Hilton Head, SC Vacations

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Vacation Rental

Featured Vacation Rentals

4th-floor villa with balcony, beach acce...

Summary:Ocean One 420The Space:Ideal for friends and families alike, this fourth-floor villa is the definition of an ideal beach-cation rental! You and your guests can access the beach via the beach path on site - it's just a short walk away. Or you...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Coastal condo- close to Coligny Plaza, B...

Summary:Surf Court #80The Space:Feel modern comfort and convenience at this refreshed two-bedroom, two-and-a-half-bath beach condo in Hilton Head, SC. The main level features beautiful furnishings and a completely equipped kitchen with stainless...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sunset Rentals | Evian 164

This attractively refreshed 3 bedroom and 3 bath, townhouse villa will not let you down. To the immediate left of the entry door is a bedroom with a twin- size bed along with a duobunk bed (twin-size on top and full-size on bottom), a TV, a walk-in...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Charming 1st floor condo near Coligny Be...

Summary:Seascape Villas 3048The Space:Feel the ideal blend of coastal luxury and island convenience at this handsomely refreshed first-floor villa in Hilton Head Island. Located just steps from the beach, this classy getaway includes access to a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 3
Dreamy Island Home Near the Beach W/ Sha...

Summary:Golfmaster D2The Space:Slip into the island mindset with nautical decor, a cavernous layout, lagoon vistas, and all of the amenities of home here at Golfmaster D2! Before heading out for a full day of fun, step into the full kitchen and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Charming 1st floor condo near Coligny Be...

Summary:Seascape Villas 3048The Space:Feel the ideal blend of coastal luxury and island convenience at this handsomely refreshed first-floor villa in Hilton Head Island. Located just steps from the beach, this classy getaway includes access to a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 3

Hilton Head Tours & Activities

12 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$48.00 - $335.00

duration: 12 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After...

Water Taxi: Daufuskie → Savannah

Low Country Drifters

Book online
$240.00

duration: 45 minutes – 1 hour meeting_point: Savannah, Georgia group_size: Accommodates up to 6 people description: Enjoy a scenic boat ride through the Low Country's stunning waterways, arriving at this secluded island known for its rich history...

Pluff Mudder Summer Camp

Port Royal Sound Foundation

Book online
$445.00

duration: Monday-Friday cancellation_summary: Due to limited space and high demand for our Pluff Mudder Summer Camps, all payments are non-refundable. Please let us know as soon as possible if you have to cancel your reservation so we can fill your...

Three Day Single Stroller

Hilton Head Outfitters - Bike Rental

Book online
$45.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** These strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Lowcountry Boil Dinner Cruise

BC2 - Island Head

Book online
$19.99 - $109.99

duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road description: Cruise into a Southern tradition! Join us for a sunset cruise featuring a classic Lowcountry Boil dinner—piled high with shrimp, sausage, corn, and...

Alligator & Wildlife Tours
Book online
$15.00 - $350.00

duration: 1 hour cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Fish Island Sea Pines Forest Preserve group_size: Up to 12 passengers description: Join us on a 1-hour guided tour of the...

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...

Three Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$40.00 - $100.00

description: Enjoy miles and miles of scenic bike paths Duration 3 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also...

Butterfly Learning Station

Coastal Discovery Museum Hilton Head

meeting_point: Coastal Discovery Museum description: About Experiencing the enchantment of a native butterfly garden and observing all four stages of the butterfly life cycle is a unique opportunity available to people of all ages at the Coastal...

Waddell Mariculture Center Tour

Coastal Discovery Museum Hilton Head

Book online
$25.00

meeting_point: Waddell Mariculture Center description: The Waddell Mariculture Center (WMC), located in Bluffton, SC, is a field experiment station of the South Carolina Department of Natural Resources (SCDNR). WMC is one of the largest and most...

Hilton Head Yacht Fireworks - BYOB and FOOD
Book online
$4,100.00 - $7,200.00

duration: 4 Hours meeting_point: 1 Shelter Cove Ln, Hilton Head Island, SC 29928 group_size: Maximum 12 people description: ???? Tuesday Night Fireworks Are Back at Shelter Cove! Salt Shaker Charter at Night — Cruise Under the Stars in...

Sun Care Kit by Aloe Up

Lowcountry Watersports

Book online
$15.99

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