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. 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. This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an open-concept kitchen, dining room, and living room. Relax on either of the comfortable couches in the living room and watch your favorite programs on th

Pet-Friendly

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

3 Lighthouse Road Villa

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. Exciting updates are coming to the house, including the addition of a brand-new bunk room! Keep an eye on the website—updated photos will be av

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. 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. 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

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 stunning brand new build is currently under construction and set to welcome guests in late April 2026! Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home featuring six bedrooms, 5 full bathrooms, one half bathroom, an

New Property

New arrivals, just released. Explore our most recent properties.
Learn More

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely remodeled Sea Pines home sits on the 11th fairway and 15th green of the Harbour Town Golf Course! With 5 bedrooms and 6 bathrooms, this sunlight-filled home can host up to 14 guests comfortably. As you enter the home, you are met with an extr

Booked for Heritage

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking

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

Booked for Heritage

38 Stoney Creek Road | Carolina Getaway

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

Booked for Heritage

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.
Learn More