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*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top South Shore Vacation Deals

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

Kauai Inn

Nawiliwili
CA $1,422
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
9.2/10 Wonderful! (1,431 reviews)
They accepted my booking when they didn’t have electricity. They told me to contact Expedia to get a refund but Expedia requires confirmation of a refund from hotel management. Expedia emailed and called them but they never responded to Expedia. I sent messages to the inn but they responded two days later by stating that I should contact Expedia. I told them Expedia is trying to contact you and they said they would reach out to Expedia. I never heard back from the inn or Expedia. I will be contacting Expedia today. They said I get an automatic refund if the property doesn’t respond to communications within 72 hours, which apparently was the case. I understand the hurricane hit and they didn’t have power for a week. That’s fine, but then stop taking new bookings until you get power. And, be prepared to refund if patrons don’t want to stay in a place that can’t deliver what was promised online (WiFi, microwave, tv, refrigerator, A/C, hot water etc). Lack of communication for days is inexcusable.

Reviewed on Sep 18, 2026

The Cliffs at Princeville by ResorTime

The Cliffs at Princeville by ResorTime

Save 100% on your flight
CA $2,606
per person
Dec 1 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
8.8/10 Excellent! (44 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $3,797
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $2,182
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
Hanalei Bay Resort

Hanalei Bay Resort

CA $1,645
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
7.8/10 Good! (513 reviews)
The location its amazing

Reviewed on Sep 8, 2026

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
A tropical beach with clear turquoise waters, palm trees, and a few buildings along the shore.

Poipu

8 out of top 10 points of interest in this area

Boasting high-end hotels, resorts, and two main shopping centers, Poʻipū offers a luxurious stay. Explore attractions like Allerton Garden, Mahaulepu Beach, and Spouting Horn for a memorable experience.

A coastal resort with multiple buildings, clear turquoise waters, and a mountainous backdrop.

Bayview

If you're looking for some top things to see and do in Bayview and surrounding area, you can visit Poipu Beach and Poipu Bay Golf Course.

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Omao

Though Omao might not have many top sights, you can venture to the surrounding area to see attractions like Koloa History Center and Poipu Beach.

A waterfall cascading over rocks surrounded by lush greenery.

Old Koloa Town

When in Old Koloa Town, you can plan a visit to Koloa History Center and Prince Kuhio Park, some noteworthy sights in the nearby area.

Ready to book your vacation to South Shore?

Choose your dates

South Shore Hotel Deals

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

2641 Poipu Rd Koloa HI
Fully refundableReserve now, pay when you stay
CA $628
CA $812 total
Sep 20 - Sep 21
includes taxes & fees
Koloa Landing Resort at Poipu, Autograph Collection
Sheraton Kauai Resort Villas

Sheraton Kauai Resort Villas

2440 Hoonani Road Koloa HI
CA $513
CA $609 total
Oct 20 - Oct 21
includes taxes & fees
9.2/10 Wonderful! (876 reviews)
"Everything about it was paradise!"

Reviewed on Sep 18, 2026

Sheraton Kauai Resort Villas
Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

1571 Poipu Road Koloa HI
Fully refundableReserve now, pay when you stay
CA $1,219
CA $1,538 total
Sep 20 - Sep 21
includes taxes & fees
Grand Hyatt Kauai Resort and Spa
See all 1,972 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.

Stay near popular South Shore attractions

A tropical beach with palm trees, ocean waves, and people enjoying the beach.

Poipu Beach

9.4/10 (1,968 reviews)
Visit one of the world’s best beaches, with coves of white sand and clear water decorating the Sunny South Side.
See properties
A sunset over a rocky shoreline with palm trees silhouetted against the sky.
Photo by David Fitch LAc

Lawai Beach

9.0/10 (267 reviews)
If a restful vacation is part of your travel plans, Lawai Beach might be the perfect place to seek out during your trip to Koloa. Discover the beautiful sunsets and shops in this romantic area.
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A coastal landscape with rocky terrain, a clear blue ocean, and a mountain range in the background.

Shipwreck Beach

9.2/10 (317 reviews)
Why not spend a carefree afternoon at Shipwreck Beach during your travels in Koloa? Amble around this romantic area's seaside, or seek out the snorkeling spots.
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A sunset over the ocean with clouds and palm trees on the shore.
Photo by DENIS M FASTERT

Kiahuna Beach

9.4/10 (149 reviews)
Why not spend a lazy afternoon at Kiahuna Beach during your trip to Koloa? Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.
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A beach with waves, a rainbow, and palm trees.
Photo by Melanie Rogers

Baby Beach

9.0/10 (154 reviews)
If a restful vacation is part of your travel plans, Baby Beach might be the perfect place to seek out during your trip to Koloa. Stroll along the seaside in this romantic area, or seek out the snorkeling spots.
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A lush green landscape with a golf course, palm trees, and mountains in the background under a cloudy sky.
Photo by James Martin

Poipu Bay Golf Course

9.0/10 (117 reviews)
Play a round of golf in Koloa at Poipu Bay Golf Course, and enjoy other activities such as surfing. Discover the beautiful sunsets and top-notch restaurants in this romantic area.
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Kipu Kai

8.2/10 (18 reviews)
Why not spend a carefree afternoon at Kipu Kai during your travels in Koloa? Make time for the shops and snorkeling spots in this romantic area.
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Prince Kuhio Park

9.0/10 (9 reviews)
Explore the lovely green spaces of Prince Kuhio Park and also enjoy the surfing in Koloa. Wander the beautiful beaches and seaside in this romantic area.
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Frequently asked questions

How much does a South Shore vacation package cost?
The cheapest South Shore vacation package is CA $1,422, 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.