Windmill Harbor Vacation Rentals from CA $150: Short-Term Rentals for 2025

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

Desoto Beach Terraces : You might like this vacation home rental near Windmill Harbor. It 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.

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Vacation Rentals in Windmill Harbor

Relax by the pool surrounded by a tranquil oasis with a central fountain and lounge seating.

"Loved the pools and lazy river- closeness to the beach, playgrounds, shops and restaurants. We had a great time!"

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

"Good value for the price (location, condition of the property and furniture)."

Relax in this stylish living area with a sofa set, armchair, and coffee table, offering a comfortable space to unwind.

"The house was just as described and well appointed. We took our three kids for spring break. Our son is in college and enjoyed his own room & bathroom. He was able to get some work done in between looking for lizards outside & getting some sun. Our girls are juniors in high school and were also glad to have their own bedroom and bathroom. The pool was great & the weather was perfect for relaxing in the sun and shaking off the winter blahs. My husband and enjoyed going for long walks on the...

Relax in this open-plan living space with a kitchen area, featuring a sofa set, dining table, and kitchen counter.

"Perfect for a weekend get away! Clean and every one was super helpful!"

CA $308 total

includes taxes & fees

Jul 28 - Jul 29

Stately two-story house with a central entrance and mature trees surrounding the property.

"Great home "

Relax in this serene ocean-view seating area with a round table and two comfortable chairs.

"It was very quiet and relaxing. Beach is at your front door"

Relax by the serene pool surrounded by lounge chairs and a gazebo, with a soothing waterfall and lush greenery.

"Great place for vacation on the beach, nice, clean and quiet areas "

CA $968 total

includes taxes & fees

Aug 17 - Aug 18

Enjoy cooking in this well-equipped kitchen with a central island, double sink, and stainless steel appliances.

"15 family members stayed at this home to celebrate my 60th BD. The house was equipped with everything and more. So inviting, comfortable and spacious. The owner was super responsive and very helpful. Already planning a return stay."

Enjoy a serene view of the park from this sunroom, featuring a sofa, chairs, and a wooden table.

"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. "

CA $2,316 total

includes taxes & fees

Aug 16 - Aug 17

Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas providing ample seating and shade.

"Great stay "

CA $1,131 total

includes taxes & fees

Jul 22 - Jul 23

Enjoy a serene beach experience with a vast sandy shore and tranquil sea.

"The property was clean and well furnished and accessible to the beach and other amenities."

Enjoy a game of beach volleyball on our sandy court with a net and marked lines.

"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "

CA $578 total

includes taxes & fees

Jul 18 - Jul 19

Stunning two-story residence with a spacious deck and balcony, surrounded by lush greenery.

"Just perfect! Steps to the beach, great roof top, everybody was super comfortable, overall just great."

Relax in a serene bedroom with a large bed, framed artwork, and a cozy reading nook.

"Great property and fun community! "

Relax by the resort's pool surrounded by palm trees and a soothing fountain.

"Great hotel"

CA $1,239 total

includes taxes & fees

Aug 7 - Aug 8

Relax in a serene garden setting with a fire pit and comfortable seating.

"Great little place to stay on Tybee Island. It is a quiet neighborhood away from everything so you will definitely need transportation to get to the beach and restaurants. The house is clean and cool and worked very well for our family of 5. Be sure to visit the Polk St beach. It is a quiet little spot to with very little tourist traffic and plenty of beach. You can sit and watch the ships come in and out all day!"

Enjoy a tranquil ocean view from this covered outdoor space with a deck and comfortable seating for four.

"Clean, all the basics, great property management "

Escape to a serene oasis with a tranquil body of water reflecting lush surroundings.

"We certainly enjoyed our stay at Sea Watch. It was a wonderful way to relax, and the condos were in excellent condition which made the stay even nicer. Kudos to all of our great staff as well."

CA $899 total

includes taxes & fees

Jul 19 - Jul 20

Condo, Multiple Beds, Patio, Pool View (Ocean Walk 106B - No Pets Allowed) | Water view

"Nice condo. Well taken care of and nice furnishings Interior of the building needs to be modernized. Back sliding glass door not working well and very hard to lock and sometimes didn’t slide easy There was a pool behind this property and last night young people were in the pool swimming, splashing, laughing and talking loud until 4am. Therefore I lost 4 hours of sleep. It’s too bad there is not a buffer to keep the noise from that pool down. When we would sit out on the porch there was a...

