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. 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

HOT 63

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. Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer\'s tee shot? Is the contact between the driver and the golf ball making the sweetest so

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. Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home thoughtfully designed for gathering, relaxation, and making lasting vacation memories. Featuring seven bedrooms, five full bathrooms, one half bathroom, multiple living spa

HOT 327

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

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 town

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. A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab

Water View

Enjoy stunning water views from every room. Explore our water view properties.

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

HOT 59

51 Haul Away | Haul Away Haven

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This spectacular villa has been renovated with new flooring, painting, and furniture. Walking into the villa welcomes you to an open-concept living area featuring high ceilings and large windows that bathe the space in natural light. The living room is elegan

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

Pet-Friendly

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

7 Ginger Beer | Fairway Breeze

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Thoughtfully refreshed and beautifully appointed, this 4-bedroom, 4.5-bath home in the heart of Sea Pines Plantation offers inviting coastal comfort with multiple gathering spaces, serene golf-course views, and a renovated pool deck perfect for relaxing days

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