Here are some great winter accommodation deals and specials on Hilton Head Island so you can enjoy cozy visits during the off-peak season and stretch your travel budget:
Annual 20% off special live on site until January 12th 2026
Vacation Time of Hilton Head:
Enjoy a 20% discount on new stays of four nights or more in February and up until March 22nd*—the perfect opportunity to experience Hilton Head Island at its best, with the promotional discount specifically applying to dates through March 22nd. See Deal HERE.
Vacation Time of Hilton Head’s Website.
Hilton Head Exclusives:
Book a participating Hilton Head Exclusives property and receive a $150–$350 credit for rentals like bikes, umbrellas, kayaks, and more. Delivered on arrival, picked up on departure—stress-free vacation fun guaranteed. See Deal HERE.
Hilton Head Exclusives’ Website.
Sunset Rentals:
Book a participating Sunset Rentals property and receive a $150–$350 credit for rentals like bikes, umbrellas, kayaks, and more. Delivered on arrival, picked up on departure—stress-free vacation fun guaranteed. See Deal HERE.
****AND -Look for their Annual 20% OFF Special starting on January 12th 2026 by going to www.sunsetrentals.com/specials.
Sunset Rentals’ Website.
Beach Properties of Hilton Head:
Now when you reserve your vacation rental on Hilton Head Island with Beach Properties of Hilton Head, you can take advantage of complimentary Island activities. *Please note perks are only offered in select properties and are not available to stays beyond 27 nights. Offers are noncumulative and unused admissions expire daily.
The Travelers Program:
• One adult round of 18 hole golf with cart every day of your stay on your choice of nine local courses.
• One adult one week bike rental per stay.
• One adult dolphin tour ticket every day of your stay.
• One adult lighthouse & museum admission every day of your stay.
• One adult admission to mini golf & arcade every day of your stay.
The Explorers Program:
• Enjoy a $200 beach gear credit per stay. {choose from beach chairs, buggies, bikes and more}
• One adult round of 18 hole golf with cart every day of your stay on your choice of nine local courses.
• One adult bronze visitor day pass to Lava Fitness Center every day of your stay.
• One adult dolphin tour ticket every day of your stay.
• One adult lighthouse & museum admission every day of your stay.
• One adult admission to mini golf & arcade every day of your stay.
• One adult pirate cruise ticket every day of your stay.
Beach Properties of Hilton Head’s Website.
Palmetto Dunes Oceanfront Resort:
Book vacation rentals with Palmetto Dunes Oceanfront Resort and receive:
- Up to 15% off resort dining, bike rentals, golf, tennis and pickleball lessons and more
- Complimentary Tennis & Pickleball court time when available.
- Save more when you stay longer! (Ask Palmetto Dunes Oceanfront Resort’s vacation rental experts).
Palmetto Dunes Oceanfront Resort Vacation Rentals Website.
