South Shore Vacation Packages 2026 from $998

South Shore flight + hotel vacation packages

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

2417 at Lihue Oceanfront Resort

Save 100% on your flight

$998

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Lihue (LIH)

A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the picnic area. Enjoy the 2 hot tubs, and relax with drinks at the bar/lounge and poolside bar.

The Cliffs at Princeville by ResorTime

Save 100% on your flight

$1,994

per person

Dec 5 - Dec 12

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lihue (LIH)

A full-service spa, 2 outdoor pools, and 4 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 2 hot tubs and perks like free WiFi.

1 Hotel Hanalei Bay

Save 100% on your flight

$4,167

per person

Dec 5 - Dec 12

found 11 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Lihue (LIH)

A full-service spa, 2 outdoor pools, and 3 hot tubs are all featured at this luxury resort. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities.

Kauai Inn

Nawiliwili

Save 100% on your flight

$1,407

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to Lihue (LIH)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Hanalei Bay Resort

Save 100% on your flight

$1,794

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to Lihue (LIH)

2 outdoor pools, an outdoor tennis court, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the hot tub and perks like free WiFi and a free beach shuttle. A bar/lounge, a 24-hour front desk, and a garden are also provided.

Top South Shore hotels deals

Koloa Landing Resort at Poipu, Autograph Collection

2641 Poipu Rd Koloa HI

Free Cancellation

Reserve now, pay when you stay

$421 nightly

$500 total

Sep 17 - Sep 18

Total with taxes and fees

This smoke-free hotel features 3 outdoor pools, 5 hot tubs, and a restaurant. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Hot Tub

Sheraton Kauai Resort Villas

2440 Hoonani Road Koloa HI

$367 nightly

$436 total

Oct 1 - Oct 2

Total with taxes and fees

This smoke-free aparthotel features 2 outdoor pools, a gym, and a restaurant. Valet parking and a convenience store are also offered on site.

Pool

Free WiFi

Sheraton Kauai Resort

2440 Hoonani Rd Koloa HI

$532 nightly

$631 total

Oct 2 - Oct 3

Total with taxes and fees

This resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Enjoy the hot tub and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

Grand Hyatt Kauai Resort and Spa

1571 Poipu Road Koloa HI

Free Cancellation

Reserve now, pay when you stay

$926 nightly

$1,099 total

Sep 17 - Sep 18

Total with taxes and fees

A golf course, a full-service spa, and 3 outdoor pools are all featured at this luxury hotel. There's fun for all ages with a lazy river and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

Pool

Spa

Ko'a Kea Resort on Po'ipu Beach

2251 Poipu Road Koloa HI

$749 nightly

$889 total

Sep 30 - Oct 1

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, conference space, and valet parking. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Pool

Hot Tub

Hilton Vacation Club The Point At Poipu Kauai

1613 Pe'e Rd Koloa HI

$353 nightly

$420 total

Sep 19 - Sep 20

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a sauna on site, and laundry facilities and concierge services are also offered.

Pool

Parking included

Don't see what you're looking for?

See all available properties in South Shore

View all properties

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

Frequently asked questions

How much are vacation packages to South Shore?

Travelocity offers hotel and flight vacation packages from as low as $998. With such great bargains, you'll be saying hello to South Shore in the blink of an eye.

Where can I get the best vacation package deals for South Shore?

You'll discover an amazing range of South Shore package deals on Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, organizing your ultimate vacation will be easy.

Why should I book my South Shore vacation package with Travelocity?

You'll not only save loads, but you can also access our 24/7 support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the world, uncover hidden treasures and forge long-lasting memories — we'll take care of the important details.

Can I save money on my South Shore car rental if I bundle it with my hotel or flight?

Combining your bookings into a South Shore vacation package will save you a tidy sum. You can choose a car and flight; a flight, car and hotel; or a hotel and car. There's no better way to explore the greater South Shore area than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.

Which airport is best for South Shore?

Lihue Airport (LIH) is the major airport for travelers heading in and out of South Shore.

What is there to do in South Shore?

South Shore boasts hidden surprises at every corner, but make sure you visit Lawai Beach and National Tropical Botanical Garden while you're in town. These attractions are a must-see for visitors to the region.