Windward Village 120Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charmingly decorated condo located in the serene Shipyard Plantation of...
HH Beach & Tennis 302AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beachfront hideaway at this gorgeous condo in Hilton Head, SC. With...
Tennismaster 303Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...
Seacrest 1101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Planned Roofing Project at SeaCrest. Please review the timeline and key impacts below so you...
Appreciate the amenities of home in our 2 bed + 2 bath condo, while calming just steps from the beach. Hilton Head Resort has direct access to the beach and is conveniently located near numerous golf courses, stores, eateries, and grocery stores...
Hilton Head Resort 4434Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a gated community and located near the sandy shores of the Atlantic Ocean...
This huge three bedroom and three bathroom villa overlooks the pool and is seconds from the beach! Upon entering the home there are two bedrooms on the first floor. The left bedroom features two Queen-sized beds and an en-suite bathroom with tub...
Oceanside 335 is a charmingly decorated villa that offers a unique layout. This villa is ideal for couples or modest families. This one-bedroom has a king-sized and full-size bed with no door separation between the sleeping areas and is equipped...
Breakers 306Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'If a beach vacation to the sun and fun of Hilton Head Island is what you are after, look no...
Feel coastal luxury in this refreshed 2 bedroom, 2 bathroom villa, where every detail has been thoughtfully curated for your comfort. Wake up to gorgeous oceanfront vistas, ideal for appreciating your morning coffee or evening drinks. Inside, you'll...
Sea Side Villas I 244Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You are long overdue for an island vacation here in Hilton Head, so make your way to this...
Recently remodeled condo with all the amenities of home. Walk to beach and South Beach attractions. Bicycle rental and tennis courts within walking distance. Take the Trolley to Harbour Town or other great spots in Sea Pines. Savor a peaceful...
Feel the ideal blend of comfort and convenience in this impressive Hilton Head vacation rental. Whether you're cooking a delicious meal for your family or group, the entirely equipped kitchen has everything you need. It features a Keurig coffee...
Sailmaster Common 16Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Hilton Head you'll discover Sailmaster Commons! Bright, handsome...
Anchorage 7485Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in The Anchorage at Shelter Cove, this enchanting condo features a plethora of amenities...
Windward Village 138Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the fourth hole of Shipyard's Brigantine golf course, this impressive...
Windsor Court South 3508Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to your own beach heaven in this updated top-floor condo with spectacular...
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.435 Captain's Walk overlooks the pool out to the ocean! Lots of recent updates!435 Captain’s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that...
