Windsor Villas - Hilton Head Vacation Rentals

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Make Windsor Villas - Hilton Head your next getaway

Explore our Windsor Villas vacation rentals at Hilton Head

Popular amenities for Windsor Villas - Hilton Head vacation rentals

Popular
Hot tub Internet Pool
Oceanfront getaway with lagoon views, shared pool & hot tub – walk to beach
1 Bedroom | 2 Bath | Sleeps 6

Oceanfront getaway with lagoon views, shared pool & hot tub – walk to beach - Hilton Head, SC

$187 avg / night
(excludes fees and taxes)
4.0 (5)
Stunning beach condo with two ocean-view balconies, shared pool & hot tub
3 Bedroom | 3 Bath | Sleeps 8

Stunning beach condo with two ocean-view balconies, shared pool & hot tub - Hilton Head, SC

$463 avg / night
(excludes fees and taxes)
5.0 (5)
Beach dream w/ balcony view & shared pool - steps from the beach
1 Bedroom | 2 Bath | Sleeps 4

Beach dream w/ balcony view & shared pool - steps from the beach - Hilton Head, SC

$159 avg / night
(excludes fees and taxes)
3.8 (5)
Island getaway by the ocean w/ balcony view & shared pool - beach access
1 Bedroom | 2 Bath | Sleeps 4

Island getaway by the ocean w/ balcony view & shared pool - beach access - Hilton Head, SC

$165 avg / night
(excludes fees and taxes)
4.4 (5)
Sunlit Oceanfront Condo with Two Balconies, Wet Bar, Beach Views & WiFi
3 Bedroom | 3 Bath | Sleeps 6

Sunlit Oceanfront Condo with Two Balconies, Wet Bar, Beach Views & WiFi - Hilton Head, SC

$446 avg / night
(excludes fees and taxes)
4.8 (5)

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Recent Windsor Villas - Hilton Head guest reviews

We celebrated our 34th wedding anniversary at this unit for a 3 night 4 day stay! It was wonderful! The unit was beautiful, comfortable, with amazing views! The location was central to many restaurant and shopping options. We will definitely be back to stay at your unit! Many thanks for a memorable anniversary weekend! The King’s Feb. 2026
Brenda K. | Feb 2026
Wonderful master bedroom bed…..very comfortable..loved vertical blinds….
Lois and Leo L. | Feb 2026
Roomy property in desirable Palmetto Dunes.
John W. | Jan 2026
Windsor Villas - Hilton Head vacation rental FAQ

Yes. 8 of our Windsor Villas - Hilton Head vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Windsor Villas - Hilton Head vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Windsor Villas - Hilton Head team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Windsor Villas - Hilton Head, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Those in search of a dreamy Hilton Head getaway will find what they’re looking for at one of our Windsor Villas vacation rentals. Situated in the Palmetto Dunes area, your Windsor Villas rental has a wooden walking path outside that leads straight out to the ocean. An oceanfront pool, hot tub, and kiddie pool will keep everybody cool when you’re not out on the sand. Treat yourself to a stay at a Windsor Villas vacation rental next time you’re planning a Hilton Head Island getaway.