South Shore Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Dan Sherman

Where to stay in South Shore

Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore

Top hotels in South Shore

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

4.5 out of 5
2641 Poipu Rd Koloa HI
Fully refundableReserve now, pay when you stay
The price is 14.949.809 ₫ per night from 9 Aug to 10 Aug
14.949.809 ₫
18.987.579 ₫ total
9 Aug - 10 Aug
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Beautiful hotel and pool. The rooms are very clean and nice. They are strict about early check in times. We showed up early with our wedding cake hoping to check in an hour and an half early and we were told our room wasn’t ready, but it was. We waited at the pool resteraunt for a while and were ..."

Reviewed on 18 Jul 2026

Koloa Landing Resort at Poipu, Autograph Collection
Sheraton Kauai Resort

Sheraton Kauai Resort

4 out of 5
2440 Hoonani Rd Koloa HI
Fully refundableReserve now, pay when you stay
The price is 14.482.467 ₫ per night from 24 Jul to 25 Jul
14.482.467 ₫
18.688.323 ₫ total
24 Jul - 25 Jul
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"My happy place! Me and my kids love everything about this place."

Reviewed on 16 Jul 2026

Sheraton Kauai Resort
Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas

4 out of 5
2440 Hoonani Road Koloa HI
Fully refundableReserve now, pay when you stay
The price is 8.596.830 ₫ per night from 16 Aug to 17 Aug
8.596.830 ₫
10.205.469 ₫ total
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (823 reviews)
"Beautiful hotel. Great staff. Large large with every convenience."

Reviewed on 15 Jul 2026

Sheraton Kauai Resort Villas
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.

Stay near popular South Shore attractions

Frequently asked questions

How much does a South Shore holiday package cost?
The cheapest South Shore holiday package is , so your dream escape can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to tailor a package suited to your travelling style.
How do I get a cheap travel package to South Shore?
Search for flights that fit your busy schedule, add a hotel to your booking and watch how much you save with a South Shore holiday package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes travelling cheap and easy. And with more than 550 airlines and 1null000null000 hotels globally to select from, you'll never be short of choice.
Where should I stay in South Shore?
There aren't many better places to kick-start your South Shore break than in Poipu. Poipu Beach deserves a spot at the top of your sightseeing list here.
What are the top hotels in South Shore?
Sheraton Kauai Resort Villas and Hilton Holiday Club The Point At Poipu Kauai are a couple of great places to stay in Poipu. A must-visit on any good South Shore itinerary, we recommend taking the time to fully discover this impressive city.
How far in advance should I book my South Shore holiday?
To land rock-bottom prices, book as early as you can. Airlines usually start selling tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway to South Shore, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia South Shore travel package include?
From airfares and hotels to car rentals, Expedia can help you craft a South Shore package that's ideal for you. Heading away for a week or two? Check out a rental car, hotel and flight bundle. If your break is short, a flight and hotel deal may suit you better. Activities can also be added once you've made your booking. Our travel packages make it easy to plan and save.
What should I know before booking a South Shore travel package?
Whether it's relaxation or adventure you're craving, a South Shore holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a South Shore Expedia holiday package?
You can, and with over 550 airlines to choose from all over the world, you have loads of choice. Look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my South Shore holiday package?
Don't stress if you're rethinking your South Shore holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

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