South Shore Vacations from ￥147,746

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The Latest South Shore Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Ka ‘Eo Kai

Club Wyndham Ka ‘Eo Kai

3 out of 5
Price was ￥191,672, price is now ￥147,746 per person
￥147,746
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Lihue (LIH)
8/10 Very Good! (487 reviews)
Comfortable sleeping, lovely surroundings. We missed the hot tub Parking was sparse at times Still we love KaEo Kai

Reviewed on Jan 21, 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 showing a beach, tropical scenes and landscape views

Poipu

8 out of top 10 points of interest in this area
4.5/5(365 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

Find the Best South Shore Vacation Packages

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 ￥124,204 per night from Feb 20 to Feb 21
￥124,204
￥157,710 total
Feb 20 - Feb 21
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
Fully refundableReserve now, pay when you stay
The price is ￥98,891 per night from Mar 4 to Mar 5
￥98,891
￥124,814 total
Mar 4 - Mar 5
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Room was great and would like to be back but with ocean view.

Reviewed on Feb 5, 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 ￥53,926 per night from Feb 10 to Feb 11
￥53,926
￥64,017 total
Feb 10 - Feb 11
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 1,979 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.

Discover the most popular places to visit in South Shore

KN2EB9 A sinkhole exposes the entrance to Makauwahi Cave near Poipu in the Maha?ulepu Valley close to Maha?ulepu Beach, Kauai, Hawaii

Makauwahi Cave Reserve

Enjoy the beautiful sunsets and explore Makauwahi Cave Reserve, a lovely green space in Koloa. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Makauwahi Cave Reserve

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.