Hilton Head showing general coastal views and a sandy beach as well as an individual femail

Search Private Holiday Homes in Hilton Head Island

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Featured Private Holiday Homes in Hilton Head Island

"Outstanding "

RM1,291 total

includes taxes & fees

19 Oct - 20 Oct

"Very complete little area, pool, hot tube, playground, corn hole area, Air hose for the bike tires "

"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."

RM1,254 total

includes taxes & fees

31 Oct - 1 Nov

Outdoor pool, pool umbrellas, pool loungers

"Nice wild life"

"We loved our stay! No issues at all, everything was clean, functional, pool could use some TLC with cleaning not other then that it was great. We loved the steam sauna, jacuzzi, and we really loved the bike rentals. We will be back!"

"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "

RM8,321 total

includes taxes & fees

2 Nov - 3 Nov

"We had a great time. Location was very convenient to beach and activities. Pool was just a short walk away. Would stay again! "

"Cottages are Close enough to everything but definitely would want to drive and use the public parking lot for beach access. Our unit was clean, nice (but dated) definitely felt for the price it should have had more updated decor. We did enjoy the community though and the location to the pool was great! Would stay again."

"I give it a 100! Our family reunion was a success and we hope to visit next year and stay in the same property!"

"The Harbour Town location and harbor view is outstanding. Access to the community pool is great. That said, we were surprised with the poor cleanliness of the bedding. The sliding glass door to the balcony also locks if you close it and don't have the switch turned a specific way. One of us got locked out there without a phone had to knock on the window to be freed. That door should be replaced with a mechanism that is not so unforgiving."