Hilton Head Island vacation rentals

We found 10,227 vacation rentals — enter your dates for availability

Select from 2978 houses, 323 apartments, and other vacation rentals to find the perfect place for your stay in Hilton Head Island. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Hilton Head Island

Showing deals for:Oct 24 - Oct 31

Image gallery for 5 ⭐️ property! Private pool!!SHORT walk to beach!! ❤️ of Sea Pines. Sleeps 12

Noted as one of the largest in Sea Pines. 30 ft long, 18' wide in shallow 12' in
10 out of 10 rating
Exceptional
(59 reviews)

5 ⭐️ property! Private pool!!SHORT walk to beach!! ❤️ of Sea Pines. Sleeps 12

Hilton Head Island, SC

16% off
Price is $764
$5,345 for 7 nights
Fees included upfront
5 ⭐️ property! Private pool!!SHORT walk to beach!! ❤️ of Sea Pines. Sleeps 12

Find spaces that suit your style

Find out more about Hilton Head Island

Why visit Hilton Head Island

  1. Beautiful Beaches: Enjoy the sun-kissed shores of Forest Beach, perfect for relaxation and family fun.
  2. Outdoor Activities: Experience a range of adventures, including free golf and various outdoor pursuits.
  3. Charming Neighborhoods: Explore picturesque coastal neighborhoods filled with local culture and art.
  4. Family-Friendly Vibe: Create lasting memories in a welcoming atmosphere ideal for family vacations.
  5. Variety of Accommodations: Choose from cozy condos to oceanfront homes, ensuring a perfect stay.

Popular types of accommodation in Hilton Head Island

Planning a getaway to Hilton Head Island? Discover the perfect vacation rental for your stay! From cozy condos and spacious apartments to luxurious houses, you’ll find a variety of options. Consider villa rentals in the renowned Sea Pines Resort, enjoy oceanfront views, or relax in a property with a hot tub. Whether you need a whole home for the family or a romantic retreat, Hilton Head has something for everyone!

  • Condos: The top choice for vacation rentals in Hilton Head Island, offering convenient amenities and proximity to the beach.
  • Apartments: A close second, these rentals provide a comfortable and spacious option for travelers seeking a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes offer privacy and a personalized experience.
  • Villas: A luxurious option, villas come with upscale features and often stunning views.
  • Cottages: Quaint and charming, cottages provide a cozy retreat for those looking for a serene getaway.**

Top attractions in Hilton Head Island

Hilton Head Island is perfect for outdoor adventures and family vacations, featuring beautiful beaches, charming piazzas, and historic houses. Visitors can immerse themselves in the local culture while enjoying various activities, including nearby golf courses and unique island experiences. With options for free golf and other outdoor pursuits, Hilton Head Island promises a memorable getaway filled with fun and relaxation.

  1. Coligny Beach: Experience the vibrant atmosphere of Coligny Beach, known for its soft sand and inviting waves. Perfect for sunbathing, swimming, and beach games, it's a great spot to relax and enjoy the coastal vibes.
  2. Sea Pines Forest Preserve: Explore the family-friendly Sea Pines Forest Preserve, where you can stroll through scenic trails, observe local wildlife, and enjoy the natural beauty of the area. It’s a tranquil escape for nature lovers.
  3. Harbour Town Lighthouse: Visit the iconic Harbour Town Lighthouse, a modern symbol of Hilton Head. Climb to the top for stunning views of the marina and surrounding beach, and immerse yourself in the lively coastal atmosphere.

Things to do recommended for couples

Looking for a romantic getaway in Hilton Head Island? Enjoy luxury vibes at the Palmetto Dunes Tennis & Pickleball Center, challenge each other at Pirate's Island Adventure Golf, or set sail with Sea Wolf Charters for an unforgettable outdoor adventure. Each experience is perfect for couples!

Things to do recommended for families

Families vacationing in Hilton Head Island can enjoy exciting days at the Van Der Meer Tennis Academy, filled with sports vibes. Adventure Cove offers an arcade experience packed with fun for all ages, while the Van Der Meer Tennis Center provides a relaxing environment for wellness and family bonding.

Things to do recommended for groups

Groups visiting Hilton Head Island can enjoy shopping and dining at Coligny Plaza, play a round of golf at the scenic Harbour Town Golf Links, and catch a family-friendly film at Coligny Theater for a well-rounded local experience.

What do I need to keep in mind when booking a vacation in Hilton Head Island

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Hilton Head Island with young kids: Traveling with young kids can present some challenges. It's essential to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hilton Head Island: For many families, a vacation isn’t truly finished without their furry companions by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Hilton Head Island: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Hilton Head Island

Hilton Head Island is an idyllic destination for outdoor and family vacations, offering a blend of relaxation and adventure. Enjoy the sun-kissed shores of Forest Beach, explore the charming coastal neighborhoods, and immerse yourself in the local art scene. This beloved vacation spot boasts adorable oceanfront views and a friendly atmosphere, making it perfect for creating unforgettable memories with loved ones. Experience the best of South Carolina's coastal beauty and family-friendly vibes on your visit!

