View Our Collection
Our curated Collection of Hilton Head vacation rentals includes carefully selected homes and villas that are among the finest properties on the island. We offer luxury rentals in Hilton Head Island's most popular locations including Sea Pines, Palmetto Dunes, North Forest Beach, South Forest Beach, and Shelter Cove. Choose from an impressive selection of oceanfront rentals, private homes, and pet friendly rentals. We offer rentals with private pools as well as properties with access to heated pools in addition to many other sought-after amenities including keyless entry, wifi internet, updated furnishings, expansive porches, fireplaces, garage access, and more. Our vacation rentals are handpicked to help create a memorable experience during your Hilton Head vacation.
146 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you walk through the front door, natural light comes flooding in from the windows. The living room is the perfect place to relax with its comfortable furnishings, large screen TV, and access to the balcony through a glass sliding door located
This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking fairway views.
The living room features a 41-inch flat-screen TV, ample comfortable seati
26 Fazio Villas
32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has a sofa that converts into a queen bed. The kitchen is equipped with stainless steel applia
This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax.
This amazing villa features two fully equipped kitchens with modern appliances, ample counter space, and all the ne
1013 Seacrest
This beautiful, nine-bedroom, newly renovated Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows.
Situated on the most prestigious street in Sea Pines community, this oceanfront home exudes elegance and sophistication.
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet
43 South Beach Lagoon
Welcome to 8 Governors Lane, a beautifully remodeled home in the heart of Sea Pines, where coastal charm meets modern comfort. Thoughtfully designed with relaxation in mind, this stunning property offers ample space, brand-new kitchen appliances, and inviting interiors perfect for your dream vacation.
Step inside and be greeted by an open floor pl
This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk.
Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that lead out to the first balcony to soak in the picture-perfect view of the ocean. The kitche
103 Dune Lane
2211 SeaCrest has new LVT floors with walk-in showers, a garden tub, double vanities, and more!
This is a wonderful 2-bedroom, 2-bathroom villa located on the second floor of Building 2. Walk-in to the open-concept living space, perfect to spread out and relax after a long day at the beach and pool. The living room has new furniture and a brand ne
You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course on the property, and for having conveniently located new specialty shops and restaurants. This spacious 4th-floor villa has fabulous oceanfron
450 Captains Walk
Welcome to 11 Junket! This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days!
Upon entry, you walk into the home\'s sitting room, which has a dining table for 4 and comfortable seating that is perfect to unwind on over your
11 Junket
Welcome to 10 Ketch! This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plenty of space for all. The huge living room boasts stunning views of the
10 Ketch
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