Hilton Head Island Vacation Packages 2025/2026 from $463

Hilton Head Island flight + hotel vacation packages

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

Ocean View at Island Club

Mid Island

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Savannah (SAV)

This condo features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah

Save 100% on your flight

per person

Oct 3 - Oct 6

found 19 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Savannah (SAV)

A full-service spa, 12 restaurants, and a 24-hour gym are all featured at this luxury hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. Relax with a drink at one of the 3 bars/lounges and enjoy the a rooftop terrace.

Beachside Boardwalk & Views Pool + Hot Tub 202 on the Sound

North End

Save 100% on your flight

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

St. Louis (STL) to Savannah (SAV)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots

Mid Island

Save 100% on your flight

per person

Oct 2 - Oct 5

found 3 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Savannah (SAV)

An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

May River Manor

Save 100% on your flight

per person

Aug 26 - Aug 31

found 22 hours ago

Roundtrip non-stop flight included

St. Louis (STL) to Savannah (SAV)

An outdoor pool is featured at this bed & breakfast, along with free self parking. Enjoy the free cooked-to-order breakfast each morning. A lobby fireplace, a communal living room, and luggage storage are also on offer.

Top Hilton Head Island hotels deals

Sonesta Resort Hilton Head Island

130 Shipyard Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$277 nightly

$305 total

Aug 24 - Aug 25

Total includes taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the children's club and onsite laundry facilities. Enjoy the outdoor pool and perks like a free area shuttle.

Pool

Spa

Beach House Resort Hilton Head

1 South Forest Beach Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$264 nightly

$291 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features 2 bars/lounges, a beach bar, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the outdoor pool, poolside bar, and concierge services.

Pool

Pet friendly

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$278 nightly

$306 total

Aug 3 - Aug 4

Total includes taxes and fees

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this luxury resort. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Pool

Spa

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive, Hilton Head Island, SC

Free Cancellation

$164 nightly

$180 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy freebies like buffet breakfast and a beach shuttle

Pool

Breakfast included

Omni Hilton Head Oceanfront Resort

23 Ocean Lane, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$358 nightly

$389 total

Aug 24 - Aug 25

Total includes taxes and fees

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.

Pool

Spa

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$262 nightly

$288 total

Aug 24 - Aug 25

Total includes taxes and fees

This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Hilton Head Island

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.

Popular places to visit

Coligny Beach

4.5/5(566 reviews)

If a restful vacation is part of your travel plans, Coligny Beach might be the perfect place to seek out during your trip to Hilton Head Island. Wander the seaside and forest while you're in the area.

Shelter Cove Harbour

4.5/5(48 reviews)

Explore the waterfront of Shelter Cove Harbour and enjoy other activities such as golfing in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Sea Pines Forest Preserve

4.5/5(214 reviews)

Explore the lovely green spaces of Sea Pines Forest Preserve and enjoy the golf courses in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Frequently asked questions

How much are vacation packages to Hilton Head Island?

Travelocity offers hotel and flight packages from an incredible $463. With these kinds of deals, you'll be exploring all of Hilton Head Island in a flash.

How long should my Hilton Head Island vacation be?

An average of 3 nights is how long the majority of travelers spend checking out the sights and sounds of Hilton Head Island. Wondering if that'll be enough time to cross everything off your must-do list? Stay another night or two so you won't miss a thing.

Where can I get the best vacation package deals for Hilton Head Island?

Travelocity has endless ways to score an awesome Hilton Head Island package deal. Take your pick of 400 air carriers and 1,000,000 properties worldwide and put together a vacation package that suits your style. With so many options, now's the time to book your next exciting getaway.

Why should I book my Hilton Head Island vacation package via Travelocity?

Travel is all about making cherished memories and forgetting all your worries — which is why we provide you with a team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our huge range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Will I save money on my Hilton Head Island car rental if I bundle it with hotels and flights?

Sure can — bundle your hotel, flight and car into a Hilton Head Island vacation package and you'll save loads. With so many things to do in and around Hilton Head Island, that rental car will make exploring a joy. Once you've slid into the driver's seat, crank up the tunes and make your way to Augusta National Golf Club, an unmissable attraction approximately 120 mi from Hilton Head Island.

Which airport is best for Hilton Head Island?

One option is Savannah - Hilton Head Intl. Airport (SAV). From here, you'll need to head east for 25 mi to reach downtown Hilton Head Island. Another possibility is Hilton Head Island Airport (HHH), which is 6 mi away from central Hilton Head Island.

What is there to do in Hilton Head Island?

While getting off the beaten track is no doubt rewarding, you shouldn't miss the big attractions that make a destination famous. Palmetto Dunes Club and Coligny Plaza are a couple of them in Hilton Head Island.

Where should I stay when visiting Hilton Head Island?

If you're after someplace comfortable to spend your nights, check out the Beach House Resort Hilton Head. It's the top pick for many visitors.