South Shore Vacations

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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

Find the Best South Shore Vacation Packages

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 ₩715,934 per night from Oct 25 to Oct 26
₩715,934
₩910,882 total
Oct 25 - Oct 26
includes taxes & fees
9.4/10 Exceptional! (1,018 reviews)
"Koloa Landing was wonderful. The grounds offered a tropical paradise setting, and the pool was the best I have ever scene, both in the layout as well as the size. In addition, the back lawn overlooked the ocean to help set the best setting. I highly recommend this place to anyone."

Reviewed on Sep 29, 2025

Koloa Landing Resort at Poipu, Autograph Collection
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 ₩800,678 per night from Oct 30 to Oct 31
₩800,678
₩1,036,329 total
Oct 30 - Oct 31
includes taxes & fees
9.4/10 Exceptional! (999 reviews)
"Absolutely loved our stay here! Great restaurants, and the pool areas are amazing. Very relaxing and tranquil"

Reviewed on Sep 27, 2025

Grand Hyatt Kauai Resort and Spa
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 ₩459,942 per night from Oct 5 to Oct 6
₩459,942
₩542,557 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (637 reviews)
"Great quick stay, room was clean, staff was super friendly and helpful."

Reviewed on Sep 29, 2025

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.

Discover the most popular places to visit in South Shore

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.

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