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Windmill Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Windmill Harbor vacation rentals

A covered outdoor area with a pool, lounge chairs, and a sofa.

1. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
$250 nightly
The price is $275
Oct 31 - Nov 1
Total with taxes and fees
Marriott's SurfWatch
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

2. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
$143 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Marriott's Heritage Club
A waterfront restaurant with outdoor seating and a view of the water.

3. 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
$166 nightly
The price is $183
Oct 22 - Oct 23
Total with taxes and fees
Disney's Hilton Head Island Resort
A historic building with a covered porch and a brick pathway.

4. 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
$1,459 nightly
The price is $1,605
Nov 15 - Nov 16
Total with taxes and fees
Montage Palmetto Bluff Residences
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

5. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
$315 nightly
The price is $346
Oct 17 - Oct 18
Total with taxes and fees
Palmetto Dunes Golf Getaway: Pool + Beach Access!
A beach with a calm sea and a clear sky.

6. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
$399 nightly
The price is $439
Nov 1 - Nov 2
Total with taxes and fees
Steps to Beach-hilton Head Condo-pet Friendly
A balcony with two wooden chairs and a small table, overlooking a beach.

7. Desoto Beach Terraces

Desoto Beach Terraces
3.0 star property
South Beach
8.4 out of 10, Very good, (125 reviews)
"The property is unique but has the best views. The inside is dated and they do not provide housekeeping during your stay- was not aware of that."
United States
Karolyn Hanson
$181 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
Desoto Beach Terraces
A modern living room with a sofa, a coffee table, and a fireplace. There is a kitchen area with a sink and cabinets.

8. New Meets Nostalgic- Cottage Sleeps 8

New Meets Nostalgic- Cottage Sleeps 8
3.5 star property
Whitemarsh Island
10.0 out of 10, Exceptional, (2 reviews)
"The best stay, beds were so comfortable and the location was perfect! So clean and smelled so good. Can’t wait to come back!"
United States
Emily
$224 nightly
The price is $258
Oct 20 - Oct 21
Total with taxes and fees
New Meets Nostalgic- Cottage Sleeps 8
A living room with a grey sofa, striped armchair, and a coffee table. There are two lamps on side tables, a ceiling fan, and a large window with blinds.

9. Lovely Tybee Condo Close to Beach

Lovely Tybee Condo Close to Beach
3.0 star property
South Beach
10.0 out of 10, Exceptional, (1 review)
"Amazing place on the beach! So good, if they sell it, I want first dibs! My daughter and I fealt right at home! Very relaxed and comfortable!"
United States
Rory
$323 nightly
The price is $374
Oct 25 - Oct 26
Total with taxes and fees
Lovely Tybee Condo Close to Beach
An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

10. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
$278 nightly
The price is $306
Nov 1 - Nov 2
Total with taxes and fees
Marriott's Grande Ocean
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

11. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
$143 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Marriott's Harbour Club
A covered patio area with a white roof and glass walls, featuring a bench and a small table.

12. Family Friendly House w Pool & Games

Family Friendly House w Pool & Games
3.0 star property
Whitemarsh Island
$578 nightly
The price is $658
Oct 26 - Oct 27
Total with taxes and fees
Family Friendly House w Pool & Games
A spacious living room with a sofa set, a coffee table, and a ceiling fan.

13. Spacious Family Home w Pool

Spacious Family Home w Pool
3.0 star property
Wilmington Island
$674 nightly
The price is $767
Oct 18 - Oct 19
Total with taxes and fees
Spacious Family Home w Pool
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

14. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
8.0 out of 10, Very good, (3 reviews)
"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...
United States
Manuel
$351 nightly
The price is $386
Oct 21 - Oct 22
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A modern kitchen with black cabinets, stainless steel appliances, a marble countertop, and a pendant light.

15. Modern Home Near Beach & City Dog Friendly

Modern Home Near Beach & City Dog Friendly
3.0 star property
Wilmington Island
$264 nightly
The price is $303
Nov 3 - Nov 4
Total with taxes and fees
Modern Home Near Beach & City Dog Friendly
Room

16. Savannah Oasis Hot Tub Pickleball Putt Putt

Savannah Oasis Hot Tub Pickleball Putt Putt
2.0 star property
Whitemarsh Island
$454 nightly
The price is $518
Oct 19 - Oct 20
Total with taxes and fees
Savannah Oasis Hot Tub Pickleball Putt Putt
A living room with a brick wall, a flat-screen TV mounted above a fireplace, two white armchairs, a coffee table with decorative items, and a floor lamp.

17. Large Home Sleeps 10 By Beach & City

Large Home Sleeps 10 By Beach & City
3.0 star property
Whitemarsh Island
$446 nightly
The price is $509
Oct 18 - Oct 19
Total with taxes and fees
Large Home Sleeps 10 By Beach & City
A covered patio area with a pool, seating, and a view of the outdoors.

18. Renovated Pool Paradise Private Oasis

Renovated Pool Paradise Private Oasis
3.0 star property
Wilmington Island
$746 nightly
The price is $848
Oct 19 - Oct 20
Total with taxes and fees
Renovated Pool Paradise Private Oasis
An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

19. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 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
$356 nightly
The price is $392
Oct 27 - Oct 28
Total with taxes and fees
Marriott's Barony Beach Club
A covered outdoor seating area with a view of the sunset over a body of water.

20. 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, (157 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
$127 nightly
The price is $140
Nov 4 - Nov 5
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
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

Palmera Inn and Suites

Palmera Inn and Suites

10/10 Excellent
"Beautiful property and rooms."
Asha 2-night trip
Posted 1 hour ago
Palmera Inn and Suites

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 $140 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 Country Club of Hilton Head.

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.