Hilton Head Island Vacation Packages 2026 from $505

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Your Hilton Head Island Vacation

Lock in a Hilton Head Island vacation package and prepare for a thrilling getaway. Famous for its beaches and golf courses, there's lots to love about this lively city. Like to venture out and explore? Coligny Beach, Coligny Plaza and Palmetto Dunes Club are just a few of the leading places to visit during your trip to Hilton Head Island. Whoever you're traveling with and whatever your bank balance, your dream Hilton Head Island vacation is only clicks away with Expedia.

The Latest Hilton Head Island vacation packages

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

The Ann Savannah, Apartments By Marriott Bonvoy

Historic District - North

$505

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (272 reviews)

Excellent property! Would stay again!

Reviewed on Oct 11, 2026

Olde Harbour Inn

Historic Downtown Savannah

$703

per person

Dec 1 - Dec 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

9.6/10 Exceptional! (1,006 reviews)

We LOVED this hotel!! The location is excellent and the views were amazing!! Really enjoyed the happy hour every night as well. Staff was awesome.

Reviewed on Oct 13, 2026

Sabal House

Historic Downtown Savannah

$1,307

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Savannah (SAV)

No reviews

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah

Save 100% on your flight

$771

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Savannah (SAV)

9.4/10 Exceptional! (1,565 reviews)

The Galloway House Inn

Midtown

$1,223

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Savannah (SAV)

9.6/10 Exceptional! (214 reviews)

The room was absolutely gorgeous and in pristine condition. The staff was incredibly helpful with getting us in and giving local travel advice. If you’re looking for a romantic place to stay with all of the modern amenities you’d need, do not hesitate to come here. The location was great for getting to where we needed to be.

Reviewed on Oct 14, 2026

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Where to stay in Hilton Head Island

Find the best Hilton Head Island areas and neighborhoods for the activities you enjoy most. Learn more about Hilton Head Island

A lighthouse, a marina with boats, and a building with a red and white facade.

Sea Pines

2 out of top 10 points of interest in this area

While visiting Sea Pines, you might make a stop by sights like Atlantic Dunes by Davis Love III and Harbour Town Golf Links.

A sunset over a grassy field with a vibrant sky.

South End

2 out of top 10 points of interest in this area

If you're spending some time in South End, Sea Pines Forest Preserve and Heron Point by Pete Dye at Sea Pines Resort are top sights worth seeing.

A cemetery with a wooden fence, tombstones, and trees.

Mid Island

5 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Shelter Cove Harbour and Singleton Beach.

A marshland with water reflecting the sky, surrounded by greenery and trees.

South Forest Beach

1 out of top 10 points of interest in this area

If you're spending some time in South Forest Beach, Coligny Beach and Sea Pines Forest Preserve are top sights worth seeing.

A palm tree, a concrete structure, and a sandy path.

North Forest Beach

While visiting North Forest Beach, you might make a stop by sights like Coligny Plaza and Coligny Beach.

Stay near popular Hilton Head Island attractions

A beach with large rocks, footprints, and the sun setting over the ocean.

Coligny Beach

9.2/10 (2,649 reviews)

Coligny Beach Park offers pristine Atlantic shoreline with family-friendly amenities like splash pads and gazebos. Enjoy the soft sand before exploring the adjacent Coligny Plaza's upscale shops and dining.

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A calm waterway with a fountain, surrounded by trees and a dock with a restaurant named "Fish Casual Coast Seafood".

Coligny Plaza

9.0/10 (1,959 reviews)

Hilton Head Island's original shopping hub since 1955, Coligny Plaza offers over 60 boutiques and eateries steps from the beach. Enjoy local musicians while browsing specialty shops or dining after a day of sun and sand.

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A marina with numerous boats docked, a large building in the background, and a body of water.

Shelter Cove Harbour

9.0/10 (515 reviews)

This Mediterranean-style waterfront community offers boutique shopping and diverse dining along a picturesque harbor. Watch the sunset from a waterfront restaurant or book a fishing charter from the deep-water marina.

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A red and white lighthouse, a marina with boats, and a building with a red awning.

Harbour Town Lighthouse

9.0/10 (2,014 reviews)

This candy-striped lighthouse offers panoramic views of Hilton Head Island and houses exhibits on each landing. Climb 114 steps to the observation deck for breathtaking vistas of Calibogue Sound at sunset.

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A serene lake surrounded by lush greenery and trees with Spanish moss hanging from the branches.