Enjoy a serene beachside retreat with a thatched-roof structure, mural, and paved walkway.

"Great location right on the beach and the deck has a fantastic view. The property itself is a little worn but clean."

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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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windmill Harbor vacation rentals we have selected for you start as low as CA $150 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 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.

Recent reviews of Windmill Harbor properties

5/5 Excellent

"The location was great!"

A verified traveller stayed at Hilton Garden Inn Hilton Head

Posted 2 days ago

The Westin Hilton Head Island Resort & Spa

5/5 Excellent

"The whole experience was amazing… the beach is gorgeous, all the pools offers a lot of fun for the kids, plenty of options for eat, beautiful room and very clean. I will certainly come back here in the future."

A verified traveller stayed at The Westin Hilton Head Island Resort & Spa

Posted 2 days ago

Hilton Beachfront Resort & Spa Hilton Head Island

5/5 Excellent

"Great hotel. Everyone that works there is amazing. If you want chairs on the beach you have to pay through a third party that was great in my experience. The dinning options are what you would expect at a resort. Overpriced but good. The elevators are a problem for the hotel for sure. To the extent that most people floors 4 and below used the stairs. My 8 yo thought it was fun so not a total loss for me to be honest. There are chairs in the shade and in the sun near the pool which was great. I’d love to go back again."

A verified traveller stayed at Hilton Beachfront Resort & Spa Hilton Head Island

Posted 3 days ago

5/5 Excellent

My Vacation

"We have been coming to HHI way before it became known as a tourist attaction and have always stayed here so, If you want a Mid-Island location to stay this is it. The Staff (Mr. Mike and Ms. Jessica) where very professional and handled My Check in and Out like a breeze. The room itself served its purpose for the 4 nights we stayed. The Motel is across from some very good eateries including The Comedy Club and Nectar you can walk there it you want. Also The Dry Dock Restaurant and Bar (which we ate at our last night and will be back..very good) is in walking distance. The Inn was very quite and the Pool was refreshing. The Motel itself is a little outdated BUT very well maintain. Internet was on spot but the TV stations were a bit of a challenge to fine but really who needs a TV when you are at Hilton Head Island, right. We will be back soon and plan on staying again at The Red Roof Inn."

A verified traveller stayed at Red Roof Inn Hilton Head Island

Posted 3 days ago

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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: You might like this vacation home rental near Windmill Harbor. It 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 Tybee Island Fishing Pier and Pavilion, 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.

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Windmill Harbor Vacation Rentals

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Vacation Rentals in Windmill Harbor

Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

Island Links Resort by Palmera

Island Links Resort by Palmera

Lagoon-Front Retreat w/ Pool, Spa, Game Room & Private Dock Short Walk to Beach

Lagoon-Front Retreat w/ Pool, Spa, Game Room & Private Dock Short Walk to Beach

Island getaway with private beach

Island getaway with private beach

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Savannah Beach Racquet Club

Savannah Beach Racquet Club

Marriott's Barony Beach Club

Marriott's Barony Beach Club

Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines

Hilton Head Island Beach and Tennis Resort

Hilton Head Island Beach and Tennis Resort

Players Club Resort

Players Club Resort

Fabulous 5 BR, 5 BA Home: Incredible Beach and Ocean Views from Rooftop Deck

Fabulous 5 BR, 5 BA Home: Incredible Beach and Ocean Views from Rooftop Deck

Lighthouse Point

Lighthouse Point

Marriott's Grande Ocean

Marriott's Grande Ocean

Introducing: Lush, budget-friendly 2nd Floor Home for 6.

Introducing: Lush, budget-friendly 2nd Floor Home for 6.

Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

Seawatch at Island Club

Seawatch at Island Club

Ocean Walk by VTrips

Ocean Walk by VTrips

Oceanfront gem with spacious deck, direct beach access, & high-speed WiFi

Oceanfront gem with spacious deck, direct beach access, & high-speed WiFi

Find out more about Windmill Harbor

Find out more about Windmill Harbor

Recent reviews of Windmill Harbor properties

Recent reviews of Windmill Harbor properties

Hilton Garden Inn Hilton Head

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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