Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

136 properties available

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms. The first bedroom h

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it\'s open plan, and coastal blues interior, you\'ll find every

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Notice: The Ocean Club parking lot is currently undergoing repaving, with work expected to be completed in April 2026. This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room equipped with a comfortable sleeper sofa. There are lots of b

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

30 Ruddy Turnstone | Ruddy Retreat

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover the ultimate lagoon-front escape at this beautifully renovated home, complete with a private fishing dock and just a 5- to 10-minute walk from the beach, the Dunes House, and the Tennis and Pickleball Center. Step into the first level, where new vi

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This villa has been fully remodelled in a light coastal design, creating an inviting and serene retreat. This charming space is the perfect spot for a peaceful island getaway, combining modern comfort with classic coastal elegance. As you step inside, you\'l

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together. Upon entry, to the left, you will find the fully

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

1838 Beachside Tennis

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

169 North Sea Pines Drive

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.

2390 Lighthouse Tennis

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. As soon as you step through the front door of Feline Beachy, expansive views of the Atlantic Ocean greet you, framed by natural dunes and swaying palms. The living area is warm and inviting, furnished with Tommy Bahama Bali Hai rattan bamboo pieces that bring

Special

Heritage Uncorked

Sip, stroll, and ride stress-free this Heritage Week.

Island Time guests enjoy seamless transportation to and from the tournament all week long—no parking hassles, no timing stress.

🚐 Shuttle & private ride options available
All guests receive 10% off transportation.

Easy, reliable rides so you can focus on enjoying Heritage.

If you have any questions, please call our office at 843-785-3456.