Sea Pines Forest Preserve

8.8/10 (830 reviews)

Explore 605 acres of protected wetlands and forests where ancient oaks shelter a 4,000-year-old Indian Shell Ring. Spot alligators and white-tailed deer while strolling the serene boardwalks of this coastal sanctuary.

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A golf course with players, a lighthouse, and a clear sky.

Harbour Town Golf Links

8.8/10 (317 reviews)

This iconic Pete Dye course challenges players with narrow fairways and small greens along Calibogue Sound. Experience championship golf beneath the famous red-and-white lighthouse where the PGA Tour's RBC Heritage unfolds.

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Palmetto Dunes Club

8.8/10 (521 reviews)

This award-winning Hilton Head resort features three championship golf courses and an 11-mile lagoon system for kayaking. Reserve a beachfront villa and explore the grounds by bicycle for the ultimate coastal getaway.

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Singleton Beach

This quiet stretch of Hilton Head coastline offers hard-packed sand perfect for long walks and cycling. Enjoy the warm waters for swimming or visit adjacent Chaplin Community Park for tennis and trails.

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What to do in Hilton Head Island

Hilton Head Island: Sunset Dolphin Watching Cruise

$46

per adult

Hilton Head Island Dolphin Boat Cruise

$40

per adult

98% of travellers recommend

Hilton Head Island: America’s Cup Afternoon Sail

$55

per adult

100% of travellers recommend

See all activities in Hilton Head Island

Hilton Head Island Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$209 nightly

$230 total

Oct 30 - Oct 31

Total with taxes and fees

8.4/10 Very Good! (1,675 reviews)

"Expedia said our room was a partial oceanview and it faced the parking lot. 😪 Thank goodness the staff was very helpful and got us a room that we expected"

Reviewed on Oct 14, 2026

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC

Fully refundableReserve now, pay when you stay

$210 nightly

$231 total

Nov 1 - Nov 2

Total with taxes and fees

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC

Fully refundable

$123 nightly

$135 total

Nov 12 - Nov 13

Total with taxes and fees

8.2/10 Very Good! (849 reviews)

"Clean room. Gorgeous property and beautifully landscaped. A very clean park is next door. We were able to see 2 alligators in the water(very cool experience). Short walk to beaches and Coligny Park are with shopping and resturants."

Reviewed on Oct 14, 2026

See all 10,161 properties in Hilton Head Island

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.

Find the Best Hilton Head Island Vacation Packages

Things to do in and around Hilton Head Island

Hilton Head Island is perfect for outdoor and family vacations, offering a variety of activities. You can enjoy resort amenities, play golf at top-notch courses, and explore shopping centers. Don't miss out on a tennis vacation, sunset tours, and other resort activities, making it an ideal destination for golf getaways and tennis enthusiasts.

Shopping

For a great shopping experience on Hilton Head Island, visit Shelter Cove Harbour for a mix of entertainment and shopping. You can also check out Shelter Cove Towne Centre for more retail options. If you're up for a drive, the Farmers Market of Bluffton is 8 miles away, offering local goods.

Recreation

At Harbour Town Golf Links, enjoy a round of golf surrounded by breathtaking views and a vibrant outdoor atmosphere. For luxury, visit the Palmetto Dunes Tennis & Pickleball Center, where you can indulge in high-quality tennis and pickleball experiences. The Van Der Meer Tennis Academy offers exceptional sports training in a dynamic environment.

Adventure

Experience the thrill at Adventure Cove, an arcadeAdventureZone perfect for family fun. Visit Station 300, another arcadeAdventureZone located 12 miles away for more excitement. For outdoor enthusiasts, hike the Westvine Drive Trailhead, situated 16 miles away, and enjoy breathtaking scenery amidst nature.

Nightlife

Hilton Head Island's nightlife buzzes with energy at venues like The Boardroom, where you can enjoy live music and craft cocktails. For a more laid-back vibe, check out Coco's on the Beach for a beachfront bar experience, perfect for mingling under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Hilton Head Island

Hilton Head Island, South Carolina, is an ideal destination for families and outdoor enthusiasts alike. With its beautiful beaches, historic forts, and cultural sites, visitors can enjoy a variety of attractions that cater to those seeking beach relaxation, outdoor adventures, and rich history. Whether exploring the scenic coastline or engaging in local culture, Hilton Head Island promises a memorable vacation experience for everyone.

