South Shore Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for South Shore vacation rentals

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, (221 reviews)
"Place was quiet, clean and just right for our needs."
United States
Bryan D.
$397 nightly
The price is $464
Feb 19 - Feb 20
Total with taxes and fees
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
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, (65 reviews)
"We loved having the option of preparing meals in such a well equipped kitchen. The grills are very close too!We were close to the pool as well, which we really enjoyed on the days we weren’t exploring the island!"
United States
julie w.
$663 nightly
The price is $775
Mar 10 - Mar 11
Total with taxes and fees
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Pool

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach

Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Poipu
10.0 out of 10, Exceptional, (145 reviews)
"My son and his girlfriend stay"
United States
Lisa F.
$588 nightly
The price is $688
Mar 6 - Mar 7
Total with taxes and fees
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
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, (83 reviews)
"Great location, easy check in, clean condo!"
United States
Komaki U.
$849 nightly
The price is $988
Mar 1 - Mar 2
Total with taxes and fees
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Beach nearby, sun loungers, beach towels

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find

Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Poipu
9.8 out of 10, Exceptional, (81 reviews)
"Having AC and laundry was great. Short walk down to beach front and dinning options"
United States
Gareth H.
$399 nightly
The price is $467
Mar 19 - Mar 20
Total with taxes and fees
Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
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, (31 reviews)
"Ivan was an excellent host, the property clean and beautiful. The hotel-style check-in was a fancy bonus!"
United States
Felix R.
$714 nightly
The price is $837
Mar 13 - Mar 14
Total with taxes and fees
Quiet Kiahuna plantation #88 , New Remodel with AC
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, (99 reviews)
"The place is very nice, clean, well furnished, and in a great location. So convenient to Poipu Beach and the Koloa restaurants and shops."
United States
Buck B.
$408 nightly
The price is $474
Mar 7 - Mar 8
Total with taxes and fees
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Pool

Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View

Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Poipu
9.8 out of 10, Exceptional, (67 reviews)
"Great property, in a great location, at a great price. "
United States
Michael G.
$707 nightly
The price is $827
Feb 19 - Feb 20
Total with taxes and fees
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Property grounds

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned

Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Poipu
9.6 out of 10, Exceptional, (168 reviews)
"Great location and stay."
United States
Juan
$335 nightly
The price is $393
Feb 24 - Feb 25
Total with taxes and fees
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Interior

Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!

Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Poipu
10.0 out of 10, Exceptional, (125 reviews)
"Beautiful condo and wonderful location we had an amazing visit. "
United States
Denise B.
$632 nightly
The price is $739
Feb 25 - Feb 26
Total with taxes and fees
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Outdoor dining

Ocean View & AC! 3 Min Walk To Poipu Beach!

Ocean View & AC! 3 Min Walk To Poipu Beach!
Poipu
10.0 out of 10, Exceptional, (109 reviews)
"Excellent location for our Kauai vacation. Robert was very accommodating. Patio area has ocean view. "
United States
Ramon
$639 nightly
The price is $747
Feb 19 - Feb 20
Total with taxes and fees
Ocean View & AC! 3 Min Walk To Poipu Beach!
Interior

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!

Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Poipu
9.8 out of 10, Exceptional, (192 reviews)
"Host was very accommodating and wonderful setting. Beautiful and relaxing. "
United States
Lora F.
$774 nightly
The price is $905
Mar 17 - Mar 18
Total with taxes and fees
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
Outdoor pool

No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking

No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking
Poipu
10.0 out of 10, Exceptional, (90 reviews)
"Loved everything about our stay. The unit was spacious, comfy, great kitchen, lived the back patio and the well stocked garage full of beach equipment. Would definitely stay here again and would highly recommend this property and owners to other travelers. The location was perfectly between Poipu Beach and Old Koloa Town and the sound center nearby had great shops and eateries. "
United States
David p.
$1,209 nightly
The price is $1,414
Mar 15 - Mar 16
Total with taxes and fees
No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking
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
9.6 out of 10, Exceptional, (80 reviews)
"Easy check in and check out. Great location, clean"
United States
PATRICK W.
$699 nightly
The price is $815
Mar 2 - Mar 3
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, (66 reviews)
"The property was excellent and the owner is a really helpful person."
United States
Svitlana
$388 nightly
The price is $453
Feb 17 - Feb 18
Total with taxes and fees
An Affordable Alternative to Expensive Accommodations in Poipu
Dining

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

A/C • Pool/Spa • W/D • Walk to Poipu Beach 413, Spectacular Garden Oasis w/ W/D and AC, Pool
Poipu
9.8 out of 10, Exceptional, (147 reviews)
"Everything was accessible…clean and cheerful…we enjoyed our stay and definitely would return…"
United States
Judith S.
$907 nightly
The price is $990
Mar 14 - Mar 15
Total with taxes and fees
A/C • Pool/Spa • W/D • Walk to Poipu Beach 413, Spectacular Garden Oasis w/ W/D and AC, Pool
Sport court

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Poipu
10.0 out of 10, Exceptional, (253 reviews)
"Amazing house in a great location with all the amenities. "
United States
Jason M.
$903 nightly
The price is $1,056
Mar 14 - Mar 15
Total with taxes and fees
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
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, (136 reviews)
"Nice place for our 5 day stay. Perfect size "
United States
Rachel C.
$341 nightly
The price is $399
Feb 21 - Feb 22
Total with taxes and fees
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
Pool

Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8

Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8
Poipu
9.6 out of 10, Exceptional, (110 reviews)
"The house was super comfortable and had everything we needed! Lots of space for my kids to run around. Great location, easy to get to everything in Poipu. I also really appreciated that the garage had beach stuff (umbrellas, boogie boards, chairs, etc.) and snorkeling equipment! "
United States
Grace V.
$746 nightly
The price is $869
Feb 18 - Feb 19
Total with taxes and fees
Pili Mai Family Condo 12D, Central AC, 3 Bedroom 3 Bath, Lanai Dining for 8
Pool

Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!

Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!
Poipu
9.8 out of 10, Exceptional, (117 reviews)
"We had 5 adults and two boys and the boys were thrilled to have their own bed in the upstairs room with twin beds. Their parents were in the other upstairs room and it worked great for their family. We had plenty of room downstairs for our morning and evening family activities. The house had everything we needed. "
United States
Christopher M.
$884 nightly
The price is $1,030
Feb 28 - Mar 1
Total with taxes and fees
Pili Mai Family Condo 10B, 4 Bedrooms, 3.5 bath, AC Lanai Dining w/ Sunsets!
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
"Very clean room. "
Janette 1-night trip
Posted 2 days 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 $356 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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