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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for South Shore vacation homes

Interior

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (66 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is ￥29,898
￥70,018 total
includes taxes & fees
Feb 17 - Feb 18
An Affordable Alternative to Expensive Accommodations in Poipu
Outdoor dining

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu
10.0 out of 10, Exceptional, (2 reviews)
"Jasmine Villa was perfect for our family, spacious, clean, well appointed and attention to every detail one can imagine. Precision execution of amenities and cleanliness. Beautiful view and location. The owners care so much about the property it shows. "
United States
Kevin M.
The price is ￥456,648
￥995,858 total
includes taxes & fees
Mar 5 - Mar 6
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Property grounds

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (106 reviews)
"Very nice hosts and a great place to stay "
United States
John H.
The price is ￥31,288
￥73,502 total
includes taxes & fees
Feb 24 - Feb 25
An Affordable Alternative to Expensive Accommodations in Poipu
Pool

KP317-Private-3rdFl-Partial Ocean-Pool-Garden

KP317-Private-3rdFl-Partial Ocean-Pool-Garden
Poipu
10.0 out of 10, Exceptional, (1 review)
"Room was up to date and clean. Nice resort area close to beach. Would be nice to have small cooler and beach chairs for day trips."
United States
Joseph C.
The price is ￥54,388
￥135,747 total
includes taxes & fees
Mar 3 - Mar 4
KP317-Private-3rdFl-Partial Ocean-Pool-Garden
Pool

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

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful experience, would definitely stay again."
United States
Scott H.
The price is ￥44,555
￥119,709 total
includes taxes & fees
Feb 23 - Feb 24
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Outdoor pool

🏝 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, (22 reviews)
"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 ￥74,162
￥139,932 total
includes taxes & fees
Mar 3 - Mar 4
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Pool

*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC

*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"Great tume"
United States
Colton V.
The price is ￥215,529
￥466,240 total
includes taxes & fees
Feb 23 - Feb 24
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
Outdoor pool

3 Bedroom Hawaiian Waterfall House - Sleeps 8, Private Pool, AC, & More in Poipu

3 Bedroom Hawaiian Waterfall House - Sleeps 8, Private Pool, AC, & More in Poipu
Poipu
9.0 out of 10, Wonderful, (54 reviews)
"Amazing House and in a great location. Not really walking distance to the beach if you're making a day of it and hauling stuff, but for a morning walk, it's close enough. Parking wasn't an issue when driving to the beach with chair, boards, etc. "
United States
Lindsey W.
The price is ￥177,687
￥387,598 total
includes taxes & fees
Feb 21 - Feb 22
3 Bedroom Hawaiian Waterfall House - Sleeps 8, Private Pool, AC, & More in Poipu
Sun loungers, beach towels

Fall special for months of October & November. See calendar

Fall special for months of October & November. See calendar
Poipu
9.6 out of 10, Exceptional, (116 reviews)
"The host was very accommodating for an early check in. The place felt very homey and had everything we needed for a relaxing weekend. "
United States
Devin P.
The price is ￥65,667
￥165,182 total
includes taxes & fees
Mar 2 - Mar 3
Fall special for months of October & November. See calendar
Outdoor pool, a heated pool

Private Pool, 270° Hapuʻu Mtn & Ocean Views, Walk to Beach, A/C, Sleeps 12

Private Pool, 270° Hapuʻu Mtn & Ocean Views, Walk to Beach, A/C, Sleeps 12
Poipu
10.0 out of 10, Exceptional, (1 review)
"We had the most wonderful stay with our family of eight, including two children age two and under. It was in a beautiful area, the amenities in the home allowed us to use the pool, the beaches, and to prepare meals with everything we needed.Evan, the property manager, was super to work with. He showed us everything we needed to know about the home, and gave us recommendations on the best beaches to go to with little ones. He was great with communications, always getting back to me promptly. ...
United States
Theresa H.
The price is ￥122,647
￥302,566 total
includes taxes & fees
Feb 25 - Feb 26
Private Pool, 270° Hapuʻu Mtn & Ocean Views, Walk to Beach, A/C, Sleeps 12
Exterior

Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite

Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite
Poipu
10.0 out of 10, Exceptional, (221 reviews)
"This home is spectacular! Beautiful, clean, great location!"
United States
Lynette P.
The price is ￥77,100
￥184,957 total
includes taxes & fees
Mar 4 - Mar 5
Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite
Smart TV, DVD player, books, video library

Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views

Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Poipu
10.0 out of 10, Exceptional, (135 reviews)
"Everything thing was very nice at the condo, it was comfortable and easy to manage, close to great snorkeling or a nice pool swim. Thank you for sharing your home"
United States
Lynn K.
The price is ￥121,290
￥234,642 total
includes taxes & fees
Mar 2 - Mar 3
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Exterior

Oceanview Villa • Sleeps 12 • Heated Pool • AC • Walk to Beach • TV Feature

Oceanview Villa • Sleeps 12 • Heated Pool • AC • Walk to Beach • TV Feature
Poipu
The price is ￥255,121
￥482,130 total
includes taxes & fees
Mar 1 - Mar 2
Oceanview Villa • Sleeps 12 • Heated Pool • AC • Walk to Beach • TV Feature
A heated pool

*NEW Estate 5BR Retreat|Pool|AC & PickleBall

*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Poipu
10.0 out of 10, Exceptional, (6 reviews)
"We loved this place. It was a wonderful place for all seven of us. The club house was a great place to end our day being lazy around the pool."
United States
Margaret G.
The price is ￥83,435
￥251,621 total
includes taxes & fees
Feb 15 - Feb 16
*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Property grounds

Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc

Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
Hanalei
10.0 out of 10, Exceptional, (60 reviews)
"Such a cool surf house!"
United States
Clint
The price is ￥61,143
￥161,877 total
includes taxes & fees
Feb 26 - Feb 27
Walk to Hanalei Bay&Town. Waterfalls&Mountain Views. A/C, FREE Surf,Sup,Bike.etc
Sun loungers

Romantic Cottage, Private Acre of Paradise, View! Pool!

Romantic Cottage, Private Acre of Paradise, View! Pool!
Hanalei
9.6 out of 10, Exceptional, (106 reviews)
"Super private jungle getaway.-"
United States
Jeffrey G.
The price is ￥70,225
￥160,755 total
includes taxes & fees
Feb 19 - Feb 20
Romantic Cottage, Private Acre of Paradise, View! Pool!
Sun loungers, beach towels

Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
Princeville
9.4 out of 10, Exceptional, (127 reviews)
"Had a great stay Word of warning to future guests NO AIRCONDITIONING. the aprtment was breezy but it was a bit hot at night "
United States
Nathan W.
The price is ￥35,962
￥99,710 total
includes taxes & fees
Feb 17 - Feb 18
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
Beach nearby, sun loungers, beach towels

White Sand Beaches on the Sunny Westside of Kauai.

White Sand Beaches on the Sunny Westside of Kauai.
Kekaha
9.6 out of 10, Exceptional, (149 reviews)
"Our stay could not have been better. The property was absolute perfection. Plenty of space for the family, beautiful location with easy access to Waimea Canyon and beautiful secluded beaches. "
United States
Julie E.
The price is ￥46,353
￥102,551 total
includes taxes & fees
Mar 4 - Mar 5
White Sand Beaches on the Sunny Westside of Kauai.
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

Castle Kiahuna Plantation & Beach Bungalows

Castle Kiahuna Plantation & Beach Bungalows

10/10 Excellent
"Everything was as expected. Had a wonderful time and great accomodations"
Douglas 7-night trip
Posted 2 days ago
Castle Kiahuna Plantation & Beach Bungalows

Find out more about South Shore

South Shore Vacation Homes information

Number of reviews
1,198
Accommodation
462 Vacation Homes
Lowest Price
￥70,018
Highest Price
￥995,858

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