South Shore Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

Top hotels in South Shore

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 S$1,154 per night from 20 Jul to 21 Jul
S$1,154
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Our favorite place to stay on Kauai! Best pool ever. Rooms are spacious, comfortable and very clean. Love the kitchen and washer and dryer. Staff is excellent and friendly. Spa is really nice and very experienced masseuses. Restaurant on property is delicious and Leilani takes excellent care of you! ..."

Reviewed on 9 Jul, 2025

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 S$464 per night from 26 Jul to 27 Jul
S$464
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (598 reviews)
Very happy with our stay
"Really a great place to stay. We got a small suite with a kitchen which was quite convenient when vacationing in Kauai. Had a fridge/dishwasher/washer/dryer so we could fly home with clean and dry clothes (no stinky wet bathing suit in a plastic bag). 2 decent restaurants on site, and many food options ..."

Reviewed on 8 Jul, 2025

Sheraton Kauai Resort Villas
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 S$952 per night from 15 Jul to 16 Jul
S$952
15 Jul - 16 Jul
includes taxes & fees
9.4/10 Exceptional! (999 reviews)
"The resort was exceptional. Beautiful setting, gorgeous landscaping, fabulous pools and salt water lagoon! All the staff were friendly, helpful and made you feel welcome from the moment we got there until the moment we left. We will certainly stay again if we have the chance."

Reviewed on 5 Jul, 2025

Grand Hyatt Kauai Resort and Spa
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.

Popular places to visit

Frequently asked questions

How much does a South Shore holiday package cost?
The cheapest South Shore holiday package is , 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 travelling 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 holiday package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes travelling 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 Holiday 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 holiday?
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 holiday package lets you organise 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 holiday 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 holiday package?
Don't stress if you're rethinking your South Shore holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.