Hilton Head, SC 2+ Bedroom Vacation Rentals

Live your best life at Marriott's Barony Beach Club. Perfectly located on the pretty oceanfront of Hilton Head Island, South Carolina, our vacation rental beach resort offers the ideal backdrop for creating a lifetime of memories. Feel at home in...

This freshly refreshed Hilton Head villa is located within walking distance to the beach. The villa has everything you will need for a fabulous vacation at Palmetto Dunes!The comfortable living room has plenty of seating and access to the private...

Hickory Cove 8Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from heaven at this gorgeous and cavernous condo on Hilton Head Island...

Island Club 4106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An memorable trip to Hilton Head awaits at this bright and ideally located condo sitting mere...

Crabline Court 31Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find the ideal group hideaway at this family-friendly beach home, located just a half-mile...

Family Friendly | 3 Flat-Screen TVs | Near Kayaking & Biking | Long-Term Stay PricesEndless coastal adventures await when you book this 2-bedroom, 2-bath Hilton Head Island vacation rental! Surf the waves of the Atlantic, embark on a kayaking...

Water Oak 17Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to luxury at this impressive two-bedroom, three-bath end-unit condo located on the striking...

Pelican Road 20Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

Island Club 5503Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel spectacular unobstructed ocean vistas, morning sunrises, and handsome beach vistas from...

**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP DURING THIS TIME. Due to the nature and scope of the work there is a possibility that your accommodations may be affected. If...

HH Beach & Tennis 7COur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beach hideaway at this appealing condo in Hilton Head, SC. The breezy...

Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is charmingly booked directly through our website.Welcome to Hilton Head Beach Villa 27!! Oceanview Villa with Pool Access and Family-Friendly Conveniences!Exciting News...

16 Singleton Shores Manor, Hilton Head Island. Savor marsh and ocean vistas from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an refreshed...

Greens 153Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located within the exclusive Shipyard Plantation in Hilton Head, SC, The Greens condominiums offer a...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. INTRODUCING BEACH GLASS VILLA This 1600 square foot 2 bedroom villa is just a short walk down a peaceful path to the...

Hilton Head Resort 4336Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set just a short walk from the beach, this tropical-themed villa, part of the...

You'll be glad you chose this phenomenal two bedroom villa with its newly refreshed kitchen, floor, beds, linens and furnishings! The floor has been updated throughout the entire villa. The beds in both the primary and guest bedrooms are new along...

Hilton Head Island has been ranked the #1 Island in the Continental U.S. and #1 Island in the U.S. by readers of Travel + Leisure Magazine and Conde Nast Traveler for the past numerous years. In my slightly biased opinion you just can't find a...