Hilton Head, SC Vacations

HiltonHead-SC.com logo

Find your perfect Hilton Head

Vacation Rental

Featured Vacation Rentals

Family friendly villa with golf course v...

Summary:Water Oak 15The Space:Water Oak 15 offers fairway vistas of the adjacent Robert Trent Jones Golf Course and is just a short walk from the ocean. Offering over 2,000 sq. ft. of family-friendly space, this vacation rental features a...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
12 Haul Away - 5 Bedroom - Private Pool,...

This amazing near ocean home in the heart of Palmetto Dunes is brand new to the rental market for summer 2024! With only a 5 min. walk to the beach, private pool, private dock, and a fantastic layout for families, this is sure to be a new favorite...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Homey condo with ocean views, balcony, p...

Beachside Tennis 1896Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your vacation right with direct access to a deck with shining ocean vistas. Your...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Short walk or bike ride to the beach and...

This comfortable two-bedroom, three-bath Water Oak villa comfortably sleeps up to six guests, making it ideal for families visiting Hilton Head.The first-floor primary suite features a king bed, HDTV, and a private bathroom with a walk-in tiled...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 5
Beach condo with balcony, pools, & hot t...

Summary:Hilton Head Resort 2103The Space:NOTICE: The hot water tub is down until further notice. Thank you for understanding.Feel the ultimate beach hideaway at this gorgeous condo located in Hilton Head Resort, just a stone's throw away from the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Nicely Updated First Floor Villa!

As you enter this first floor villa you will be greeted by the new wood floors throughout the living, dining and bedroom areas. The Kitchen comes entirely-equipped making your cooking experience just like home. The Kitchen has all stainless steel...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2

Hilton Head Tours & Activities

Fireworks Cruise Aboard Dolphin Seafari
Book online
$35.00 - $50.00

duration: Approx. 2 hours cancellation_summary: Full refund if canceled 24 hours or more before the tour; call 843-785-2345 for cancellations or changes. group_size: Maximum 20 passengers accessibility: Handicapped accessible; guests should call...

SC Pimento Cheese Festival- Vendor
Book online
$30.00 - $125.00

duration: 8 hours meeting_point: 6071 St Andrews Rd, Columbia, SC 29212 description: With over 2,500 in attendance in our 1st SC Pimento Cheese Fest last year, we believe this year will be bigger and better! Promote your business in front of the...

Beach Cruiser

Hilton Head Helicopter Tours

Book online
$69.00

description: The Beach Cruiser is a helicopter sightseeing trip that flies over the sandy shores of Hilton Head, offering sweeping coastal views. Guests see landmarks and natural scenery from above, including beaches, creeks, and coastal sounds. The...

SC Pimento Cheese Festival - Tasting Ticket

meeting_point: Saluda Shoals- 6071 St Andrews Road, Columbia, SC 29212 description: A festival to showcase South Carolina's Favorite snack, Pimento Cheese Rates General Admission is Free and $5 Parking Fee per car at Gate Tasting Tickets are...

Fireworks & Nature Boat Cruise

meeting_point: Hilton Head Island, SC description: *Get the best seat in the house for the Shelter Cove Harbour Festival fireworks!* --- > Rates >- **Adults:** $65 >- **Children:** $45 (12 and under) >- **Small Children:** $40 (under 2) ...

Private Inshore Charter Fishing aboard Hobo

duration: 3 hours cancellation_summary: 48 hours meeting_point: Palmetto Bay Marina, 86 Helmsman Way. Please proceed down to the first dosk on the right side of the marina. group_size: Licensed for up to 16 passengers; rate includes 6...

12 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$85.99 - $171.99

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...

PVT Sunset Dolphin Cruise 16pk
Book online
$695.00 - $1,350.00

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane description: Looking for a private memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head is the perfect choice. This 90-minute private tour...

Ricochet Private Charter Fishing
Book online
$440.00 - $540.00

duration: 2 or 3 hours meeting_point: Palmetto Bay Marina, Hilton Head Island pricing: * $440 for a two hour charter * $540 for a three hour charter description: Board a Coast Guard inspected 25-foot boat "Ricochet" at Palmetto Bay Marina for a...

Lowcountry Seafood Experience

May River Excursions

Book online
$135.00

meeting_point: Hudson's Seafood Restaurant description: Rate - $135 per person includes boat excursion as well as a meal and one beverage __________ Duration - 2 Hour Boat Excursion with meal afterwards at Hudson's ____________ About ...

Sunrise Beach Photography

Island Life HH Photography

Book online
$225.00 - $775.00

duration: Up to 60 minutes cancellation_summary: Full refund if we cancel due to weather; no refund or discount for late arrival meeting_point: 55 Starfish Dr, Hilton Head Island, SC 29928 description: Get your photo taken on the beautiful Hilton...

WAHHI Vanishing Island Beachcombing Cruise

meeting_point: Hilton Head Island, SC description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise...

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