Hilton Head, SC 2+ Bedroom Vacation Rentals

Summary:Shorewood 219The Space:Whether you’re visiting sunny Hilton Head Island for boating, swimming, tanning, golf, or tennis, you’re certain to find everything and more that you seek at this Shorewood condo community. This ground-level condo...

Welcome to this elegantly redesigned lagoon-view villa in the heart of Palmetto Dunes Oceanfront Resort. Totally taken down to the studs and refreshed in 2026, this striking getaway features all-new designer furnishings, a brand-new kitchen, opulent...

Summary:Gone Coastal - 50 Port TackThe Space:Located in the heart of Palmetto Dunes in Hilton Head, SC, this beautiful home offers the ideal blend of comfort and convenience for your vacation hideaway. Just steps away from tennis courts, pickleball...

This enchanting Hilton Head Island vacation rental is within a ten min. walk to the beach. It features an open layout with two master suites and a private pool. As you walk into the front door, you are greeted by an open floor plan which consists of...

Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...

Summary:The Cottages 30The Space:A modern island escape awaits at this condo at the Cottages. Located in the resort community of Shipyard Plantation, this condo offers convenient on-site access to a range of amenities including a world-class tennis...

Summary:Moonshell 3The Space:With a marvelous locale just a short walk from Folly Field Beach, the Original Old School Beach House is ideal for a year-round coastal hideaway. You can also walk to the bicycle path, which offers a network of trails...

Summary:6 Wood IbisThe Space:Welcome to 6 Wood Ibis, a modern and cavernous rental home located in the gorgeous Sea Pines community of Hilton Head Island. This impressive 4th-ocean row home features four attractively appointed bedrooms and four...

Summary:Tennismaster 102The Space:Boasting a screened outdoor living area, four flat-screen TVs, a gourmet kitchen, and all new furnishings, this stylishly refreshed 3BR/3.5BA villa in the Tennismaster community at Shipyard Plantation is your ideal...

You'll be glad you and your family chose this sizable five bedroom home with four full baths and two half-baths! The entire home has many upgrades and has been gorgeously decorated with comfort and the beach in mind. The kitchen is gorgeous and...

Summary:Fiddlers Cove 21CThe Space:Follow the sun and end your journey in Hilton Head, a place full of vibrant amusements and happy memories! Right at your stay, be sure to utilize the stellar shared amenities including a heated, outdoor pool, hot...

Summary:Villamare 1103The Space:This coastal-themed and freshly modernized condo in Palmetto Dunes offers striking ocean and pool vistas! The first-floor location will make this condo accessible for everybody! Gain access to the balconies from both...

Unwind and Unwind at This Charmingly Updated 2 Bedroom, 2 Bathroom Vacation Rental on Hilton Head Island.Escape to this freshly refreshed, coastal inspired getaway, where modern comfort meets tropical appeal. Located in a relaxing area with vistas...

Private, roomy villa in the Oceanfront Palmetto Dunes Resort. Beach chairs, umbrellas, and gear. Grille. Pools. 3 miles of private beach and an 11 mile lagoon ideal for kayaking.Many guests tell us our villa is the best place they have ever...

Summary:Windsor Place 207The Space:Roomy 2nd floor, corner villa is ideal for families, couples, and friends traveling together because of the floor plan, 1442 square feet, featuring tall ceilings and extraordinary ocean vistas from the living areas...

Summary:Island Club 6103The Space:With a deep-blue lagoon view, access to shared pools, and three flatscreen TVs, this Island Club villa is the ideal relaxation spot for your family. This condo overlooks the lush vegetation and well-maintained...

This appealing two-bedroom, two-bath villa in Hilton Head Island features striking vistas of the Eleventh Hole on the George Fazio Golf Course. The villa has coastal artwork and decor throughout. The comfortable and inviting living room has a...

Summary:Hilton Head Resort 4226The Space:NOTICE: The hot water tub is down until further notice. Thank you for understanding.Make this adorable condo your resting spot for your next vacation! Check out Folly Field Beach Park (just a little less than...