Coligny Beach: Experience the quintessential beach vibes at Coligny Beach, where soft sands and gentle waves create the perfect backdrop for relaxation and fun. Enjoy beachside activities, stroll along the scenic boardwalk, or indulge in local dining and shopping just steps from the shore.
Sea Pines Forest Preserve: Embrace family-friendly adventures at Sea Pines Forest Preserve, a natural oasis filled with scenic trails, diverse wildlife, and serene landscapes. It's an ideal spot for hiking, biking, or simply unwinding in nature, all while enjoying the warm hospitality of friendly locals.
Harbour Town Lighthouse: Visit the iconic Harbour Town Lighthouse, a modern landmark that offers breathtaking views of the beach and city. Explore nearby shops and restaurants, and capture stunning sunset photos from the top of the lighthouse for an unforgettable experience.

Best time to go to Hilton Head Island

The best time to visit Hilton Head Island is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
March	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Average
June	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	82.0°F (27.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
September	78.3°F (25.7°C)	Light Rain	Mostly Sunny	Average	Average
October	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Average	Average
November	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Hilton Head Island

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Hilton Head Island.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Hilton Head Island Beach Vacation

A Hilton Head Island vacation makes it a breeze to unwind. Whether you like the idea of sitting around by the water's edge or strolling along the shore hunting for pretty seashells, a trip to Hilton Head Island is hard to turn down. If you'd rather be close to the city center, find a hotel close to Coligny Beach. This popular strip of coastline is just 2 miles away. We also have Hilton Head Island packages within easy reach of Driessen Beach Park and Bradley Beach, two other excellent nearby options.

Things You Should Know About Hilton Head Island

Sunset strolls along the shore, the smell of salty breezes — there's nothing like staying by the beach. If you're ready to switch into vacation mode, see what you can find among our Hilton Head Island beach hotels.
Another popular lodging type is condos. Look up Beach House and Palmetto Dunes Plantation By Hilton Head Accommodations and see which suits your style.

Hilton Head Island Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Savannah - Hilton Head Intl. Airport (SAV)
Max Temp Winter	60ºF
Max Temp Summer	90ºF
Top Sights	Coligny Beach, Folly Field Beach Park and Singleton Beach

More vacations you might like

Frequently asked questions

What types of vacation packages are available in Hilton Head Island?

Hilton Head Island, a popular beach destination known for its family-friendly attractions, offers vacation packages tailored to several travel styles:

Budget package: For value-focused trips, consider stays like Simple Rewards Inn, rated 8.8 out of 10 by travelers, which offers a comfortable base for exploring the island.
Beach package: Many packages center on beachfront properties such as The Westin Hilton Head Island Resort & Spa, a 4-star property rated 8.3 out of 10 by travelers, providing direct access to the sand and surf.
Family package: Resorts like Omni Hilton Head Oceanfront Resort, a 4-star property rated 8.6 out of 10 by travelers, offer family rooms and outdoor pools, making them ideal for those traveling with children.
Couples package: For a romantic getaway, Omni Hilton Head Oceanfront Resort (4-star, rated 8.6 out of 10 by travelers) provides amenities like a bar/lounge and hot tub for a relaxing stay.
Pet-friendly package: If you're bringing your furry friend, Sonesta Resort Hilton Head Island, a 4-star property rated 8 out of 10 by travelers, welcomes pets and features an outdoor pool.

How can I save money on a Hilton Head Island vacation package?

When you bundle, you can save up to 30%*. To save money on a Hilton Head Island package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a Hilton Head Island vacation package cost?

A Hilton Head Island vacation package typically costs around $1,350 per adult for a week-long trip. Lower-priced options start around $700 per adult, while premium resort packages can reach up to $2,150.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap Hilton Head Island vacation package deals?

The cheapest Hilton Head Island vacation package deals can be as low as around $610 per adult for weekend trips. From December to January typically have the lowest average monthly prices, around $910 to $920 per adult, for 4-day and 3-day trips respectively. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Hilton Head Island packages include some savings versus booking separately, typically around $110 per adult. Longer, two-week trips can save even more, often around $330 per adult. Browse cheap vacation packages in Hilton Head Island on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to Hilton Head Island?

The best time to go for a Hilton Head Island vacation package is during June and July, which are the peak months for demand. These months offer vibrant activity and warm weather for enjoying the island's beaches and outdoor attractions.For a more affordable Hilton Head Island vacation, consider booking a package in December, January, or October. These months tend to have lower package prices, offering a quieter experience while still enjoying the island's charm.

