Whether you’re a snowbird or looking to break from the cold weather, Hilton Head Island has many events to help you bring in the holiday cheer! The Lowcountry is great at spreading the holiday spirit between the holiday lights and celebrations.
Historic Holidays on Hilton Head Island
When: November 25th, 2023 | Where: USCB Hilton Head Campus
Experience a festive celebration of Sea Island traditions at the USCB Hilton Head Campus on November 25, 2023, from 1 pm to 4 pm. Enjoy a Holiday Tea Service with delectable treats, meet authors for book signings, and explore unique creations by local artists. The entrance fee is $10, supporting The Heritage Library, while a Tea Service Package is available for $30. Children under 12 are free with an adult ticket. Join in to support local talent, find distinctive gifts, learn about Hilton Head Island’s history, and embrace the holiday spirit. Note that some vendors may prefer cash or check payments.
Harbour Town Lights
When: November 24th, 2023 – January 1st, 2024| Where: Harbour Town
Take a leisurely walk along the harbor, reveling in the glow of seasonal figures, with the magnificent Christmas tree as the centerpiece. Harbour Town is the ultimate destination for a festive family experience, offering a lively atmosphere with various activities and live entertainment. The official tree lighting is scheduled right before the Gregg Russell concert at 7:30 pm on Friday, November 24. As you immerse yourself in the holiday spirit, contribute to the Deep Well Project’s meaningful cause by donating canned goods or a new, unwrapped child’s toy at the Liberty Oak stage well.
Bluffton Christmas Tree Lighting & Parade
When: December 1st – 2nd, 2023| Where: Martin Family Park
The 52nd annual Bluffton Christmas Parade, hosted by the Town of Bluffton, is set to take place on Saturday, December 2, at 10 a.m. as it winds through Bluffton’s Historic District. The festive celebrations continue with the Tree Lighting ceremony on Friday, December 1, starting at 5:30 p.m. at Martin Family Park. Following this, Santa’s Workshop at DuBois Park’s Pavilion and a screening of the movie “Elf” at 6:30 p.m. in Martin Family Park will add to the holiday cheer. Bring your blankets and chairs for a cozy experience. These events, including the Christmas tree lighting, Santa’s workshop, and parade, mark the official commencement of Bluffton’s holiday season.
Winter Wonderland
When: December 8th, 2023 | Where: Shelter Cove Park
Join us at Shelter Cove Community Park for the Winter Wonderland Festival, a joyous celebration from 4 to 7 p.m. It’s the perfect, secure setting for families to kick off their holiday festivities! All are invited to enjoy carnival games, a children’s parade, a golden candy cane hunt, and so much more. Admission is free, and donations are appreciated. Treat yourself to concessions, trampoline bungee, and the rock wall, available for separate purchase. Come one, come all, and let’s make this holiday season magical!
Polar Pines Express Holiday Wagon Ride
When: December 9th & 16th, 2023 | Where: Heritage Farms
Hop aboard our merry wagon brimming with holiday delight! Be part of our journey to our enchanting “North Pole,” where a world of crafts, activities, hot chocolate, and treats awaits. While on the ride, sing along to festive tunes and enjoy the timeless tale of “The Polar Express.” Hop on the wagon starting at 1 pm. If you want to enjoy this jolly ride, reservations are required.
Holiday Fun in Harbour Town
When: December 27th-28th, 2023 | Where: Harbour Town
Gather at the Liberty Oak for an enchanting evening of classic holiday movies, marshmallow roasting, and delightful train rides. The movie and marshmallow roasting festivities commence at 6 pm, and admission is complimentary with the donation of a canned food item for the Deep Well Project. Experience the joy of train rides for $6 per passenger. Join us for a heartwarming celebration that combines the magic of movies, the warmth of roasting marshmallows, and the joy of a festive train ride.
Polar Bear Swim
When: December 30th, 2023 | Where: Harbour Town Pool
Embrace your adventurous spirit and join fellow “polar bears” for a refreshing plunge into the Harbour Town Pool on a crisp winter day. Afterward, warm up with indulgent hot chocolate and delightful refreshments.
New Year’s Eve Celebration
When: December 31st, 2023 | Where: Harbour Town
Celebrate the New Year with us at the festive ball drop from the summit of the Harbour Town Lighthouse! Indulge in food, entertainment, and live music scattered across Harbour Town. Join the countdown to the ball drop, marking the new year’s arrival with two spectacular moments: 7 p.m. and midnight.
Book your Hilton Head Vacation Rental for the Holiday Season
It’s not too late to book one of our Hilton head vacation rentals for the holiday season! Browse our Hilton Head vacation rentals and find the perfect rental for you and your family, whether it’s just a short stay or looking to snowbird with us in the Lowcountry. Book your rental and enjoy all the festivities Hilton Head has to offer!
As the weather turns cold, you might look for a heated pool or sun-soaked oasis to warm up. Hilton Head Island is the perfect winter getaway with its year-round sunny shores and sandy beaches. Warm up with a vacation to Hilton Head Island, but take your warm-up a level with our Hilton Head Homes with a heated private pool. These luxurious properties not only provide a cozy escape from the chill but also elevate your vacation experience to a whole new level.
