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Our top choices for South Shore vacation homes

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (73 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
The price is ¥28,022
¥68,107 total
includes taxes & fees
Apr 17 - Apr 18
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, (107 reviews)
"Very nice hosts and a great place to stay "
United States
John H.
The price is ¥17,963
¥56,557 total
includes taxes & fees
Apr 9 - Apr 10
An Affordable Alternative to Expensive Accommodations in Poipu

*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)
"The property was great! Close enough to enjoy all the local activities but away from the crowds. "
United States
Jeff B.
The price is ¥35,006
¥108,676 total
includes taxes & fees
Apr 11 - Apr 12
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

🏝 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, (24 reviews)
"This is a great spot. We had two couples and two toddlers and it worked well. Space isn’t super friendly for toddlers but it was ok. It’s a short walk to the beach so we rented a beach wagon and that was super helpful with the little kiddos.The house has good AC units and comfy beds and an outdoor shower around the back of the houseGPS kind of leads you to the wrong driveway so you just gotta drive up the street a little bit and enter from the little cul de sac.Definitely would stay here again!"
United States
Evan R.
The price is ¥36,855
¥90,855 total
includes taxes & fees
Apr 10 - Apr 11
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

KP317-Private 3rd Floor | Partial Ocean • Pool • Garden

KP317-Private 3rd Floor | 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 ¥25,867
¥97,703 total
includes taxes & fees
Apr 9 - Apr 10
KP317-Private 3rd Floor | Partial Ocean • Pool • Garden

Ocean 500 Feet

Ocean 500 Feet
Poipu
8.0 out of 10, Very Good, (3 reviews)
"the property was very clean and quiet. walk distance to the beautiful beach. "
United States
Yuxia H.
The price is ¥71,852
¥164,456 total
includes taxes & fees
Apr 18 - Apr 19
Ocean 500 Feet

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
The price is ¥56,734
¥182,332 total
includes taxes & fees
May 4 - May 5
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

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 ¥119,753
¥272,101 total
includes taxes & fees
Apr 30 - May 1
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

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 ¥375,065
¥883,772 total
includes taxes & fees
Apr 26 - Apr 27
Gorgeous Poipu Villa with Pool & Spa + Ocean Views

E Komo Mai

E Komo Mai
Poipu
9.6 out of 10, Exceptional, (120 reviews)
"Home was in a great location and plenty of room for our family. My only negative was it wasn’t very clean in some spots and a lot of the lights and fans didn’t work. I would stay here again. I enjoyed the beach gear provided and a huge washer and dryer! "
United States
Kylie H.
The price is ¥70,127
¥173,724 total
includes taxes & fees
Apr 10 - Apr 11
E Komo Mai

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

Poipu 1940s Beach Cottage | Outdoor Showers

Poipu 1940s Beach Cottage | Outdoor Showers
Poipu
The price is ¥67,943
¥205,684 total
includes taxes & fees
Apr 20 - Apr 21
Poipu 1940s Beach Cottage | Outdoor Showers

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.
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

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, (137 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 ¥86,509
¥191,197 total
includes taxes & fees
Apr 19 - Apr 20
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
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.
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

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.
The price is ¥302,575
¥552,455 total
includes taxes & fees
Apr 11 - Apr 12
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)

Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)
Poipu
The price is ¥205,894
¥421,988 total
includes taxes & fees
May 6 - May 7
Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)

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

Romantic Cottage, Private Acre of Paradise, View! Pool!
Hanalei
9.6 out of 10, Exceptional, (108 reviews)
"Super private jungle getaway.-"
United States
Jeffrey G.
The price is ¥75,444
¥170,036 total
includes taxes & fees
Apr 20 - Apr 21
Romantic Cottage, Private Acre of Paradise, View! Pool!

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, (128 reviews)
"This is a great place to stay, in a great area on the island. The condo had everything we needed, and is decorated nicely with Hawaiian charm. "
United States
Kevin M.
The price is ¥37,163
¥102,371 total
includes taxes & fees
Apr 8 - Apr 9
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

Cycle or Walk to Hanalei Bay

Cycle or Walk to Hanalei Bay
Hanalei
10.0 out of 10, Exceptional, (69 reviews)
"Cute and clean house, great location. Host was very responsive. We loved this quieter end of town, just two blocks to the quieter end of the beach. We will be back!"
United States
Meg B.
The price is ¥108,975
¥241,579 total
includes taxes & fees
Apr 22 - Apr 23
Cycle or Walk to Hanalei Bay
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

South Shore Vacation Homes information

Number of reviews
878
Accommodation
462 Vacation Homes
Lowest Price
¥56,557
Highest Price
¥883,772

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