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South Shore, Hawaii, United States of America

South Shore vacation rentals

We found 1,952 vacation rentals — enter your dates for availability

Discover a selection of 2,000 vacation rentals in South Shore, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $145 per night, and houses and condos are popular options for a stay in South Shore. Either way, you'll find a rental for everyone's needs.
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Houses

View 458 Houses

Condos/Apartments

View 1,054 Condos/Apartments

Cottages

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Villas

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Bungalows

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Resorts

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Cabins

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Townhouses

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Studios

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Hotels

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Find the best place to stay — South Shore

Come enjoy Poipu Penthouse!

Sleeps 3 · 1 Bedroom · 1 Bathroom
$229 avg/night
(61)

A Beautiful Condo at the Waters Edge with a Great View

Sleeps 2 · 1 Bedroom · 1 Bathroom
$225 avg/night
(36)

Poipu Kauai Condo At Prince Kuhio, Lawai Beach

Sleeps 2 · Studio · 1 Bathroom
$150 avg/night
(39)

Sunset Suite - Luxury Studio in tropical gardens with koi ponds, waterfalls

1 Bedroom · 1 Bathroom
$225 avg/night

145 $ - Bamboo Beach Studio in Poipu with Ocean View

Sleeps 2 · Studio · 1 Bathroom
$145 avg/night
(89)

South Shore Ocean View 1 BR Condo Poipu Sands 112 Steps from the Beach Upgraded

Sleeps 3 · 1 Bedroom · 1 Bathroom
$187 avg/night
(83)

Search 1,952 vacation rentals

Top rated rentals — South Shore
Stayed Jun 2022

Amazing place great stay!

We absolutely loved this place for our honeymoon! Really enjoyed sitting out on the balcony and watching the sea turtles swim. Great location for beaches and the canyon. Host was very helpful, he even went out of his way to give us detailed instructi...

Weston G.
Weston G.
Stayed Jun 2022

Perfect location!

Walking distance to beach that’s great for snorkeling, swimming with kids, & surfing. Pool is across the street. Walking distance to a great shopping village with A+ restaurants. Clean condo with balcony & kitchen. Would definitely stay there again. ...

ashley s.
ashley s.
Stayed Jun 2022

Amazing location, gorgeous little condo

We absolutely loved our stay here! The condo has everything you need, the cooler, umbrella & chairs were very handy throughout our trip. Location is great, a short drive to Poipu beach & within walking distance to a small shopping/dining precinct. We...

Vanessa S.
Vanessa S.
Stayed Jun 2022

Highly recommend

Beauty exceeded expectations, especially the view from the lanai, and the very green vegetation in the area. Many spots with astounding turquoise and blue water views. Waves crashing methodically. Backing out of parking for the big truck was challeng...

Gary D.
Gary D.
Stayed May 2022

Nice View with AC, Wrong Side of Island

The view and the AC made this VRBO worth it. However, after spending time on Kauai (it was my and my boyfriend’s first time), I wish we would’ve stayed on the North Shore. Poipu is definitely in the heart of the resort area of the island with lots of...

Abbye B.
Abbye B.
Stayed May 2022

Wonderful place to stay for our first trip!

My sister and I and our husbands had a wonderful stay at Sunset 101! It was our first time to Kauai and check in was simple, directions easy to follow, and the place was clean and equipped with all we needed for the week. Being able to hear the ocean...

Caitlin H.
Caitlin H.
Stayed May 2022

Neat little place in a great location

Nothing beats the location of this condo! The close proximity to the not-so-crowded beach just across the street was the highlight of this spot. It was easy for my boyfriend and I to pop back and forth from the beach to the condo for water or food th...

Alexa P.
Alexa P.
Stayed May 2022

Poipu Sands Unit 411

Wonderful condo with ocean view from the lanai. Condo was clean, well appointed, and kitchen was best equipped we have ever seen in a rental unit. It was just as advertised and cross ventilation with the cool evening trade winds made sleeping a delig...

Charles W.
Charles W.
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How many vacation rentals are available around South Shore, US?

Our 2022 property listings offer a large selection of 1,952 vacation rentals around South Shore. From 458 house rentals to 1,054 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.