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Saint Helena Island Vacations

Pack those stellar shades. We have Saint Helena Island 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 Saint Helena Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Saint Helena Island 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 Saint Helena Island

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 Saint Helena Island 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 Saint Helena Island well.

Saint Helena Island Flight + Hotel packages

Top Hotel Deals

See all 1,435 Properties in Saint Helena Island
Quality Inn St. Helena - Beaufort South

Quality Inn St. Helena - Beaufort South

863 Sea Island Pkwy, Saint Helena Island
    2.5 out of 5.0
     
     

    Situated in Saint Helena Island, this hotel is 0.7 mi (1.1 km) from Penn Center and 1.5 mi (2.5 km) from Chapel of Ease. Bay Street and John Mark Verdier House ...

    Quality Inn St. Helena - Beaufort South$72

    Quality Inn St. Helena - Beaufort South$72
    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$279

      Sonesta Resort Hilton Head Island$279
      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$305

        Omni Hilton Head Oceanfront Resort$305
        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$118

          Park Lane Hotel & Suites$118
          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$199

            Hilton Head Marriott Resort & Spa$199
            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. Singleton Beach ...

              Days Inn by Wyndham Hilton Head$67

              Days Inn by Wyndham Hilton Head$67
              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 South Forest Beach, Coligny Plaza, and Coligny Theater. Legendary Golf and The Sandbox are also ...

                Best Western Ocean Breeze Inn$135

                Best Western Ocean Breeze Inn$135
                Comfort Suites

                Comfort Suites

                131 Big John Rd., Beaufort
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Beaufort, this hotel is 0.7 mi (1.1 km) from Pick Pocket Plantation and within 3 mi (5 km) of St. Helena's Episcopal Church and USCB ...

                  Comfort Suites$99

                  Comfort Suites$99
                  Days Inn by Wyndham Port Royal/near Parris Island

                  Days Inn by Wyndham Port Royal/near Parris Island

                  1660 Ribaut Rd, Port Royal
                    2.0 out of 5.0
                     
                     

                    Situated in Port Royal, this motel is within a 10-minute walk of Port Royal Skateboard Park and Cypress Wetlands. Lowcountry Estuarium and The Sands are also ...

                    Days Inn by Wyndham Port Royal/near Parris Island$68

                    Days Inn by Wyndham Port Royal/near Parris Island$68
                    Comfort Suites Hilton Head Island Area

                    Comfort Suites Hilton Head Island Area

                    23 Towne Dr, Bluffton
                      2.5 out of 5.0
                       
                       

                      Located in the heart of Bluffton, this hotel is within 3 mi (5 km) of Crescent Pointe Golf Club, Old Carolina Golf Club, and Rose Hill Golf Club. Tanger Outlets ...

                      Comfort Suites Hilton Head Island Area$94

                      Comfort Suites Hilton Head Island Area$94

                      Top Flight Deals

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