Brynn Flaherty, Author at Coastal Vacation Rentals

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Escape the heat or the rain while maximizing your fun-filled stay on Hilton Head Island! When the elements upend outdoor adventures, the island’s wealth of indoor activities steps in as your ticket to endless entertainment. Hilton Head boasts an array of indoor wonders awaiting discovery, from museums and theaters to indoor adventure parks. Let’s explore the best indoor activities Hilton Head Island has to offer!

Hilton Head’s Indoor Activities

Sandbox museum

When the less-than-ideal weather threatens your vacation plans, Sandbox Children’s Museum steps in as the perfect solution for entertaining kids. Tailored for all age groups, the museum boasts engaging exhibits like The Sandcastle, STEM Ally, Flight Lab, kinetic sand tables, interactive Lego wall, beaches vet clinic, Island grocery, Paravion Island Tire Garage, and Build It! From science to building and bubbles, this children’s museum promises a delightful experience for your kids!

Coastal Discovery Museum

The Coastal Discovery Museum offers an immersive experience with 2000 square feet of indoor exhibits. It’s an adventure that appeals to both children and the young at heart. Engage with diverse exhibits, watch videos, and explore hands-on activities such as the seashell identification table to discover common beach shells. Delve into insights about local alligators and learn safe methods to observe them basking in lagoon banks. The heart of the Discovery House houses the Kids Zone, brimming with interactive Lowcountry treasures, artifacts, and educational resources.

Park Plaza Cinema

Explore Hilton Head Island’s ultimate movie experience at Park Plaza Cinema. This iconic local theater not only screens the latest releases but also welcomes your furry friends, embracing a pet-friendly policy. Step into modern movie comfort with bright red recliner seats—all pre-reserved when purchasing your tickets. This thoughtful arrangement ensures a stress-free experience, securing your favorite spot for the show. Park Plaza Cinema tantalizes your taste buds with an extensive range of treats. Voted the best popcorn in Hilton Head, they also offer a tempting array of concessions, including flatbreads, burgers, pizza, and more.

Coligny Theatre

The Island Theater, now Coligny Theatre, opened its doors in 1972 as Hilton Head Island’s sole cinema for many years. Once Reopened in 2002, the theater’s focus shifted to showcasing independent films, targeting a sophisticated adult audience. Renowned local artist Ralph Sutton contributed both interior and exterior artwork for the theater’s refurbishment.

Adventure Cove Mini Golf & Arcade

At Adventure Cove, fun and games take the spotlight! Adventure Cove offers an expansive indoor arcade for your family to enjoy or challenge each other to a game or two. Collect all the tickets from your games to get exciting prizes. Then if the weather allows, go for a round or two of miniature golf across their two 18-hole themed courses: Paradise Falls and Lost Lagoon. We offer our visitors who book with us complimentary activities at Adventure Cove and more.

Indy Karting

Discover the ultimate indoor entertainment hub located in Bluffton. Offering Karting, Axe-Throwing, an Arcade, and a lounge. Indy Karting caters to thrill-seekers, speed enthusiasts, and those craving competition. This is a great entertainment destination for families that have older children! All activities are indoor, making it the best place to beat the heat or get out of the rain.

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Whether you’re unleashing your creativity at museums, enjoying a thrilling theater experience, or indulging in exciting adventures at indoor parks, Hilton Head offers something for everyone, rain or shine. Don’t let a cloudy day deter you from the island’s wonders—plan your visit and book a Hilton Head vacation rental regardless of what the weather will bring!

Browse our Hilton Head Vacation Rentals

The RBC Heritage Golf Tournament is the most anticipated event on Hilton Head Island! This annual golf tournament takes place at the Harbour Town Golf Links from April 15th to 22nd, 2024. Golf Enthusiasts do not want to miss this event.  For those lucky enough to score tickets, you are in for an action-packed event full of activities! After a day full of activities, you need a place to stay and relax. Our Hilton Head vacation homes are ready to welcome you to this iconic event. Find our top recommended homes for your trip to Hilton Head for the RBC Heritage Golf Tournament below.

Best Hilton Head Homes for the RBC Heritage Golf Tournament

2284 Heritage Villa

Bedrooms: 3 | Sleeps: 6

Location: Harbour Town

2284 Heritage Villa is a beautiful home located on the 2nd Fairway of Harbour Town Golf Links. This home was recently transformed with new coastal decor and furniture in the living room, dining room, and outdoor deck. Enjoy community amenities, including tennis courts, beach access, and 24-hour security Book our last Golf Course front property for the tournament before it’s gone! Need more space? Reserve it with 2249 Heritage Villa, just a 2-minute walk away.

