Moorings 37Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This gorgeous two-bedroom condo is located in the trendy Palmetto Dunes Plantation and provides a...
Coastal CharmOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the 1st Tee of the Clipper Course in Shipyard Plantation, this gorgeous French Country...
16 Singleton Shores Manor, Hilton Head Island. Savor marsh and ocean vistas from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an refreshed...
Spa On Port Royal Sound 1320Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your dream hideaway at the Spa on Port Royal Sound in Hilton Head, SC...
Beachwalk 190Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready for a calming, memorable vacation? This fantastic condo located in Shipyard has...
Shorewood 438Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beach hideaway at this impressive oceanfront condo in Hilton Head, SC. Just...
*New Construction Update(Spring 2025): Updated Kitchen, Updated Master Bathrooms, Updated Half Bathroom, (Jack n Jill Bathrooms to be refreshed winter 2025), New Washer and Dryer sets*9 Singleton Beach, Hilton Head Island. This oceanfront gem is a...
Evian 285Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate the best of Hilton Head at this roomy second-floor villa, located just steps from the...
Inverness 942Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Inverness Village, a complex located near golf courses, beaches, and so much more...
Beachside Tennis 1896Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your vacation right with direct access to a deck with shining ocean vistas. Your...
** Please note pool complex is closed beginning on November 3, 2025, and is expected to be finished by late January 2026**Discover the beauty of Hilton Head Island with beautiful ocean and beach vistas from the private balcony of one of our...
This raised single level (16 steps up to door) open floor plan villa rental is an painless walk to the beach, tennis, golf, General Store and Outfitters. Parking is located under the building. You'll notice all-new luxury Vinyl Plank floor...
Savor the morning sunrise or take in the view of the pool and handsome landscaped gardens from your private balcony. This oceanfront villa is centrally located Palmetto Dunes and has it all – the beach is just past the pool, over the dunes...
The villas at Beachwood Place are expertly managed by Vacation Time of Hilton Head and are best reserved directly through our website.This second-floor oceanfront villa on South Forest Beach Drive features two bedrooms, two bathrooms, and a roomy...
Island Club 124Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This one-bedroom, one-and-a-half bathroom condo villa at Island Club sleeps four people and is...
Welcome to our freshly refreshed Ocean Dunes villa, where every detail has been thoughtfully designed for your comfort and enjoyment. This delightfully updated two-bedroom, two-bathroom villa features all-new furnishings and modern finishes...
Island Club 6102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bring along your friends and family members when you visit this comfortable Island Club villa...
Beachwalk 123Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A comfortable private deck, vaulted ceilings with a skylight, and a pathway to the beach make...