What's included in a Hilton Head Island vacation package?

A Hilton Head Island vacation package lets you combine round-trip flights, a hotel stay, and a rental car. As a beach destination, many packages for Hilton Head Island feature hotels with convenient beach access. Many hotels offer airport shuttle service, and many hotels also provide free breakfast, helping you start your day without extra planning.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Hilton Head Island?

Families can build a Hilton Head Island vacation package around a stay at Omni Hilton Head Oceanfront Resort, a 4-star property rated 8.6 out of 10. Its family rooms and outdoor pool make it a comfortable choice for those with children, and travelers frequently praise the excellent staff and awesome rooms.For couples, The Westin Hilton Head Island Resort & Spa, a 4-star property rated 8.3 out of 10, offers a relaxing escape. With a bar/lounge, hot tub, and outdoor pool, it provides amenities for unwinding, and travelers often highlight the exceptional facilities and well-kept overall experience.Travelers seeking value can consider a package with a stay at Simple Rewards Inn, rated 8.8 out of 10. This option provides free breakfast and free WiFi, making it a budget-friendly choice, and guests often note the super clean rooms and amazing value.

Is Hilton Head Island better suited for a beach vacation or a cultural trip?

Hilton Head Island is primarily a beach destination, making it an excellent choice for a relaxing Hilton Head Island vacation focused on coastal activities. The island boasts nearly 9 miles of publicly accessible beaches, including popular spots like Coligny Beach and Folly Field Beach, perfect for enjoying the Atlantic Ocean.While known for its sandy shores, Hilton Head Island also offers historical and cultural depth. Travelers can explore sites such as the Harbour Town Lighthouse or the ancient Sea Pines shell ring, which is believed to be over 4,000 years old. Your Hilton Head Island vacation package can easily combine beach relaxation with these historical explorations.

Is Hilton Head Island a good choice for a family vacation package?

Hilton Head Island is a strong choice for family vacation packages, with many properties offering amenities designed for all ages. Some of the bookings for Hilton Head Island vacation packages are family trips, indicating its popularity among families. Many resorts feature family rooms, outdoor pools, and hot tubs, with some also providing playgrounds or game rooms.For example, the 4-star Omni Hilton Head Oceanfront Resort, rated 8.6 out of 10 by travelers, offers family rooms, an outdoor pool, and free breakfast, with guests frequently praising the awesome rooms and free breakfast.Beyond the resorts, families can enjoy the island's natural attractions like Coligny Beach, located about 3 miles from central Hilton Head Island, or explore the trails and ancient shell rings at Sea Pines Forest Preserve, about 1 mile from the center.

What's included in a Hilton Head Island beach vacation package?

A Hilton Head Island beach vacation package typically bundles your flights with a stay at a beachfront hotel, offering convenient access to the island's sandy shores. Hotels like the 4-star The Westin Hilton Head Island Resort & Spa, rated 8.3 out of 10, and the 4-star Omni Hilton Head Oceanfront Resort, rated 8.6 out of 10, are popular choices for beach-focused stays, both featuring outdoor pools. The Westin is about 16 miles from Tybee Island Beach, and travelers often praise its great location, while the Omni is about 12 miles from Tybee Island Beach, and guests also appreciate its good location. While the package includes your flight and hotel, specific amenities like on-site dining or water sports depend on the hotel and rate selected.

Which Hilton Head Island vacation packages include an ocean view?

Many Hilton Head Island vacation packages include hotels with ocean-view room options, with nearly a third of package hotels offering this feature. The 4-star Omni Hilton Head Oceanfront Resort, rated 8.6 out of 10, is about 12 miles from Tybee Island Beach, and guests often highlight its good location. Another option is the 4-star The Westin Hilton Head Island Resort & Spa, rated 8.3 out of 10, about 16 miles from Tybee Island Beach, where travelers appreciate its comfy rooms. For a highly-rated stay, consider the 4-star Hilton Grand Vacations Club Ocean Oak Resort Hilton Head, rated 9.1 out of 10 and about 10 miles from Tybee Island Beach, praised for its excellent rooms. Keep in mind that specific ocean views depend on the room category and rate booked within your Hilton Head Island vacation package.

What is the best time to book a Hilton Head Island vacation package?

Book your Hilton Head Island vacation package around 5 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 3 and 10 weeks out.From May to June, and August are the most popular months for Hilton Head Island packages, so booking earlier is advisable if you're traveling during these times.

