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Kiawah Island Vacations

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

Hotwire can help you find your travel bliss with Kiawah 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 Kiawah 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 Kiawah 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 Kiawah Island well.

Top Hotel Deals

See all 584 Hotels in Kiawah Island
Kiawah Island Golf Resort - Villas

Kiawah Island Golf Resort - Villas

1 Sanctuary Beach Drive, Kiawah Island
    4.0 out of 5.0
     
     

    Nestled on the beach, this Kiawah Island condo resort is within 1 mi (2 km) of Night Heron Park and Turtle Point Golf Course. Osprey Point Golf Course and Cougar ...

    Charleston Kiawah Island/Andell Inn

    Charleston Kiawah Island/Andell Inn

    300 Farm Lake View Road, Kiawah Island
      3.5 out of 5.0
       
       

      Located in the heart of Kiawah Island, this hotel is within a 15-minute walk of Freshfields Village and Bohicket Marina. Cougar Point Golf Course and Kiawah ...

      Charleston Kiawah Island/Andell Inn$159

      Charleston Kiawah Island/Andell Inn$159
      The Sanctuary at Kiawah Island Resort

      The Sanctuary at Kiawah Island Resort

      1 Sanctuary Beach Drive, Kiawah Island
        5.0 out of 5.0
         
         

        Nestled on the beach, this Kiawah Island resort is within 1 mi (2 km) of Night Heron Park and Turtle Point Golf Course. Osprey Point Golf Course and Cougar Point ...

        4831 Turtle Cove Villa 3 Bedrooms 3 Bathrooms Condo by Redawning

        4831 Turtle Cove Villa 3 Bedrooms 3 Bathrooms Condo by Redawning

        4831 Green Dolphin Way, Kiawah Island
          4.0 out of 5.0
           
           

          Situated in Kiawah Island, this condo building is close to Turtle Point Golf Course, Night Heron Park, and Osprey Point Golf Course. Local attractions also include ...

          4740 Tennis Club Villa by RedAwning

          4740 Tennis Club Villa by RedAwning

          4740 Tennis Club Lane, Kiawah Island
            3.5 out of 5.0
             
             

            Situated in Kiawah Island, this condo building is close to Turtle Point Golf Course, Night Heron Park, and Osprey Point Golf Course. Local attractions also include ...

            Seascape 3522 by RedAwning

            Seascape 3522 by RedAwning

            3522 Shipwatch Rd, Kiawah Island
              3.0 out of 5.0
               
               

              Situated in Kiawah Island, this condo building is within 1 mi (2 km) of Cougar Point Golf Course and Kiawah Beachwalker Park. Night Heron Park and Freshfields ...

              Mariner's Watch 4266 by RedAwning

              Mariner's Watch 4266 by RedAwning

              4266 Mariners Watch, Kiawah Island
                3.0 out of 5.0
                 
                 

                Situated in Kiawah Island, this apartment building is 0.3 mi (0.6 km) from Night Heron Park and within 3 mi (5 km) of Turtle Point Golf Course and Cougar Point ...

                Kiawah Island by Wyndham Vacation Rentals

                Kiawah Island by Wyndham Vacation Rentals

                115 Planted Row,Freshfields Shop Village, Kiawah Island
                  3.0 out of 5.0
                   
                   

                  Situated in Kiawah Island, this golf condo building is within a 15-minute walk of Freshfields Village and Bohicket Marina. Cougar Point Golf Course and Kiawah ...

                  Seabrook Island by Wyndham Vacation Rentals

                  Seabrook Island by Wyndham Vacation Rentals

                  115 Planted Row, Kiawah Island
                    3.0 out of 5.0
                     
                     

                    Situated in Kiawah Island, this condo building is within a 15-minute walk of Freshfields Village and Bohicket Marina. Cougar Point Golf Course and Kiawah Beachwalker ...

                    3528 Seascape Villa 1 Bedroom 1 Bathroom Villa

                    3528 Seascape Villa 1 Bedroom 1 Bathroom Villa

                    3528 Shipwatch Road, Kiawah Island
                      3.5 out of 5.0
                       
                       

                      Situated in Kiawah Island, this property is close to Cougar Point Golf Course, Kiawah Beachwalker Park, and Night Heron Park. Local attractions also include ...

                      Top Flight Deals

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