Discover Your Ideal Windmill Harbor Vacation Rentals on Hilton Head Island for a Relaxing South Carolina Getaway
Discover Your Perfect Windmill Harbor Vacation Homes
Best Vacation Homes in Windmill Harbor
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Windmill Harbor Luxury Rentals
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Windmill Harbor Pet Friendly Vacation Rentals
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Windmill Harbor Large Vacation Homes
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Why Choose Rent By Owner for your Windmill Harbor Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Windmill Harbor
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as each season offers unique advantages for enjoying this destination's relaxing atmosphere and scenic beauty.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm temperatures and bustling activity, making it ideal for enjoying outdoor amenities and local events.
Summer Peak (July to August)
This is the height of the tourist season with lively atmospheres and longer daylight hours, perfect if you're seeking vibrant community participation and warm weather.
Off-Season Highlights
Fall (September to October)
As the crowds thin out, you can enjoy more peaceful surroundings and pleasant weather, ideal for exploring the region’s natural beauty.
Winter (November to February)
During this quieter time, temperatures are cooler, providing a serene atmosphere perfect for relaxing and off-season exploration without the typical crowds.
Weekly Weather Forecast for Windmill Harbor
How to Book Your Windmill Harbor Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Windmill Harbor
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to shared outdoor swimming pools within the community.
- Benefit from dedicated outdoor grilling areas for seaside barbecues.
- Relax on scenic lakeside or riverfront decks available to guests.
- Use well-maintained tennis courts to stay active during your stay.
- Take advantage of bike racks and cycling paths to explore the area outdoors.
- Experience the privacy of private patios or balconies with outdoor seating.
- Utilize outdoor parking facilities that accommodate your vehicle conveniently.
Top Attractions Around Windmill Harbor
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and explore scenic waterways, making this destination ideal for those seeking relaxation and adventure in the region.

Family Activities
- Harbor Town Lighthouse Tour: Discover the iconic lighthouse and enjoy a family-friendly tour that offers scenic views of the marina and insights into the area's maritime history.
- Boat Charter Adventures: Embark on an unforgettable boat trip to explore the waters surrounding here, perfect for spotting local wildlife and experiencing the region’s coastal beauty.
- Sea Pines Forest Preserve: Take a short drive to this natural preserve featuring walking trails and wildlife viewing opportunities, ideal for family outings immersed in nature.
- Beach Activities at Hilton Head Beaches: Spend quality time building sandcastles or relaxing on the pristine shores, just a short drive from your vacation rental in Windmill Harbor.
Adult Activities
- Golfing at Harbour Town Golf Links: Test your skills on this world-renowned course, offering challenging holes and stunning views along the waterfront.
- Exploring the South Carolina Maritime Museum: Discover the area’s rich maritime history through engaging exhibits that highlight local boat-building traditions and coastal culture.
- Participating in sunset boat tours: Experience breathtaking views of the sunset over the water while learning about the region’s marine ecosystem from expert guides.
- Enjoying waterfront dining experiences: Savor fresh seafood and regional cuisine at eateries with scenic vistas, perfect for relaxing after a day full of activities here.
Windmill Harbor Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Waterways: Take advantage of the area's scenic waterways by renting a boat or kayak to experience the tranquil surroundings and unique wildlife of here.
- Choose a Prime Location: Select a vacation rental close to community amenities and the waterfront to maximize convenience and picturesque views during your stay.
- Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor activities like cycling, fishing, or relaxing on nearby beaches.
- Discover Local Dining: Savor the region’s culinary offerings by visiting local eateries, which provide authentic flavors that reflect the coastal charm of this destination.
Transportation Options
- Personal Vehicle: Having your own car offers the flexibility to explore the scenic surroundings and access all parts of this destination at your convenience.
- Rental Cars: Renting a vehicle provides a hassle-free way to navigate here, especially for trips to nearby attractions or around the region.
- Golf Cart Rentals: Many visitors opt for golf carts as a convenient and eco-friendly option to explore Windmill Harbor’s picturesque waterfront and neighborhood streets.
- Bike Sharing and Rentals: Biking is an enjoyable and healthy way to experience the area’s natural beauty and charming local spots at your own pace.
Local Customs Options
- Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the region's renowned Southern charm during your visit.
- Golf Etiquette: Respect local golf course customs, including dress codes and quiet conversation, when enjoying nearby world-class courses.
- Seafood Traditions: Savor and appreciate the area’s fresh seafood, especially during local gatherings focused on coastal culinary delights.
- Community Celebrations: Participate in seasonal events and festivals that highlight the region’s cultural heritage and close-knit community spirit.
Frequently Asked Questions About Windmill Harbor?
1. What are the top vacation rentals in Windmill Harbor?
There are a lot of options in Windmill Harbor. If you plan on staying in the Windmill Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windmill Harbor:
- Moss Creek - Serenity Awaits You!
- Brand New Luxury Vacation Home Four Bedrooms Bikes & Beach Gear included
- June 1, 2024 through August 31, 2024 is available at this writing
- Beautiful new townhome- fall getaway discounts!
- 5 Mi to Beach: Spacious Home on Hilton Head Island
- Pool, Beaches & Family- Owners Club at Hilton Head
- 5 Mi to Beach: HHI Townhome w/Screened Porch
- Enjoy complimentary 18 hole round golf everyday, Outdoor pool, and lazy river.
- Relaxing 3-Bedroom Hilton Head Condo
- Golf Lovers! 3 Bedroom Condo ~ Enjoy golf privileges!
2. How many vacation rentals have private pools in Windmill Harbor?
There are 9 vacation rentals with private pools near Windmill Harbor. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Windmill Harbor are best for families?
If you are looking for a family-friendly vacation home in Windmill Harbor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windmill Harbor:
4. How many Rentbyowner vacation rentals are available in Windmill Harbor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 153 in the Windmill Harbor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windmill Harbor.
5. What is the cancellation policy for booking a vacation rental in Windmill Harbor?
6. How do I check the availability of vacation rentals in this area?
7. Are there any additional fees I should be aware of when booking here?
8. What amenities are usually included in these vacation rentals?
9. How do I communicate with the property owner before booking?
Windmill Harbor Top Rated Vacation Rentals
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