- USA
- South Carolina
- Hilton Head
- Callawassie Island
- Rentals by Owner
Discover Your Ideal Callawassie Island, South Carolina Rental by Owner for a Relaxing Getaway
Discover Your Perfect Callawassie Island Rentals by Owner
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Callawassie Island Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- View
- Air Conditioner
- Pool
- Private Pool
- Air Conditioner
- Parking
- TV
- Parking
- Pool
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pool
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- TV
- View
Why Choose Rent By Owner for your Callawassie Island vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Callawassie Island
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here ensures you experience the region’s best weather and local events, making it an ideal destination for your Rent By Owner rental in Callawassie Island, South Carolina, USA.
Peak Season Highlights
Spring (March to May)
This is the most popular time to visit, as the area begins to bloom and offers pleasant weather for outdoor activities and relaxation.
Summer (June to August)
Peak summer months bring warm temperatures and longer days, making it an ideal period for enjoying the region’s outdoor pursuits and scenic views.
Off-Season Highlights
Fall (September to November)
During this time, the area experiences fewer visitors, offering a quieter ambiance and beautiful autumn foliage that enhances your stay.
Winter (December to February)
The winter months see the lowest visitor numbers, providing a peaceful retreat with mild temperatures perfect for off-season exploration and cozy stays.
Weekly Weather Forecast for Callawassie Island
How to Book Your Callawassie Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Callawassie Island
Common Rentals by Owner 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
- Access to well-maintained golf courses surrounded by scenic views
- Private outdoor pools for relaxing and unwinding in the sun
- Beautifully landscaped gardens and walking trails for outdoor exploration
- Stunning water features such as lakes or ponds ideal for fishing or kayaking
- Outdoor dining areas or patios perfect for enjoying meals al fresco
- Community tennis courts to stay active during your stay
- Convenient access to nearby beaches or waterfront activities in the area
Top Attractions Around Callawassie Island
What attractions are nearby?
Within this inviting destination, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring scenic nature trails, offering a perfect blend of relaxation and adventure just moments from your rental by owner on Callawassie Island.
 
                
            Family Activities
- Golfing at Callawassie Island Golf Course: Enjoy a family-friendly round of golf on the scenic courses nestled within the region, perfect for creating memorable outdoor experiences together.
- Kayaking and Paddleboarding on the River: Explore the calm waters surrounding the island by renting kayaks or paddleboards, offering serene water adventures suitable for all ages in this peaceful area.
- Wildlife Watching and Nature Walks: Discover the diverse flora and fauna through guided nature walks or self-exploration along scenic trails, making it an ideal way to connect with the natural beauty here.
- Fishing Excursions: Try your hand at fishing in the nearby waterways, where you can enjoy relaxing moments while potentially catching local fish species native to the region.
Adult Activities
- Golfing: Enjoy a round on the scenic courses that surround the area, making for an ideal day of leisure and outdoor activity.
- Bird Watching & Nature Walks: Explore the tranquil natural habitats where you can observe local wildlife and appreciate the region’s lush landscape.
- Cruise and Water Tours: Experience the region from the water with guided cruises that showcase the area's beautiful waterways and coastal scenery.
- Spa and Wellness Treatments: Indulge in relaxation at nearby spa facilities that offer rejuvenating treatments, perfect after a day of exploring here.
Callawassie Island Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Take some time to explore the region’s local parks and recreational options to maximize your outdoor experience here.
- Choose a Convenient Rental Location: Opt for a rental close to key amenities and scenic spots to make your stay smooth and enjoyable.
- Embrace the Local Cuisine: Discover nearby dining options or prepare delicious meals in your rental’s kitchen to fully enjoy the area's flavors.
- Stay Connected with Essential Services: Ensure your accommodation has reliable Wi-Fi and easy access to services like grocery delivery for a hassle-free visit.
Transportation Options
- Private Golf Cart Rentals: Many rental properties offer golf carts, providing a convenient and eco-friendly way to explore the scenic surroundings of this peaceful destination.
- Car Rentals: Local car rental services enable you to easily access nearby amenities and attractions within the region, ensuring flexible travel options during your stay.
- Taxi Services and Rideshares: Reliable taxi and rideshare providers operate throughout the area, offering quick transportation solutions without the need for personal vehicle ownership.
- Bicycle Rentals: Biking is a popular way here to enjoy the serene landscape at your own pace, with several shops offering quality bicycle rentals suitable for all ages.
Local Customs Options
- Southern Hospitality: Visitors often experience warm greetings and friendly interactions as part of the region's welcoming culture.
- Respect for Nature: Maintaining pristine local landscapes is a valued custom, encouraging guests to honor conservation efforts and environmental preservation.
- Golf Etiquette: The area’s renowned golf courses emphasize proper etiquette and sportsmanship, reflecting the region’s deep-rooted love for the game.
- Community Engagement: Participating in local events and respecting neighborhood traditions fosters a sense of belonging during your stay here.
Frequently Asked Questions About Callawassie Island Rentals by Owner
1. What are the top vacation rentals in Callawassie Island?
There are a lot of options in Callawassie Island. If you plan on staying in the Callawassie Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Callawassie Island:
- Low Country Southern Charm in Old Town Bluffton
- Moss Creek - Serenity Awaits You!
- 4BR/4BA Private Island Retreat/Country Club - 25 mins from HHI - Golf Included
- Great Location on the Okatie River just minutes from Hilton Head and Beaufort
- BLUFFTON BLEU, 3BR TOWNHOUSE IN OLD TOWN BLUFFTON HILTON HEAD
- Low Country Living In Old Town Bluffton
- Luxury Waterfront Estate Near Hilton Head Island!
- Encanto of the Lowcountry in Old Town Bluffton
- Beautiful Callawassie Island Home w/Free Golf & Tennis/Dogs Stay for free!
- NEW! Modern cottage and perfect location!
2. How many Rentbyowner vacation rentals are available in Callawassie Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 187 in the Callawassie Island 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 Callawassie Island.
3. What is the cancellation policy for rental properties in the area?
4. How do I confirm my booking with a rental owner in this destination?
5. Are there any additional fees or charges when booking a vacation rental here?
6. What amenities and features can I expect in a rental property in this region?
7. What steps should I take if I encounter issues during my stay at a rental in this area?
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