Hilton Head, SC 2+ Bedroom Vacation Rentals

Beach life is the best life at Heritage Home Hilton Head. 2 Separate Living Areas - Ideal for 2 couples or ideal for parents calming on one side of the condo, kids on the other. This completely refreshed villa is a short walk to South Forest beach...

Greens 125Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'From mornings on the links to leisurely beach afternoons, this freshly modernized condo puts you...

Water Oak 44Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel a striking and memorable coastal escapade when you book this well-appointed condo in the...

Mooring BuoyOur 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 possible!*This...

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

Spa on Port Royal Sound 2309Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Water-front bliss awaits at Sunshine Villa, a newly remodeled beachside 2BR/2BA...

Welcome to this beautiful 2 bedroom, 2 bathroom villa located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island. This charmingly decorated getaway offers the ideal blend of comfort and style, ideal for a calming hideaway. Step...

Sound Villas 1458Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's hard to top this handsome and enormous island condo, offering gorgeous vistas of the...

They thought of everything when this handsome two bedroom oceanfront villa was being refreshed! Combining an extravagant modern beach design throughout while also focusing on comfort, the best of both worlds collide in this Hampton Place...

Island Club 1403Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Have the vacation of a lifetime with a stay at this handsome, family-friendly condo in the...

Proudly hosted by Island Units of Hilton Head, welcome to your pet-friendly Sea Pines getaway—an inviting two-story villa ideally positioned with serene golf course and lagoon vistas. Thoughtfully designed with space and comfort in mind, this home...

Island Club 6202Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the break you've been waiting for in this enchanting Island Club villa that features an...

This third floor impressive condominium, within the Captain's Walk community, has direct oceanfront vistas that will not disappoint.The kitchen to the left as you enter, comes entirely-outfitted to meet all of your needs during your calming stay...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Pretty 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted ceilings...

Magnolia Crescent 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting over 3,100 square feet of sunlit living space, this half-acre 4BR/4BA estate...

Island Club 6501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With enchanting ocean vistas from your private balcony, additional seating in the living room...

WildwoodOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find your new favorite beach hideaway at this handsome coastal home, located the lush woodland...

This impressive near ocean home in the heart of Palmetto Dunes is brand new to the rental market for summer 2024! With only a 5 min. walk to the beach, private pool, private dock, and a fantastic layout for families, this is sure to be a new...