Vacation Rentals
258 properties available
Anticipation is part of the Hilton Head Island vacation experience. Visitors come from all parts of the globe to spend a week or two here on this tropical paradise. Many have come to expect more upscale accommodations and elegance on this island. After all, you’re in Hilton Head.Prepare to be amazed at this “over the top”, incredible Shipyard villa
Welcome to 52 Courtside! This beautifully outfitted 2 bedroom, 2 bathroom ground level flat (just one exterior step!) offers an open concept floor plan and easy access to the community pool, located just steps from your private outdoor space! The living area offers comfortable seating, including a sleeper sofa, a Smart TV and access to the private,
Did you know the perfect vacation home really does exist and it's on Hilton Head Island?! Full Sweep 60 is a luxury 4 bedroom, 3 bathroom, fully remodeled home that offers comfort and style with all the modern conveniences you could hope for. With amenities like a private pool and an electric car charger in the garage, this home provides the perfec
55 Night Heron is the perfect retreat for your next Hilton Head vacation. This 3 bedroom, 2 bathroom Sea Pines home is located in the historic Sea Pines community on Hilton Head Island with community pool access and just a short walk to the beach. Upon entry, you'll be greeted with natural light, vaulted ceilings, and an open floor plan. The spacio
This beautifully updated 3 bedroom, 3 bathroom Hilton Head SC vacation rental villa in one of Shipyard’s most scenic communities will not let you down. Evian 164 offers comfortable coastal living with resort-style amenities in a scenic, secluded setting on Hilton Head Island. To the immediate left of the entry door to this Shipyard vacation villa i
Calm, cool, and relaxed is how you feel entering Kingston Road 29, a 4 bedroom, 4 bath, Hilton Head Shipyard home rental geared for your vacation. This stylish Shipyard home will sweep away your thoughts of work and have you dreaming of Hilton Head’s sunsets. Warm, neutral tones underlay the foyer and leads throughout the open floor. A formal dinin
Rest and relaxation await at South Live Oak 25, surrounded by tranquil lagoons on Hilton Head Island! This beautifully renovated 4-bedroom, 4-bathroom Hilton Head Sea Pines home offers a spacious open floor plan and a fantastic outdoor area, perfect for family gatherings. This stair-free home provides vacationers with two living areas, wood and til
Moorings 91 is a 2 bedroom, 3 bathroom, raised 1st level Moorings villa rental close to the beach and the pool in the sought after Palmetto Dunes Oceanfront Resort on Hilton Head Island. This Palmetto Dunes villa is set in a prime location with amenities that will please the whole family.This modern Moorings villa is recently remodeled and features
1502 Island Club offers luxury vacationing with world-class amenities! This top floor, meticulously outfitted 2BR/2BA condo offers breathtaking ocean views!The open-concept floor plan features a comfortable living area with a Smart TV and access to a balcony overlooking the Atlantic Ocean and Island Club grounds. Enjoy your morning coffee or evenin
141 Evian offers a luxury vacationing experience! This 2 bedroom, 2 bathroom flat has been completely renovated and features all new furnishings throughout. The open-concept floor plan provides an excellent space for entertaining, and the plush accommodations are sure to please. The living area features a sleeper sofa, club chairs, a wall-mounted S
Villamare 3223 is a 2nd floor, 2 bedroom, 2 bath Hilton Head South Carolina villa rental in the luxurious Villamare complex at Palmetto Dunes Resort. Enjoy the finest in oceanfront living and outstanding resort amenities from the comfort of this warm and welcoming Villamare villa. This Palmetto Dunes villa boasts an open concept floor plan and floo
39 Ocean Breeze is a bright and open 2 bedroom, 2.5 bathroom dog-friendly Hilton Head vacation villa in Forest Beach, located a block away from the Atlantic Ocean! Conveniently located in South Forest Beach on Hilton Head Island, guests are just a short bike ride away from the shops and restaurants at Coligny Plaza.The main level of this Hilton Hea
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