Hilton Head Island Vacation Packages 2025/2026 from $388

Hilton Head Island flight + hotel vacation packages

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

ANDAZ SAVANNAH, BY HYATT

Historic Downtown Savannah

Save 100% on your flight

$388

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the a rooftop terrace, bar/lounge, and concierge services.

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah

Save 100% on your flight

$552

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Best Western Savannah Historic District

Historic Downtown Savannah

Save 100% on your flight

$493

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

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

Planters Inn on Reynolds Square

Historic Downtown Savannah

Save 100% on your flight

$466

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This boutique hotel features a full-service spa and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A business center, a picnic area, and express check-out are also on offer.

Kimpton Brice Hotel by IHG

Historic Downtown Savannah

Save 100% on your flight

$574

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.

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

$212 nightly

$233 total

Sep 15 - Sep 16

Total with taxes and fees

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Families will appreciate the children's club and onsite laundry facilities. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.

Pool

Hot Tub

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$215 total

Sep 1 - Sep 2

Total with 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

Beach House Resort Hilton Head

1 South Forest Beach Drive, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$197 nightly

$216 total

Sep 14 - Sep 15

Total with 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

Omni Hilton Head Oceanfront Resort

23 Ocean Lane, Hilton Head Island, SC

Free Cancellation

Reserve now, pay when you stay

$309 nightly

$335 total

Sep 1 - Sep 2

Total with 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

$210 nightly

$231 total

Sep 1 - Sep 2

Total with 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

Coral Sands Resorts by Palmera

66 Pope Avenue, Hilton Head Island, SC

Get rates

3 outdoor pools, 3 outdoor tennis courts, and a lazy river are all featured at this smoke-free aparthotel. There's fun for all ages with a children's club and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Washer

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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.

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.

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.

Frequently asked questions

How much are vacation packages to Hilton Head Island?

Travelocity offers hotel and flight packages from an incredible $388. 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.