Windmill Harbor Vacation Rentals

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Our top choices for Windmill Harbor vacation rentals

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (174 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
$851 nightly
The price is $936
Jun 5 - Jun 6
Total with taxes and fees
Marriott's Grande Ocean

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
$388 nightly
The price is $427
May 31 - Jun 1
Total with taxes and fees
Pool Time & Island Vibes! Hilton Head Getaway

DeSoto Beach Gardens

DeSoto Beach Gardens
2.5 star property
South Beach
8.4 out of 10, Very Good, (232 reviews)
"Easy walk to the beach. Room was clean and spacious. Would stay again."
United States
Sarah
$249 nightly
The price is $289
May 31 - Jun 1
Total with taxes and fees
DeSoto Beach Gardens

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
$627 nightly
The price is $690
Jun 27 - Jun 28
Total with taxes and fees
Disney's Hilton Head Island Resort

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
$454 nightly
The price is $499
Jun 18 - Jun 19
Total with taxes and fees
Marriott's Heritage Club

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
$1,721 nightly
The price is $1,893
Jun 28 - Jun 29
Total with taxes and fees
Montage Palmetto Bluff Residences

Beach Vacation 3 Units

Beach Vacation 3 Units
2.0 star property
North Beach
$864 nightly
The price is $990
Jun 13 - Jun 14
Total with taxes and fees
Beach Vacation 3 Units

Desoto Beach Terraces

Desoto Beach Terraces
3.0 star property
South Beach
8.4 out of 10, Very Good, (120 reviews)
"Very friendly, great property, plumbing is a little old and wonky but the staff is prompt at coming to the aide"
United States
Lora
$275 nightly
The price is $318
Jun 4 - Jun 5
Total with taxes and fees
Desoto Beach Terraces

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (250 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
$826 nightly
The price is $908
Jun 27 - Jun 28
Total with taxes and fees
Marriott's Barony Beach Club

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
$308 nightly
The price is $339
May 31 - Jun 1
Total with taxes and fees
Walk to Bars & Shops: Resort Condo in Hilton Head!

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
$454 nightly
The price is $499
Jun 27 - Jun 28
Total with taxes and fees
Marriott's Harbour Club

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (199 reviews)
"Great resort, great room "
United States
Crista
$839 nightly
The price is $923
Jun 27 - Jun 28
Total with taxes and fees
Marriott's SurfWatch

Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
$395 nightly
The price is $434
Jun 5 - Jun 6
Total with taxes and fees
Serene Hilton Head Island Condo w/ Community Pool!

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (153 reviews)
"Very nice place to stay "
United States
Alejandro
$423 nightly
The price is $465
Jun 13 - Jun 14
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Vacation Rental: Private Beach Access!

Hilton Head Vacation Rental: Private Beach Access!
3.0 star property
Mid Island
$441 nightly
The price is $486
Jun 3 - Jun 4
Total with taxes and fees
Hilton Head Vacation Rental: Private Beach Access!

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
$719 nightly
The price is $791
Jun 13 - Jun 14
Total with taxes and fees
Marriott's Monarch at Sea Pines

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
$382 nightly
The price is $420
Jun 9 - Jun 10
Total with taxes and fees
Oceanfront Breakers 137 Condo w/ Sunrise Views!

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
$338 nightly
The price is $372
Jun 4 - Jun 5
Total with taxes and fees
'wright by the Beach': Hilton Head Condo w/ Perks

Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.0 out of 10, Very Good, (4 reviews)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
$303 nightly
The price is $334
Jun 14 - Jun 15
Total with taxes and fees
Hilton Head Condo: Beach Supplies, Walk to Shore!

Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
$352 nightly
The price is $387
Jun 16 - Jun 17
Total with taxes and fees
Walk to Beach: Hilton Head Condo w/ Pool Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windmill Harbor Hotel Reviews

Find out more about Windmill Harbor

Everything you need to know about Windmill Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windmill Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windmill Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windmill Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windmill Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windmill Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $289 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windmill Harbor rentals

At Expedia, we put the best Windmill Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windmill Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windmill Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windmill Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Windmill Harbor?

Yes, we offer vacation rentals close to the most popular attractions in Windmill Harbor, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Windmill Harbor has to offer?

Desoto Beach Terraces: This vacation home rental near Windmill Harbor is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a terrace and an arcade game room.

What can I see and do in Windmill Harbor?

While exploring the area, visit family-friendly sights like Coastal Discovery Museum, or get outside and enjoy nature at Sea Pines Forest Preserve. In the larger area, you’ll find Marine Corps Recruit Depot Parris Island and Shelter Cove Harbour.

What are vacation rentals like in Windmill Harbor?

Vacation rentals are private accommodations you can book for several days or more in Windmill Harbor. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.