Book 2284 Heritage Villa

703 Schooner Court

Bedrooms: 2 | Sleeps: 7

Location: Harbour Town

Stay close to the action at 703 Schooner Court! This luxury villa is located in the heart of Sea Pines, less than a 5-minute walkth Harbour Town Golf Links Clubhouse, where the RBC Heritage Golf Tournament occurs. 703 Schooner Court offers a fantastic view of the Calibogue Sound and a variety of luxury amenities, including a washer and dryer, smart TVs, and an expansive back patio! Bring your family to this exciting annual event and enjoy all that Hilton Head Island offers!

Book 703 Schooner Court

50 Stoney Creek

Bedroom: 5 | Sleeps: 14

Location: Harbour Town

50 Stoney Creek is a perfect Hilton Head Vacation Rental for the whole family! There is not only plenty of space, but this home also features a game room everyone can enjoy. This spacious home is just a 5-minute bike ride from the Harbour Town Golf Links! This newly renovated home offers four primary king suites and a bunk room for the kids. This home is perfect for a large group looking to enjoy the golf tournament and stunning golf course views of Heron Point!

Book 50 Stoney Creek

1712 Bluff Villa

Bedrooms: 2 | Sleeps: 8

Location: Sea Pines Plantation

1712 Bluff Villa is a newly remodeled home that is the perfect place to stay during the RBC Heritage Golf Tournament. This beautiful second-story condo is located just a short distance from the tournament making it easy to go to and from! While staying in Bluff Villas, you can enjoy luxury amenities such as stainless steel appliances, a patio, and access to the community pool. Also, you are just a short 5-minute walk from the Beach!

Book 1712 Bluff Villa 

296 Stoney Creek Villa

Bedrooms: 2 | Sleeps: 6

Location: Harbour Town

296 Stoney Creek Villa is just a 4-minute walk to the Harbor Town Golf Links course! This Hilton Head villa is perfect for a small family visiting during the Golf Tournament. 296 Stoney Creek Villa has a shared community pool. Other amenities include a fully stocked kitchen, in-home internet, smart TVs, and an outdoor patio. Take a break from the links and hit the beaches just a short walk away!

Book 269 Stoney Creek Villa

25 Acorn Lane

Bedrooms: 4 | Sleeps: 10

Location: Sea Pines Plantation

25 Acorn Lane is a recently remodeled home in Sea Pines Plantation. This home is a perfect place to stay with your family or a group of friends. Enjoy the perfect outdoor space with three uncovered decks, a screened-in patio, and a Carolina Room with a pool table! Enjoy access to the Sea Pines amenities like the seasonal trolley to the beach, South Beach Marina, and Harbour Town. The best part is that the tournament is just a short drive away!

Book 25 Acorn Lane

51 Lawton Road

Bedrooms: 5 | Sleeps: 18

Location: Sea Pines Plantation

Stay at this stunning Lowcountry-style home! 51 Lawton Road has a beautiful chef’s kitchen, spacious living room, and large outdoor space. The front of the house has a relaxing covered porch and at the back, there is a private saltwater pool, gas grill, and a fire pit. Each is a perfect place to relax after a long day on the course. The Harbor Town Golf Links is just a quick 5-minute drive away. Lawton Road is a pet-friendly home, so you don’t have to leave fido behind!

Book 51 Lawton Road

7 Jessamine

Bedrooms: 3 | Sleeps: 8

Location: Sea Pines Plantation

Nestled in the heart of Sea Pines on Hilton Head Island, 7 Jessamine is a single-level home that offers the ideal setting for your family vacation. Enjoy extra privacy as it sits at the end of the street, while still being conveniently within walking and biking distance of Sea Pines amenities, oceanfront restaurants, and beaches. 7 Jessamine is also pet-friendly, so you don’t have to leave any members of your family behind.

Book 7 Jessamine

Book Your Hilton Head Vacation Rental for RBC Heritage

We have a variety of Hilton Head vacation rentals across the Island still available for the most anticipated event on the island! Whether you want to stay all week or just part of the tournament, we have homes ready to host you! Any properties outside of Sea Pines Plantation are available for a 3-night stay, while the properties in Sea Pines do require a 7-night minimum stay. Browse our Hilton Head Golf Course View homes for an extra special golf getaway.

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Hilton Head Island has several great activities, including golf, shopping, and the beach! While the island offers much of the Lowcountry charm, there is much more charm to enjoy just a short drive away. Full of history, nature, and good food, explore all kinds of day trips and adventures beyond Hilton Head Island.

Savannah, Georgia

Distance from HHI: 32 miles southwest | 45-minute drive

Savannah is a charming city that beckons with its vibrant culture, historic landmarks, and Southern charm. Here, you’ll find an array of attractions, from shopping along Broughton Street to enjoying drinks at the bars on River Street. Savannah’s character shines through whether you’re admiring the well-preserved mansions in the Historic District or wandering along the famous River Street. Be sure to visit Forsyth Park, where the majestic live oaks, lush lawns, and Forsyth Fountain create a lasting impression.

