The Ultimate Guide to Vacationing on Hilton Head Island


The leading travel magazines have named Hilton Head Island to the top of their lists of America’s favorite destinations because of what their readers told them. In other words, the most experienced travelers in the world said so.

Yes, the readership of Travel & Leisure and Conde Nast Traveler might be said to include the most-experienced travelers in the world, the most-interested, and studious. Long-established in their authority and readership, the two magazines are so essential that they are used extensively as industry publications, as well as consumer advisors for the traveling public. That suggests that their readers really know what they’re talking about.

When asked to name the best, the prevailing answers stacked up in favor of Hilton Head Island, and it has gone that way year after year.

In “The Ultimate Guide to Vacationing on Hilton Head Island,” you will get everything you need to know about America’s favorite island. You’ll find out why this island is considered one of the gems of the world, the attraction of nearby Daufuskie Island, and what separates our beaches apart from so many others. We’ll also give you our favorite spots for dining or spending the evening on the town, tell you how to take in the local arts scene, list our favorite leisurely activities – such as spa time, shopping, farmers’ markets, biking, and horsing – and offer you an insider’s perspective on the local heritage sites that should be on everyone’s must-see-and-do list.

Of course, “The Ultimate Guide to Vacationing on Hilton Head Island” includes information on golf and tennis, too.

“The Ultimate Guide to Vacationing on Hilton Head Island” is yours, free for the taking. Just click the button below to receive your copy.


In the heart of Sea Pines Plantation, Swallowtail at Sea Pines sits on the Pete Dye Heron Point golf course, halfway between Harbour Town and the Sea Pines Beach Club, which is open to all Swallowtail residents and guests. All around Swallowtail at Sea Pines, the prestigious Sea Pines Resort carries on the original vision of Hilton Head Island with more than $50 million in new investment and a commitment to five-star vacation experiences. These are just some of the reasons, along with the foremost exchange privileges in the world, that Swallowtail at Sea Pines is one of the island’s top Hilton Head Island timeshares.

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The Harbour Town Pier

Kayaking, paddle boarding, parasailing, jet skiing, and boat rental are all available at the Harbour Town Pier. Or spend a leisurely afternoon crabbing, dolphin watching, or just soaking up the sun.

Pristine Beaches

The Sea Pines Beach Club is just a half-mile away and is accessible by car, bike, and trolley. For an entirely different experience, Coligny Beach is a short three-mile drive away and offers beach volleyball and more.

South Beach Marina

Home of the Salty Dog Café and numerous other restaurants and shops, the South Beach Marina is a short three-mile trek from Swallowtail. With an open-air bar, live music, and the iconic Salty Dog T-Shirt Shop, this is a local favorite.

Harbour Town Yacht Basin

Take a walk along the Harbour Town Yacht Basin, a short 10-minute walk from Swallowtail, and marvel at the yachts docked there. With a number of boutique shops and several places to dine, this is a must-do on everyone’s itinerary.

Swallowtail at Sea Pines

Truly, Swallowtail at Sea Pines is in the center of it all. With so much to see and do – most within a mile or two of the property – staying active is not a struggle. But for those times that you just want to unwind, a lazy day at Swallowtail is okay, too.

Enjoy an Afternoon Cocktail

The nearby choices are many. Truffles Café is across the street from Swallowtail. Just down the road in Harbour Town is The Quarterdeck, with its incredible view of Calibogue Sound. Head the other direction to the Sea Pines Beach Club for several options overlooking the Atlantic Ocean.

Explore the Island

There’s so much to explore within a mile or two radius of Swallowtail that you might never need to get in your car. Whether on bike, foot, or trolley, you have so much to see and do within a few minutes of your villa.

Harbour Town Lighthouse

Visit the Harbour Town Lighthouse and Museum and climb the 114 steps to the top for the most magnificent view of Harbour Town, Calibogue Sound, and Sea Pines that you’ll ever see.

The Shops at Harbour Town

Stroll through the many shops at Harbour Town, less than a mile from Swallowtail, or just relax on one of the many rocking chairs and watch the people – and the day – go by.

“The resort is located in Sea Pines, which is a gated community. It is tucked away, so it is perfect for peace and quiet. The unit is right off the course, which is great if you’re a golfer. The unit is clean with many upgrades.”

Shana Sumpter

“Wonderful place for all ages. Great location. Relaxing, beautiful, lowcountry scenery with lots of things to see and do.”

Nancy Minnick
“We love Swallowtail. After seeing all the conveniences of its location in Sea Pines, we purchased a week. The following year, we purchased another week. Swallowtail’s location makes it so easy. Access to walking and bike trails and halfway between Harbour Town and the beach. Great pool and hot tub. Grilling areas with two grills each. Swallowtail backs up to the Heron Point Golf Course. A quiet place for reading or having your favorite beverage as golfers come through. We look forward to going there every year.”
The Kruckers
“Have been staying at Swallowtail my whole life, since the age of three months in 1982. The condos are lovely and peaceful. Nice pool under moss-laden live oaks. Perfect location within walking distance of Harbour Town. Directly across from The Shops at Sea Pines Center, and a very short drive or bike ride up Lighthouse Road from the Beach Club.”
Jeremy Withnell
“Excellent location and accommodation. Something to do for everyone.”
Nelson Santiago

“My home away from home. Spacious townhouse-style units that are clean, bright, and well maintained. Full kitchen, washer, and dryer in the units. Sea Pines location couldn’t be better. Fifteen-minute walk to Harbour Town and a five-minute drive to the beach. Directly across the street from Giuseppe’s Pizza – the best on the island.”

John Heuer

“Beautiful please. Quiet and with awesome views. A lovely place.”

Karen DeLeon
“We used to own a vacation home in Sea Pines, but this is much easier and more enjoyable than having to maintain and worry about property. The golf course views and proximity to Harbour Town, the Beach Club, and The Shops at Sea Pines Center make this a perfect getaway home for us. And we get to stay in our same villa every year. We’re really glad we bought two weeks in Swallowtail!”
The Nichols
“Beautiful and well maintained. I highly recommend.”
Ron Smith