Hilton Head Vacation Rentals
Welcome to Hilton Head Island, where relaxation meets luxury, and unforgettable memories are waiting to be made. As your premier vacation rental company on this breathtaking island paradise, we invite you to experience the ultimate getaway in one of our exquisite properties.
Nestled amidst pristine beaches, lush greenery, and world-class amenities, our hand selected collection of vacation homes promises an unparalleled escape from the ordinary. From intimate beachfront villas to spacious oceanfront homes, each of our properties is meticulously designed to cater to your every need and desire.
Beyond the confines of your vacation home, Hilton Head Island beckons with a plethora of activities and attractions to delight every traveler. Tee off at world-renowned golf courses, embark on a thrilling dolphin cruise, or simply lounge by the pool and soak up the sun. With miles of pristine beaches, scenic nature trails, and vibrant cultural experiences awaiting you, there's never a dull moment on Hilton Head Island.
We are committed to providing unparalleled service and unforgettable experiences for our guests. From seamless booking processes to our signature Luxury Concierge services, we strive to exceed your expectations at every turn. So why wait? Book your stay with us today and discover the magic of Hilton Head Island in style. Your perfect getaway awaits.
137 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and h
6 Grey Widgeon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views.
Walk into this beautifully decorated villa and be greeted by lagoon views. The kitchen was recently update
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitch
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Your perfect retreat for relaxation and adventure! Whether you\'re here to unwind with family, explore the surrounding area, or simply enjoy time together, this spacious and beautifully designed home is the ideal place to create unforgettable memories. Get re
32 Full Sweep
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
4 Junket sits 2nd row in Palmetto Dunes with Gorgeous Updates, Private Pool, Screened porch and Lowcountry luxury living
This second-row oceanfront, pet-friendly home is the epitome of Lowcountry luxury living on the beach. You are invited to this gorgeous m
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and tranquility. Enjoy an easy 10-minute walk or 5-mi
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
7 Guscio Way
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.
A brand-new game room has been added to Bedroom 3! This space now features a Pac-Man arcade console along with a wide selection of board games, making it the perfect setup for family game nights and friendly competition.
This 3-bedroom, 3-bathroom villa is a
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation. Nestled in the private oceanfront complex of Palmetto Dunes with perfect access to the beach and pool, the property features a complex pool, indoors and out! You w
1204 Villamare
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located in Palmetto Dunes and only a few minutes walk to the beach, this four bedroom home has all you need for the perfect stay on the island. 3 Cartgate offers four bedrooms and four and a half bathrooms, large spacious rooms, an open kitchen and private po
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina!
The open-concept floor
2538 Gleneagle Green
Tell us what you're looking for and someone will contact you with available options.