Beaufort, South Carolina

Distance from HHI: 35 miles north | 50-minute drive

Step back into a piece of Civil War history in Beaufort, South Carolina. Wander its charming streets, where you’ll discover dining and shopping opportunities. Beaufort’s shops along Bay Street showcase the local Lowcountry art scene. Relax on the riverfront porch swings and soak in the tranquil surroundings. Stroll through the streets to admire the historic homes, each with its wartime tales.

Daufuskie Island

Distance from HHI: 3 miles offshore | 45-minute ferry ride

Daufuskie Island is a stone’s throw from Hilton Head; you can even spot it from South Island. Board the ferry departing twice daily from Buckingham Landing0 and journey to this unique car-free island. Best explored on foot, by bike, or by golf cart, its rustic dirt roads promise a journey through history. Discover the Haig Point Golf Club, savor delicious dining at local restaurants, and immerse yourself in the island’s rich heritage.

Tybee Island

Distance from HHI: 49 miles south | 1- hour, 15-minute drive

Tybee Island is a serene barrier island on the Georgia coast. This unspoiled haven offers a relaxed way of life amidst abundant natural beauty, with miles of pristine beaches, salt marshes, and diverse wildlife, including sea turtles and endangered bird species. For those intrigued by history and culture, Tybee boasts attractions like Fort Screven, Fort Pulaski, the Tybee Museum, the iconic Tybee Lighthouse, and Cockspur Lighthouse.

Charleston, South Carolina

Distance from HHI: 98 miles north | 2-hour drive

While a bit farther away, Charleston, South Carolina, is an unmissable gem. This world-famous city exudes the allure and elegance of the Lowcountry. From strolling through City Market to visiting historic plantations like Boone Hall, Charleston offers endless delights. Wander along the Battery, where majestic homes grace the waterfront, and capture the colorful facades of Rainbow Row. And, of course, savor a culinary adventure and shopping spree along the iconic King Street.

Jekyll Island

Distance from HHI: 126 Miles south | 2-hour drive

Jekyll Island is a remarkable haven that has largely escaped the relentless passage of time. With over eight miles of pristine, ivory beaches, this island offers exceptional solitude and shields its precious natural surroundings. Jekyll Island adheres to a rigorous conservation covenant as a Georgia State Park, curtailing future development to safeguard its wildlife and preserve the breathtaking scenery. This area is home to diverse animal species and majestic Southern Oak trees adorned in Spanish moss. An astounding 65 percent of Jekyll Island will forever remain untouched and untamed, securing this extraordinary sanctuary for generations to come.

St. Simons Island

Distance from HHI: 120 Miles South | 2-hour drive

St. Simons Island, GA, is a haven for beach lovers, golf enthusiasts, charter fishing aficionados, spa-goers, and foodies. Its pristine beaches, world-class golf courses, fishing charters, rejuvenating spas, diverse dining options, and entertaining events cater to everyone. The island’s hallmark lies in its unhurried, underdeveloped charm, creating a unique coastal experience. With a rich history and classic Southern allure, St. Simons Island is adorned with magnificent live Southern Oaks adorned in Spanish moss, instilling a distinctive sense of time and place.

Book your Hilton Head Vacation Rental

Take a trip to Hilton Head Island to explore all the Lowcountry has to offer! Even take a quick day trip to the surrounding Lowcountry cities while keeping Hilton Head Island your home base. Find the perfect Hilton Head vacation rental with us!

Browse our Hilton Head Vacation Rentals

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.

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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.

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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.

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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!

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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.

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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.

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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.

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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.

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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!

Browse our Hilton Head Vacation Rentals

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.

Browse our Hilton Head Vacation Rentals

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

1740 Bluff Villa

Bedrooms: 2 | Sleeps: 6

Featured Amenities: In-Home Laundry, Private Balcony, Gated Community

This third-floor villa combines coastal charm with comfort. It has an open living area with a stylish couch, armchairs, and a large TV. The kitchen is well-equipped, and the dining area seats six. There are two bedrooms, each with their own bathroom. The villa’s balcony offers beautiful waterway views. It’s located near South Beach Marina and is an ideal base for exploring Hilton Head Island this winter season.

Book 1740 Bluff

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: 

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: 

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. 

Browse our Snowbird 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.

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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.

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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. 


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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. 

View Hilton Head Island Bike Map
Hilton Head Island is a cyclist’s dream come true, offering a diverse range of bike trails through picturesque landscapes, friendly communities like Port Royal, and the charming town of Hilton Head itself. Coligny Beach Park provides easy beach access and breathtaking views. Whether you prefer leisurely rides or adventurous journeys, embrace the freedom of two wheels and explore this idyllic Lowcountry destination. Happy pedaling!

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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!


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