Hilton Head, SC 6+ Bedroom Vacation Rentals

Cartgate 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Recently updated, cavernous home with six bedrooms and five baths that accommodates up to 16...

***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...

Bradley Beach Road EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a memorable, family-friendly, coastal escape, this elegant home is located...

Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...

***NOW OFFERING COMPLIMENTARY SPA HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***9 Sandy Beach Trail, Hilton...

You're going to adore this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the front...

Welcome to 99 Sandcastle Court, a opulent 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 of...

Located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island, this charmingly refreshed 6-bedroom, second-row vacation home offers the ideal blend of luxury, space, and an unbeatable location. Just steps from the beach, guests...

**New Bonus Room Off of the Pool and Updated Bathrooms!!**44 Bradley Beach is a 6 Bedroom, 4.5 Bathroom family vacation home that sleeps 15 and has a sizable 16' x 32' pool, and features an outdoor fire pit ideal for a nighttime hosting around the...

**NOW OFFERING 50% OFF 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***6 Terra Bella Trace, Hilton...

**Luxurious 6-Bedroom Beach Home Just Steps from North Forest Beach!**Escape to your dream vacation in this cavernous and charmingly designed 6-bedroom, 6 full and 2 half bath beach home, just a few sandy steps from the gorgeous North Forest Beach...

High Water 9Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An broad luxury home in Palmetto Dunes, High Water 9 features a single-level layout with seven...

"Sail Away HHI" is a grandiose 4500 square foot, 6 bedroom, 6 full bathroom (plus 1 half bath) home located steps away from the beach access. Located in the beautiful Burkes Beach community of Hilton Head Island, (rated as the best beaches in...

**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***10 Collier Beach...

Summer HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a fireplace, a pool, cavernous common areas, and plenty of beds to lay your head down at...

This home is designed to fit your next family vacation! The kitchen comes completely equipped to meet your family's cooking needs with stainless steel appliances and bespoke cabinetry, including two ovens and microwave. The enormous kitchen island...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This handsome, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as awesome vistas of the beach and the...

This handsome home features opulent wide plank, hand-scraped, black walnut floor throughout the main living areas. This exceptional home consists of six bedrooms, six and a half bathrooms along with an charming sunroom along with a enchanting nook...