Hilton Head Homes with a Heated Pool
6 Laurel Lane
Bedrooms: 6 | Sleeps: 23
Location: South Forest Beach
6 Laurel Lane is a fantastic 3rd Row Ocean vacation home in South Forest Beach on Hilton Head Island, comfortably accommodating 23 guests with six bedrooms and 6.5 bathrooms. This spacious rental features a private pool, hot tub, and beach access. Divided into two wings for added privacy, it’s perfect for large family gatherings. The backyard is a paradise with a pool, hot tub, grilling station, and plenty of outdoor seating. The pool and hot tub can be heated for an additional fee. The beach is just a short walk away, and Coligny Plaza’s shops, restaurants, and entertainment options are a quick drive. This home promises an unforgettable Hilton Head Island experience.
Book 6 Laurel Lane
24 Cartgate
Bedrooms: 4 | Sleeps: 22
Location: Palmetto Dunes
24 Cartgate in Palmetto Dunes is a spacious vacation home accommodating up to 22 guests. This 4-bedroom, 3.5-bathroom property offers various amenities, including a private pool and jacuzzi, bridge access to the beach, community tennis and pickleball courts, and more. The first level has a high-ceilinged living room, a primary suite, a formal dining room, and a well-equipped kitchen. On the second level, there are three bedrooms, a loft with additional sleeping space, and two bathrooms. The backyard is perfect for outdoor entertainment, featuring a pool, jacuzzi, outdoor shower, and a yard for games, along with a grill and deck for dining. The pool and jacuzzi can be heated for an additional fee.
Book 24 Cartgate
51 Lawton Road
Bedrooms: 5 | Sleeps: 18
Location: Sea Pines
This is a charming 5-bedroom, 3.5-bath Lowcountry-style home in Sea Pines with a saltwater pool that can be heated for an additional fee, a well-appointed kitchen, a spacious living area, and comfortable bedrooms. The main level includes a Master bedroom with a spa-like bathroom, while the upper levels offer private bedrooms and a bunk room, perfect for families. The house is beautifully detailed, with hardwood floors and trim throughout. It also features a covered front porch and a gas grill, and it’s a short walk to the beach.
Book 51 Lawton Road
6 High Water
Bedrooms: 4 | Sleeps: 8
Location: Palmetto Dunes
Nestled in Palmetto Dunes, 6 High Water boasts captivating golf course panoramas and access to an 11-mile lagoon. This 4-bed, 4-bath retreat presents a private pool & spa; both can be heated for an additional fee and an elevated deck with golf course vistas. A mere 8-minute bike ride leads to the beach, with six bikes at your disposal. The first floor accommodates two bedrooms, a spacious living area, a dining room, and a fully equipped kitchen. Upstairs, two bedrooms feature ensuite bathrooms. Relish a private pool, spa, and deck with breathtaking golf course views outside. Palmetto Dunes offers many amenities, from golf to tennis and beach access.
Book 6 High Water
3 Urchin Manor
Bedrooms: 6 | Sleeps: 18
Location: Bradley Beach
3 Urchin Manor is a luxurious 6-bedroom Hilton Head Island home with ocean views, beach access, a private pool, and various amenities. This fully renovated retreat accommodates 18 guests, each room having its ensuite bathroom. The first level features an entertainment hub, including a spacious kitchen, dining area, and deck with a pool and jacuzzi that can be heated for an additional fee. The second level offers three bedrooms with balconies and ocean views. The third level boasts two bedrooms, a grand great room, and another balcony with stunning views.
Book 3 Urchin Manor
34 Bradley Circle
Bedrooms: 5 | Sleeps: 24
Location: Driessen Beach
34 Bradley Circle is a dog-friendly 5-bedroom, 5.5-bathroom home just a 1-minute walk from the beach. It offers a private pool, spa, arcade games, PS5, and an elevator. The first floor has a gourmet kitchen, a bedroom with an ensuite, a half bathroom, and a laundry room. The second floor features two bedrooms, each with ensuite bathrooms and private balconies. The third floor has two bedrooms with unique sleeping arrangements, both with ensuites and ocean views. The outdoor area includes a pool, spa, dining area, lounge chairs, and a grill with marsh views. The pool and spa can be heated for an additional fee. A beach path next to the home provides easy access to the beach, and there’s a fenced-in area on the pool deck for dogs. The house is also close to Chaplin Community Park, offering various recreational amenities.
Book 34 Bradley Circle
Book your Hilton Head Vacation Rental with a Private Pool
Our Hilton Head homes with heated pools offer a unique opportunity to escape winter’s grasp and bask in the island’s warmth and beauty. Whether planning a family getaway, a romantic retreat, or a fun-filled adventure with friends, these properties cater to your every need. Even on a crisp winter day, the pleasure of a heated pool is an experience you won’t want to miss. So why wait? Start planning your dream vacation to Hilton Head today. Browse our selection of Hilton Head vacation rentals, each one offering a warm and inviting oasis amidst the island’s natural splendor.
The idyllic shores of Hilton Head Island are where the sunsets are as warm as the welcome, and winter is a season of relaxation, not shoveling snow. Snowbirds, if you’re seeking a sanctuary to escape the chill and embrace the charms of coastal living, you’re in the right place. In this guide, we’ll unveil the best snowbird rentals on Hilton Head Island. We’ve scoured the island to curate a selection that promises comfort, convenience, and the opportunity to experience winter in a truly unforgettable way. Whether you’re a retiree seeking tranquility or a remote worker needing a change of scenery, these rentals provide the perfect retreat for your winter hiatus.
