Hilton Head, SC Vacations

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Featured Vacation Rentals

Charming condo near Coligny Beach Plaza ...

Summary:Seascape Villas 3230The Space:Feel the ultimate island hideaway at Seascape Villas 3230 in the heart of Hilton Head, SC. This striking condo is just a short walk from Coligny Beach Plaza, offering simple access to pristine beaches, shopping...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Lagoon View Villa 2 Pools walk to beach ...

Summary:Seascape Villas 3040The Space:Welcome to our "happy place!" Tucked away in the heart of South Forest Beach, our refreshed 2-bedroom, 2-bath Seascape Villa is the ideal coastal getaway. We adore that our home is close enough to walk to the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Very Large and Completely Updated Villa ...

No expense was spared in the creation of this definitely fantastic four bedroom and three bathroom villa located on Palmetto Dunes' 11 Mile Lagoon system! This villa has been entirely refreshed from the walls in!The kitchen has been elegantly...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Coco Cabana - Monthly Rates Until March ...

Welcome to COCO CABANA — your sun-kissed slice of island heaven tucked inside the beloved Hilton Head Resort! Perched on the 4th floor of Building #1, this newly redesigned two-bedroom, two-bath getaway is bursting with coastal appeal, breezy...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 9
Palmetto Dunes Condo | Pool by the Golf ...

Summary:Turnberry Village 241The Space:Located near the George Fazio golf course, this 2BR/2BA island getaway offers luxe Palmetto Dunes amenities. Rent bicycles and discover the miles of lush trails before splashing in the surf at a close by beach...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
New Pool! minutes to Hilton Heads best b...

This handsome Sea Pines home with an open floor plan, ideal indoor/outdoor living, tons of natural sunlight, and steps to the world-famed sandy beaches of Hilton Head, this home is a true gem! The sun filled living room greets you upon entry. The...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14

Hilton Head Tours & Activities

Flatout Crazy - Inshore/Nearshore Trip
Book online
$350.00 - $1,095.00

description: Best Fishing Guides in Murrells Inlet and Myrtle Beach Area Rates - **Half Day Trips:** Pricing includes 2 passengers - $50 per additional person - **Full Day Trips:** Pricing includes 4 passengers - $75 per additional...

Private Sunset Sail

BC2 - Island Head

Book online
$1,400.00 - $4,400.00

duration: 2-6 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing

Fall Speaker Series: Legends & Luminaries of Hilton Head Island

duration: 1.5 hrs cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. description: Join the Coastal Discovery Museum as we commemorate our 40th...

Crabbing

May River Excursions

Book online
$300.00

description: *Our most interactive and famous excursion!* ___________________________________ Rates **Private Charter** - $300 for 6 people or less. *(Can hold up to 12 people for extra charge, call for more...

Private Lesson with Edward Sires

Palmetto Dunes Golf Academy

Book online
$110.00

meeting_point: Arthur Hills Course description: About Edward Sires A Charleston, S.C., native, Edward Sires caddied for Ryder Cup Captain Tom Lehman in 1982 and 1983. He earned a Class A certificate from the PGA in 1997 and has taught the James...

Deck the Porch

Brice Herndon Draft Horse and Carriage Company

Book online
$15.00

description: Group Carriage Rides Climb aboard and stroll through our beautiful town as we harness in some of our Christmas magic. Travel along historic Hampton Street in Walterboro, known as the Front Porch of the Lowcountry and enjoy the twinkle...

HH Seafood Festival: Ohana Fireworks Cruise

description: A special cruise on the luxury power catamaran, Ohana. This leisurely sunset dolphin cruise will end with the best seat in the house for the fireworks show! Departing Saturday, February 26th 5-7pm $115 per person (includes Kettle One...

Daufuskie Island History and Artisans Excursion

Coastal Discovery Museum Hilton Head

Book online
$75.00 - $115.00

meeting_point: Shelter Cove Marina description: *Boat cruise from Hilton Head to Daufuskie Island* ___________________________________ Duration 4.5 Hours ___________________________________ About Tucked between Hilton Head Island and Savannah...

Two Day Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$115.99 - $160.99

description: Single Kayak Full Day Rental: $115.99 ________________________________ Double Kayaks or Canoes Full Day Rental: $160.99

Eight Hour Private Offshore Charter
Book online
$1,800.00

group_size: For up to 6 guests description: Spend a full day fishing the productive reefs around Hilton Head Island aboard the Sweet Pea, a 27 ft. Glacier Bay twin-engine cat equipped with modern electronics and tackle. Your certified and...

7 HR Ult Day

Outside

Book online
$87.50 - $1,095.00

meeting_point: Hilton Head Island, SC description: *Full day customized adventures are the best way to see and explore the Lowcountry!* --- Description Your Day, Your Way! Outside’s signature program! The Ultimate Lowcountry Day is just...

In-Shore / Near-Shore Fishing Charter
Book online
$325.00 - $625.00

duration: 2-5 Hour Options meeting_point: Cross Island Boat Landing group_size: Maximum 6 people description: Experience Hilton Head Island like never before on a private inshore/nearshore fishing charter for up to six passengers around Hilton Head...

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