December transforms Hilton Head Island into a coastal wonderland, where the spirit of the holidays meets the serene beauty of the Lowcountry. With twinkling light displays, festive markets, and family-friendly events set against miles of sandy beaches, Hilton Head offers the perfect destination for a magical holiday escape. If you’re dreaming of a vacation filled with relaxation, celebration, and a touch of Southern charm, Hilton Head needs to top your list.

At the center of your holiday retreat is Swallowtail at Sea Pines, the ideal home base for exploring the island’s seasonal splendor. Here’s your ultimate guide to capturing the holiday magic of Hilton Head Island in December with activities to enchant the whole family.

Why Hilton Head in December?

December on Hilton Head combines mild weather, fewer crowds, and festive cheer, offering a peaceful yet celebratory atmosphere. Temperatures typically hover in the 60s, perfect for enjoying outdoor activities without the sweltering heat of summer.

What sets Hilton Head apart during the holidays is its ability to blend tranquility with vibrant seasonal activities. From meandering through illuminated landscapes to indulging in local holiday traditions, visitors can savor both relaxation and excitement. And at Swallowtail at Sea Pines, you’ll find a cozy, luxurious retreat where you can unwind after festive days.

A Festive Itinerary for Your Hilton Head Holiday

To make your holiday getaway truly special, we’ve curated a day-by-day itinerary showcasing Hilton Head’s unique offerings in December. Whether you’re traveling with family, friends, or that special someone, this itinerary ensures you’ll experience the best of the island.

Day 1: Arrival and Relaxation at Swallowtail

Start your holiday adventure by checking into Swallowtail at Sea Pines. Nestled within the gates of Sea Pines, a private resort community, Swallowtail offers spacious townhouse-style units overlooking lush golf courses. With a full kitchen, dining area, and private deck, your vacation home is tailored for comfort and convenience.

Spend your evening exploring the grounds of Sea Pines and preparing for the holiday magic ahead. Take a leisurely walk along the trails or enjoy the onsite amenities – perfect for setting the tone for your restful and festive stay.

Day 2: Discover Hilton Head’s Holiday Light Displays

No December getaway is complete without a visit to the holiday light displays that illuminate the island.

Harbour Town Lights

A favorite among locals and visitors alike, Harbour Town Lights brings a magical glow to the famous Harbour Town area. Admire the towering, festively decorated Christmas tree set against the iconic Harbour Town Lighthouse. The shops and marina shimmer with twinkling lights, creating a picture-perfect setting for holiday photos.

Insider Tip: Grab a hot cocoa or seasonal latte from the Harbour Town Bakery and Café and enjoy a relaxed stroll along the marina.

Festivals of Lights at Shelter Cove Towne Centre

For more dazzling displays, head to Shelter Cove Towne Centre, where strings of lights and holiday décor transform the area into a winter wonderland. After you’ve admired the lights, explore the nearby boutiques for unique holiday gifts.

Day 3: Seasonal Markets and Island Shopping

Hilton Head’s December markets are the perfect place to find one-of-a-kind gifts and holiday treasures.

The proximity of Swallowtail to The Shops at Sea Pines Center means quick access to quaint boutiques and specialty stores. This is the perfect spot for last-minute gift shopping or finding holiday décor to add a touch of Hilton Head to your home.

Day 4: Outdoor Adventures and Activities

One of Hilton Head’s greatest draws in December is its outdoor beauty, which remains stunning all year round.

Bike the Sea Pines Leisure Trail

Take advantage of Swallowtail’s proximity to the Sea Pines leisure trail to explore all of Sea Pines. This family-friendly activity is a great way to enjoy the island’s natural beauty while staying active.

Beach Walk at the Sea Pines Beach Club

Even in December, Hilton Head’s beaches are a highlight. Bundle up for a stroll along the Atlantic Ocean and relish the tranquility of the shoreline. Children can enjoy shell collecting while adults savor the peaceful ocean views.

Golf or Tennis

For sports enthusiasts, Sea Pines offers some of the most acclaimed golf courses in the country. Tee off at nearby Heron Point or Atlantic Dunes or enjoy a casual game of tennis at a nearby facility.

Day 5: Family Holiday Events

End your trip with festive family events that capture the holiday spirit.

Breakfast with Santa

Throughout December, select local restaurants host Breakfast with Santa events, delightful for young families. Bring your camera to capture holiday moments with Santa while enjoying a delicious breakfast spread. Alexander’s Restaurant & Wine Bar usually hosts a “Brunch with Santa” with complimentary photo while the Westin Hilton Head Island Resort offers Christmas Brunch with Santa, which includes activities such as ornament decorating and a gingerbread house competition.

Carriage Ride

Enjoy a one-hour long horse-drawn carriage tour through the Sea Pines Forest Preserve, a protected area for wildlife habitat and outdoor exploration. The preserve includes bridle paths, wetland boardwalks, bridges, and fishing docks.

Dining During the Holidays

Hilton Head’s culinary scene shines during the holiday season. From traditional southern cooking to upscale cuisine, you’ll find meals to please every palate.

Festive Picks for Dining Out

• CQ’s Restaurant: Nestled in Harbour Town, CQ’s combines upscale dining with Lowcountry flavors. Their holiday-inspired menu features fresh seafood, hearty entrées, and decadent desserts.
• Coast at the Sea Pines Beach Club: Enjoy stunning oceanfront views and contemporary coastal cuisine. This is an excellent place for a memorable holiday lunch or dinner.
• Truffles Café: Located across the street from Swallowtail in The Shops at Sea Pines Center, Truffles Café features fresh local seafood; Black Angus steaks; award-winning ribs; and incredible soups, salads, and sandwiches. Everything on the menu is prepared from scratch daily.
• Dining at Swallowtail: For intimate family dinners or laid-back holiday meals, Swallowtail’s fully equipped kitchens allow you to prepare festive dishes in your own villa. Stop by local markets to pick up fresh ingredients and create a cozy meal to enjoy together.

Why Swallowtail at Sea Pines is the Perfect Holiday Retreat

A holiday vacation should be stress-free, and Swallowtail at Sea Pines ensures that’s exactly what you’ll experience. Set in the heart of Hilton Head’s iconic Sea Pines community, Swallowtail provides:

• Spacious villas with private decks and kitchens, perfect for family gatherings.
• Prime location near Harbour Town and The Shops at Sea Pines Center, so seasonal activities and shopping are at your fingertips.
• Comfortable amenities such as heated pools and beautifully landscaped views to help you relax and recharge.

At Swallowtail, the blend of luxury and convenience makes it easy to focus on what really matters – creating lasting memories with loved ones.

Plan Your December Getaway Today

Whether your holiday vision includes twinkling lights, tranquil beach walks, or festive dining, Hilton Head in December delivers a mix of magic and serenity. With Swallowtail at Sea Pines as your home base, you’ll have the perfect setting to relax, explore, and celebrate the season.

Start planning your unforgettable holiday escape today and discover why Hilton Head Island is the coastal retreat you’ll want to return to year after year.