What are the top things to do in Hilton Head Island?

A Hilton Head Island vacation offers a variety of activities, from relaxing on the beach to exploring historical sites and enjoying outdoor recreation:Browse and book things to do in Hilton Head Island on Expedia.

How many days do you need for a Hilton Head Island vacation?

Most Hilton Head Island vacation packages last around 4 days, which is a good amount of time to explore the island's main attractions. This allows you to enjoy the beaches, visit the Harbour Town Lighthouse, and explore the Sea Pines Forest Preserve.While the typical trip is 4 days, most travelers choose week-long trips to fully experience a Hilton Head Island vacation. A select few opt for two-week trips, allowing for a more leisurely pace and deeper exploration of the area.

Is Hilton Head Island a good destination for a weekend vacation?

Yes, Hilton Head Island is a good destination for a weekend vacation package. Nearly a third of travelers choose weekend trips, making it a popular choice for a short getaway.A weekend Hilton Head Island vacation allows you to enjoy the island's beautiful beaches, such as Coligny Beach, explore the shops and restaurants at Coligny Plaza, or relax by the water at Shelter Cove Harbour. While many travelers opt for longer stays, a focused weekend trip still offers a refreshing coastal experience.

Do you need to rent a car in Hilton Head Island, or is public transport enough?

While Hilton Head Island offers some public transport options, a rental car provides the most flexibility for exploring the area during your Hilton Head Island vacation package. The island's main roads, like William Hilton Parkway, can be slow due to businesses, but the Cross Island Parkway offers a quicker route to the south end of the island in about 5 minutes.For getting around locally, Hilton Head Island is quite cycling-friendly, with many bike paths and rental shops available. The Breeze Trolley also operates seasonally around summertime on two routes in the central part of the island, with trolleys arriving every 30 minutes. Many hotels, such as the 4-star Sonesta Resort Hilton Head Island, offer airport shuttle services to and from Savannah/Hilton Head International Airport (SAV), which is about 45 miles away.For those looking to explore beyond their resort or the immediate beach areas, a car is recommended for a Hilton Head Island beach vacation package, especially for reaching attractions further afield.

Are Hilton Head Island vacation package hotels conveniently located?

Hilton Head Island vacation package hotels are generally well-located, with many properties situated conveniently close to the island's central areas and attractions.For instance, Hilton Grand Vacations Club Ocean Oak Resort Hilton Head is about 1 mile from central Hilton Head Island, offering easy access to nearby sights. Sonesta Resort Hilton Head Island, a 4-star property rated 8 out of 10, is about 2 miles from the center, while The Village At Palmetto Dunes, rated 9.4 out of 10, is about 3 miles away. These locations provide a good balance of beach access and proximity to dining and entertainment.

Can I change or cancel my Hilton Head Island vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Hilton Head Island vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Hilton Head Island vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Hilton Head Island vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Hilton Head Island?

To find last-minute vacation packages to Hilton Head Island, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Hilton Head Island vacation packages?

Free cancellation on a Hilton Head Island vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Hilton Head Island vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Hilton Head Island getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Hilton Head Island vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Hilton Head Island Vacations from $505

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Hilton Head Island Vacation

The Latest Hilton Head Island vacation packages

The Ann Savannah, Apartments By Marriott Bonvoy

Olde Harbour Inn

Sabal House

JW Marriott Savannah Plant Riverside District

The Galloway House Inn

Where to stay in Hilton Head Island

Sea Pines

South End

Mid Island

South Forest Beach

North Forest Beach

Stay near popular Hilton Head Island attractions

Coligny Beach

Coligny Plaza

Shelter Cove Harbour

Harbour Town Lighthouse

Sea Pines Forest Preserve

Harbour Town Golf Links

Palmetto Dunes Club

Singleton Beach

What to do in Hilton Head Island

Hilton Head Island: Sunset Dolphin Watching Cruise

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island: America’s Cup Afternoon Sail

Hilton Head Island Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

Sonesta Resort Hilton Head Island

Holiday Inn Express Hilton Head Island by IHG

Find the Best Hilton Head Island Vacation Packages

Things to do in and around Hilton Head Island

Find the best attractions in Hilton Head Island

Best time to go to Hilton Head Island

Tips to save on your trip to Hilton Head Island

Hilton Head Island Beach Vacation

Things You Should Know About Hilton Head Island

Hilton Head Island Essential Information

More vacations you might like

Frequently asked questions

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