Monthly Home and Villa Rentals | Hilton Head Island

Stay with us this winter...

Hilton Head Island has been voted the # 1 island in the United States three years in a row, and its no wonder why many people spend their winter months enjoying our pristine beaches, award wining restaurants, and one of a kind community bike trails. 

The winter months of October- March are the perfect time to be in Hilton Head. The discounted monthly rates, less crowded roads, beaches, and bike paths, and the FRESHEST Seafood are just a few reasons why you should choose Hilton Head for your Winter getaway.

private homes

Over 110 homes from 3-10 bedrooms, most with private pools and some pet-friendly, from golf view to oceanfront.

forest beach

When you think of Hilton Head Island you can’t help but think of Forest Beach. Forest Beach is the place everyone goes andwhere everyone wants to be, from the newly updated Coligny Beach Entrance to the plentiful collection of shops and restaurants, everything you need while staying in Forest Beach everything is just a quick bike or walk away.

shipyard

Looking for something beautifully quiet? Come stay in Shipyard! This 800-acre plantation is tucked away on the  South End of Hilton Head Island. It was two entrances, one off of highway 278 and enough off of Pope Ave which makesgetting in and out of Shipyard a breeze. Shipyard Plantation was the 2nd Plantation built on Hilton Head and likethe 1st, it was built to blend in with nature. It features Championship golf and tennis courts surrounded by 100 year old oak trees and provides a scenic area which is perfect for the miles of jogging and biking trails throughoutthe area.  Shipyard features its own beach and Beach Club for its residents, open 95 days a year the Oceanfront club providesa great place for social gatherings and events. The whole Plantation represents the real essence of the lowcounty.

palmetto dunes

When you think of Palmetto Dunes, you think of Family. Palmetto Dunes is the “Number One Family Resort in the U.S.” according to Travel & Leisure Family Magazine. Palmetto Dunes offers 3 miles of immaculate beachfront, perfect for riding bikes, surfing, swimming, collecting sea shells, or relaxing with a good book.  Experience the three Championship Golf courses offering unequaled golf experiences across Palmetto Dunes 11 mile lagoon system, which also doubles as a great place for guests to kayak, canoe, and fish.

sea pines

Sea Pines is Hilton Heads first planned community and the building block of today’s Hilton Head Island. Choosing to embrace our historical Oaks, the majesty of Sea Pines incorporates three championship golf courses, a 600-acre forest preserve, five miles of white sandy beaches, and plenty of tennis courts, swimming pools, an equestrian center, and bike paths to fill anyone of any age with an enjoyment of the outdoors.

port royal

Port Royal has something for everyone, whether it’s golfing at one of its three Championship golf courses, playing a match on one of the tennis courts, fishing in one of its salt or freshwater lagoons, exploring the Arboretum, discovering the many Historical Sites or finding all 19 beach walk paths with beaches on the Atlantic Ocean and Port Royal Sound. Port Royal is bound to keep you entertained while enjoying Hilton Head Island.