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, (758 reviews)
"great location "
United States
Ronnie
The price is CA $465
CA $552 total
includes taxes & fees
Apr 28 - Apr 29
Sheraton Kauai Resort Villas

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club
4.0 star property
Poipu
8.4 out of 10, Very good, (184 reviews)
"Beach access was great. Beautiful pools and landscaping. Wonderful staff."
United States
Kristen
The price is CA $698
CA $829 total
includes taxes & fees
Apr 14 - Apr 15
Marriott's Waiohai Beach Club

Sheraton Kaua‘i Resort Villas (2BR)

Sheraton Kaua‘i Resort Villas (2BR)
Poipu
8.6 out of 10, Excellent, (7 reviews)
"Great property, great location!"
United States
Michele E.
The price is CA $970
CA $1,115 total
includes taxes & fees
Apr 21 - Apr 22
Sheraton Kaua‘i Resort Villas (2BR)

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
Poipu
10.0 out of 10, Exceptional, (75 reviews)
"The condo and location were great. The host was very accommodating. We loved our stay."
United States
David L.
The price is CA $1,214
CA $2,520 total
includes taxes & fees
Apr 15 - Apr 16
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (116 reviews)
"Amazing family vacation! The home is well stocked with everything you need for days at the beach and we walked to beaches, stores, and restaurants. Thank you for sharing your home with us. "
United States
Shirley F.
The price is CA $1,041
CA $2,365 total
includes taxes & fees
Apr 30 - May 1
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Poipu
9.8 out of 10, Exceptional, (24 reviews)
"Great place, fantastic location!"
United States
Nick S.
The price is CA $486
CA $1,586 total
includes taxes & fees
Apr 4 - Apr 5
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C

3BR/3BA Villa: Central A/C! Short Walk To Beach!

3BR/3BA Villa: Central A/C! Short Walk To Beach!
Poipu
10.0 out of 10, Exceptional, (99 reviews)
"Perfect location for all times of life. Great host and great accomodations."
United States
Cory S.
The price is CA $743
CA $1,591 total
includes taxes & fees
Apr 10 - Apr 11
3BR/3BA Villa: Central A/C! Short Walk To Beach!

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

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Poipu
10.0 out of 10, Exceptional, (255 reviews)
"The Coco Cottage was impeccable. From the moment you walk in you are in awe by the quaint and stunning styling of the home. From the welcoming gifts, to the amazing amenities it has easily become our favorite place to stay in the Poipu area! The proximity to Brenneke's Beach is also one of the best. "
United States
Jena W.
The price is CA $694
CA $1,418 total
includes taxes & fees
May 1 - May 2
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

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 $375
CA $1,159 total
includes taxes & fees
Apr 14 - Apr 15
Quiet Kiahuna plantation #88 , New Remodel with AC

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (102 reviews)
"a nice gold course view and it was a great 6 days stay. "
United States
Tsz Kit
The price is CA $272
CA $1,073 total
includes taxes & fees
Apr 10 - Apr 11
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Gorgeous Poipu Villa with Pool & Spa + Ocean Views

Gorgeous Poipu Villa with Pool & Spa + Ocean Views
Poipu
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely fantastic stay!The villa was even more beautiful than the photos – spotless, stylish, and incredibly comfortable. The views were stunning, the pool and spa a dream, and everything was perfectly set up for a relaxing family vacation. We loved the quiet neighborhood and easy access to Poipu Beach. Highly recommended – we’d come back in a heartbeat!"
Austria
Christian B.
The price is CA $3,259
CA $7,482 total
includes taxes & fees
Apr 26 - Apr 27
Gorgeous Poipu Villa with Pool & Spa + Ocean Views

Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!

Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Poipu
9.8 out of 10, Exceptional, (34 reviews)
"Great locations and very clean!"
United States
ronda s.
The price is CA $444
CA $1,062 total
includes taxes & fees
Apr 3 - Apr 4
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!

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

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Poipu
9.2 out of 10, Wonderful, (16 reviews)
"Convenient location near the beaches, very responsive owner, comfortable space. Would stay here again."
United States
Anush
The price is CA $415
CA $1,141 total
includes taxes & fees
Apr 18 - Apr 19
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool/Gym/Courts

2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool/Gym/Courts
Poipu
9.6 out of 10, Exceptional, (25 reviews)
"Very good location and beautiful property. "
United States
Kyle Y.
The price is CA $500
CA $1,444 total
includes taxes & fees
Apr 20 - Apr 21
2/2 OCEAN VIEW with AC, Poipu Beach Condo Resort, Kiahuna, Pool/Gym/Courts

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, (194 reviews)
"The location is excellent. We walked five minutes and we're on Poipu Beach. "
United States
Sylvana B.
The price is CA $347
CA $966 total
includes taxes & fees
May 1 - May 2
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym

2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym
Poipu
9.8 out of 10, Exceptional, (84 reviews)
"Great family vacation "
United States
David P.
The price is CA $438
CA $1,359 total
includes taxes & fees
Apr 10 - Apr 11
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (72 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is CA $244
CA $591 total
includes taxes & fees
Apr 6 - Apr 7
An Affordable Alternative to Expensive Accommodations in Poipu

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Poipu
10.0 out of 10, Exceptional, (72 reviews)
"House was wonderful and such great views. "
United States
Tim D.
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools

Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Poipu
10.0 out of 10, Exceptional, (125 reviews)
"House was clean, location was great. Overall happy about everything!"
United States
Emily I.
The price is CA $1,159
CA $2,753 total
includes taxes & fees
Apr 14 - Apr 15
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools

3BR/3BA Villa, Central A/C, Resort Style Complex, 5 Minute Walk To Poipu Beach!

3BR/3BA Villa, Central A/C, Resort Style Complex, 5 Minute Walk To Poipu Beach!
Poipu
10.0 out of 10, Exceptional, (84 reviews)
"Wonderful property! Clean and spacious with everything you need from the kitchen to bedrooms, even towels and toys for the beach! Wonderful short walk to the beach and shopping! We loved it!!"
United States
Anonymous traveller
The price is CA $745
CA $1,831 total
includes taxes & fees
Apr 16 - Apr 17
3BR/3BA Villa, Central A/C, Resort Style Complex, 5 Minute Walk To Poipu 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

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.