At April’s RBC Heritage, the people in the know were having the time of their lives. They knew where to catch the perfect sunset, which local treasures to explore between rounds of golf, and where to find the freshest seafood to cap off their day. If you’ve dreamed of a vacation filled with sunshine, charm, and a touch of sophistication, Hilton Head Island is calling your name.

More than 40% of our visitors return year after year, beckoned by its tranquil beaches, lush golf courses, and the unmistakable allure of this Southern paradise. But what do the insiders know that makes their vacations truly extraordinary? We’re here to give you the tips and secrets that will have your Hilton Head Island getaway feeling less like a trip and more like a lifelong tradition.

Why Hilton Head Island?

Dubbed “America’s Favorite Vacation Island” by the leading travel magazines year after year, Hilton Head Island is a haven for those seeking both relaxation and adventure. Renowned for its Southern hospitality, award-winning golf courses, pristine beaches, and vibrant culture, it’s no surprise that visitors often fall in love with the island. Whether you’re lounging on soft, sun-drenched sands or kayaking through serene salt marshes, every experience here offers something to savor.

What truly sets Hilton Head Island apart, though, is its deep connection to the local community and environment. The island’s commitment to preserving its natural beauty ensures every visitor can enjoy an eco-friendly and picturesque escape.

Tips for Getting the Most Out of Your Vacation

Want to vacation like an island insider? Here are some secrets you can use to elevate your Hilton Head Island experience.

1. Catch the Best Sunrises and Sunsets

Insiders know it’s worth waking up early to watch the sunrise at Coligny Beach. The horizon comes to life with hues of orange, pink, and gold, mirrored on the calm waters. If sunsets are your preference, head to Harbour Town. The iconic Harbour Town Lighthouse provides the perfect backdrop as you sip a cocktail and watch the sun dip below the horizon.

2. Savor the Local Flavors

Hilton Head Island is a foodie’s dream. For fresh seafood, don’t miss the Lowcountry boil or shrimp and grits served at local favorites such as Quarterdeck in Harbour Town or Hudson’s Seafood House on the Docks at the other end of the island. Interested in breakfast? The insiders’ pick is Palmetto Bay Sunrise Café for legendary crab cake benedicts. And don’t forget to sample the island’s craft beers; Lincoln and South Brewing Company is a must-visit for a refreshing pint.

3. Explore The Shops at Sea Pines Center

A stroll through The Shops at Sea Pines Center is a quintessential island experience, and it is directly across Lighthouse Road from the vacation villas of Swallowtail at Sea Pines. Here, you’ll discover artisan boutiques, charming cafés, and local produce at its weekly Farmers & Makers Market. Each shop has its own unique charm, offering carefully curated goods, local art, and treasures you won’t find anywhere else.

4. Dive Into Water Adventures

For those who love the ocean, Hilton Head Island delivers unforgettable water activities. Rent a paddleboard to explore the waterways up close or join a dolphin-watching tour to spot playful pods gliding through the waves. Kayaking through the salt marshes feels like a tranquil retreat, offering a glimpse at the island’s stunning wildlife.

5. Tee Off Like a Pro

If you’re a golfer, then Hilton Head Island was practically made for you. With world-class courses that include the legendary Harbour Town Golf Links, as well as Heron Point by Pete Dye and Atlantic Dunes by Davis Love III, you’re in for a treat. Insiders often book tee times early to secure prime slots and take lessons with local golf pros for an edge over their game.

6. Get Active on Two Wheels

Hilton Head Island isn’t just a beautiful island; it’s bike-friendly, too! Insiders can often be found pedaling along more than 60 miles of pristine trails. Bring your bike or rent one at Peddling Pelican and enjoy exploring the island’s beaches, parks, and scenic neighborhoods.

7. Book Local Experiences

Insiders know the magic of Hilton Head Island comes alive through its local experiences. Storytellers and tour guides share the fascinating Gullah culture, a rich heritage unique to the Sea Islands. Meanwhile, art lovers can explore galleries showcasing work from talented Lowcountry artisans.

8. Plan Around the Heritage Classic

Each April, golfers and fans flock to the RBC Heritage Golf Tournament at Harbour Town Golf Links. It’s a one-of-a-kind experience that combines world-class golf with the vibrant, welcoming atmosphere Hilton Head Island is loved for. Insiders know it’s not too early to book your Heritage accommodations for 2026, and there are none better for enjoying the Heritage than the vacation villas of Swallowtail at Sea Pines.

Make the Most of Your Hilton Head Island Stay

Hilton Head Island is more than just a vacation destination; it’s a lifestyle, a state of mind, and an opportunity to create lasting memories. Whether you’re a first-time visitor or someone who’s made the island your annual retreat, there’s always something new to discover.

Feel the sand beneath your feet, smell the salt breeze, and immerse yourself in the enchantment of Hilton Head Island. Sunsets that cause you to catch your breath, flavors that tantalize your taste buds, and adventures awaiting around every corner mean there’s truly no place like it. And what insiders know is that Swallowtail at Sea Pines is in the center of it all, because this was part of the original vision, the dream that became America’s favorite vacation island.