Hilton Head, SC Vacations

HiltonHead-SC.com logo

Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

Golf course-view condo with beach access...

Waterford C3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Kick back and watch the golfers from the private patio, tee it up on Shipyard's acclaimed 27-hole...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Oceanfront, Elevator, Ping Pong, Private...

10 Collier Beach, Hilton Head Island is an escape to heaven in this gorgeous 6-bedroom, 7-bathroom oceanfront home, offering striking ocean vistas and the ultimate in privacy. Unwind by the private pool, savor direct access to the beach, and indulge...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Stunning Oceanfront Corner Unit in Hilto...

Feel the best of beachfront living in this gorgeously maintained, never before rented corner unit, offering gorgeous expansive vistas of the Atlantic Ocean from every angle. Located on the 5th floor of the esteemed Villamare Community, this unique...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Panoramic Intercoastal Waterway Views Fu...

This newly refreshed one bedroom and one bathroom villa is ideal for your next hideaway! The kitchen has been updated with quartz countertops and stainless steel appliances. Coming entirely-supplied, putting together meals is a breeze! The...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Unique Treehouse Haven with Marsh-Front ...

Sealoft 2042Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate lush surroundings in a gorgeous treehouse that offers all of the amenities of modern...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Coligny Beach- spacious 3 bed condo supe...

3 BDR, 3.5BA, 1500 sf, Coligny Plaza is literally across the street - a block and a half to the Atlantic Ocean, private pool in the courtyard.Since you are looking for a break from the everyday grind, we have the spot. You can park your car and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8

Hilton Head Tours & Activities

Day Rental

Island Life Rentals and Tours

Book online
$15.00 - $70.00

duration: 1 Day description: *Perfect for your day exploring around Hilton Head!* ___________________________________ Additional Fees - **Basket** - $1.00 - **Helmet** - $5.00 - **Lock** - Free (1 lock per 2 bikes) About - Perfect for a day...

Go Try Archery

Hilton Head Island Recreation Association

Book online
$30.00

duration: 2 Hours meeting_point: Mid-Island Tract group_size: Up to 30 people description: Take aim at Hilton Head's first-ever Try Archery Event! Outdoor Rec's USA Archery certified instructors will provide you with basic instructions to try...

Saint Helena Day Sail

Otter Sailing Adventures LLC

Book online
$300.00

description: Experience the awe-inspiring beauty of Low Country waterways and the Saint Helena Sound Duration 2.5 hours About Private Sailing Charter - Price Per Group (up to 6) Experience the awe-inspiring beauty of Low Country waterways...

Beach Gear Rental • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $75.00

duration: 3 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...

Hilton Head Yacht Charters

Hilton Head Boat Charters

Book online
$595.00 - $1,295.00

duration: Two, Three, or Four Hours cancellation_summary: We need at least 72 hours' notice for a full refund. meeting_point: 43 Jenkins Island Rd, Hilton Head Island, SC 29926 min_age: 12 group_size: Up to 12 People description: This private yacht...

Private Lesson with Edward Sires

Palmetto Dunes Golf Academy

Book online
$110.00 - $550.00

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 Island High School Golf Team from 2002 to 2006. He...

4th of July Fireworks Cruise

Drifter Excursions

Book online
$25.00 - $50.00

description: *Fourth of July – Join us for the spectacular Harbour Town display.* ___________________________________ Rates - **Adults** - $50 - **Kids** - $25 - **Babies** - Free! ___________________________________ About - To view the...

Eleven Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $450.00

description: Electric Bike Rental Duration 11 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...

Sunset Dolphin Cruise Aboard Dolphin Seafari

description: Rates - Adult - $45 - Children -$30 (12 & under) - Infants -$10 (2 & under) ___________________________________ Duration - 1 hour and 30 minutes ___________________________________ About We have been voted the Best...

Beachcombing & Eco Tour (2 Hrs)

Beaufort Dolphin Adventures

Book online
$372.64

duration: 2 Hours cancellation_summary: Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances...

Marsh Madness

Port Royal Sound Foundation

Book online
$60.00

duration: 3-6 pm meeting_point: 310 Okatie Highway min_age: 21 group_size: 200 accessibility: Wheelchair accessible description: PRSF fundraiser for research & conservation efforts focused in the Port Royal Sound area. Enjoy an oyster roast, BBQ...

Day with a Native - Kahuna

Native Son Adventures

Book online
$365.00 - $1,260.00

duration: 3 to 8 hours group_size: Maximum 6 People description: Create a personalized day on the water or choose from favorite itineraries that focus on shark-tooth and fossil hunting, crabbing, fishing, dolphin encounters, birdwatching...

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