Hilton Head Vacations

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Experience Your Best Hilton Head Vacation

A trip to South Carolina isn't complete without a visit to Hilton Head. The outdoor activities, cultural attractions, and historical sites are sure to delight any visitor.

There are many things to see and do in this town, regardless of your interests or passions. The Penn Center has one of the largest collections of African-American cultural artifacts in the country. The building dates back to the Civil War, and it covers more than 50 acres. Some might prefer the Pirates of Hilton Head, which is a replica pirate ship that sits right on the water. You can see all of these attractions and many more when you book your trip through Orbitz.com.

Best time to take a vacation to Hilton Head

  • There is almost never a bad time to visit Hilton Head because the city experiences warm and mild temperatures year round. Winter temperatures can reach more than 60 degrees Fahrenheit, and the temperature rarely drops below 40 degrees. The warmer summer temperatures and hours of sunshine bring more travelers to the city. With summertime temperatures ranging from the low 70s to 90 degrees, you can visit the golf course, go hiking, or spend time at the beach nearly every day. More travelers visit in the warmer months, but you can still experience great weather and get cheaper prices by booking a trip to Hilton Head during the off-season with Orbitz.com.

Insider tips for Hilton Head travel

  • Gullah Celebration

    Enjoy the living history of Africans on Hilton Head every year in February at the Gullah Celebration.

  • Palmetto Dunes Tennis Center

    Travel to Palmetto Dunes Tennis Center to improve your tennis skills and enjoy the ocean at the Palmetto Dunes Oceanfront Resort.

  • Adventure Cove

    Visit Adventure Cove with the family for a less-serious round of miniature golf and other family activities.

  • Oldfield Golf Club

    A golfing vacation is a big draw to Hilton Head which has 24 golf courses and a climate for golfing year-round; visit the Oldfield Golf Club, designed by legendary golfer Greg Norman.

  • Coastal Discovery Museum

    The Coastal Discovery Museum at Honey Horn uses fun and adventure to explore the history of the coastal islands, including visits with sea turtles.

  • Dye's Gullah Fixins

    A favorite among locals, this restaurant serves traditional southern comfort food like fried chicken and chicken and dumplings in a buffet setting.

    Old Fort Pub

    Located in an old plantation home, this restaurant offers amazing views of the city and water, and some tables are outside on the patio.

    Wise Guys

    With tapas dishes on the menu and a wide selection of wines, this restaurant is the perfect place to taste test local wines from the region.

    Shelter Cove

    Mingle with the locals and enjoy special events like craft sessions for kids and fireworks at this park, but get there early to avoid traffic.

    Lawton Stables

    Release your inner child at this local attraction, which lets guests play with animals in a small petting zoo and take horseback or pony rides.

Hilton Head Vacation Packages

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200 Museum St Map
3.1 / 5 68 reviews
  • Book and Save 25% this Summer on Weekday Travel
  • Book and Save 25% this Summer on Weekday Travel
Hotel only
$54

Within biking distance of the beach, Quality Inn & Suites offers budget-friendly accommodations for families and business travelers alike. Great value adds like free high-speed Internet access and a free continental breakfast. All Quality Inn rooms at this Hilton... More

Hotel only
$54
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130 Shipyard Drive Map
4.1 / 5 92 reviews
  • Save 15% On Your Stay
  • Save 15% On Your Stay
Hotel only
$180

The Sonesta Resort Hilton Head, located in Shipyard Plantation on the island's semi-tropical  south end, offers an elegant setting for events and romantic retreats. This oceanfront haven is a AAA Four Diamond award-winner featuring lush gardens, indoor and outdoor... More

Hotel only
$180
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23 Ocean Lane Map
4.0 / 5 70 reviews
Hotel only
$188

Located within the exclusive private community of Palmetto Dunes, The Omni Hilton Head Oceanfront Resort offers a comfortable beach getaway for families and business travelers alike. The resort is conveniently located near 12 golf courses, tennis, water activities and... More