Shipyard Plantation
13 Sailmaster Common
Bedrooms: 2 | Sleeps: 6
Featured Amenities: Gated Community, Pool View, In-Home Laundry
13 Sailmaster Common is your ideal Hilton Head Island vacation villa for snowbirds. With two bedrooms, 2.5 bathrooms, and coastal charm, it’s the perfect place to relax all winter. Located in Shipyard Plantation, you’re 1.2 miles from the Shipyard Beach Club and all its amenities. The open first floor is great for entertaining, with a fully stocked kitchen, dining area, and a bright living room if you want your family to visit over the holidays. Upstairs, both bedrooms have private balconies and ensuite bathrooms. With Shipyard’s amenities at your fingertips, including a private beach club and golf courses, your Hilton Head winter adventure awaits!
Book 13 Sailmaster
1002 Shipmaster
Bedrooms: 3 | Sleeps: 8
Featured Amenities: Gated Community, Golf Course View, Private Turf Courtyard
Stay at 1002 Shipmaster for easy access to Shipyard’s amenities within walking or biking distance. This villa is designed for outdoor living with private balconies and a patio featuring golf course views. The first level has an open floor plan with a living room, well-appointed kitchen, and laundry room. Enjoy meals in the kitchen, dining room, or patio with a grill and views of the lagoon and golf course. This villa, tucked away, offers tranquility near the Shipyard’s attractions.
Book 1002 Shipmaster
Sea Pines
1592 Lagoon Villas
Bedrooms: 2 | Sleeps: 6
Featured Amenities: Gated Community, New Appliances, In-Home Laundry
1592 Lagoon Villas in Sea Pines is a fully renovated villa just 2 minutes from South Beach Marina. It features two bedrooms, two bathrooms, and a scenic lagoon-view patio. The villa offers a separate living and sleeping area, a well-equipped kitchen, a dining room overlooking the lagoon, and a spacious living room with a smart TV. The outdoor space is fantastic, featuring a grill, picnic area, wicker furniture, and an outdoor TV with views of Braddock Cove. Ideal for any snowbird, it’s also close to South Beach Marina, bike trails, and the beach.
Book 1592 Lagoon
703 Schooner Court
Bedrooms: 2 | Sleeps: 7
Featured Amenities: Quick Walk to Harbour Town, Gated Community, Calibogue Sound View
703 Schooner Court is a 2-bedroom, 2.5-bathroom villa in Sea Pines with a water view. It accommodates seven guests and is just a 1-minute walk from the Harbour Town lighthouse and Golf Links. The villa boasts updated furniture and bathrooms and offers luxurious views and amenities. The first floor has an open kitchen, wet bar, and living/dining area with ocean views and patio access. The second floor houses two bedrooms with ensuite bathrooms. Centrally located, this villa provides easy access to Sea Pines’ attractions for all snowbird activities!
Book 703 Schooner
Palmetto Dunes
6 High Water
Bedrooms: 4 | Sleeps: 8
Featured Amenities: Private Pool, Gated Community, Golf Course View
6 High Water in Palmetto Dunes offers picturesque golf course views and an 11-mile lagoon. This 4-bedroom, 4-bathroom home features a private pool, spa, and an elevated deck with golf course views. It’s a quick 8-minute bike ride to the beach, and six bikes are provided. The first floor includes two bedrooms, a spacious living area, a dining room, and a well-equipped kitchen. The second-floor houses two bedrooms with ensuite bathrooms. You’ll find a private pool, spa, and deck with stunning golf course views outside. Palmetto Dunes offers a range of amenities, including golf, tennis, and beach access. This home is an oasis for any Snowbird on Hilton Head.
Book 6 High Water
Book your Hilton Head Snowbird Rental
Hilton Head Island is a wonderful destination for snowbirds! It’s not too late to book your long-term snowbird rental for the 2023-2024 winter season! Find out what makes Hilton Head the best place for snowbirding, and don’t forget to find your perfect Hilton Head snowbird rental with Coastal Vacation Rentals.
Snowbirding on Hilton Head Island offers an enticing escape from the colder months, as this charming destination boasts a mild and inviting climate, picturesque landscapes, and a plethora of activities that cater to the seasonal traveler. With its serene beaches, lush golf courses, vibrant cultural scene, and various events, Hilton Head Island becomes a haven for those seeking respite from winter’s chill. Whether strolling along the shore, doing rounds of golf under the warm sun, or immersing yourself in the island’s cultural offerings, snowbirding here provides a delightful retreat that rejuvenates the body and spirit.
Perfect Snowbird Weather
During the snowbird season, which typically spans from late fall to early spring, Hilton Head Island enjoys a pleasantly mild and temperate climate. Snowbirds are drawn to the island’s comfortable weather to escape colder northern regions. The average temperature during this period ranges from the mid-50s to mid-60s Fahrenheit (around 13°C to 18°C), creating an ideal environment for outdoor activities without the extremes of heat or cold. While occasional cooler days can occur, the overall climate remains inviting, allowing visitors to enjoy the beaches, nature trails, and outdoor recreational pursuits. Additionally, the island experiences less rainfall during the snowbird season, making it even more appealing for those seeking a leisurely and comfortable winter retreat.
