South Shore Beach Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Beach hotel deals in South Shore

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,125
per person
Oct 28 - Nov 1
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Lihue (LIH)
8.4/10 Very good! (1,145 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $5,931
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (371 reviews)
Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli
CA $3,575
per person
Oct 10 - Oct 14
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.8/10 Excellent! (1,001 reviews)
Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

Poipu
CA $2,973
per person
Oct 11 - Oct 15
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.4/10 Very good! (1,055 reviews)
Bel emplacement, belle plage, logement bien équipé.

Reviewed on Aug 19, 2026

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

Poipu
CA $3,852
per person
Oct 10 - Oct 14
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
9.4/10 Exceptional! (1,006 reviews)
I love the Grand Hyatt. Would stay there everytime I go to Kauai.

Reviewed on Aug 16, 2026

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5* Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

CA $5,541
per person
Oct 10 - Oct 14
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
9.6/10 Exceptional! (35 reviews)
Choose other resorts. The amenities for this resort are not worth the money. There is only one restaurant and its not open all the time. The beach is 1/2 mile walk. The beach is not just for this property but for many others. Staff is very friendly, but not much they can do about the issues.

Reviewed on Jun 17, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $5,931
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (371 reviews)
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3 Night Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Kaua'i Resort Lihue

The Royal Sonesta Kaua'i Resort Lihue

CA $1,345
per person
Oct 4 - Oct 7
found 9 hours ago
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (1,287 reviews)
my husband and I came to celebrate our 20th wedding anniversary, 1st time in Kauai must say the location is really close to airport and still had no complaints, I must say that I prob won’t be staying here at the sonesta since I will be traveling with my teens and almost 10 year old next time and I know for a fact that they will prob be bored, I wish the property had like a game room or more activities for teens since they get easily get bored, but other then that it was great

Reviewed on Aug 20, 2026

Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

Waipouli
CA $1,545
per person
Oct 9 - Oct 12
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
8.6/10 Excellent! (1,006 reviews)
Amazing place to stay. Amenities are great and the pool is awesome. My only complaint is the a/c in the room was not great, but really not a big deal!

Reviewed on Aug 20, 2026

Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas

Poipu
CA $1,809
per person
Oct 9 - Oct 12
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (836 reviews)
Hotel was nice but more expensive than it should have been. Food was not great and was also expensive. I’d probably look for a different hotel if we go back to Kauai.

Reviewed on Aug 20, 2026

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4 Night Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,125
per person
Oct 28 - Nov 1
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Lihue (LIH)
8.4/10 Very good! (1,145 reviews)
Kauai Inn

Kauai Inn

Nawiliwili
CA $1,224
per person
Oct 28 - Nov 1
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Lihue (LIH)
9.2/10 Wonderful! (1,424 reviews)
Amazing customer service, nice rooms, free to rent gear, and cheap laundry!

Reviewed on Aug 20, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $6,315
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Lihue (LIH)
9.2/10 Wonderful! (371 reviews)
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Find the best beach vacations in South Shore

What are some benefits when booking beach vacations in South Shore?

When you travel to the beach in South Shore, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in South Shore?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your South Shore trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in South Shore?

There are quite a few things you can do to get cheap beach vacations in South Shore. Prices range from CA $1,125, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in South Shore. These package deals let you save by booking your accommodation and your flight together with savings of up to 24.

Why should I book family beach vacations?

When you're travelling with the family to South Shore, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in South Shore?

It's easy to find a beachfront vacation accommodation in South Shore using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and South Shore as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in South Shore is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Hawaii. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in South Shore

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

2641 Poipu Rd Koloa HI
  • 18 min walk from Poipu Beach
Book a stay at this luxury hotel in Koloa. Enjoy free WiFi, 3 outdoor pools, and 5 hot tubs. Our guests praise the pool and the helpful staff in our reviews. ...
Koloa Landing Resort at Poipu, Autograph Collection
Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

2251 Poipu Road Koloa HI
  • 5 min walk from Poipu Beach
Book a stay at this luxury resort in Koloa. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,007 reviews)
"To start the hotel still has 2 charges pending on my credit card, I understand a hold to make sure we didn’t mess the room up. We did not, but it’s still pending and there is a second charge for $332 that we have no idea what’s it’s from. I only ordered 1 drink to the room and that was it. Additionally ..."

Reviewed on Aug 19, 2026

Ko'a Kea Resort on Po'ipu Beach
Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

1571 Poipu Road Koloa HI
  • 21 min walk from Poipu Beach
Book a stay at this luxury hotel in Koloa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,004 reviews)
"I love the Grand Hyatt. Would stay there everytime I go to Kauai."

Reviewed on Aug 16, 2026

Grand Hyatt Kauai Resort and Spa
See all 1,964 properties in South Shore
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.