Sleeps up to 6
Ideal vacation properties for couples, families & small groups!
Discover the perfect getaway with our vacation rentals on Hilton Head Island that comfortably sleep up to 6 guests. Ideal for couples, families or small groups, these rentals offer spacious living areas, fully-equipped kitchens, and cozy bedrooms. Enjoy easy access to Hilton Head's premier beaches, world-class golf courses, and vibrant local attractions. Our rental properties provide modern amenities, including high-speed Wi-Fi, flat-screen TVs, and private outdoor spaces.
Book your Hilton Head Island vacation rental today for an unforgettable stay in this beautiful coastal paradise, where comfort and convenience meet. Experience the ultimate blend of relaxation and adventure with us!
33 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
5305 Hampton Place is a two-primary suite villa with stunning ocean views! There is a great bedroom separation, full of natural light, granite, and stainless-steel appliances. This unit is located on the 3rd floor and can be accessed via stairs or elevator.
5305 Hampton Place
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2 bedroom, 3 bathroom Moorings villa close to the beach (650 feet from beach access; less than a two-minute walk) and the pool (located right outside the villa) in the sought-after Palmetto Dunes Oceanfront Resort on Hilton Head Island This Palmetto Dunes vil
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting atmosphere for your stay. Allow me to paint a pictu
103 Seacrest
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
4 Ocean Club offers you the perfect beachfront getaway in South Forest Beach! With direct beach access and a private, heated pool, this villa offers the best of Hilton Head Island vacationing.
Step into the inviting first floor, where you\'ll find a fully-eq
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
401 Windsor Place is a beautifully appointed villa in Palmetto Dunes with ocean views! Start your vacation memories today!
As you walk through the front door to be greeted with the ocean view, the light shines across the open-plan layout. An attractive livin
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This Sea Pines villa is outfitted with elegance in every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together.
Upon entry, to the left, you will find the fully
1838 Beachside Tennis
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 locate
450 Captains Walk
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay!
Indulge in the tranquility of coastal living with this exquisite 3-bedroom, 3-bathr
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room
3507 Windsor Court South
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