Hilton Head Island Vacation Packages 2025 from $552

Hilton Head Island flight + hotel vacation packages

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

Comfort Inn & Suites

per person

Jun 27 - Jul 3

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Players Club Resort

South End

Save 100% on your flight

per person

Jun 27 - Jul 3

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

This aparthotel features an outdoor pool and an indoor pool. Free self parking and barbecue grills are also offered on site.

Ocean View at Island Club

Mid Island

Save 100% on your flight

per person

Jun 27 - Jul 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

The Grant by Black Swan

Historic Downtown Savannah

per person

Jun 27 - Jul 3

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

My Place Hotel-Savannah Airport-Pooler

per person

Jun 27 - Jul 3

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Free parking and a snack bar/deli are also offered on site.

Top Hilton Head Island hotels deals

Beach House Resort Hilton Head

1 South Forest Beach Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$294

includes taxes & fees

$265 per night

May 11 - May 12

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.

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$354

includes taxes & fees

$321 per night

Apr 27 - Apr 28

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

Sonesta Resort Hilton Head Island

130 Shipyard Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$327

includes taxes & fees

$297 per night

May 12 - May 13

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.

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive, Hilton Head Island, SC

Free Cancellation

$147

includes taxes & fees

$134 per night

May 4 - May 5

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

Omni Hilton Head Oceanfront Resort

23 Ocean Lane, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$447

includes taxes & fees

$411 per night

May 11 - May 12

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.

Hotel Carolina, a Days Inn by Wyndham

9 Marina Side Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$79

includes taxes & fees

$72 per night

Apr 29 - Apr 30

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

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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.

Harbour Town Golf Links

4.5/5(20 reviews)

Enjoy a round of golf in Hilton Head Island at Harbour Town Golf Links. 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 $552. 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.