A rocky shoreline with a sunset over the ocean.

South Shore Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for South Shore vacation rentals

Interior

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (79 reviews)
"Nice host (Cameron), nicely furnished & safe place."
United States
tommy d.
$371 nightly
The price is $433
Jul 14 - Jul 15
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Property grounds

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
9.2 out of 10, Wonderful, (120 reviews)
"Very clean and comfortable with all the amenities we needed for a lovely stay. Excellent location. If we were to return, we would love to stay here again."
United States
Kimberly G.
$354 nightly
The price is $412
Jul 13 - Jul 14
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Outdoor pool

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316
Poipu
9.8 out of 10, Exceptional, (20 reviews)
"The unit was very clean and a great location"
United States
Ruth M.
$577 nightly
The price is $676
Aug 6 - Aug 7
Total with taxes and fees
Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #316
Exterior

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (817 reviews)
"Friendly staff and a clean resort made this stay acceptably relaxing."
United States
David
$321 nightly
The price is $381
Jul 19 - Jul 20
Total with taxes and fees
Sheraton Kauai Resort Villas
Pool

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,

Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Poipu
9.8 out of 10, Exceptional, (69 reviews)
"very well stocked with everything including kleenex and shower products . lovely and comfortable outdoor area, comfortable beds, beach equipment , coolers and towels in excellent condition and a plus to have available . Grilling area, grounds and gardens were very clean and well maintained , so many beautiful flowers everywhere."
Canada
Robert
$639 nightly
The price is $745
Jul 11 - Jul 12
Total with taxes and fees
Pili Mai Family Condo 13F, Spacious 1st Floor Lanai,
Outdoor dining

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, (241 reviews)
"We loved our stay and would look to stay here again in the future. It was very relaxing and close to everything we wanted to do "
United States
Lori
$433 nightly
The price is $506
Jul 13 - Jul 14
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
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, (112 reviews)
"Amazing location with all the amenities for the beach! We had a wonderful stay."
United States
Eric K.
$382 nightly
The price is $446
Jul 9 - Jul 10
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy studio condo with AC and WiFi in charming Koloa/ Poipu

Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Poipu
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location! We loved our stay and would stay here again. Great food trucks (Thai) and a market with the best acai bowls only a few minutes drive or a 15 minute walk away. Easy drive to our favorite beaches (Shipwreck, Poipu)."
United States
Erin G.
$366 nightly
The price is $428
Jul 9 - Jul 10
Total with taxes and fees
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Property grounds

Quiet Kiahuna plantation #88 , New Remodel with AC

Quiet Kiahuna plantation #88 , New Remodel with AC
Poipu
10.0 out of 10, Exceptional, (34 reviews)
"Host's quick response to questions. Very comfortable indoor and outdoor furniture. Kiahuna grounds are always a pleasure. "
United States
Terry B.
$685 nightly
The price is $801
Jul 11 - Jul 12
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC
Dining

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Poipu
9.2 out of 10, Wonderful, (13 reviews)
"It was nice, clean and decent view. Close to different beaches and rock bluffs to walk on. "
United States
Deanna
$592 nightly
The price is $690
Jul 23 - Jul 24
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
On the beach, sun loungers, beach towels

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
9.8 out of 10, Exceptional, (31 reviews)
"Absolutely perfect location! We loved it. Would stay again in a heartbeat."
United States
Tara P.
$613 nightly
The price is $718
Jul 24 - Jul 25
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Terrace/patio

An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (66 reviews)
"I will definitely book here again! The place was perfect for my 19 year old daughter and I. It was clean, quiet and safe. Everyone was very friendly, and Cameron went above and beyond to answer any questions or provide assistance. Our new favorite place 😊"
United States
Jenifer
$392 nightly
The price is $458
Jul 15 - Jul 16
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Outdoor pool

Kahala at Poipu Kai

Kahala at Poipu Kai
Poipu
9.6 out of 10, Exceptional, (139 reviews)
"Great location, parking, and beautiful condo. "
United States
Alia W.
$451 nightly
The price is $528
Jul 13 - Jul 14
Total with taxes and fees
Kahala at Poipu Kai
Dining

RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool

RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Location and pool right by unit. "
United States
Tamara J.
$827 nightly
The price is $879
Jul 16 - Jul 17
Total with taxes and fees
RE 413 | Walk to Poipu Beach • AC • Pool/Spa, Spectacular Garden Oasis w/ W/D and AC, Pool
Pool

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Poipu
9.8 out of 10, Exceptional, (77 reviews)
"Great family friendly property. As described with all the amenities, games and access. "
United States
Vanessa A.
$526 nightly
The price is $615
Jul 13 - Jul 14
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Pool

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6

Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Poipu
10.0 out of 10, Exceptional, (15 reviews)
"Great experience — the condo was beautiful, clean, and had everything we needed for a comfortable stay."
United States
Anonymous traveler
$639 nightly
The price is $745
Jul 15 - Jul 16
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Pool

KP169 Ground FL Beachside | Pool•AC•Ocean

KP169 Ground FL Beachside | Pool•AC•Ocean
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"We had a wonderful time steps to the ocean great views"
United States
Matthew H.
$626 nightly
The price is $667
Jul 13 - Jul 14
Total with taxes and fees
KP169 Ground FL Beachside | Pool•AC•Ocean
Sun loungers, beach towels

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym

Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Poipu
9.6 out of 10, Exceptional, (40 reviews)
"My family had a wonderful time staying in the comfortable unit. They appreciated its location, the air conditioning helped the children sleep, and the bathtub/shower combination worked well for both the adults and the little ones. "
United States
Nancy M.
$603 nightly
The price is $705
Jul 15 - Jul 16
Total with taxes and fees
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
Outdoor dining

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"The condo was great. Very clean and updated. Host was fantastic to work with. I would reach out to this owner and their condo for future stays."
United States
David T.
$686 nightly
The price is $802
Jul 14 - Jul 15
Total with taxes and fees
Kiahuna Paradise condo with A/C
Outdoor pool

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #315

Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #315
Poipu
9.8 out of 10, Exceptional, (30 reviews)
"Loved the location and proximity to the Orchid Garden you walked through to get to the ocean. "
United States
Mary P.
$530 nightly
The price is $620
Jul 16 - Jul 17
Total with taxes and fees
Kiahuna Plantation private Condo, Partial Ocean View, A/C, Steps from Beach #315
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

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas

10/10 Excellent
"Splendid! Cannot wait to return!"
Jean-Luis 4-night trip
Posted 10 hours ago
Sheraton Kauai Resort Villas

Find out more about South Shore

Everything you need to know about South Shore vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Shore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Shore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Shore in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $381 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Shore rentals

At Expedia, we put the best South Shore vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Shore vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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