Limited Offer
Enjoy 5% off all Island Time Hilton Head properties for stays between 09/07/2026 and 12/31/2027 when you book between 04/16/2026 and 04/26/2026.
Promo code: GOLF
We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.
This offer cannot be combined with other offers. Valid for new stays only.
136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home is spacious and relaxing 3-bedroom home in the charming, gated community of Sea Pines. Open the door to experience a serene view of a private lagoon shaded by palm trees and live oaks dripping with Spanish moss. An abundance of natural sunlight stre
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home is newly updated and offers direct beach access and an expansive outdoor entertainment area sure to be a favorite for summer days! Designed for gatherings large and small, it combines breathtaking Atlantic views with spacious, thoughtfull
11 Junket
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
510 Mainsail is a gorgeous two-bedroom, two-and-a-half-bath, top-floor villa with breathtaking panoramic views of Shelter Cove Harbour. Designer-decorated, this property is perfect for a Hilton Head vacation and comfortably accommodates up to four people. Th
THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS).
SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PROPERTY.
NO PETS / ANIMALS ALLOWED (THIS INCLUDE
19 Armada
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet cul-de-sac in the heart of Sea Pines, 28 Battery Road is a delightful single-level retreat designed for effortless coastal living.This charming home offers a thoughtful layout, inviting gathering spaces, and a serene outdoor oasis, maki
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.
Notice: This property has recently undergone thoughtful updates, including a stunning new six-seat dining table, two stylish and cozy new chairs in the living room, and more! Brand new photos have been uploaded as of March 2026.
This stunning villa has been
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates!
435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful, updated villa with great views—you couldn\'t ask
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
26 Fazio Villas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
7 Guscio Way
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
A brand-new game room has been added to Bedroom 3! This space now features a Pac-Man arcade console along with a wide selection of board games, making it the perfect setup for family game nights and friendly competition.
This 3-bedroom, 3-bathroom villa is a
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