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Check prices for these dates

Our top choices for Windmill Harbor holiday rentals

1. 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, (159 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 £72
includes taxes & fees
30 Nov - 1 Dec
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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 £119
includes taxes & fees
2 Dec - 3 Dec
Marriott's Heritage Club

3. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is £239
includes taxes & fees
18 Nov - 19 Nov
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

4. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (155 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
The price is £179
includes taxes & fees
15 Nov - 16 Nov
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

5. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (44 reviews)
"You truly are steps to the beach and can see the water from the balcony. This place was so close to shopping and dining. Excellent place to stay!"
United States
Sherri P.
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

6. Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
8.8 out of 10, Excellent, (6 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is £224
includes taxes & fees
10 Nov - 11 Nov
Oceanfront Hilton Head Island Condo w/ Pool!

7. 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

8. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (109 reviews)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
United States
Will K.
The price is £223
includes taxes & fees
13 Nov - 14 Nov
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

9. Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (123 reviews)
"Place was on the 1st floor and very convenient location. Pool is a little small but clean. Gate to get in was a little to be desired because it was hard for 2 cars to pass at the same time. Place was clean and host was very easy to deal with and answered any questions for me ASAP. Would stay again. Great for couples."
United States
Kathleen
The price is £206
includes taxes & fees
10 Nov - 11 Nov
Castaways King Villa on Beach, Free Bikes!

10. Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
Mid Island
10.0 out of 10, Exceptional, (220 reviews)
"Kellie was a wonderful host!! Great location and spot for biking and beaching. Would love to stay again."
United States
Whitney K.
The price is £236
includes taxes & fees
1 Dec - 2 Dec
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

11. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
The price is £183
includes taxes & fees
19 Nov - 20 Nov
Marriott's Monarch at Sea Pines

12. Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes
South End
9.8 out of 10, Exceptional, (184 reviews)
"Perfect for a couple. Great location, very clean and had everything we needed."
United States
Gina C.
The price is £202
includes taxes & fees
10 Nov - 11 Nov
Flip Flop Paradise-Steps to the Sand! Free Bikes

13. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (109 reviews)
"Kendall's place was comfortable, clean and just as described. The location was great and easy to find. We will definitely stay here again."
United States
Beth T.
The price is £206
includes taxes & fees
10 Nov - 11 Nov
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

14. SunnyDaze-Brand new reno- King bed, Free bikes!

SunnyDaze-Brand new reno- King bed, Free bikes!
South End
9.6 out of 10, Exceptional, (115 reviews)
"Great place to stay!"
United States
Jake H.
The price is £201
includes taxes & fees
10 Nov - 11 Nov
SunnyDaze-Brand new reno- King bed, Free bikes!

15. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
Beach Daze-Gorgeous new shower! Bikes Included

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
Sea Pines
9.2 out of 10, Wonderful, (219 reviews)
"Very clean and excellent location right around the corner from HarborTown."
United States
Matt K.
The price is £224
includes taxes & fees
10 Nov - 11 Nov
Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

17. Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
9.8 out of 10, Exceptional, (140 reviews)
"Great place to stay. Will definitely stay here again"
United States
Celeste G.
Sunset Dunes Direct Beach Access

18. Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
The price is £205
includes taxes & fees
10 Nov - 11 Nov
Carriage House within 5 minute walk of Old Town Bluffton

19. Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.8 out of 10, Exceptional, (91 reviews)
"Clean property, reasonably priced, hosts were extremely easy to work with."
United States
Griffith S.
Good Times and Tan Lines!-Central air, free bikes!

20. Lagoon View Resort Villa - Walk to the Beach!

Lagoon View Resort Villa - Walk to the Beach!
Mid Island
9.4 out of 10, Exceptional, (52 reviews)
"We completely enjoyed our visit. The condo was clean and in a great location. The owners communicated easily."
United States
meredith l.
The price is £266
includes taxes & fees
10 Nov - 11 Nov
Lagoon View Resort Villa - Walk to the Beach!
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.

Find holiday rentals that suit your style

Top Windmill Harbor Hotel Reviews

Find out more about Windmill Harbor

Everything you need to know about Windmill Harbor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windmill Harbor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windmill Harbor holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windmill Harbor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windmill Harbor holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windmill Harbor rentals

At Expedia, we put the best Windmill Harbor holiday 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 holiday.

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 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.