Hilton Head, SC 2+ Bedroom Vacation Rentals

Summary:Island Club 6205The Space:Take a break from it all and make the best memories at this second-floor condo in the peaceful, 27-acre Island Club of Hilton Head! Outside, appreciate fresh air and pond vistas from your furnished patio, while...

Summary:Island Club 135The Space:Kick back and appreciate your next Hilton Head vacation with this striking two-bedroom townhouse conveniently located in the Island Club complex! Take in lagoon vistas from the balcony while savoring your first cup...

Appreciate unbelievable ocean vistas and sunrises during the day and ultra-clear starlit nights, right from the deck of this delightfully maintained beach condo. This is full direct and up close 180-degree 3rd floor view of the entire beach and...

Summary:Tennismaster 303The Space:*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin 11/1/2025.303 Tennismaster is a delightfully refreshed, dog-friendly villa overlooking the grounds of the Tennismaster Villas...

The Windsor Place condominium is gorgeously decorated villa having four bedrooms and four baths! This condominium has been freshly refreshed with new lighting, bathrooms, paint and floor!Being one of the bigger units in Windsor Place makes this...

Summary:Plantation Club 464The Space:Feel Hilton Head to the fullest in this adorable condo sporting golf course vistas! From the coastal chic decor to the bright interior, this is the ideal place to call home for your next family hideaway or golf...

Welcome to COCO CABANA, a striking and freshly designed Vacation Ready Services condo located at Hilton Head Resort! Located on the 4th floor of Building #1, this beautiful two bed & two bath island hideaway is the ideal getaway for families and...

Come appreciate this impressive three bedroom three bathroom villa located very close to the pool in Fazio Villas within Palmetto Dunes Oceanfront Resort! Fazio Villas is centrally located, making it very painless to get to the beach, George Fazio...

Summary:Island Club 113The Space:Visit this cavernous Island Club villa to appreciate an adult calming pool and hot tub, shared kid's pool, tennis courts, tanning facilities, and more! Located just a few miles from Islanders Beach Park, Island Club...

Summary:Moonshell 3The Space:With a exceptional 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...

This Hilton Head vacation home offers a comfortable and easygoing setting for your island hideaway. The screened-in porch with a vaulted ceiling is a calming spot to relax, with casual seating overlooking the private backyard pool.Inside, the layout...

Summary:Shorewood 311The Space:At this Hilton Head condo, you can take a dip in the seasonally-heated, shared pool, walk on the sand and splash in the ocean, or soak your cares away in the calming hot tub - whichever you chose, relaxation is...

Summary:Coastal Breeze RetreatThe Space:Located in the handsome Hilton Head, SC, this third-floor condo is the ideal getaway for those looking to relax and savor the close by beaches. The cavernous living room features a comfortable couch bed...

Summary:Harbourside 7106The Space:Located along Shelter Cove Harbour, this second-floor condo offers the ideal blend of coastal fun right outside your doorstep. Walk mere steps to reach local eateries, or take a leisurely walk to board a fishing...

Description ????Welcome to your Beautiful Two-Bedroom Garden View Villa at Marriott’s Monarch in sunny Hilton Head Island, South Carolina! This inviting getaway blends serene natural surroundings with thoughtful luxury, ideal for families...

Summary:Beachside HomeThe Space:Stay just steps from the beach in this comfortable four-bedroom home located in Palmetto Dunes, one of Hilton Head’s most beautiful neighborhoods and home to three championship golf courses. This second-row property...

Do you want to savor natural beauty, peaceful privacy and simple access to this neighborhood’s private wild, uncrowded 2 mile long beach, Lazy River and splash pads, superb recreation, and close by terrific eateries and stores?Here escape the...

This cavernous 4th row Palmetto Dunes home is the ideal place for a enormous family hideaway or golf trip! The beach path is directly across from the home and the multiple indoor and outdoor living spaces, this home makes for an ideal getaway for...