Island Activities for Snowbirds
Hilton Head Island offers many snowbirding activities catering to snowbirds seeking relaxation and adventure during their seasonal escape. Here are some enticing options to consider:
- Golfing: Enjoy the island’s renowned golf courses in the mild winter climate. Tee off against picturesque backdrops, lush fairways, and challenging holes.
- Biking: Explore the island’s scenic beauty on two wheels. Hilton Head has an extensive bike path network that winds through natural landscapes, parks, and charming neighborhoods.
- Beach Strolls: Enjoy leisurely walks along the serene beaches. The cooler temperatures provide a tranquil atmosphere, perfect for taking in the breathtaking ocean views and collecting shells.
- Nature Preserves: Immerse yourself in nature at places like the Sea Pines Forest Preserve. Discover walking trails, wildlife spotting, and serene lagoons.
- Cultural Enrichment: Engage in cultural activities by visiting local galleries, museums, and attending live performances at theaters. Join art classes or workshops to nurture your creativity.
Day trips
Hilton Head Island serves as a fantastic base for exploring the surrounding region, offering various day trip options that allow you to experience the diversity of the Lowcountry. Here are some enticing day trips to consider:
- Savannah, Georgia: Just an hour’s drive away, Savannah beckons with its charming historic district, cobblestone streets, beautiful parks, and vibrant riverfront. Explore museums, art galleries, and indulge in the city’s renowned Southern cuisine.
- Charleston, South Carolina: A two-hour drive north leads you to Charleston, known for its rich history, antebellum architecture, and scenic waterfront. Wander along Rainbow Row, visit historic plantations, and enjoy the city’s culinary delights.
- Beaufort, South Carolina: Located about an hour away, Beaufort boasts historic charm, lovely streets, and antebellum architecture. Explore its historic district, waterfront park, and Hunting Island State Park nearby.
- Tybee Island, Georgia: About an hour’s drive north, Tybee Island offers sandy beaches, historic forts, and a relaxed beach-town atmosphere. Visit the Tybee Island Light Station and Museum for panoramic views.
Fewer Crowds
During snowbird season, Hilton Head Island experiences a decrease in tourist crowds, making it a prime time for a more serene and intimate experience. With fewer visitors compared to the peak summer season, you can explore the island’s attractions, beaches, and restaurants without the hustle and bustle. This allows for a more relaxed and leisurely pace, ensuring you can fully immerse yourself in the island’s beauty and charm.
The Lowest Rates of the Year
Winter on Hilton Head Island has a notable advantage: lower rates across various accommodations and activities. Popular activities like golf and other recreational pursuits often come with discounted rates during this time. This means you can tee off on the island’s renowned golf courses, embark on outdoor adventures, and indulge in spa treatments at a fraction of the cost compared to peak seasons.
Book your Snowbird Rental on Hilton Head Island
Hilton Head Island emerges as a captivating haven for snowbirds seeking an ideal winter retreat. The island’s mild climate, tranquil ambiance, and various activities make it a paradise for those looking to escape the harsh northern winters. Hilton Head Island provides an unparalleled setting for a rejuvenating and enjoyable winter escape with its breathtaking natural beauty, abundant recreational options, and the added benefits of fewer crowds and lower rates on Hilton Head vacation rentals.
As the warm summers fade into fall and you start to plan your autumn getaway, explore our favorite Hilton Head fall events full of excitement and entertainment for all to enjoy. From captivating festivals to cultural celebrations, the island becomes a hub of activity, inviting locals and visitors to embrace the beauty of autumn. Don’t miss out on these exciting fall events on Hilton Head Island!
Fish and Grits Music Festivals
When: October 7th, 2023 | Where: Lowcountry Celebration Park
The Fish and Grits Music Festival annually celebrates Hilton Head Island’s lively culture with music, food, and community engagement. It pays homage to the island’s Gullah heritage, rooted in African traditions and Lowcountry culture. The festival features live performances by local and regional musicians spanning blues, jazz, gospel, R&B, and soul. Attendees can enjoy music and various dishes, including the Southern favorite of fish and grits and traditional Gullah cuisine.
Italian Heritage Festival
When: October 21st, 2023 | Where: The Coastal Discovery Museum at Honey Horn
Experience Italian culture at the festival – a dynamic celebration of food and entertainment. Enjoy the return of popular contests like grape stomping, pizza eating, and new events. Whether you’re local, visiting, or with family, the festival offers something for everyone. Explore booths with authentic Italian fare, from cheeses to gelato. Bid at the silent auction for golf, dining, and more. Discover crafts and art. The festival brings Italy’s vibrancy to life with tastes and experiences for all.
Hilton Head Island Shrimp Festival
When: September 23rd, 2023 | Where: Harbour Town
This event occurs on the tranquil lawn by the Liberty Oak in Harbour Town at The Sea Pines Resort. Enjoy diverse delights for all ages. Relish shrimp dishes from 18 Hilton Head chefs (while supplies last), paired with craft beers from 12 breweries (while supplies last). Explore specialty vendors amid festive vibes and live music by Groove Town Assault. The “Kid Zone,” sponsored by The Boys & Girls Club of Hilton Head, Coca-Cola, Southern Crown Partners, and US Foods, offers family fun with a bounce house, face painting, and arts and crafts.
