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 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. 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

New Pictures

Updated photos now available, see what’s waiting for you.
Learn More

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

HOT 57

7 Ginger Beer | Fairway Breeze

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. 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

38 Stoney Creek Road | Carolina Getaway

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. This home has been freshly updated with brand new exterior paint, kitchen countertops, renovated bedrooms and bathrooms, a new grill, and more exciting upgrades throughout! Photos have been updated to reflect these updates as of February 2026. This pet-frien

New Pictures

Updated photos now available, see what’s waiting for you.

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

HOT 114

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. 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

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.
Learn More

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen ar