Hotel only
$188
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One Hotel Circle Map
4.1 / 5 76 reviews
  • Rate includes breakfast
  • Rate includes breakfast
Hotel only
$177

Fresh from a multimillion dollar makeover, the oceanfront Hilton Head Marriott Resort and Spa features guest room balconies with a view, four on-site restaurants and a lavish new spa. The resort offers swimming and tennis, and convenient access to three championship... More

Hotel only
$177
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1 South Forest Beach Drive Map
3.6 / 5 176 reviews
Hotel only
$74

Set on the shores of Coligny Beach, Holiday Inn Resort The Beach House offers an enviable setting on South Carolina's picturesque Hilton Head Island. Explore the island's expansive nature trails on foot or by bike, or just kick back and relax on the beach or take a dip in... More

Hotel only
$74
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Two Grasslawn Avenue Map
3.9 / 5 55 reviews
  • Save 40% on your stay
  • Save 40% on your stay
Hotel only
$181

Located in historic Port Royal Plantation, the Westin Hilton Head Island Resort & Spa offers white sand beaches and outdoor fun for all ages. This AAA Four Diamond award-winning resort boasts bicycle and jogging paths, 14 tennis courts and convenient access to three... More

Hotel only
$181
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1376 Fording Island Road Map
2.3 / 5 22 reviews
Hotel only
$80

Located in Bluffton, South Carolina, just one mile from Hilton Head Island, the Suburban Extended Stay Hilton Head offers budget travelers a beach getaway with all the comforts of home. Cook breakfast in the fully equipped kitchen before heading to Hilton Head for the... More

Hotel only
$80
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1 Dillon Road Map
3.8 / 5 61 reviews
  • Free On The House hot breakfast, Wi-Fi
  • Free On The House hot breakfast, Wi-Fi
Hotel only
$111

At the Hampton Inn Hilton Head, budget travelers can enjoy all the golf, dining, shopping and outdoor fun the island has to offer. Go on a late-night turtle watch at the Coastal Discovery Museum to observe endangered loggerhead turtles or head to the outlet mall for a... More

Hotel only
$111
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5 Regency Pkwy Map
3.6 / 5 78 reviews
Hotel only
$76

Located across from the Palmetto Dunes Plantation, this comfortable, budget-friendly hotel with newly remodeled rooms is just minutes away from Harbor Town Lighthouse, white sand beaches along the Atlantic Ocean, championship golf courses and Shelter Cove Mall.... More

Hotel only
$76
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1 Village Park Square Map
Not yet reviewed
Hotel only
$440

Escape to our South Carolina Inn. A special place that embodies the very essence of the Lowcountry. Where ancient maritime forests and teeming wetlands invite exploration and surprise. Gracious South Carolina cottages and village homes offer pampering charm. Enchanting... More

Hotel only
$440
  • Promo Code Terms and Conditions

    150VACA
    Book a qualifying 4-night flight + hotel vacation package between August 13, 2015 12:00AM CT and September 30, 2015 11:59PM CT, for $1750 or more for travel between August 13, 2015 and December 31, 2015 via Orbitz and instantly receive $150 off the hotel portion of your booking through the use of the promotion code. Limit one discount per hotel room and one promotion code per booking. Discounts are not redeemable for cash for any reason. Promotion codes cannot be resold. Any attempt at fraud will be prosecuted to the fullest extent of the law. Void where prohibited, taxed or restricted. Orbitz reserves the right to change or limit the promotion in its sole discretion. Promo code not valid for Las Vegas, NV bookings.

Hilton Head highlights

  • Bike trails

    Pedal to lunch, the tennis court or the beach. With more than 50 miles of bike trails on the island, you'll also find plenty of rental companies that make bike deliveries (and pick them up at the end of your vacation).

  • Coligny Beach

    Sure, it's the busiest beach on the island, but you'll find plenty of room to stretch out. Join a beach volleyball game, rent a Hobie Cat or sand trike, or just sip cocktails at the beach bar. Take a break from your sun-worshipping at nearby Nearby Coligny Plaza, home to boutiques and eateries.

