Pirate’s Oak in Palmetto Dunes Resort

Pirate’s Oak is southern island living at its finest! If you’re searching for the perfect Hilton Head vacation house, this stunning home has everything you need for an unforgettable getaway. Featuring 7 bedrooms, 5 full bathrooms, and 2 half bathrooms, it comfortably welcomes up to 18 guests.

Upon entering, you’ll be greeted by an open floorplan designed for entertaining, with seamless flow between the kitchen, dining room, and living room. The spacious kitchen is perfect for meal prep, while multiple dining areas and a breakfast bar provide plenty of seating for both intimate and large gatherings. A sun-kissed Carolina Room offers breathtaking views of the pool and golf course, making it an ideal spot to relax with your morning coffee. The upper level boasts four bedrooms, while the lower level has three bedrooms, allowing large families or multiple families to spread out and unwind. Much of the home’s furniture is new, ensuring a fresh and comfortable stay.

For those who need to work remotely, the home includes a dedicated executive office with a door, ethernet access, a full keyboard, monitor, and an office-quality printer/copier/scanner/fax. With blazing-fast 1,000 Mbps (1-gigabyte) WiFi, you can seamlessly stream your favorite shows on the multiple Samsung SmartTVs throughout the home or share your Hilton Head adventures on social media using #getawaysociety #piratesoak.

The backyard is a private resort! Overlooking the 15th hole of the Robert Trent Jones Golf Course, the oversized 25 ft x 45 ft pool is the perfect spot to soak up the sun. Lounge poolside, nap in the hammock as the sea breeze drifts through the trees, or gather around the fire pit at night as the illuminated pool and nightscaping transport you to another world.

If you’re wondering about the best place to stay in Hilton Head for families, Pirate’s Oak is located in the exclusive, award-winning Palmetto Dunes Resort. This 2,000-acre beachfront community offers three miles of Atlantic Ocean coastline, miles of bike paths, three world-class golf courses, an award-winning tennis center, and an 11-mile lagoon perfect for kayaking, fishing, and exploring. With nearby restaurants, shopping, and attractions, it’s the ultimate spot for a Hilton Head vacation rental—whether you’re planning a weekend retreat or an extended stay.