  • Savannah: Located approximately 20 miles from Hilton Head Island, Savannah is a charming city known for its rich history and vibrant culture. As you stroll through its picturesque streets, you'll encounter beautiful squares, historic homes, and lush oak trees draped in Spanish moss. Savannah’s River Street is a bustling area filled with shops, restaurants, and galleries, making it perfect for a leisurely day out. Don’t miss visiting landmarks like Forsyth Park and the historic district, where you can soak in the city's unique Southern charm.
  • Tybee Island: Just 12 miles from Hilton Head Island, Tybee Island is a delightful beach destination that offers a laid-back atmosphere and stunning coastal views. Known for its beautiful sandy beaches, Tybee is ideal for families looking to enjoy outdoor activities such as swimming, fishing, and sunbathing. The Tybee Island Pier and Pavilion is a popular spot for leisurely walks and beachside dining. History enthusiasts will appreciate the Tybee Island Light Station and Museum, which provides insight into the area's maritime heritage.
  • Sea Pines: Nestled around Hilton Head Island, Sea Pines is a scenic neighborhood that combines nature with luxury. This community is known for its outdoor activities, including world-class golf courses and beautiful beaches, making it a favorite among families and outdoor enthusiasts. Explore the Sea Pines Forest Preserve, where you can hike, bike, or simply enjoy the serene landscapes. The iconic Harbour Town Lighthouse is a must-visit attraction, offering stunning views and a charming shopping area filled with boutiques and restaurants.

Best time to go to Hilton Head Island

If you're planning a trip to Hilton Head Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January52.3°F (11.3°C)Light RainMostly SunnyLowSlightly Low
February55.6°F (13.1°C)Light RainMostly SunnyLowAverage
March60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
April66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly High
May73.4°F (23.0°C)Light RainMostly SunnyAverageAverage
June79.7°F (26.5°C)Light RainMostly SunnyHighSlightly High
July82.0°F (27.8°C)Light RainMostly SunnyHighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyHighSlightly Low
September78.3°F (25.7°C)Light RainMostly SunnyAverageAverage
October70.5°F (21.4°C)Light RainMostly SunnyAverageAverage
November61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
December56.7°F (13.7°C)Light RainMostly SunnyLowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being open to adjusting your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, don’t hesitate to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your total booking amount. Being the planner definitely has its benefits! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a dedicated space for you to plan new trips, keep your travel plans on track, and manage your bookings effectively. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Take in the waterfront beauty of Hilton Head Island

The island views and other outdoor surroundings create an inviting atmosphere in Hilton Head Island. This city's golfing, biking and bird watching draw many visitors. Marine Corps Recruit Depot Parris Island and River Street are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Hilton Head Island

Are you hoping to discover attractions to visit while you're in the area? Travelers enjoy Hilton Head Island for its golfing, biking and bird watching. Venture out of your cozy vacation rental and experience everything that makes Hilton Head Island a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Heron Point by Pete Dye at Sea Pines Resort (0.3 mi / 0.5 km)
  • Shipyard Golf Course (0.9 mi / 1.5 km)
  • Van Der Meer Tennis Academy (1.7 mi / 2.7 km)
  • Palmetto Dunes Club (2.5 mi / 4.1 km)
  • The Golf Courses of Palmetto Dunes (2.5 mi / 4.1 km)
  • Atlantic Dunes by Davis Love III (2.6 mi / 4.1 km)

Exploring the beaches and other natural features in Hilton Head Island

Travelers enjoy Hilton Head Island for its island views, seaside and sunrises. Whether you're an active traveler or just want to spend some time taking in the scenery, Hilton Head Island is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Sea Pines Forest Preserve (0.8 mi / 1.3 km)
  • Coligny Beach (1.8 mi / 2.9 km)
  • South Beach (4.3 mi / 6.9 km)
  • Singleton Beach (4.4 mi / 7.1 km)
  • Burkes Beach (4.5 mi / 7.3 km)
  • Driessen Beach Park (5 mi / 8 km)

Seasonal weather averages in Hilton Head Island

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 80°F.

Traveling to and around Hilton Head Island

The nearest airport is in Hilton Head Island Airport (HHH), located 6.1 mi (9.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Savannah - Hilton Head International Airport (SAV), which is 26.3 mi (42.3 km) away.