  • Harbour Town Golf Links

    One for a golfer's bucket list, you'll feel like a pro as your caddie hands you a club on No. 18, a breathtaking hole framed by the lighthouse and Calibogue Sound. Nearby Harbour Town is filled with family activities including boat cruises, shops, restaurants, outdoor concerts and more.

  • Lawton Stables

    Saddle up to experience Lowcountry as the original settlers did -- on horseback. This full-service equestrian center in the Sea Pines Resort area offers escorted Western style trail rides. The kids will love the pony rides and small animal collection.

  • Pinckney Island National Wildlife Refuge

    Deer, alligators, rare birds, dolphins and wildflowers are just some of the Lowcountry residents you'll meet on this 4,000 acre island. Explore by hiking or biking. Better yet, have a local outfitter set you up with kayaks.

  • Daufuski Island

    Hop a ferry to this pristine island one nautical mile from Hilton Head. You'll find a nearly car-free world where golf carts are the primary mode of transportation. Play golf, lay out on the beach, dine at rustic eateries, horseback ride and more. Weekenders, don't miss the Carolina seafood boil, live music and water views at Marshside Mama's Cafe.

  • Harbour Town

    This glamorous waterfront complex is best known for its swanky marina and red-and-white lighthouse. Take in the sights, do a little shopping, and have dinner at totally-worth-the-wait Crazy Crab. After dessert, bring the little ones to sing and laugh with Gregg Russell – a Sea Pines performer who's wowed crowds under the Liberty Oak for decades.

  • Shelter Cove Harbour

    Located in Palmetto Dunes, this Mediterranean style village serves as a launch point for water activities, as well as a destination for shopping, dining and entertainment. Catch a Dolphin Cruise or watch the sun set with a margarita at San Miguel's.

  • Ghost Ship

    If the open water after sunset isn't mysterious enough, brace yourself for a spooky trip across Calibogue Sound on the Vagabond. The fully narrated (and kid-friendly) voyage spins tales about the island's haunts.

  • Palmetto Dunes Tennis Center

    Unless you're Federer, returning to your hometown courts will be a downer after playing here. Ranked one of the 50 great tennis resorts in the U.S. by Tennis Magazine, the center has 23 clay courts (eight lighted) and offers world class instruction for all levels and ages. Treat the kids to a lesson, then gather the troops for a family doubles match.

  • A Lowcountry Backyard

    Skip the tours of the island and enjoy the local flavor at this restaurant, which serves fun dishes like iced tea served in mason jars and shrimp and grits.

    H20 Sports

    Let your adventurous side out with this local shop that offers lessons in parasailing, canoeing, kayaking, and waterskiing.

    Palmetto Dunes Golf Course

    Golfweek named this one of the best golf courses in the country, and this hard course sees visitors like Tiger Woods stopping by every year.

    Folly Field Beach Park

    This quiet beach is a must see for surfers because the waves are often high and you can pick up a few tips from professional surfers.

    Advanced Sail, Inc.

    Take tours of the waters around Hilton Head with this company, which rents out two catamarans that take tourists out to look for dolphins.

    The Sandbox

    With interactive exhibits designed for children, this museum can help kids learn more about airplanes, electricity, and dozens of other topics.

    Sea Pines Forest Preserve

    With more than 600 acres of space, this outdoor attraction offers several hiking trails, nature viewing areas, and historical landmarks.

    Old Town Bluffton

    Feel like you are stepping back in time with a visit to Old Town Bluffton, which has dozens of restored buildings from the 19th century.

    Coligny Beach

    With miles of beaches as far as you can see, mild waves that won't scare young children, and a festive environment, this beach is popular with families.

    Coastal Discover Museum

    Learn the history of Hilton Head with this museum, which lets guests try crabbing or shrimping and take walks on educational trails.

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