Windsor Villas - Hilton Head Vacation Rentals

Compare 8 vacation rentals.

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Make Windsor Villas - Hilton Head your next getaway

Explore our Windsor Villas vacation rentals at Hilton Head

Explore more vacation rental amenities in Windsor Villas - Hilton Head

Ocean view | Oceanfront | Water view | Waterfront | A/C | Elevator | Washer/dryer | Balcony | Golf on-site | Tennis court

Windsor Villas - Hilton Head vacation rentals for every getaway

Popular

Hot tub Internet Pool

Windsor Court North 4209

1 Bed | 2 Bath | Sleeps 4

Windsor Court North 4209 - Hilton Head, SC

$384 avg / night
(excludes fees and taxes)

Windsor Place 207

2 Bed | 2 Bath | Sleeps 8

Windsor Place 207 - Hilton Head, SC

$402 avg / night
(excludes fees and taxes)

Windsor Court North 4504

1 Bed | 2 Bath | Sleeps 4

Windsor Court North 4504 - Hilton Head, SC

$226 avg / night
(excludes fees and taxes)

Windsor Place 402

1 Bed | 2 Bath | Sleeps 6

Windsor Place 402 - Hilton Head, SC

$292 avg / night
(excludes fees and taxes)

Windsor Court South 3508

3 Bed | 3 Bath | Sleeps 8

Windsor Court South 3508 - Hilton Head, SC

$854 avg / night
(excludes fees and taxes)

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Recent Windsor Villas - Hilton Head vacation rental reviews

The condo was spotless when we arrived, and since we like to cook for our family, we found that they were perfectly equipped for making good meals. Furniture was great. The beds were super comfortable. Can’t wait to stay here again.

steve m. | Nov 2025

The property is beautifully maintained inside and out. We had a beautiful stay for the week the weather was perfect and the island was peaceful. I love this property and will definitely stay again. We had everything we needed and a beautiful view of the ocean.

Nancy C. | Nov 2025

Loved the view, the location and the open kitchen.

Glenda S. | Oct 2025

Windsor Villas - Hilton Head Frequently Asked Questions

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

Browse homes with internet access >

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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Windsor Villas - Hilton Head, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

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.

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