Beach Vacations in South Shore 2026

Photo by Dan Sherman

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Flight and Beach hotel deals in South Shore

Price found within the past 48 hours. Click for updated prices.

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli

CA $2,053

per person

Nov 14 - Nov 21

found 3 hours ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

8.8/10 Excellent! (1,001 reviews)

1 Hotel Hanalei Bay

CA $4,285

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (376 reviews)

Staff was very courteous and the property is unbelievable.

Reviewed on Aug 24, 2026

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $2,209

per person

Nov 4 - Nov 9

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

8.4/10 Very good! (1,147 reviews)

Sheraton Kauai Coconut Beach Resort

Waipouli

CA $2,093

per person

Nov 1 - Nov 8

found 11 hours ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

8.6/10 Excellent! (1,006 reviews)

Kiahuna Plantation Resort Kauai by OUTRIGGER

Poipu

CA $2,063

per person

Sep 29 - Oct 4

found 12 hours ago

Roundtrip flight included

Toronto (YTO) to Lihue (LIH)

8.4/10 Very good! (1,060 reviews)

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5* Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.

1 Hotel Hanalei Bay

CA $4,285

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (376 reviews)

Staff was very courteous and the property is unbelievable.

Reviewed on Aug 24, 2026

Timbers Kauai Ocean Club & Residences

CA $4,387

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) 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

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3 Night Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.

Sheraton Kauai Coconut Beach Resort

Waipouli

CA $1,625

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

8.6/10 Excellent! (1,006 reviews)

1 Hotel Hanalei Bay

CA $3,360

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (376 reviews)

Staff was very courteous and the property is unbelievable.

Reviewed on Aug 24, 2026

Ko'a Kea Resort on Po'ipu Beach

Poipu

CA $3,125

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

9.4/10 Exceptional! (1,007 reviews)

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4 Night Beach holidays in South Shore

Price found within the past 48 hours. Click for updated prices.

Kauai Inn

Nawiliwili

CA $1,192

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (1,435 reviews)

My late pm flight was canceled and I had to scramble to find a hotel along with a couple of hundred other travelers so I clicked Expedia's 'Book for Tonight' link and this property came up. I panic booked a nonrefundable reservation only to immediately discover it had booked me for the FOLLOWING night and not the one I needed. This property would not issue a refund even though I caught it right away. Expedia didn't take care of me either even though THEIR link was responsible. I do not recommend either one of them.

Reviewed on Aug 29, 2026

1 Hotel Hanalei Bay

CA $4,285

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

9.2/10 Wonderful! (376 reviews)

Staff was very courteous and the property is unbelievable.

Reviewed on Aug 24, 2026

The Cliffs at Princeville by ResorTime

CA $1,854

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Lihue (LIH)

8.8/10 Excellent! (44 reviews)

Spacious, clean, good location in Princeville and Hanalei.

Reviewed on Aug 23, 2026

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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 $1,192, 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 27.

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

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. ...

9.6/10 Exceptional! (1,000 reviews)

"Absolutely Phenomenal resort! I was there celebrating my 50th birthday and they went above and beyond making my trip special! I even saw dolphins from our hotel room with an epic view of the ocean. I could not have asked for a better gift! We used the adults only pool, ate a couple of meals at the ..."

Reviewed on Aug 22, 2026

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 ...

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. ...

See all 1,955 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.