Harbour Town
Located inside of Sea Pines, take in the gorgeous views Harbour Town has to offer while dining at top-rated restaurants or taking a stroll through the marina. Nothing compares to the panoramic views that Harbour Town Lighthouse has to offer. Harbour Town features plenty of activities including dolphin watching excursions, adventure and dinner cruises, kayak tours and charter fishing trips. Put your game to the ultimate test at Harbour Town Golf Links home of the RBC Heritage Tournament. Harbour Town is the perfect place to stay with plenty of choices to eat, shop, and play.
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17 properties available
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
36 Red Oak
House -
3
bedrooms
3
baths
12
guests
5
(48)
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
100 Baynard Cove
House -
5
bedrooms
5
baths
1
half bath
14
guests
5
(14)
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
42 Stoney Creek
House -
7
bedrooms
7
baths
1
half bath
15
guests
4.9
(29)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to
Pet-Friendly
Pet-Friendly
Your entire family deserves time away... even the family dog. Preview our selection of pet friendly properties.
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2390 Lighthouse Tennis
Villa -
1
bedroom
1
bath
4
guests
4.9
(39)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet street in the heart of Sea Pines, 10 Battery Road is a charming coastal retreat designed for both relaxation and connection. With its bright open design and multiple areas to gather, this single-story home invites guests to unwind and e
New Property
New Property
New arrivals, just released. Explore our most recent properties.
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10 Battery Road
House -
3
bedrooms
3
baths
9
guests
5
(1)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 3rd-floor villa is recently updated and places you just minutes outside of the world-famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The living room is illuminated with natural light and ha
2380 Lighthouse Tennis
Villa -
2
bedrooms
2
baths
4
guests
5
(32)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This property will be undergoing construction and unavailable for rental during 2026. If you have any questions, please reach out to us at or call
This beautifully upgraded vacation home combines sophisticated design, high-end finishes, and abundant natur
6 Genoa Court
House -
4
bedrooms
4
baths
10
guests
5
(2)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown
A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view
953 Cutter Court
Villa -
3
bedrooms
2
baths
6
guests
4.9
(21)
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
House -
3
bedrooms
3
baths
8
guests
5
(30)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ce
35 Battery Road
House -
3
bedrooms
3
baths
8
guests
5
(20)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and tranquility. Enjoy an easy 10-minute walk or 5-mi
6 Gunnery Lane
House -
4
bedrooms
4
baths
14
guests
5
(8)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
6 East Garrison
House -
3
bedrooms
2
baths
8
guests
5
(61)
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