Harbour Town Fall Fest
When: September 24th, 2023 | Where: Harbour Town
Experience Harbour Town’s charm at the eagerly awaited Fall Fest, where enchanting surroundings and fantastic bargains combine. Enjoy diverse events, including a vibrant sidewalk sale by Harbour Town Shops with captivating deals. Groove to island rhythms with Deas-Guyz, a local favorite band. Embrace nautical adventures like watersports and scenic boat rides. Delight in waterfront dining for a culinary dimension. Kids’ activities promise entertainment and Carolina Dreamers Car Club adds vintage car nostalgia.
Historic Bluffton Arts and Seafood Festival
When: October 14-22nd, 2023| Where: Bluffton Historic District
The Bluffton Arts and Seafood Festival is an annual event celebrating Bluffton’s culture, art, and seafood. It features diverse art displays, including paintings, crafts, and mouthwatering seafood dishes from local vendors. Live music, workshops, and interactive activities enrich the experience, making it a wonderful community celebration of art, culture, and cuisine.
Hilton Head Island Concours d’Elegance & Motoring Festival
When: November 3-5th, 2023| Where: Port Royal Golf Club
The Hilton Head Island Concours d’Elegance & Motoring Festival is an annual event celebrating automotive history and craftsmanship. It features a prestigious car showcase, driving tours, seminars, and social gatherings, all set in the stunning backdrop of Hilton Head Island. The event highlights the elegance and artistry of vintage vehicles while bringing together enthusiasts, collectors, and spectators worldwide.
Caramel Apple Festival
When: November 25th, 2023 | Where: Sea Pines Heritage Farm
Gather your family and head to Heritage Farm for an enjoyable fall afternoon filled with various activities. Delight in caramel apples, engage in games, embrace your creative side with crafts, experience the thrill of a bounce house, and so much more!
Hilton Head Oyster Festival
When: November 10-11th, 2023| Where: Shelter Grove Community Park & Lowcountry Celebration Park
The Hilton Head Oyster Festival is an annual celebration of oysters and Lowcountry culture. Held on Hilton Head Island, the festival features a variety of oyster dishes, live music, entertainment, and family-friendly activities. It’s a culinary and cultural event that brings together locals and visitors to enjoy seafood, music, and community.
Book your Hilton Head Island Vacation Rental
Fall is a festival-filled time for Hilton Head Island! Book your Hilton Head Vacation rental for your next Fall adventure! We have vacation rentals for everyone.
Popular Hilton Head Vacation Rentals to Explore
Explore our most popular rentals to find the perfect vacation rental for your getaway!
Hilton Head house rentals with a pool
Pet-Friendly Hilton Head rentals to bring your dog along for your next fall beach retreat
Hilton Head House rentals for large groups and families
Hilton Head Beach Rentals to be close enough to take a sunset stroll on the beach
As the warm summer breeze begins to fade, Hilton Head Island welcomes the enchanting fall season, offering visitors a unique and captivating experience on this idyllic Lowcountry destination. From the mild temperatures and stunning foliage to outdoor adventures and cultural festivities, fall in Hilton Head is a time of beauty and celebration. This comprehensive guide invites you to explore the best of the island’s fall offerings, from scenic bike trails and championship golf courses to serene kayaking routes and wildlife encounters. Join us as we unveil the wonders of Hilton Head Island in autumn and discover why this season holds a special place in the hearts of both locals and visitors alike.
Weather and Seasonal Changes
Fall weather on Hilton Head Island is a delightful time for visitors to experience the island’s natural beauty and outdoor activities. During the autumn season, which typically spans from September to November, the weather becomes milder and more comfortable compared to the hot and humid summer months.
In September, temperatures start to gradually cool down, with average highs ranging from the mid-80s°F (around 29°C) to the low 80s°F (around 27°C). October brings even more pleasant temperatures, with average highs in the upper 70s°F (around 25°C). November drops further, with average highs in the mid-70s°F (around 24°C). The evenings become cooler, providing a refreshing break from the summer heat.
Another charming aspect of Fall on Hilton Head is the change in foliage colors. Although the fall foliage is not as vibrant as in some northern regions, the island’s marshes and forests still showcase beautiful hues of golden and amber, providing picturesque scenery for nature enthusiasts.
Hilton Head Fall Festivals
The fall is the start of festival season here on Hilton Head Island! From the Hilton Head Italian Heritage Festival in September to the Historic Bluffton Arts and Seafood Festival in October, these fall events on Hilton Head Island provide a wonderful opportunity for visitors to immerse themselves in the island’s culture, taste local delicacies, enjoy live entertainment, and celebrate the season with a sense of community and festivity. Whether you’re a car enthusiast, a food lover, or an art enthusiast, Hilton Head’s fall events have something for everyone to enjoy during this enchanting time of the year.