Frequently asked questions

What is the best area to stay in Hilton Head Island when booking a vacation rental?
When considering a vacation rental on Hilton Head Island, you might want to explore the Sea Pines Resort area. This neighborhood is well-known for its stunning natural beauty, pristine beaches, and upscale amenities. The Sea Pines Forest Preserve and Harbour Town Lighthouse are two top attractions that draw visitors to this area. The scenic trails and wildlife in the Preserve offer a peaceful retreat, while Harbour Town features charming shops and restaurants, along with breathtaking views of the marina.

Another excellent choice is the Palmetto Dunes neighborhood, which boasts a variety of vacation rentals that cater to different preferences and budgets. This area is particularly famous for its golf courses and the picturesque lagoon system superb for kayaking and paddleboarding. Additionally, the proximity to the beautiful Palmetto Dunes Beach makes it a favorite for families and beach lovers alike.

If you prefer a more laid-back atmosphere, consider the Forest Beach area. This neighborhood offers a relaxed vibe with easy access to the beach and a range of dining options. You can stroll along the shoreline or explore Coligny Beach Park, which is a beloved spot for both locals and visitors.

Overall, Hilton Head Island has a diverse range of neighborhoods, each providing a great experience.
How much does it cost to rent a vacation home in Hilton Head Island?
Prices for vacation rentals in Hilton Head Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hilton Head Island to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hilton Head Island vacation house rentals?
You can find great discounts on house rentals in Hilton Head Island on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Hilton Head Island?
For renting a beach house in Hilton Head Island, travelers should focus on the areas surrounding the island's renowned beaches, particularly the Folly Field Beach and Coligny Beach neighborhoods. These areas feature a variety of vacation rentals that offer direct beach access, making them ideal for families and groups looking to enjoy sun-soaked days by the ocean. Many properties in this vicinity come equipped with modern amenities such as private pools, outdoor grills, and spacious decks or balconies for enjoying sunset views.

The Coligny Beach area is particularly popular, as it not only provides easy beach access but also proximity to local shops, restaurants, and entertainment options. Rentals here often include features like fully equipped kitchens, multiple bedrooms, and living spaces that cater to larger groups. Travelers can enjoy the vibrant atmosphere while being just steps away from the sandy shores.

Additionally, the Sea Pines Resort area presents a more upscale option, with beautiful homes located among lush landscapes and close to the beach. These properties often boast luxury amenities such as private hot tubs, game rooms, and access to resort-style pools. Find your rental near the beach in Hilton Head Island.
What is the most popular type of vacation rental accomodation in Hilton Head Island?
In Hilton Head Island, condos are the most popular vacation rental option, with approximately 3,046 available throughout the area. These condos are often situated in vibrant communities close to the beach and provide amenities such as fully equipped kitchens, spacious living areas, and access to on-site pools or fitness centers. Many also feature private balconies or patios that offer stunning views of the ocean or lush landscapes.

Additionally, there are around 2,519 villas available, which provide a more secluded experience with multiple bedrooms, private outdoor spaces, and sometimes swimming pools, making them ideal for families or groups. Vacation houses, numbering about 2,173, offer even more room and are typically located in quieter residential neighborhoods, allowing guests to enjoy a peaceful retreat while still being close to points of interest like golf courses and nature preserves.
Are there any family house rentals in Hilton Head Island?
In Hilton Head Island, there are numerous family-friendly vacation rentals available, with around 5,338 options for travelers to choose from. This picturesque location features a variety of neighborhoods, including Sea Pines, Palmetto Dunes, and Forest Beach, each offering unique accommodations suitable for families.

Properties in Sea Pines often provide spacious living areas, fully equipped kitchens, and outdoor decks or patios, great for family gatherings. Visitors can enjoy easy access to beautiful beaches and the renowned Harbour Town Lighthouse, which is a great spot for sightseeing.

In Palmetto Dunes, families can find rentals with multiple bedrooms, private pools, and game rooms for entertainment. The area is also known for its proximity to golf courses and bike paths, making it ideal for outdoor activities.

Forest Beach offers charming homes that are just a short walk to the ocean, along with amenities like outdoor showers, beach gear, and cozy living spaces. See all family-friendly rentals in Hilton Head Island.
Can I rent a vacation home with a pool or hot tub in Hilton Head Island?
In Hilton Head Island, there are numerous vacation homes available for rent that feature pools and hot tubs, with around 6,734 options to choose from. This popular destination offers a variety of neighborhoods where these properties can be found, including the picturesque Sea Pines Resort, known for its beautiful beaches and golf courses, as well as the more tranquil Palmetto Dunes area, which is superb for families and outdoor enthusiasts.

