When it comes to a destination with endless possibilities, Hilton Head Island is the perfect choice. With all of its natural beauty, guests are welcomed by Lowcountry charm and an abundance of outdoor activities. Hilton Head Island is one of the top golf destinations in South Carolina and is home to 24 on-island championship golf courses along with world-class tennis facilities nestled in the island’s lush plantation resorts. Whether you prefer action packed adventures including dolphin tours, parasailing, deep sea charters, wave runners, jet-ski tours, ziplining, and helicopter tours or leisurely sunbathing on the beautiful coastline, Hilton Head Island is the perfect destination for your 2023 vacation!
There’s no better way to spend your annual vacation than in a luxury vacation home with Sunset Rentals. Choose from our 220+ properties with luxurious private pools, prime locations, spacious living areas, and pet-friendly rentals.
Best Homes with Private Pools
Capri 2
The Hilton Head Island vacation of your dreams awaits at this luxurious, newly renovated third row wonder! 2 Capri Lane is a 7 bedroom, 7.5 bathroom Forest Beach home that offers glimpses of the ocean, a raised pool and spa deck, spacious interiors for everyone to lounge, and contemporary coastal furnishings.
Sandhill Crane 17
17 Sandhill Crane is a stunning private vacation home located inside of the Ocean Gate at Sea Pines Resort, only a five-minute walk to the beach. This home has multiple living spaces throughout, a fully equipped kitchen with an eat-at bar, a wet bar, five bedrooms, and an expansive outdoor space with a private pool and spa.
Mooring Buoy 54
Mooring Buoy 54 is a lovely 5 bedroom, third row home on the beach path, just a few steps to the Atlantic Ocean in the desirable Palmetto Dunes Oceanfront Resort. Professionally decorated and furnished, this spectacular home boasts the finest details, luxury amenities, designer interiors, multiple private outdoor decks, and a spacious private pool and spa.
Homes with the Best Locations
Duck Hawk 27
Breathtaking ocean views await from almost every room in the house at 27 Duck Hawk – a true oceanfront retreat! This 5 bedroom, 5.5 bath home has multiple living areas, abundant outdoor spaces, designer furnishings, a private pool, a private sanded volleyball court, and is located on the beach with private boardwalk access.
Oceanwood 112
112 Oceanwood, is an elevated free-standing home in North Forest Beach, located just 200 yards from the Atlantic Ocean! This 5 bedroom, 4.5 bathroom home offers an oversized deck with an outdoor sitting area, dining area and a gas grill. Stairs from the back deck offer easy access to the Oceanwood complex pool and beach path.
North Sea Pines 70
70 North Sea Pines is the perfect Hilton Head Island vacation home, located in one of Sea Pines’ most desirable areas with beautiful beaches and island activities. This Sea Pines home is perfect for large families and friends with multiple living areas, tranquil golf views, a large sunny pool, and a deck area.
Best Homes for Large Groups
Egret 5
Enjoy being steps away from the beach and centrally located in Forest Beach while staying at 5 Egret! This gorgeous 6 bedroom home accommodates large groups with plenty of space for up to 20 guests. This spacious home features multiple living areas, ample outdoor space, as well as a private pool and spa.
Corine Lane 13
This luxurious Singleton Beach home will fit all your desires for luxury at the beach with 3,500 sq. ft. of beautiful living space. This 6 bedroom, 6.5 bathroom home accommodates up to 19 guests in a stunningly decorated, spacious home with a private pool.
Lookout 3
If you want a fully updated vacation rental on Hilton Head, SC with lots of space, amazing views, a large private pool and close proximity to the beach then look no further! This 7 bedroom, 6.5 bathroom Hilton Head home accommodates up to 23 guests and is located on a quiet cul-de-sac in Palmetto Dunes Resort with views of both the lagoon and the Robert Trent Jones golf course.
Best Pet-Friendly Homes
Crabline 49
This pet-friendly 5 bedroom, 5.5 bath, single-family Singleton Beach home will be an island oasis that you won’t want to leave! This well-equipped home features a private pool, designer decorated interiors, and state-of-the-art appliances.
Sandcastle 114
Welcome to this luxurious 6 bedroom, 7 bathroom Folly Field home on Hilton Head Island, SC. This home is located in Sandcastles By the Sea, one of Hilton Head’s newest gated communities. This luxury vacation home is loaded with high-quality amenities, beautiful lagoon views, private decks, a private pool, and stunning designer furnishings.
Crabline 39
Bring your family, pet, friends, and still find plenty of room for rest and relaxation in this 3,100 sq. ft. 5 bedroom, 4.5 bathroom home. Crabline 39 is a pet-friendly rental in a prime location with a private pool, fenced-in yard, multiple private balconies, and spacious interiors.
Stay with Sunset Rentals
For 28 years, Sunset Rentals has understood that there are few things more precious than your time on vacation with friends and family. We are driven by the desire to make certain that your vacation is spent enjoying that time. Our on island team is here to help! We are a locally operated Hilton Head Island company that takes pride in offering first-class service to our guests. Make 2023 the year that you see just how exceptional a vacation with Sunset Rentals can be!
