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 $1,096 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.
2417 at Lihue Oceanfront Resort

2417 at Lihue Oceanfront Resort

3.5 out of 5
Price was CA $2,090, price is now CA $1,407 per person
CA $1,407
per person
May 4 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
7/10 Good! (62 reviews)
Room was too outdated. Staff were fantastic, Didn’t have to use the hot tub and spa. Parking charges is ridiculously expensive although knew that per booking. Enjoyed the breakfast buffet every day to start our day and had a great time mainly relaxing by the pool and walks on the beach.

Reviewed on Oct 1, 2025

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Price was CA $8,889, price is now CA $5,395 per person
CA $5,395
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.2/10 Wonderful! (275 reviews)
Another guest was repediately smoking

Reviewed on Feb 3, 2026

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

4 out of 5
Waipouli
Price was CA $3,920, price is now CA $2,501 per person
CA $2,501
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
8.8/10 Excellent! (1,002 reviews)
I’m giving this 3 stars for an adults only vacation. I would give it a four star if we would have brought our child.

Reviewed on Feb 7, 2026

Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

4.5 out of 5
Poipu
Price was CA $5,042, price is now CA $3,297 per person
CA $3,297
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.4/10 Exceptional! (1,001 reviews)
The hospitality, every one was extremely happy and friendly. They seem to all live their job.

Reviewed on Jan 20, 2026

Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

3 out of 5
Poipu
Price was CA $3,132, price is now CA $2,151 per person
CA $2,151
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8.4/10 Very Good! (973 reviews)
Make sure your room has AC but other than that it was perfect spot.

Reviewed on Feb 6, 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
Poipu featuring a sandy beach, landscape views and tropical scenes

Poipu

8 out of top 10 points of interest in this area
4.5/5(29 area reviews)

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.

Find hotels in Poipu

Ready to book your vacation to South Shore?

 

Choose your dates

South Shore Hotel Deals

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

4.5 out of 5
1571 Poipu Road Koloa HI
Fully refundableReserve now, pay when you stay
The price is CA $1,151 per night from Feb 24 to Feb 25
CA $1,151
CA $1,455 total
Feb 24 - Feb 25
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Great

Reviewed on Feb 2, 2026

Grand Hyatt Kauai Resort and Spa
Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

4.5 out of 5
2641 Poipu Rd Koloa HI
The price is CA $860 per night from Mar 3 to Mar 4
CA $860
CA $1,086 total
Mar 3 - Mar 4
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Spotless room, friendliness, beautiful surroundings.

Reviewed on Feb 6, 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 $465 per night from Feb 12 to Feb 13
CA $465
CA $552 total
Feb 12 - Feb 13
includes taxes & fees
9.2/10 Wonderful! (712 reviews)
Everything about this stay was excellent. No issues whatsoever. Our room had all the amenities we needed. Room and property was clean and all staff were friendly. Thank you. Will be staying at this property when we return.

Reviewed on Feb 3, 2026

Sheraton Kauai Resort Villas
See all 1,945 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in South Shore

Poipu Beach which includes a beach

Poipu Beach

Visit one of the world’s best beaches, with coves of white sand and clear water decorating the Sunny South Side.

Poipu Beach
Maha' elepu Heritage Trail, near Shipwreck Beach, Koloa, Kauai, Hawaii, USA

Shipwreck Beach

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.

Shipwreck Beach
A small secluded beach amongst some lovely vacation homes

Lawai Beach

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.

Lawai Beach

Frequently asked questions

Can I cancel my flight booking to South Shore due to COVID-19?
In response to these challenging times, many carriers are offering more flexibility. Check out our Customer Service Portal to get information about amending or canceling your South Shore flight due to COVID-19.
What's the best way to find cheap flights to South Shore that have flexible change policies?
Search for your cheap flights to South Shore, then click on "No change fee" below the "Flexible change policies" filter. It really is that easy. We appreciate that travel plans can change and flexibility is important, so you can book with confidence with Expedia.
What are some of the general tips for travelers to South Shore during the COVID-19 outbreak?
The COVID-19 pandemic has affected how the world works in a profound way, including how and where we're able to travel. These tips will help you understand these new challenges and get you ready for your flight to South Shore:
  • Investigate if any restrictions apply to both your destination and origin. It may not be possible to travel depending on local circumstances, so make sure you check before you book your flight.
  • Wear a face mask even during airport screening. A TSA officer will require you to temporarily lower your mask for identification purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for screening.
  • Remove personal items from your pocket, like your wallet, keys and phone, and place them in your carry-on rather than the bins. This will minimize handling during the screening process.
  • If you're bringing food on the plane with you, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for inspection.

Which airlines fly to South Shore?
Hawaiian Airlines offers flights into or near South Shore, including 712 that land at Lihue Airport (LIH) each month. Decide on your vacation dates and then secure your airfare early to bag a bargain.
How can I find cheap tickets to South Shore?
For an amazing deal to South Shore, book ahead of time. Also use Expedia's handy "flexible dates" link at the top of your search results. This will show you the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to South Shore.
How much is a flight to South Shore?
You could have purchased a round-trip flight to South Shore from anywhere between and in the last seven days. For one-way journeys leaving from (), the lowest price during this period was just .
What are the most popular airports to fly into in South Shore?
Pack your bags and fly into Lihue Airport (LIH), South Shore's main flight hub. Secure a seat on one of the 1350 flights that touch down at this awesome destination each month.
When is the cheapest time to fly to South Shore?
If you can be flexible with what day you travel to South Shore, try to fly out earlier in the week. The most economical day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with lots of vacationers opting to take off on the weekend.
How much is a plane ticket to South Shore?
In the last seven days, tickets to South Shore ranged between and . Prices depend on a number of things, particularly the time of departure, seating class, airline and when the fare is booked.
Which airlines with flights to South Shore employ COVID-19 cleanliness policies?
In an effort to limit contact between travelers and flight crew during the current pandemic, many airlines have taken social distancing and other strategies to the skies. Just a handful of these are:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

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