All Vacation Properties

Search All Properties

Palmetto Dunes

Recently named #3 best resort in the south by Conde Nast Traveler, Palmetto Dunes Oceanfront Resort features three miles of sun-kissed Atlantic Ocean beachfront, three world-class golf courses, an award-winning tennis center, and an 11-mile inland salt-water lagoon system for kayaking and fishing. The resort enjoys a well-earned reputation for creating unforgettable vacation experiences for the entire family.

Shelter Cove Harbour

Shelter Cove Harbour is Hilton Heads best kept secret. Just off the Intracoastal Waterway, overlooking the wide reaches of Broad Creek, picturesque Shelter Cove is patterned after the sunny portside villages of the Mediterranean. At its center, standing watch over the harbour, is a commanding statue of King Neptune, one of the worlds largest working sundials. At Hilton Head Islands largest deep water marina you can enjoy fishing charters, kayak rentals, tours, paddle boarding, nature excursions and crabbing. Encircling the harbor are delightful restaurants and friendly open-air cafes with nightly entertainment, fashionable shops, boutiques and exquisite galleries. Enjoy nightly sounds of Shannon Tanner at the Gazebo, including the Jimmy Buffet inspired Parrot Palooza on Thursdays, and our memorable fireworks display each Tuesday during the summer months. Off season, local festivals, concerts and family events are frequent happenings on the boardwalk.

Sea Pines Resort

Trident Rentals is proud to represent select properties in Hilton Heads original gated community, Sea Pines Resort. Generations of travelers have explored this beautiful oceanfront resort, discovering abundant water activities, a Forest Preserve, the iconic Harbour Town Lighthouse, two championship golf courses (Home of the RBC Heritage Presented by Boeing), great dining and shopping. Breathtaking scenery, gorgeous beaches and beautiful accommodations will welcome you and your family to a new adventure each day during your visit. All About Sea Pines

Coligny

Looking for the original Hilton Head Island? Discover the vibrant Coligny Beach area where a seamless blend of coastal charm and modern convenience create an inviting haven for visitors. Located at the southern end of the island, the Coligny area stands out as one of the islands premier destinations, effortlessly captivating every guest and providing accommodations from luxurious to budget- minded efficiencies to meet every need! At the hub of the Coligny Beach area is the new Celebration Park. Entering this coastal gem, the welcoming ambiance and beauty of the island are evident. Modern, beachy architecture, accommodating facilities, and breathtaking natural beauty define the park. Free parking is abundant. Home to the Childrens Museum, the park features a circular brick splash pad, an interactive ship playground (spectacular!) , and plenty of room for mom and dad to enjoy a shady spot nearby on wooden benches or swings. Concerts, festivals and local events are held in the park throughout the year.

Shipyard

In a setting of tall pines, rustic oaks and tropical palms lies Shipyard. Covering approximately 800 acres, Shipyard is conveniently located in the south end of Hilton Head Island. This unusual residential and resort community offers quiet, tranquil accommodations near championship golf and tennis, trails for biking and jogging, a health spa, and most importantly the beach. Home to Vander Meer Tennis club, this renowned center has 13 clay courts, including four outdoor and three indoor courts. Clinics and lessons are available. Look further and you will see three golf courses, Clipper, Galleon or Brigantine, all perfect for an afternoon outing! Best of all, most properties in Shipyard are a quick bike ride to the beach!

Pet Friendly

Want to bring Fido with you? Check out these dog-friendly villas.