Hilton Head Fall Outdoor Activities
Fall activities on Hilton Head Island offer diverse outdoor experiences for visitors to enjoy. Some popular activities include biking along scenic trails, golfing on championship courses, kayaking through tranquil waterways, and beachcombing on less crowded shores. Wildlife viewing, fishing, and picnicking in nature reserves add to the island’s allure. The pleasant weather and serene atmosphere make fall the perfect time to explore Hilton Head’s natural beauty and engage in various outdoor adventures.
Fall Beach Experience
Going to the beach on Hilton Head Island during the fall is a delightful experience. The summer crowds have thinned out, providing a more serene and peaceful beach atmosphere. Whether you’re lounging on the sandy shores, playing beach games with family and friends, or simply enjoying a stroll along the water’s edge, the fall season allows for a more relaxed and enjoyable beach experience.
One of the highlights of visiting the beach during the fall is witnessing beautiful sunrises and sunsets. The skies often showcase stunning colors, creating picturesque moments to capture and cherish. Additionally, fall brings about the opportunity to spot migratory birds flying along the coast, adding an extra touch of wildlife excitement to your beach visit.
The water temperature in the fall remains relatively warm, making it comfortable for swimming and water activities. Moreover, fall is also an excellent time for fishing from the shore, as many fish species are active and abundant.
Beach amenities and facilities are still available during the fall, allowing visitors to rent chairs, umbrellas, and beach equipment as needed. Lifeguards may be present at certain beaches, providing an added level of safety for beachgoers.
Book your Hilton Head Vacation Rental
Fall on Hilton Head offers visitors a perfect blend of relaxation and excitement. Hilton Head Island is the perfect destination for your family to visit to get away from the hustle and bustle of everyday life. Browse our stunning Hilton Head Vacation Rentals to start planning your Fall adventure.
Popular Hilton Head Vacation Rentals to Search
Search our most popular rentals to find the perfect rental for your next vacation!
Hilton Head house rentals with a pool
Pet-Friendly Hilton Head rentals to bring your pup along for your next beach retreat
Hilton Head House rentals for group and family travel
Hilton Head Beach Rentals Stay close enough to take a morning walk on the beach
If you’re an avid cyclist or love exploring nature on two wheels, Hilton Head Island offers many scenic bike trails. From picturesque beachfront rides to tranquil paths winding through lush forests and marshlands, the island’s diverse terrain makes it a paradise for bikers of all ages and skill levels. Let us take you on a journey through some of the most captivating bike trails on Hilton Head Island, providing insights and tips to make the most of your biking adventures. Whether you’re seeking a leisurely ride along the shoreline or an exhilarating journey through nature’s wonders, join us as we unveil the top Hilton Head bike trails that showcase the true beauty of this idyllic Lowcountry destination. Get ready to pedal your way to unforgettable experiences and discover why Hilton Head Island is a cyclist’s dream come true.
Sea Pines Forest Preserve
The Sea Pines Forest Preserve biking trail is a scenic route within the Sea Pines Resort on Hilton Head Island. It winds through a 605-acre sanctuary with ancient live oak trees, wildlife, and peaceful wetlands. The flat and well-maintained trail suits all skill levels, offering a tranquil escape into nature. Highlights include an Indian Shell Ring, a historical archaeological site. The Preserve provides a refreshing and unforgettable biking adventure on the island.
Hilton Head Island Beach and Shoreline
The Hilton Head Island Beach and Shoreline bike trail offers a picturesque biking experience along the stunning coastline. It runs parallel to the ocean on hard-packed sandy shores, providing a comfortable ride for all skill levels. Cyclists can enjoy the refreshing breeze and mesmerizing views of the Atlantic Ocean, making it a memorable and delightful biking adventure on the island.
Hilton Head South-End Pathways
The Hilton Head South-End Pathways are a well-maintained network of bike paths in the southern part of the island. They offer easy access to attractions, beaches, and the Sea Pines Resort, making them popular for cyclists of all levels. The pathways wind through beautiful landscapes, providing visitors with a safe and enjoyable biking experience to explore the island’s charm at their own pace.
Pinckney Island National Wildlife Refuge
Biking at Pinckney Island National Wildlife Refuge offers a unique and rewarding experience surrounded by pristine natural habitats and diverse wildlife. The well-maintained trails cater to all levels of cyclists, providing a chance to spot birds, deer, and alligators in their natural environment. It’s a must-do outdoor activity on Hilton Head Island for those seeking a tranquil and memorable biking adventure in the Lowcountry.
Palmetto Dune Oceanfront Resort
Biking in Palmetto Dunes Oceanfront Resort is a delightful experience with well-paved paths, scenic landscapes, and beachfront access. They offer bike rentals and over 5 miles of dedicated paths for safe and enjoyable riding. It’s a family-friendly activity that allows you to explore the resort’s amenities, golf courses, and beautiful beaches. Enjoy the natural beauty of Hilton Head Island while creating lasting memories on two wheels.
Flyover Bridge
Biking the Flyover Bridge on Hilton Head Island offers a thrilling experience with panoramic waterway views. It connects Hilton Head Island to Daufuskie Island, allowing cyclists to explore the charming and less-traveled Daufuskie Island with its rich Gullah culture and pristine beaches. The journey is recommended for experienced cyclists, providing a memorable adventure into the island’s natural beauty and cultural heritage.
