Hilton Head, SC Vacations

HiltonHead-SC.com logo

Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

Lovely and Large Two Bedroom Villa at th...

You'll appreciate this impressive two bedroom villa located in Queens Grant Village within the heart of Palmetto Dunes. This Queens Grant villa is centrally located, providing very painless access to the Palmetto Dunes Tennis Center, Robert Trent...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanfront, Pool, Views, Luxury, Elevato...

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
2 Bedroom and 2 Bath Condo unit in Ocean...

The Island:Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the ultimate Island getaway. Appreciate days basking in the sun on some of the best beaches in the country. Get into the swing of...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful Golf Front Villa!

You are certain to appreciate this modern and comfortable villa that is literally steps off the George Fazio golf course with sweeping vistas of multiple greens! The refreshed kitchen includes bespoke cabinetry, granite countertops and stainless...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Inviting condo with pool, tennis, balcon...

Summary:HH Beach & Tennis 134AThe Space:Escape the everyday and experience the extraordinary when you make Hilton Head Island your next vacation destination. This convenient location features the ocean within walking distance and highly sought-after...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Beachwalk at Shipyard Pool, Golf & Tenni...

Summary:Beachwalk 206The Space:Highlighted by a prime location and a host of on-site amenities, island dreams come true at this 2BR/2BA Shipyard Plantation hideaway. Perks include a sleek kitchen and a cavernous and private deck with alfresco...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

Hilton Head Tours & Activities

Cooler and Ice

Lowcountry Watersports

Book online
$15.00

Bike Rental • Two Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $80.00

duration: 2 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

24-Hour Bike Rental

Wheelz of Hilton Head

Book online
$30.00 - $60.00

description: Full Day Bike Rental Rates Duration 24 hours Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect...

Critter Meet and Greet

Coastal Discovery Museum Hilton Head

Book online
$10.00

description: Drop by the Museum for this casual Meet & Greet to learn about the alligators, snakes, and a few other fun critters that share Hilton Head Island with us. Take this opportunity to see animals up close, gets hands-on and hold a critter...

Explore Honey Horn

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *Learn about Honey Horn's past and natural history!* ___________________________________ Duration 1 Hour and 30 Minutes ___________________________________ About Begin your Honey Horn experience with this guided tour around the...

Same Day E-Bike Rental • 9AM-4PM(up to 7 hours)
Book online
$30.00 - $55.00

description: Same Day: Electric Bike Rental Duration up to 7 Hours must be returned by 4:00pm same day About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Standard...

Pony Rides

Daufuskie Marsh Tacky Society

Book online
$10.00

description: Duration 10 minutes About Do you have a child that's either totally horse crazy or slightly horse curious who would delight in a chance to sit in the saddle? Allow us to provide a memorable, confidence building experience while...

Sunrise Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: This special sunrise kayak tour is only available in the summer season May through August. Come and paddle as the sunrises in the low country. This is the calmest part of...

One Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$43.99 - $59.99

description: Single Kayak 1 Hour Rental: $33.99 ________________________________ Double Kayaks or Canoes 1 Hour Rental: $46.99 __________ Triple Canoe 1 Hour Rental: $59.99

Two Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$27.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Carry everything you need to the beach. Extra large wheels make it easy to pull in the sand. Convenient cup holders and pouch inside to hold...

Santa’s Twilight Express

The South Carolina Railroad Museum

Book online
$27.00

duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Come visit Santa on our annual twilight holiday ride. Santa walks through the train and comes to you—no lines! As we travel down the tracks, the...

Daily Golf Cart Rental.  E-Z Go 4 Passenger Gas Golf Cart.  Pick up and drop off at Melrose Landing or the Daufuskie Island Boat Landing (County Dock)

meeting_point: Daufuskie Island Boat Landing (County Dock) Located at 15 Haig Point Rd description: About We offer the best rental value on Daufuskie Island. 4-Passenger EZ-GO Gas Golf Cart. Equipped with lights. Fuel included in rental. ...

Hilton Head, SC

Hilton Head Island is a resort destination on the South Carolina coast known for its pristine beaches, world-class golf courses, and natural Lowcountry beauty.

Located just north of Savannah, Hilton Head combines upscale amenities with a relaxed island atmosphere. The island features 12 miles of wide sandy beaches, extensive bike trails, and a variety of outdoor activities including kayaking, dolphin cruises, and nature tours. Visitors can explore iconic spots like Harbour Town Lighthouse, enjoy local seafood at waterfront restaurants, or spend the day shopping and sightseeing in one of the island's many charming villages.

Hilton Head is home to a wide range of lodging options, including vacation rental homes, oceanfront resorts, and golf villas. The island is perfect for families, couples, and anyone looking for a mix of relaxation and recreation. Whether you're teeing off on a championship course, biking beneath moss-draped oaks, or simply soaking up the sun on the beach, Hilton Head offers a polished and peaceful coastal escape with something for everyone.

Hilton Head Island is arguably one of the most popular beach towns along the southern Carolina coast, with world class resorts and vacation rentals, gorgeous beaches, and plenty of entertainment available both on and off the beach. A regular on national "Top Ten Vacation Destination" lists, the island has an elite resort town feel that can easily cater to a wide range of tastes and interests.

