Hilton Head, SC Vacations

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Vacation Rental

Featured Vacation Rentals

Relaxing condo with furnished balcony, o...

Summary:HH Beach & Tennis 248CThe Space:Indulge in Lowcountry coastal leisure at this Hilton Head condo. Soak up the generous South Carolina sunshine while appreciating a invigorating dip in the island's biggest pool or a friendly match over on the...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
View of the Robert Trent Jones Golf Cour...

Welcome to this cavernous three-bedroom Queens Grant villa, appealingly located right on the first hole of the esteemed Robert Trent Jones Oceanfront Golf Course. Ideal for families or groups, this villa offers comfort combined with handsome vistas...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ocean-View Condo with Beach Access, Tenn...

Summary:Island Club 6303The Space:Rent an on-site bicycle and discover the island or get in a game of lawn golf - staying at this Island Club rental gives you all of these opportunities and more, including swimming in the huge lap pool, and hot tub...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Large Golf Course Villa with Lots of Spa...

Spread out with your family in this three bedroom villa located on George Fazio Championship Golf Course!The first floor contains the kitchen, living and dining areas. The kitchen is gorgeously appointed with bespoke cabinetry, granite countertops...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
High-end home located on the 16th hole o...

Come appreciate this new high-end home located on the 16th hole of the Robert Trent Jones Golf Course. Everything in this home is new which includes all the furnishings coming from Haverty's. The Kitchen consists of all-bespoke cabinetry, granite...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Newly renovated villa near the beach wit...

Summary:Forest Beach Villas 100The Space:Relaxation comes naturally at this tropical hideaway with seamless indoor/outdoor living. Appreciate a coveted location across the street from the Atlantic Ocean and within steps of a swimming pool and tennis...

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

Hilton Head Tours & Activities

Guided Wine Tasting

Victoria Valley Vineyards at Table Rock

Book online
$28.00

duration: 90 Minutes min_age: 21 group_size: Max 15 People description: Come taste a little piece of Europe with a traditional wine tasting of our European Vinifera wines, sure to be enjoyed by any wine drinker from a novice to the connoisseur. Your...

Dolphin Excursion

May River Excursions

Book online
$40.00 - $50.00

description: *Experience the Atlantic Bottle-nose Dolphin up close and personal in their natural habit!* ___________________________________ Rates **Adult** - $45.00 **Child** - $35.00 **3 Adult minimum to go...

PB Private Outback Excursion - 16 passenger

description: The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote location. A favorite of locals and visitors...

Dolphin Tour Aboard Dolphin Seafari
Book online
$10.00 - $750.00

duration: 1 hour 30 minutes cancellation_summary: Full refund if cancelled at least 48 hours before the tour; captain decides weather cancellations. group_size: Maximum 20 passengers accessibility: Handicapped accessible; guests should call...

Daufuskie Island Beach Combing

Island Life Rentals and Tours

Book online
$65.00 - $780.00

duration: 3 Hours description: Daufuskie Island Beach Combing About Let our experienced captains love for the waterways guide you and your loved ones on the perfect experience you’re sure to never forget. Just a short distance from...

Life Under the Sea

Coastal Discovery Museum Hilton Head

Book online
$5.00

description: There is a magical world full of fascinating creatures under the sea! Join knowledgeable Museum staff and volunteers in the Discovery Lab to explore, touch, create, play, and learn more about ocean life. Who lives in those shells? What...

Marriott Vacation Club Dolphin Eco

meeting_point: Hilton Head Island, SC description: Outside Hilton Head’s Dolphin Eco Tour is one of the most popular tours on Hilton Head Island, providing an unforgettable experience for nature lovers, families, and anyone looking for a fun and...

Backwater Adventure Day

May River Excursions

Book online
$525.00 - $825.00

description: About - Take a private custom excursion through the backwater ways and marshes around the barrier islands of the Lowcountry with a local captain. Choose from inshore fishing, hand lining for crabs, shrimping, shelling or shark tooth...

Brews Cruise

Best Of Hilton Head LLC

Book online
$35.00

description: Join us for the ONLY Brews Cruise on the Island! Duration 4.5 Hours Every Tuesday and Thursday. About We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at...

Full Day Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$99.99 - $125.99

description: Single Kayak Full Day Rental: $99.99 ________________________________ Double Kayaks Full Day Rental: $125.99 _____ Duration 8 Hours (Boats must be back by 4pm each day)

Thirteen Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $475.00

description: Electric Bike Rental Duration 13 Days 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 Step-Thru makes it easier to get on and get going -- all...

Charter Fishing

Outside

Book online
$150.00 - $1,195.00

description: *Inshore & Nearshore Charter Fishing* --- Description Join one of our experienced fishing guides for an outing in the rich Lowcountry waters. For much of the year, inshore fishing focuses on the local Redfish (also known as Red...

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