Driessen Beach Park to Folly Field Beach Park
Biking from Driessen Beach Park to Folly Field Beach Park offers a scenic ride along Hilton Head Island’s coastline. The well-marked and flat trail is suitable for all levels of cyclists, providing beautiful views of the Atlantic Ocean. It’s a perfect combination of outdoor adventure and beach relaxation, making it a must-do activity for exploring the island’s stunning shoreline.
Book Your Hilton Head Vacation Rental
You do not want to miss out on exploring the beautiful Lowcountry by bike! Plan a trip to Hilton Head Island and live in style by staying in one of our Coastal Vacation Rentals!
Discover Our Most Popular Hilton Head Vacation Rentals
Search our most searched vacation rentals to find the perfect home for your next vacation!
Hilton Head house rentals with a pool
Pet-Friendly Hilton Head rentals to bring Fido along for your next beach getaway!
Hilton Head House rentals perfect for groups and the whole family
As the warm summer days slowly transition into the golden hues of autumn, Hilton Head Island beckons with its serene beaches, picturesque landscapes, and endless opportunities for relaxation and adventure. If you’re yearning for a memorable late summer getaway, we’re here to guide you through finding and booking the perfect vacation rental in Hilton Head.
43 Lighthouse Lane
43 Lighthouse Lane is a fully renovated townhome on Harbour Town Golf Links. With 4 bedrooms, each with water views, it’s perfect for a luxury Harbour Town vacation. When you book 43 Lighthouse Lane, you can enjoy complimentary beach towels, free daily golf, and island activities during your stay. The townhome features a screened-in porch, gourmet kitchen, and spacious living room. Outdoors you’ll find a deck with golf course views. Additionally, you’ll have access to the Harbour Town South pool. It’s an ideal spot for families or golf getaways.
Book 43 Lighthouse Lane
8 Juniper Lane
This one-story, 4-bedroom home near South Forest Beach offers a custom wrap-around window view and a private pool! The kitchen is updated with new appliances and custom cabinetry, and the dining area offers poolside views. The private pool deck includes a grill, dining table, and lounge chairs. The property provides parking for 4 vehicles. Within a short drive, guests can explore Coligny Beach and Plaza, enjoy the Lowcountry Celebration Park, and access public beach areas with walking and biking paths.
Book 8 Juniper Lane
3 Brigantine
3 Brigantine is a premier 2nd row home in Palmetto Dunes, steps away from the beach. This completely renovated 6-bedroom, 6.5-bath home features a private backyard with a pool, spa, outdoor cooking area, and covered porch. With 3 king-sized beds, 1 queen-sized bed, and 4 bunk beds, it comfortably accommodates up to 16 guests. The home includes an EV charger outlet, an elevator, and smart TVs. Located in the Palmetto Dunes community, guests can enjoy golf, tennis, biking, kayaking, and more. It’s the perfect choice for a luxurious family vacation on Hilton Head Island.
Book 3 Brigantine
25 Acorn Lane
25 Acorn Lane is a recently remodeled 4-bedroom home in the Sea Pines Club course community. It offers new furniture, flooring, and paint throughout. It’s perfect for entertaining with 3 decks, a screened-in patio, and a Carolina Room with a pool table. Enjoy beach towels and free golf and island activities during your stay. The house features a lounge area, fire pit, spacious living room, and fully stocked kitchen. The location is ideal, with easy access to Sea Pines amenities, nearby shops, and restaurants. Pool passes are available for purchase at South Beach Marina.
Book 25 Acorn Lane
104 Windward Village
104 Windward Village is a newly renovated townhome with stunning golf course views in Shipyard Plantation. Ideal for couples or golf enthusiasts, it offers access to amenities such as the community pool, hot tub, fire pit, and miles of bike paths. Guests can also enjoy the Shipyard Beach Club, complimentary beach towels, and free daily golf and island activities during their stay with us. The highlight of the townhome is the screened-in patio of the living room, featuring a comfortable sectional, an electric fireplace, a smart TV, and breathtaking views of the golf course. With its prime location and impressive views, 104 Windward Village is a perfect choice for a memorable stay in Shipyard Plantation.
Book 104 Windward Village
Book your Hilton Head Vacation Rental
We still have plenty of homes available for later this summer! Don’t miss the opportunity to explore the beautiful Hilton Head Island. Browse our Coastal Vacation Rentals to find your perfect rental, and be sure to check out our specials!
Explore Our Top Hilton Head Vacation Rentals
Search our top rentals to find the perfect vacation rental when you visit the beach!
Hilton Head house rentals with a pool
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Hilton Head Beach Rentals Stay steps away from the beach!
Independence Day is just around the corner, and now is the perfect time to start planning your patriotic vacation to the Lowcountry. Hilton Head Island hosts many 4th of July activities to keep your family busy throughout the day but also offers the perfect weather for the best holiday beach day. Learn more about Hilton Head’s greatest 4th of July events to celebrate America’s Birthday.
Hilton Head Firecracker 5k
Start America’s birthday with a bag with the Hilton Head Firecracker 5k! This iconic event is Beaufort County’s largest and longest race, with nearly 40 years of running tradition. This race starts at the beautiful Jarvis Creek Park and will take you through the scenic route through the stunning landscapes of the Lowcountry. This race is family-friendly, so you can walk with your family instead of running. Once the race is over, you can attend the post-race party. Celebrate your finish with pizza, two complementary beers or hard seltzers for those over 21, games, and much more.
