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Hilton Head Vacations

Pack those stellar shades. We have Hilton Head vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Hilton Head – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Hilton Head vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Hilton Head

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Hilton Head vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Hilton Head well.

Top Hotel Deals

See all 1,256 Hotels in Hilton Head
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

130 Shipyard Drive, Hilton Head Island
    4.0 out of 5.0
     
     

    Located in Hilton Head Island, this beachfront resort is next to a golf course and within 1 mi (2 km) of Van Der Meer Tennis Academy and Shipyard Golf Course. ...

    Sonesta Resort Hilton Head Island$229

    Sonesta Resort Hilton Head Island$229
    Omni Hilton Head Oceanfront Resort

    Omni Hilton Head Oceanfront Resort

    23 Ocean Lane, Hilton Head Island
      4.0 out of 5.0
       
       

      Centrally located in Palmetto Dunes, this Hilton Head Island resort offers access to a white-sand beach and activities for families, couples, and outdoor ...

      Omni Hilton Head Oceanfront Resort$251

      Omni Hilton Head Oceanfront Resort$251
      Holiday Inn Resort Beach House

      Holiday Inn Resort Beach House

      1 S Forest Beach Dr, Hilton Head Island
        3.5 out of 5.0
         
         

        Located on the southern end of Hilton Head Island, the Beach House is only steps away from the white sand of Coligny Beach in South Carolina, and less than three ...

        Holiday Inn Resort Beach House$144

        Holiday Inn Resort Beach House$144
        Park Lane Hotel & Suites

        Park Lane Hotel & Suites

        12 Park Ln, Hilton Head Island
          3.0 out of 5.0
           
           

          This Hilton Head Island hotel is within 2 miles of the Arthur Hills Course at Palmetto Dunes, Coligny Plaza, and Coligny Beach.

          Park Lane Hotel & Suites$144

          Park Lane Hotel & Suites$144
          Hilton Head Marriott Resort & Spa

          Hilton Head Marriott Resort & Spa

          1 Hotel Circle, Hilton Head Island
            4.0 out of 5.0
             
             

            This 10-story hotel, located within a 2,000-acre residential-resort community on Hilton Head Island, offers access to 3 miles of beach, 3 championship golf courses, ...

            Hilton Head Marriott Resort & Spa$229

            Hilton Head Marriott Resort & Spa$229
            Red Roof Inn Hilton Head Island

            Red Roof Inn Hilton Head Island

            5 Regency Pkwy, Hilton Head Island
              2.0 out of 5.0
               
               

              Situated in Hilton Head Island, this hotel is within a 15-minute walk of Pirate's Island Adventure Golf and Arts Center of Coastal Carolina. The Village at Wexford ...

              Red Roof Inn Hilton Head Island$85

              Red Roof Inn Hilton Head Island$85
              Days Inn by Wyndham Hilton Head

              Days Inn by Wyndham Hilton Head

              9 Marina Side Dr, Hwy 278, Hilton Head Island
                2.5 out of 5.0
                 
                 

                Situated in Hilton Head Island, this hotel is within a 10-minute walk of Pirate's Island Adventure Golf and Arts Center of Coastal Carolina. The Village at Wexford ...

                Days Inn by Wyndham Hilton Head$47

                Days Inn by Wyndham Hilton Head$47
                Best Western Ocean Breeze Inn

                Best Western Ocean Breeze Inn

                11 Lemoyne Avenue, Hilton Head Island
                  2.5 out of 5.0
                   
                   

                  Situated near the beach, this hotel is within 1 mi (2 km) of Coligny Plaza, Coligny Beach, and Coligny Theater. Legendary Golf and South Forest Beach are also ...

                  Best Western Ocean Breeze Inn$135

                  Best Western Ocean Breeze Inn$135
                  Holiday Inn Express Hilton Head Island

                  Holiday Inn Express Hilton Head Island

                  2 Tanglewood Drive, Hilton Head Island
                    2.5 out of 5.0
                     
                     

                    Located in the heart of Hilton Head Island, this hotel is within a 10-minute walk of Coligny Beach, Coligny Plaza, and Coligny Theater. Legendary Golf and The ...

                    Holiday Inn Express Hilton Head Island$135

                    Holiday Inn Express Hilton Head Island$135
                    Ramada by Wyndham Hilton Head

                    Ramada by Wyndham Hilton Head

                    200 Museum St, Hilton Head Island
                      2.5 out of 5.0
                       
                       

                      This hotel in a garden setting is on the western side of Hilton Head Island, about a mile from plantations and ocean beaches.

                      Ramada by Wyndham Hilton Head$77

                      Ramada by Wyndham Hilton Head$77

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.