South Shore Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Dan Sherman
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top South Shore Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Banyan Harbor Resort
1 Hotel Hanalei Bay
The Cliffs at Princeville by ResorTime
Kauai Inn
Ko'a Kea Resort on Po'ipu Beach

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

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South Shore Hotel Deals

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 CA $930 per night from Jul 13 to Jul 14
CA $930
CA $1,171 total
Jul 13 - Jul 14
includes taxes & fees
9.6/10 Exceptional! (1,006 reviews)
"We had a ground level room the was very convenient for walking to the pool and the general area. Was very surprised and pleased to have a washer and dryer in the room because this was the last place we were staying on the trip and was nice to have a refresh! The pool was like a water park, I have ..."

Reviewed on Jun 30, 2026

Koloa Landing Resort at Poipu, Autograph Collection
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 CA $521 per night from Jul 31 to Aug 1
CA $521
CA $618 total
Jul 31 - Aug 1
includes taxes & fees
9.2/10 Wonderful! (811 reviews)
"Great location. Very easy to get to shops and food places. Pool and beach area were nice. Room was decent for the price. Lava restaurant was not the best in terms of food - overpriced. Overall would recommend."

Reviewed on Jun 30, 2026

Sheraton Kauai Resort Villas
Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

4.5 out of 5
2251 Poipu Road Koloa HI
The price is CA $893 per night from Jul 16 to Jul 17
CA $893
CA $1,144 total
Jul 16 - Jul 17
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Très bel hôtel intimiste où tout est fait pour se relaxer et profiter du cadre magnifique."

Reviewed on Jun 30, 2026

Ko'a Kea Resort on Po'ipu Beach
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 vacation package cost?
The cheapest South Shore vacation package is CA $1,514, 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 traveling 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 vacation package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes traveling cheap and easy. And with more than 550 airlines and 1,000,000 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 Vacation 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 vacation?
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 vacation package lets you organize 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 vacation 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 vacation package?
Don't stress if you're rethinking your South Shore vacation 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.