SeaPine’s 4th of July Parade
Get ready to showcase your patriotic spirit at the Sea Pine 4th of July Parade! The festivities kick off at 8:30 a.m. in the parking lot adjacent to the iconic Harbour Town Lighthouse. Register for the parade and grab your decorating supplies to transform your bike, wagon, scooter, dog, or entire family into a vibrant red, white, and blue display. The excitement builds as the line-up begins at 9:30 a.m. Let your creativity shine because entries will be judged for their outstanding patriotism. Afterward, indulge in carnival games, engaging activities, and more, ensuring an unforgettable day for the whole family. Supplies are limited to the first 100 registered families, so arrive early to secure your spot and join the festivities that celebrate the true spirit of independence.
Salute from the Shore
If you plan to spend some of this summer holiday on the beach, you do not want to miss the Salute from Shore. This unique celebration involves a display of military aircraft flying in formation along the South Carolina Coastline, honoring the US armed forces. This tradition has been happening for over 10 years through volunteers. In 2023 the flyover will include two F-16s from the Saw Air Force Base and a C-17 from the Charleston Airforce Base. Their approximate arrival time to our Hilton Head Beaches is 1:31 pm, then 1:48 pm. Their times may change depending on weather and mechanical issues, so we suggest you arrive early and be patient.
HarbourFest
HarbourFest at Shelter Cove Harbour is hosting a special holiday on July 4th! This evening-long event is full of fun, family entertainment, and activities. Enjoy live entertainment from singer-songwriter Shannon Tanner and Clappy the Clown. Your family can also enjoy arts & crafts, shopping, dining, carnival games, and other kid’s games. As the night winds down and the sun begins to set, a fireworks show will light up the sky and the water below into an epic patriotic display.
Sea Pine Fireworks
On the south end of Hilton Head Island, there will be another fireworks extravaganza! Harbour Town will host an evening of live music, food, and fun while you wait for the fireworks display to start in the evening. Enjoy the beautiful fireworks display over the famous Harbour Town Lighthouse and Calibouge Sound.
Book your Hilton Head Vacation Rental
We still have some homes available for this holiday week! Plan a last-minute Hilton Head vacation for the 4th of July by booking one of our available vacation rentals in Sea Pines Plantation and South Forest Beach.
Are you considering booking one of our Hilton Head Vacation Rentals? Or have you already booked and want to know more about what’s included in your stay? Well, look no further! Our team at Coastal Vacation Rentals is looking forward to hosting you for your next trip to Hilton Head. We want to make sure your trip goes smoothly and goes off without a hitch. With that in mind, we make sure our homes are stocked, clean, and ready for your arrival. Learn more about what we do to help make you stay the best it can be!
Free Daily Activities
When you book one of our Hilton Head vacation Rentals, you’ll have access to several golf and other island activities across the island each day of your stay. You can enjoy one weekly Bike Rental for 2, a Dolphin and Nature Tour, one Adventure Cove Mini Golf & Arcade admission, and one round of Golf at Five Island courses every day of your trip! You can participate in one of these activities each day of your trip.
After booking, you will receive an email from Xplorie to begin booking your activities. If you would like more information or need additional assistance with booking activities, please text COAST to 94479.
*This offer is for short-term rentals only. Activities are not available to monthly renters, long-term renters, or stays beyond 28 nights.
Learn More about the included activities
Beach Towels
Visiting one of the many beaches of Hilton Head Island is a must-do during your stay! That’s why we wanted to ease your packing list by including beach towels in your stay in one of our vacation rentals. We provide 8 luxury beach towels for homes and 4 for villas. That way you don’t need to worry about packing them!
Linens
When you arrive at one of our vacation rentals, we will ensure that the linens in the bedrooms and bathrooms are fresh and clean! Between each stay, we clean and replace all the linens. Upon arrival, each bed will be freshly made, and bathrooms fully stocked with bath towels and washcloths. We provide 2 bath towels and washcloths for every person that is registered to be sleeping on the property. Additionally, we will provide a sealed bag of clean linens for any properties that have a sleeper sofa or a Murphy bed.
Starter Amenities
To help get your stay started without a hitch, we supply our vacation rentals with a starter kit of amenities of household items. Each bathroom will be supplied with two rolls of toilet paper and a starter kick with shampoo, conditioner, body soap, and hand soap. In the Kitchen, we will stock it up with one paper towel roll, 3 dish detergent pods, 3 laundry pods, one sponge, liquid dish soap, and a few trash bags.
Welcome Bag
As a thank you for staying with Coastal Vacation Rentals, you will receive a welcome bag upon arrival with a handful of snacks and water to get you started. We know traveling can be tiring and you can’t make it to the grocery store right away, so we wanted to make sure you had some nourishment upon arrival with us.
Browse our Luxury Hilton Head Vacation Rentals
Haven’t booked your Hilton Head vacation rental yet? No worries! Browse our stunning rental homes with a private pool, pet-friendly homes, and ocean-view homes to start planning your next vacation to the iconic Hilton Head Island.