Fairway Properties

Premier Golf Accommodations On Hilton Head Island

The Fairway Collection was created to meet the three needs golfers are looking for when they plan a trip to Hilton Head Island.....championship level golf courses, outstanding dining experiences, and the best accommodations close to the golf course. The selection of homes and villas listed below provide the best in luxury accommodations on Hilton Head and are either on the course or in close proximity to one of the more than 30 golf courses located here. Each vacation property not only offers a great location, but they all have updated furnishings and the most requested amenities.

When planning a golf vacation, Island Time is poised to help you craft an exceptional golfing experience. Our Luxury Concierge can help you set up tee times, stock your refrigerator, and even arrange for an in-house chef. You can relax and focus on your golf game!

If you travel to Hilton Head Island, you will want to become a member of our guest loyalty program...Voyager Club. This program is exclusive to Island Time guests and rewards you for choosing to stay with us more than once. Each visit allows you to earn points that can help you move up in tiers, and each tier rewards you will a unique gift upon arrival.

25 properties available

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loveseat, and a desk. Heading further through this ho

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Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled within the prestigious gated, oceanfront resort community of Palmetto Dunes, this beautifully renovated four-bedroom, three-bath golf course home invites you to experience the very best of Lowcountry living. Designed with comfort and relaxation in min

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7 Ginger Beer | Fairway Breeze

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Exciting updates have just been completed at this property! A brand-new 5th bedroom is now finished and fully furnished with a queen-size bed and an ensuite jack-and-jill style bathroom. Updated photos have been completed as of January 2026. Elegance is unde

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51 Haul Away | Haul Away Haven

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect fo

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This home is a stunning haven nestled in the heart of Sea Pines, where luxury meets comfort in a beautiful retreat. Step inside and feel the warmth of this exquisitely remodeled 18 Willow Oak. Beautiful 8-inch wood flooring guides you through the open layou

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy the unbeatable convenience of this home\'s location, offering effortless access to the very best of Hilton Head. Just minutes from the Sea Pines gates, you\'ll find it easy to explore iconic destinations like Harbour Town, Coligny Plaza, and the island\

Pet-Friendly

Your entire family deserves time away... even the family dog. Preview our selection of pet friendly properties.
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Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This renovated 3-bedroom, 3-bath townhome features quartz countertops, soft-close cabinets, glass tile backsplash, LVP flooring, smooth ceilings, stunning tile showers, all new lighting, and new stainless steel appliances in the fully stocked gourmet kitchen.

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New look, same great location. Discover our updated properties.

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautiful 3-bedroom villa with 3 full baths So close to the truly spectacular beaches of Palmetto Dunes Remodeled kitchen and baths Oversized covered deck overlooking the community pool. Overlooking the Fazio Golf Course in Palmetto Dunes, this spacious, new

Pet-Friendly

Your entire family deserves time away... even the family dog. Preview our selection of pet friendly properties.
Learn More

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease. On the main level, the living room offers comfortable seating around the flatscreen TV and fireplace, as well as direct v

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Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This inviting Sea Pines retreat is tucked just three rows from the beach and offers sweeping views of the 18th hole of the Atlantic Dunes Golf Course. Designed to host up to 12 guests, Beaches and Bunkers features five beautifully appointed bedrooms, each wit

8 Beach Lagoon | Beaches and Bunkers

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot. Vaulted ceilings make this property feel comfortably spacious, which

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