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. Step into the coastal charm and be met with the open planned living area and dining area with a nice open window into the fully equipped kitchen. From this floor you will be able to step into the cozy sunroom which is the perfect spot to sit back and enjoy th

New Pictures

150 Otter Road

House -

$132^.00 - $392^.00 / per night

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

House

$378^.00 - $1,318^.00 / per night

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. For a group that enjoys golf, a stay at the high-end Stoney Creek house cannot be topped! This single-level home is adjacent to the Heron Point Golf Course, and the expansive back deck offers an impressive view of the 10th fairway. Plus, you\'ll have fun maki

60 Stoney Creek Road

House -

$366^.00 - $942^.00 / per night

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 4-bedroom, 4.5-bathroom home is in the heart of Sea Pines Plantation. This cozy home features multiple living spaces throughout the home, making it perfect for large groups of friends and families. Relax and unwind by the pool and newly renovated deck or

2 Tupelo Drive

House -

$322^.00 - $870^.00 / per night

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

57 Fazio Villas

Villa -

$126^.00 - $420^.00 / per night

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.

283 Turnberry Villas

Villa -

$149^.00 - $428^.00 / per night

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

HOT 99

100 Baynard Cove

House -

$530^.00 - $1,593^.00 / per night

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

39 Port Tack

House -

$365^.00 - $835^.00 / per night

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

New Property

18 Willow Oak

House -

$354^.00 - $943^.00 / per night

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This pet-friendly Sea Pines home has an extremely open floor plan with soaring ceilings to create a charming environment perfect for your next vacation. Three bedrooms and three bathrooms offer enough space to host up to 10 guests comfortably. Multiple living

36 Red Oak

House -

$260^.00 - $1,075^.00 / per night

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 65

176 Mooring Buoy

House -

$446^.00 - $1,006^.00 / per night

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

New Property