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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for South Shore vacation rentals

Exterior

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (826 reviews)
"Friendly staff and a clean resort made this stay acceptably relaxing."
United States
David
$321 nightly
The price is $381
Jul 27 - Jul 28
Total with taxes and fees
Sheraton Kauai Resort Villas
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, (121 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.
$350 nightly
The price is $408
Jul 26 - Jul 27
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Outdoor pool

Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore
Poipu
8.8 out of 10, Excellent, (76 reviews)
"Very clean and easy to use! Great location too."
United States
Heather S.
$329 nightly
The price is $384
Aug 3 - Aug 4
Total with taxes and fees
Beachfront Condo Poipu Beach Amenities Galore
Pool

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6

Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Poipu
9.4 out of 10, Exceptional, (93 reviews)
"Loved this place! So clean and located just a couple minutes from the beach!! It was very quiet place and super clean! We absolutely loved staying here!"
United States
Ananiah
$631 nightly
The price is $737
Jul 26 - Jul 27
Total with taxes and fees
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
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.
$400 nightly
The price is $468
Aug 4 - Aug 5
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
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.
$601 nightly
The price is $705
Jul 24 - Jul 25
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Property grounds

Prince Kuhio 335 OCEANVIEW STUDIO

Prince Kuhio 335 OCEANVIEW STUDIO
Poipu
9.4 out of 10, Exceptional, (94 reviews)
"Overall nice accommodations "
United States
Katherine B.
$396 nightly
The price is $464
Jul 27 - Jul 28
Total with taxes and fees
Prince Kuhio 335 OCEANVIEW STUDIO
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, (244 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
$439 nightly
The price is $513
Jul 27 - Jul 28
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
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)
"Very good communication and clean condo. Nice furnishing and extremely comfortable beds. We loved our stay and would definitely come back. Thanks!"
United States
Vanessa N.
$667 nightly
The price is $778
Aug 9 - Aug 10
Total with taxes and fees
Makahuena 2-105 Partial Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
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, (67 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 28 - Jul 29
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Pool

KP228 Garden View | Beach•Pool•Turtle•AC

KP228 Garden View | Beach•Pool•Turtle•AC
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"Great hosts and beautiful property!"
United States
Joe A.
$595 nightly
The price is $631
Aug 1 - Aug 2
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC
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)
"We had a wonderful stay, the place is beautiful in a great location. Kevin was easy to communicate with"
United States
Heather C.
$526 nightly
The price is $615
Aug 2 - Aug 3
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
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.
$598 nightly
The price is $700
Jul 27 - Jul 28
Total with taxes and fees
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
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, (113 reviews)
"Amazing location with all the amenities for the beach! We had a wonderful stay."
United States
Eric K.
$407 nightly
The price is $476
Jul 26 - Jul 27
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
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, (16 reviews)
"Great experience — the condo was beautiful, clean, and had everything we needed for a comfortable stay."
United States
Anonymous traveler
$631 nightly
The price is $737
Jul 26 - Jul 27
Total with taxes and fees
Pili Mai Family Condo 12F, 2 Bedroom 2.5 Bath, Ground Floor, Sleeps 6
Pool

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8

Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Poipu
9.6 out of 10, Exceptional, (89 reviews)
"Perfect location beautiful property"
United States
Shanelle
$754 nightly
The price is $878
Jul 30 - Jul 31
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Pool

KP169 Ground FL Beachside | Pool•AC•Ocean

KP169 Ground FL Beachside | Pool•AC•Ocean
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"Fantastic condo. I didn’t realize when I booked that it was also partial ocean views. Very, very clean, easy check in and out. Much nicer area than expected and direct access to the beach."
United States
Sara
$692 nightly
The price is $744
Jul 25 - Jul 26
Total with taxes and fees
KP169 Ground FL Beachside | Pool•AC•Ocean
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)
"The house was beautiful, the location was great! And getting to go to the athletic club was such a wonderful bonus. Would absolutely stay here again!!!"
United States
Camille H.
$564 nightly
The price is $659
Jul 24 - Jul 25
Total with taxes and fees
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Property grounds

Stunning Ocean View - Steps from the beach - Kahala 623

Stunning Ocean View - Steps from the beach - Kahala 623
Poipu
10.0 out of 10, Exceptional, (52 reviews)
"Our second stay in this lovely, comfortable place. We hope to return."
United States
Maril S.
$539 nightly
The price is $632
Jul 29 - Jul 30
Total with taxes and fees
Stunning Ocean View - Steps from the beach - Kahala 623
Outdoor pool

Surrounded by beaches Beautiful Poipu Condo.

Surrounded by beaches Beautiful Poipu Condo.
Poipu
9.6 out of 10, Exceptional, (17 reviews)
"Great spot! Cute and spacious condo. The location is awesome - easy walk to the beach, pool, shops. I loved the beach. Nice to have boogie boards, chairs, etc. to use too. "
United States
Kara B.
$495 nightly
The price is $582
Jul 31 - Aug 1
Total with taxes and fees
Surrounded by beaches Beautiful Poipu Condo.
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

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

10/10 Excellent
"the only thing we didn’t like is u have to ask for a microwave"
Austin 7-night trip
Posted 19 hours ago
Grand Hyatt Kauai Resort and Spa

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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