responsive owner, comfortable space. Would stay here again."
United States
Anush
The price is CA $411
CA $1,148 total
includes taxes & fees
Apr 18 - Apr 19
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Poipu
9.6 out of 10, Exceptional, (170 reviews)
"Great location and stay."
United States
Juan
The price is CA $274
CA $546 total
includes taxes & fees
Mar 26 - Mar 27
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

South Kauai Tranquil Retreat w/ AC in Poipu

South Kauai Tranquil Retreat w/ AC in Poipu
Poipu
10.0 out of 10, Exceptional, (20 reviews)
"Clean, well-appointed, convenient location, and excellent communication from host."
United States
Robert L.
The price is CA $347
CA $880 total
includes taxes & fees
Mar 29 - Mar 30
South Kauai Tranquil Retreat w/ AC in Poipu

KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach

KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"KP228 was exactly as pictured in the photos, and also had a closetful of useful beach items for the guest to use (beach chairs, umbrellas, snorkel gear, etc.). Bed was very comfortable, and the A/C kept us cool throughout the house!"
United States
Kevin F.
The price is CA $308
CA $969 total
includes taxes & fees
Apr 1 - Apr 2
KP228-Garden-Beach-Gym-Pool-Turtles on Poipu Beach

KP169-Ground-Beach-Pool-AC-Partial Ocean Lanai

KP169-Ground-Beach-Pool-AC-Partial Ocean Lanai
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"Location was great with easy access to the unit and easy access to the beach. It is one of the closer units to the beach and lake. Check in and check out process was really easy, and the unit had everything we needed. Would definitely stay here again."
United States
Guillermo R.
The price is CA $295
CA $952 total
includes taxes & fees
Mar 31 - Apr 1
KP169-Ground-Beach-Pool-AC-Partial Ocean Lanai

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, (143 reviews)
"Nice place for our 5 day stay. Perfect size "
United States
Rachel C.
The price is CA $274
CA $546 total
includes taxes & fees
Mar 26 - Mar 27
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (64 reviews)
"Very easy to access the beach, and other amenities! "
United States
Sandra K.
The price is CA $255
CA $589 total
includes taxes & fees
Apr 15 - Apr 16
An Affordable Alternative to Expensive Accommodations in Poipu

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.6 out of 10, Exceptional, (83 reviews)
"Great location, easy check in, clean condo!"
United States
Komaki U.
The price is CA $357
CA $1,247 total
includes taxes & fees
Mar 29 - Mar 30
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

500 feet to the 🌊, 1000 feet 🏝 and 🐢

500 feet to the 🌊, 1000 feet 🏝 and 🐢
Poipu
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay! Great location! Very clean and welcoming "
United States
Rhea V.
The price is CA $406
CA $1,024 total
includes taxes & fees
Mar 28 - Mar 29
500 feet to the 🌊, 1000 feet 🏝 and 🐢

Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet

Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet
Poipu
10.0 out of 10, Exceptional, (9 reviews)
"We loved this apartment and the location!"
United States
Rebekah M.
The price is CA $403
CA $1,190 total
includes taxes & fees
Apr 1 - Apr 2
Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Shore. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.