Hilton Head SC

Boating, fishing, golfing, tennis, swimming, shopping, dining, and historical touring are all readily available in this somewhat small isle, and is all located within a 15 or 20 minute drive from any point in town. With luxurious amenities and accommodations, plenty of art and historical attractions, and even its own Symphony Orchestra, Hilton Head Island essentially takes the concept of an elite vacation retreat to an entirely elevated level.

Hilton Head SC

Hilton Head Island is one of the southernmost seaside isles along the South Carolina coastline and is located just a few minutes away from the Georgia state border. Separated from the mainland via the Calibogue Sound, the relatively wide island is a unique mixture of varying coastal landscapes, including ocean and sound facing beaches, with miles of rugged maritime forest in between. Because of this, even the most expansive resorts have a feel of relative privacy about them, as virtually every side street is lined with towering oaks, cedars, pines, and other evergreen foliage. The island is a total of 69 square miles, which includes roughly 28 square miles of water, but feels relatively small, as virtually any point can be easily reached via the William Hilton Parkway which circles through the interior of the island.

Hilton Head SC

Hilton Head has always been a popular destination, it seems, as archeologists have found ancient trash heaps that date back 4,000 to 15,000 years to the island's first native residents. Hilton Head did not garner international attention until 1521, when a Spanish New World exploration landed and began making friendly relations with the local inhabitants. The English Captain William made a more lengthy exploration in 1663, essentially re-discovering the area and its alluring proximity to Port Royal Sound, and naming the area "Hilton Head," after himself.

Hilton Head SC

Over the next several centuries, parcels of the island would be granted or purchased by new North American settlers, and the region would flourish as a site for Sea Island Cotton and Indigo plantations. A small chapel was constructed, the Zion Chapel of Ease, for the convenience of the newly wealthy plantation owners, and hundreds of slaves were brought to the area to tend the expansive farms. When the Civil War began, Union forces, recognizing the prime locale of Hilton Head directly in between the main southern ports of Savannah and Charleston, attacked the area with 12,000 troops, successfully overtaking the region on November 7th, 1861, and maintaining control of the territory for the duration of the war.

Hilton Head SC

Shortly after the battle, the Union forces freed the hundreds of slaves who lived and worked on the island, making them the first slaves that were freed during the war, and the first pioneers of a new, solely freed-slave village called Mitchelville. Four forts were constructed on the island, and while these Union strongholds are long gone, visitors can still visit the discreet remnants of Fort Howell and Fort Mitchel while touring the island.

Hilton Head SC

Life was quiet for the next few decades after the war, until 1931 when a Wall Street Tycoon purchased 17,000 acres of the island as a private gaming reserve. This purchase would prove to be prophetic, as in the decades that followed, the town would grow exponentially to accommodate the growing elite group of guests. This growth arguably didn't really begin until 1956, when the two-lane toll swing bridge, the James F. Byrnes Bridge, was built to allow vehicular traffic to the island for the first time, and a local developer, Charles E. Fraser, began the construction of the Sea Pines Resort.

Today, Hilton Head Island is a sprawling, but never overcrowded, collection of elite resorts, vacation rentals, hotels, and all the standard vacation amenities that an elite destination requires. Best of all, with historic attractions like the Zion Cemetery and Baynard Mausoleum, and the Mitchelville Freedom Park, visitors can always revisit Hilton Head's long and storied past.

Day-trippers will find a number of public accesses to pay a visit to Hilton Head's renowned shorelines, including Folly Field Beach Park, Driessen Beach Park, and Coligny Beach Park. While the beaches certainly claim the lion's share of admiration and attention, Hilton Head Island also has a number of attractions off the shore that will appeal to visitors of all ages.

Kids love exploring the Adventure Cove Family Fun Center and The Sandbox Interactive Children's Museum, while visitors of all ages can easily enjoy the Coastal Discovery Museum, the Baynard Plantation Ruins, and the Harbour Town shopping, dining and water sports complex, which is also home to the famed Hilton Head Lighthouse.

When it comes time to eat, vacationers will find hundreds of options that range from exquisite five star eateries to classic cafes and sandwich shops, and everything in between. Hilton Head Island is especially known for its waterfront dining options, and visitors will find gorgeous sunset-front establishments throughout the region.

There are just as many options when it comes to accommodations, as Hilton Head is home to a wide range of hotels, resorts, and weekly vacation rentals. The hotels and resorts are, for the most part, all-inclusive, with expansive private pools, golf courses, spas, and wide private beaches to entice guests, while the vacation rentals can range from small villas and condos to expansive 6 or 7 bedroom beachside estates. Clearly, every party size and expectation can be easily met, and potential vacationers will have a hard time determining where to stay on the island for a relaxing retreat.

Hilton Head Island has arguably been a popular destination for hundreds and even thousands of years, and it won't take new visitors very long to figure out why. With ample white sand beaches, cool shopping options, exceptional restaurants, and a world of attractions around every shaded street corner, it's easy to enjoy an activity-packed but incredibly fun and relaxing vacation. A favorite destination along South Carolina, Hilton Head continues to maintain its longstanding reputation as one of Coastal Carolina's most accommodating and luxurious retreats.

Hilton Head Vacation Guides