Windsor Villas - Hilton Head Vacation Rentals

Compare 16 vacation rentals with savings up to 30% off this summer.
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Explore our Windsor Villas vacation rentals at Hilton Head

Windsor Villas - Hilton Head vacation rentals for every getaway

Hot tub Internet Pool
Windsor Court North 4504
1 Bedroom | 2 Bath | Sleeps 4

Windsor Court North 4504 - Hilton Head, SC

$192 avg / night
Windsor Place 502
1 Bedroom | 2 Bath | Sleeps 4

Windsor Place 502 - Hilton Head, SC

$223 avg / night
Windsor II 2317
3 Bedroom | 3 Bath | Sleeps 6

Windsor II 2317 - Hilton Head, SC

$328 avg / night
Windsor Court North 4209
1 Bedroom | 2 Bath | Sleeps 4

Windsor Court North 4209 - Hilton Head, SC

$171 avg / night
Windsor II 2314
1 Bedroom | 2 Bath | Sleeps 4

Windsor II 2314 - Hilton Head, SC

$168 avg / night

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Recent Windsor Villas - Hilton Head vacation rental reviews

I have stayed at several units within the Windsor complexes.This particular visit, I split my 2 weeks stay between a more updated unit and this unit b/c the more updated unit did not have 2 weeks available. The pros: lovely decor in living room and bedroom. Very clean. Kitchen cute and beachy but black handles and painting the countertop would elevate the area. Nice but slightly obstructed beach view despite being on 4th floor (the trees block) but you can certainly still see the water and hear it although it is muffled a fair bit with the the water fountains running the majority of the day. The Cons: Bathrooms need updating. Tub very difficult to get in and out of and lighting is too poor in the bathroom to read. The pool area seems cheap - almost like it is an above ground pool. obviously this is nothing Vacasa controls but nice information - there are no umbrellas at the pool as other complexes have. The kitchen is stocked well. Lorna who is the property manager was FANTASTIC helping me with an unrelated issue on arrival day. I found customer service at VACASA to be great! This is my 3rd year renting with VACASA and have found them very responsive. My wishlist for this unit - umbrella/chairs. They would not negate the need to rent your own more serviceable ones, but I would have appreciated just a few chairs to put in the ocean. Updated bathrooms. Better lighting in the bathroom and bedroom as reading is hard in either room. I also wish there was a deadbolt on the door like the other unit I stay at more often. Cellular is really tough. Dropped calls constantly.
Melissa C. | Jul 2023
Close to the beach and the pool.
Mike B. | Jul 2023
Absolutely loved this condo. Everything was top notch. Loved sitting on the balcony watching the ocean. Pool was awesome-not too crowded and plenty of seating. Will definitely be back. Perfect for our party of 6.
William F. | Jul 2023
Windsor Villas - Hilton Head vacation rental FAQ

Yes. 16 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 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.

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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
Easy check-in
Professional 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.