Hilton Head, SC Vacations

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Welcome to Your Perfect Hilton Head Geta...

Welcome to Your Ideal Hilton Head Getaway!This roomy 4-bedroom home is designed for comfort and relaxation, making it the ideal spot for your next vacation. Located in a prime area, the open-concept layout provides plenty of room for everybody to...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
10 Myrtle Lane - South Forest Beach!

New pool being added for 2027 season!This unique property in South Forest Beach is sure to delight! A handsome classic beach home with a detached apartment in South Forest Beach! Less than 5 mins. from the beach via the dedicated path, this home has...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Freshly Updated Oceanfront Villa in Wind...

Guests are greeted with a bright, open floor plan with opulent beach décor and sweeping ocean vistas. As you enter the villa the hall bathroom is on the right with a stall shower and a single vanity. The entirely outfitted kitchen is to the left...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 2
Steps to the sand Dog Friendly 1 mile to...

Summary:Pelican's Nest - 22 Pelican RoadThe Space:Steps to the Sand! Cavernous North Forest Beach GetawayDitch the car and embrace the island life! Located in the heart of North Forest Beach, this 4BR/3BA home is the ultimate home base for your next...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Hilton Head | Family Marina Stay | Pool ...

Located in beautiful Shelter Cove Harbour overlooking Broad Creek, Marriott's Sunset Pointe at Shelter Cove offers a relaxing island getaway in the heart of Hilton Head Island. Surrounded by natural beauty, championship golf courses, world-class...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Stunning Oceanfront Views!

Discover the ideal coastal getaway in this handsome one-bedroom, one-bath villa. Appreciate seamless connectivity with wireless internet and expanded cable TV while taking in the beautiful oceanfront view. The private bedroom, featuring a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Hilton Head Tours & Activities

Lake Keowee - Jet Ski Rental

Captain Cams Watersports

Book online
$300.00 - $2,275.00

duration: 4-7 Hours meeting_point: 757 Keowee Baptist Church Road Six Mile, SC 29682 min_age: 21 group_size: Up to 6 People description: We run Yamaha VX models. These are very comfortable jet skis that will go about 45 mph depending on the weight...

All-Inclusive Sunset Supper Cruise

Daufuskie Difference

Book online
$44.50 - $89.00

meeting_point: Old Daufuskie Crab Co. Restaurant description: Join us on the most popular Sunset Dinner Cruises Hilton Head has to offer! Departing from Broad Creek Marina every Friday at 4pm. The 50-minute Ferry ride is accompanied by fascinating...

Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$49.75 - $269.00

duration: 1 hour 45 minutes cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. max_age: 1000 group_size: 6 passengers accessibility: Boats take 2 steps...

Dolphins & Donuts (Small Group)

Lowcountry Watersports

Book online
$15.00 - $59.00

duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 6 max_age: 99 group_size: 1- 6...

Sunrise Cruise

Flip Flop Charters

Book online
$895.00

description: Limited Availability! Duration 2 hours About There are few things as beautiful as a Hilton Head sunrise. Every morning we’re greeted with the most brilliant colors as the sun makes its way over the horizon. Join us for a ...

Gift Cards

Carolina Hydrofly

description: Purchase the perfect gift: a gift card with a value of your choosing!

13 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$95.99 - $191.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

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...

Kayak Club

Hilton Head Outfitters - Bike Rental

Book online
$300.00 - $450.00

description: Valid through 2026 calendar year Unlimited kayak rentals for membership holder and 50% off rentals for additional guests on booking. Applies to One Hour Kayak or Canoe Rental, 1.5 Hour Kayak or Canoe Rental, and Two Hour Kayak or...

Beach Gear Rental • Two Weeks

Lowsea Bike, Beach and Baby Rental

Book online
$40.00 - $200.00

duration: 14 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...

Romantic Sunset Cruise

Island Time Charters

Book online
$399.00

The most spectacular views and vivid colors! Duration 2 Hours About Come aboard for an enchanted, romantic cruise! Bring your favorite bottle of bubbly and we will provide the rest. This charter includes a sweet treat, fresh flowers, and...

Private Dolphin Encounter - Two Hour

Island Life Rentals and Tours

Book online
$45.00 - $540.00

duration: 2 Hours group_size: 12 - 14 Max description: Every trip is a unique experience. Dolphins abound in the Hilton Head waters, and you'll enjoy the thrill of seeing them up close aboard Island Life's safe, comfortable boats. Our experienced...

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