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Windmill Harbor Vacation Rentals

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Our top choices for Windmill Harbor vacation rentals

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
The price is CA $1,144
CA $1,259 total
includes taxes & fees
Aug 15 - Aug 16
Marriott's SurfWatch

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $644
CA $709 total
includes taxes & fees
Jul 23 - Jul 24
Marriott's Harbour Club

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
Disney's Hilton Head Island Resort

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is CA $1,945
CA $2,332 total
includes taxes & fees
Jul 17 - Jul 18
Montage Palmetto Bluff Residences

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is CA $211
CA $610 total
includes taxes & fees
Aug 2 - Aug 3
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, (236 reviews)
"Nice suite with a short walk to the beach."
United States
Kimberly
The price is CA $292
CA $357 total
includes taxes & fees
Aug 9 - Aug 10
DeSoto Beach Gardens

Beach Vacation 3 Units

Beach Vacation 3 Units
2.0 star property
North Beach
The price is CA $757
CA $1,566 total
includes taxes & fees
Aug 8 - Aug 9
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
The price is CA $418
CA $498 total
includes taxes & fees
Aug 16 - Aug 17
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
The price is CA $1,139
CA $1,253 total
includes taxes & fees
Aug 2 - Aug 3
Marriott's Barony Beach Club

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (69 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is CA $644
CA $709 total
includes taxes & fees
Jul 30 - Jul 31
Marriott's Heritage Club

Pool & Folly Field Beach Access! HHI Resort Condo

Pool & Folly Field Beach Access! HHI Resort Condo
3.0 star property
Mid Island
The price is CA $122
CA $503 total
includes taxes & fees
Aug 10 - Aug 11
Pool & Folly Field Beach Access! HHI Resort Condo

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, (154 reviews)
"Very nice place to stay "
United States
Alejandro
The price is CA $560
CA $616 total
includes taxes & fees
Aug 16 - Aug 17
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is CA $159
CA $496 total
includes taxes & fees
Aug 3 - Aug 4
Walk to Bars & Shops: Resort Condo in Hilton Head!

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (175 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is CA $1,195
CA $1,314 total
includes taxes & fees
Aug 12 - Aug 13
Marriott's Grande Ocean

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
The price is CA $1,009
CA $1,110 total
includes taxes & fees
Jul 29 - Jul 30
Marriott's Monarch at Sea Pines

Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
The price is CA $254
CA $610 total
includes taxes & fees
Aug 2 - Aug 3
Serene Hilton Head Island Condo w/ Community Pool!

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
4.0 star property
South End
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Oceanfront Condo! Breakers 210 w/ Sunrise Views
4.0 star property
South End
The price is CA $341
CA $659 total
includes taxes & fees
Jul 27 - Jul 28
Oceanfront Condo! Breakers 210 w/ Sunrise Views

Walk to Hilton Head Island Beach: Villa w/ Balcony

Walk to Hilton Head Island Beach: Villa w/ Balcony
3.5 star property
South End
6.0 out of 10, (1 review)
"Enjoyed myself "
United States
Leviticus
Walk to Hilton Head Island Beach: Villa w/ Balcony

Private Beach Access: Hilton Head Island Condo!

Private Beach Access: Hilton Head Island Condo!
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"The condo was cute, clean and cozy. Lots of amenities in the complex, didn't have to leave the property all day! There was even.live music "
United States
Elizabeth
The price is CA $317
CA $604 total
includes taxes & fees
Jul 24 - Jul 25
Private Beach Access: Hilton Head Island Condo!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windmill Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Tybee Island Beach. While in the area, you can also visit popular places like Coligny Beach and Marine Corps Recruit Depot Parris Island.

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.