South Shore Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

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, (73 reviews)
"Everything was as mentioned when we arrived. The room was inviting and had beach towels rolled on the bed along with a box of chocolate Macadamia nuts. Having the lanai kitchen area was a bonus as it was screened in and allowing the trade winds flow through the room. The host was responsive to our questions. Very satisfied!"
United States
Anonymous traveler
$407 nightly
The price is $476
Apr 17 - Apr 18
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
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, (231 reviews)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
$397 nightly
The price is $464
Apr 18 - Apr 19
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Exterior

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas
4.0 star property
Poipu
9.2 out of 10, Wonderful, (766 reviews)
"great location "
United States
Ronnie
$335 nightly
The price is $398
Apr 28 - Apr 29
Total with taxes and fees
Sheraton Kauai Resort Villas
Pool

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Poipu
9.8 out of 10, Exceptional, (104 reviews)
"a nice gold course view and it was a great 6 days stay. "
United States
Tsz Kit
$609 nightly
The price is $711
Apr 17 - Apr 18
Total with taxes and fees
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
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, (32 reviews)
"The openness of the unit and the patio were great. The bed was super comfortable and the maid service was very good. The support staff were helpful and kind. "
Canada
Lori T.
$643 nightly
The price is $753
Apr 15 - Apr 16
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC
Outdoor pool

KP169 Ground FL Beachside | Pool•AC•Ocean

KP169 Ground FL Beachside | Pool•AC•Ocean
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"Location was great with easy access to the unit and easy access to the beach. It is one of the closer units to the beach and lake. Check in and check out process was really easy, and the unit had everything we needed. Would definitely stay here again."
United States
Guillermo R.
$573 nightly
The price is $605
Apr 15 - Apr 16
Total with taxes and fees
KP169 Ground FL Beachside | Pool•AC•Ocean
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
9.0 out of 10, Wonderful, (105 reviews)
"Check in was clear and easy; condo was conveniently located to so much on the south shore! We especially loved walking to Baby Beach. The kitchen was well stocked, bed was very comfortable and the property was fun to explore. "
United States
Ashlee G.
$331 nightly
The price is $386
Apr 21 - Apr 22
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
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
9.6 out of 10, Exceptional, (28 reviews)
"The property is beautiful and convenient to the beach"
United States
Rhonda
$614 nightly
The price is $719
Apr 18 - Apr 19
Total with taxes and fees
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
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
10.0 out of 10, Exceptional, (68 reviews)
"Good location! Great amenities! It had everything to make our stay comfortable. "
United States
Muna M.
$522 nightly
The price is $611
Apr 22 - Apr 23
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
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, (107 reviews)
"Very nice hosts and a great place to stay "
United States
John H.
$336 nightly
The price is $393
Apr 16 - Apr 17
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
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, (64 reviews)
"Very easy to access the beach, and other amenities! "
United States
Sandra K.
$389 nightly
The price is $455
Apr 27 - Apr 28
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Beach nearby, sun loungers, beach towels

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Poipu
9.2 out of 10, Wonderful, (16 reviews)
"Convenient location near the beaches, very responsive owner, comfortable space. Would stay here again."
United States
Anush
$670 nightly
The price is $785
Apr 18 - Apr 19
Total with taxes and fees
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Pool

KP228 Garden View | Beach•Pool•Turtle•AC

KP228 Garden View | Beach•Pool•Turtle•AC
Poipu
9.6 out of 10, Exceptional, (12 reviews)
"KP228 was exactly as pictured in the photos, and also had a closetful of useful beach items for the guest to use (beach chairs, umbrellas, snorkel gear, etc.). Bed was very comfortable, and the A/C kept us cool throughout the house!"
United States
Kevin F.
$695 nightly
The price is $746
May 12 - May 13
Total with taxes and fees
KP228 Garden View | Beach•Pool•Turtle•AC
Outdoor pool

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Poipu
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic time!"
United States
Chris C.
$674 nightly
The price is $788
May 2 - May 3
Total with taxes and fees
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
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 spouse and I stayed here for our honeymoon and we had a blast!"
United States
Hamzah Y.
Penthouse Condo 100 Yards From The Beach! Includes A/C, Pool, Hot Tub and Gym
A heated pool

Sheraton Kaua‘i Resort Villas (Studio)

Sheraton Kaua‘i Resort Villas (Studio)
Poipu
$467 nightly
The price is $470
May 11 - May 12
Total with taxes and fees
Sheraton Kaua‘i Resort Villas (Studio)
Property grounds

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Poipu
9.6 out of 10, Exceptional, (172 reviews)
"Great location and stay."
United States
Juan
$340 nightly
The price is $398
Apr 20 - Apr 21
Total with taxes and fees
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Outdoor dining

Kiahuna Paradise condo with A/C

Kiahuna Paradise condo with A/C
Poipu
9.8 out of 10, Exceptional, (8 reviews)
"Top notch, vacation rental."
United States
Bill G.
$682 nightly
The price is $799
Apr 15 - Apr 16
Total with taxes and fees
Kiahuna Paradise condo with A/C
Outdoor pool

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.4 out of 10, Exceptional, (25 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.
$486 nightly
The price is $569
Apr 15 - Apr 16
Total with taxes and fees
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Property grounds

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants

Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
Poipu
9.4 out of 10, Exceptional, (143 reviews)
"Host was very responsive, great location, great room."
United States
Christopher C.
$340 nightly
The price is $398
Apr 20 - Apr 21
Total with taxes and fees
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
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

Marriott's Waiohai Beach Club

Marriott's Waiohai Beach Club

6/10 Okay
"The room was small and super dull. Huge wall, no art. Balcony looked over a trash area of the adjoining propert. "
Miles 2-night trip
Posted 8 hours ago
Marriott's Waiohai Beach Club

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 $398 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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