***NOW OFFERING COMPLIMENTARY POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***31 Singleton Beach...
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Appreciate high-end finishes, a chef's kitchen, sunroom, covered deck...
This gorgeous four bedroom and four bathroom home is all one level, no stairs! The kitchen is well supplied with top-of-the-line stainless steel appliances and bespoke cabinetry. The living room features a 65” mounted flat screen T.V., comfortable...
A hidden gem in the heart of Shipyard! Only mins. to Shipyard’s private beach and mins. to Hilton Head’s most fashionable public beaches, stores, and eateries! Upon entry you are greeted by a delightful living room with a full wall of windows...
6 Wood IbisOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to 6 Wood Ibis, a modern and cavernous rental home located in the gorgeous Sea Pines...
Pelican Road 20Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...
This appealing 4-bedroom townhouse, professionally refreshed and located just steps away from the ocean, offers a blend of modern amenities and coastal living. The roomy living area features an open-concept layout, with sizable windows that flood...
Welcome to 99 Sandcastle Court, a extravagant coastal getaway constructed in 2020, located within the exclusive gated community of Sandcastles by the Sea on Hilton Head Island. Perfectly positioned just a short, breezy walk from the pristine sands...
Pelican's NestOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in North Forest Beach, you'll be able to savor all of Hilton Head Island’s activities...
Stones Throw 15Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This striking apartment features both a...
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.Step inside to an impressive, upsized entryway that immediately sets the tone for this exceptional home. The enormous entrance features a sweeping spiral...
***NOW OFFERING COMPLIMENTARY POOL AND SPA HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***4 Surf Watch...
This new, 5 bedroom, 5 ½ bath, home is a ideal fit for extended families, or as a multi-family vacation residence. Feel absolute luxury and convenience in this beautiful professionally decorated coastal beach home. As a guest at Serenity Now you...
This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll appreciate the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the...
HILTON HEAD ISLAND. This four bedroom Palmetto Dunes home is a great choice for your next Hilton Head vacation. The cavernous, sunken living room features a couch and 2 chairs around the huge TV with an additional sitting area overlooking the pool...
Welcome to this striking home, located in the heart of Palmetto Dunes Oceanfront Resort! With two cavernous living rooms and a charmingly remodeled Jack-and-Jill bathroom (completely refreshed in 2025 with a sleek tiled walk-in shower and modern...
Savor sweeping expansive vistas of multiple greens of the Robert Trent Jones Golf Course and a enormous part of the 11 mile lagoon system! See the sunrise over the iconic 10th hole of Robert Trent Jones every morning! There are fantastic vistas...
Luna Sea EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This freshly constructed, North Forest Beach ocean home is ready to host all of your favorite...