Hilton Head Vacations
Planning a Trip to Hilton Head
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
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.
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.
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.
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.
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.
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.
Hilton Head Vacation Packages
Comfortable Hilton Head Island beach getaway in a golf-lover's paradiseLocated 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... More
Southern hospitality and natural island elegance On Hilton Head IslandThe 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... More
Convenient access to Hilton Head Island fun without island pricesLocated on the inter-coastal highway just over the bridge from Hilton Head Island, the Hilton Garden Inn Hilton Head offers convenient, budget-friendly access to beaches, golf and shopping. This newly... More
Two Grasslawn Avenue Map
Save 10% on your stay, Breakfast Included
Southern hospitality, ocean views and outdoor fun in Hilton HeadLocated 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... More
Pet-friendly Hilton Head hotel near beaches, golf, shoppingLocated 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 ... More
Pet-friendly Hilton Head hotel biking distance from beach 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 ... More
One Hotel Circle Map
Includes Free Meals For Kids
Family-friendly Hilton Head beach resort for sports enthusiasts 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... More
Family fun awaits at budget-friendly Hilton Head getawayThe Days Inn Hilton Head is conveniently located near a wealth of fun activities for the entire family. Kids will love Pirate's Island Adventure Golf, and adult golfers can perfect their game at one of the island's... More
Hilton Head Island getaway to natural wonders and upscale funAt 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... More
Enjoy ocean breezes, cozy nooks, nature trails and outdoor recreation on this 15-acre Disney Deluxe Villa resort located within Shelter Cove Harbour. Fashioned after vacation lodges found on the island in the 1940's, Disney's Hilton Head Island Resort combines Carolina... More
Flights to Hilton Head
|Boston||Hilton Head||Mon, Jan 13 - Thu, Jan 16||$205|
|Baltimore||Hilton Head||Wed, Dec 25 - Sun, Dec 29||$657|
|Pittsburgh||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
|Chicago||Hilton Head||Sat, Feb 8 - Tue, Feb 11||$467|
|Denver||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
|Washington DC||Hilton Head||Mon, Dec 30 - Thu, Jan 2||$728|
|Detroit||Hilton Head||Tue, Dec 24 - Wed, Jan 1||$449|
|New York||Hilton Head||Tue, Jan 7 - Thu, Jan 9||$351|
|St Louis||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
|Columbus||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
|Indianapolis||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
|Providence||Hilton Head||Thu, Dec 26 - Thu, Jan 2||Check rates|
Hilton Head highlights
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).
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.
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.
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.
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.
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.
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.
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.
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.