Settle into Hilton Head for 21 nights or longer. Browse furnished homes and villas for monthly, snowbird, and extended winter stays.
How long qualifies for a discounted stay?
Discounted long-stay rates are available for stays of 21 nights or longer. Share your preferred dates with our team so we can confirm availability and pricing.
Are the rentals furnished?
Yes. These homes and villas are furnished and include kitchens for day-to-day living. Amenities vary, so check each listing for its full details.
What is winter like on Hilton Head?
Winter is generally mild and quieter than summer, with cooler mornings and evenings and plenty of comfortable days outside. It is a good time for beach walks, bike rides, golf, tennis, and exploring the island at an easy pace.
How do I book a monthly or snowbird rental?
You can book any available home directly from its listing below. If you would like help comparing options or have questions about a longer stay, call or text 1 (843) 929-1538.
Browse Hilton Head monthly and snowbird rentals
Choose a few favorites below, then contact our local team to confirm the best fit for your stay.
Prices estimated by average nightly rate. Enter dates to see exact rates!