Travelers can expect many amenities in these rentals, including private pools, soothing hot tubs, outdoor patios, and fully equipped kitchens, making them ideal for both relaxation and entertaining. Find your rental in Hilton Head Island with a pool or a hot tub.
Can I find long-stay vacation rentals in Hilton Head Island?
A long-stay vacation rental in Hilton Head Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Hilton Head Island?
In Hilton Head Island, travelers can find a variety of pet-friendly house rentals, with over 1,200 options available across this beautiful coastal destination. Many of these vacation homes are equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces like decks or private pools, superb for enjoying the warm South Carolina weather.

The island is known for its stunning beaches and outdoor activities, making it an ideal spot for pet owners. The nearby Sea Pines Forest Preserve offers scenic trails and natural beauty, allowing for delightful walks with pets. Additionally, the beach areas, particularly Coligny Beach, are accessible and welcoming to pets, providing plenty of opportunities for fun in the sun.

Travelers can also explore the numerous parks and recreational areas throughout Hilton Head Island, ensuring that both guests and their furry companions have ample space to play and relax. See all pet-friendly rentals in Hilton Head Island.
Are there any remote work vacation rentals in Hilton Head Island?
In Hilton Head Island, there are a substantial number of remote work vacation rentals available, totaling around 7,032 options. This picturesque destination offers a range of properties that cater specifically to remote workers, featuring amenities like dedicated office spaces, high-speed Wi-Fi, and comfortable workstations with desk chairs and monitors. Many rentals also include additional conveniences such as business centers and safe areas for securing valuable equipment.

The island itself is known for its beautiful beaches, golf courses, and lush landscapes, providing a superb backdrop for productivity and relaxation. After a day of work, travelers can enjoy the scenic beauty of places like Harbour Town and Sea Pines, which offer numerous recreational activities, dining options, and shopping experiences. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hilton Head Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hilton Head Island with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Hilton Head Island?
In Hilton Head Island, popular vacation rental amenities include WiFi, kitchens, and shared pools, making it easy for travelers to stay connected, prepare meals, and enjoy relaxation options. Many rentals also feature patios, great for outdoor dining or enjoying the pleasant coastal weather.
When is the best time to visit Hilton Head Island for a vacation rental?
The best time to visit Hilton Head Island for a vacation rental is during the peak season from May through July, with July being the most popular month. This lively period attracts beachgoers and families looking to soak up the sun along the island's pristine shores. Visitors can enjoy a number of outdoor activities, including biking along scenic paths, playing golf on world-class courses, and indulging in water sports in the warm coastal waters, with temperatures typically ranging from the mid-70s to mid-90s Fahrenheit.

The peak season is characterized by vibrant tourist activity, so you can expect a bustling atmosphere filled with fellow travelers enjoying the island's many attractions and events. The warm summer weather is ideal for outdoor adventures, making it a prime time for both relaxation and exploration.

For those seeking a more budget-friendly option, consider visiting in November. This month offers a quieter experience with comfortable temperatures in the low 60s to low 70s Fahrenheit.
How early should I book a Hilton Head Island vacation rental?
Book your Hilton Head Island vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hilton Head Island?
In Hilton Head Island, visitors can enjoy a variety of attractions spread throughout the island. The South Forest Beach area is popular for its beautiful beaches, where travelers can soak up the sun and enjoy water activities. Nearby, Coligny Plaza offers shopping, dining, and entertainment options, making it a lively hub for vacationers.

The Sea Pines Resort area is home to iconic landmarks like the Harbour Town Lighthouse and offers stunning views of the marina. This neighborhood features upscale rentals with easy access to golf courses, sailing, and bike trails.

For nature enthusiasts, the Pinckney Island National Wildlife Refuge, located just off the island, provides opportunities for hiking and wildlife viewing. The island's extensive network of bike paths makes it easy to explore areas like the Palmetto Dunes neighborhood, which boasts pristine beaches and scenic lagoons.
Can I change or cancel my Hilton Head Island home rental booking on Vrbo?
To find Hilton Head Island vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Explore destinations around Hilton Head Island

Palmetto Dunes Club (11,156)
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Shipyard Golf Course (10,750)
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George Fazio Golf Course (11,157)
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Pirate's Island Adventure Golf (11,177)
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Country Club of Hilton Head (11,067)
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Atlantic Dunes by Davis Love III (12,081)
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The Golf Courses of Palmetto Dunes (11,171)
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Robert Trent Jones Golf Course (8,469)
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Barony Course at Port Royal Golf Club (11,069)
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Arthur Hills Course (11,001)
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Harbour Town Golf Links (12,138)
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Robert Trent Jones Oceanfront Course (11,155)
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Arts Center of Coastal Carolina (11,173)
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Coastal Discovery Museum (8,581)
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Oyster Reef Golf Club (11,038)
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Heron Point by Pete Dye at Sea Pines Resort (10,592)
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Port Royal Golf Club (11,079)
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Palmetto Hall Golf and Country Club (11,073)
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Coligny Theater (10,507)
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The Sandbox (10,509)
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