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Windmill Harbor Holiday Rentals

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Check prices for these dates

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

Our top choices for Windmill Harbor holiday 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)
The price is HK$1,860
HK$2,046 total
includes taxes & fees
14 Nov - 15 Nov
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
The price is HK$1,122
HK$1,234 total
includes taxes & fees
2 Nov - 3 Nov
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
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
The price is HK$10,508
HK$12,634 total
includes taxes & fees
15 Nov - 16 Nov
Montage Palmetto Bluff Residences
A beach with a calm sea and a clear sky.

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

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
The price is HK$1,055
HK$3,287 total
includes taxes & fees
3 Nov - 4 Nov
Steps to Beach-hilton Head Condo-pet Friendly
A balcony with two wooden chairs and a small table, overlooking a beach.

6. 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
The price is HK$1,349
HK$1,623 total
includes taxes & fees
12 Nov - 13 Nov
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.

7. 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
The price is HK$932
HK$2,027 total
includes taxes & fees
18 Oct - 19 Oct
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.

8. 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
The price is HK$1,821
HK$3,284 total
includes taxes & fees
19 Oct - 20 Oct
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.

9. 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
The price is HK$2,182
HK$2,400 total
includes taxes & fees
1 Nov - 2 Nov
Marriott's Grande Ocean
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

10. 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
The price is HK$1,122
HK$1,234 total
includes taxes & fees
8 Nov - 9 Nov
Marriott's Harbour Club
A covered patio area with a white roof and glass walls, featuring a bench and a small table.

11. Family Friendly House w Pool & Games

Family Friendly House w Pool & Games
3.0 star property
Whitemarsh Island
The price is HK$2,456
HK$5,161 total
includes taxes & fees
27 Oct - 28 Oct
Family Friendly House w Pool & Games
A spacious living room with a sofa set, a coffee table, and a ceiling fan.

12. Spacious Family Home w Pool

Spacious Family Home w Pool
3.0 star property
Wilmington Island
The price is HK$3,908
HK$6,017 total
includes taxes & fees
18 Oct - 19 Oct
Spacious Family Home w Pool
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

13. 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
The price is HK$832
HK$3,027 total
includes taxes & fees
21 Oct - 22 Oct
Beachfront Condo w/ Pool Access in Hilton Head!
A modern kitchen with black cabinets, stainless steel appliances, a marble countertop, and a pendant light.

14. Modern Home Near Beach & City Dog Friendly

Modern Home Near Beach & City Dog Friendly
3.0 star property
Wilmington Island
The price is HK$1,161
HK$2,600 total
includes taxes & fees
21 Oct - 22 Oct
Modern Home Near Beach & City Dog Friendly
Room

15. Savannah Oasis Hot Tub Pickleball Putt Putt

Savannah Oasis Hot Tub Pickleball Putt Putt
2.0 star property
Whitemarsh Island
The price is HK$1,582
HK$3,823 total
includes taxes & fees
19 Oct - 20 Oct
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.

16. Large Home Sleeps 10 By Beach & City

Large Home Sleeps 10 By Beach & City
3.0 star property
Whitemarsh Island
The price is HK$2,399
HK$3,998 total
includes taxes & fees
18 Oct - 19 Oct
Large Home Sleeps 10 By Beach & City
A covered patio area with a pool, seating, and a view of the outdoors.

17. Renovated Pool Paradise Private Oasis

Renovated Pool Paradise Private Oasis
3.0 star property
Wilmington Island
The price is HK$3,775
HK$6,651 total
includes taxes & fees
20 Oct - 21 Oct
Renovated Pool Paradise Private Oasis
An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

18. 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
The price is HK$2,794
HK$3,073 total
includes taxes & fees
27 Oct - 28 Oct
Marriott's Barony Beach Club
A covered outdoor seating area with a view of the sunset over a body of water.

19. 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
The price is HK$997
HK$1,096 total
includes taxes & fees
4 Nov - 5 Nov
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

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent
"Great breakfast! Really nice pool! Location is wonderful!"
margie 2-night trip
Posted 5 hours ago
Holiday Inn Express Hilton Head Island by IHG

Find out more about Windmill Harbor

Search for holiday rentals in Windmill Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windmill Harbor using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Windmill Harbor?

Yes, there are holiday rentals close to the most popular sights in Windmill Harbor, or you can select a more secluded option if you're looking for a relaxing stay.

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

Desoto Beach Terraces: This holiday home rental outside of Windmill Harbor is located on the beach, and has an outdoor pool, a balcony and a BBQ 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/games 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 wider area, you’ll find Marine Corps Recruit Depot Parris Island and Country Club of Hilton Head.

What are holiday rentals like in Windmill Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windmill Harbor. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.