Calibogue Cay vacation rentals

We found 469 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Calibogue Cay that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Calibogue Cay

Why visit Calibogue Cay

  • Outdoor Adventures: Enjoy a variety of outdoor activities like kayaking in Calibogue Sound or biking along scenic trails.
  • Beautiful Beaches: Relax on the sandy shores, perfect for sunbathing and family fun.
  • Historic Exploration: Visit nearby historic forts and sites that tell the rich story of the area.
  • Family-Friendly Activities: Engage in recreational facilities and activities suitable for all ages.
  • Charming Accommodations: Stay in cozy condos, spacious homes, or luxurious villas tailored to your needs.

Popular types of accommodation around Calibogue Cay

If you're wondering about the best accommodation options in Calibogue Cay, look no further. Our most popular choices include cozy condos, spacious houses, and luxurious villas. Whether you're seeking a relaxing retreat on Hilton Head Island or a home with free Wi-Fi for your convenience, we have the perfect vacation home for you. Explore Calibogue Cay and discover the ideal getaway that meets your needs.

  • Condos: The top choice among travelers heading to Calibogue Cay, offering modern amenities and stunning views.
  • Houses: Ideal for families or groups, these homes provide spacious living and a personal touch.
  • Villas: A luxurious option featuring upscale facilities and often situated near the beach.
  • Apartments: A convenient choice for couples or solo travelers seeking a cozy stay with easy access to local attractions.
  • Cottages: Charming and quaint, perfect for a peaceful getaway surrounded by nature.**

Top attractions near Calibogue Cay

Calibogue Cay on Hilton Head Island is perfect for outdoor and family vacations, offering a mix of activities for sports enthusiasts and culture seekers alike. Visitors can explore beautiful beaches, historic forts, and other significant sites, making it an ideal destination for those seeking a blend of relaxation and city experiences. Whether you're traveling solo or with loved ones, there's something for everyone to enjoy in this scenic locale.

  • Coligny Beach: A vibrant beach destination located 4 miles from Calibogue Cay, Coligny Beach features soft sand, lively beach vibes, and a beautiful oceanfront ideal for sunbathing, swimming, and beach games. Enjoy local shops and eateries nearby for a complete beach experience.
  • Sea Pines Forest Preserve: Situated 2 miles away, this family-friendly reserve offers a serene escape with scenic walking trails, wildlife viewing, and friendly locals. Perfect for nature lovers, it’s a great spot for picnics and educational experiences.
  • Harbour Town Lighthouse: Just 1 mile from Calibogue Cay, this iconic modern lighthouse boasts stunning views of the marina and surrounding area. Experience the beach and city vibes while enjoying nearby shops, dining, and water activities.

Things to do recommended for couples

For a romantic getaway near Calibogue Cay, enjoy a game at the luxurious Palmetto Dunes Tennis & Pickleball Center, or challenge each other at Pirate's Island Adventure Golf. Don't forget to savor a lovely dinner at The Olde Pink House, where romance meets exquisite dining.

Things to do recommended for families

Families visiting Calibogue Cay can enjoy wellness vibes at the Stan Smith Tennis Academy, just a mile away, or engage in sports at the Van Der Meer Tennis Academy, located 4 miles away. Don’t miss the Gregg Russell Harbour Town Playground, a fantastic outdoor spot for family fun, also 1 mile away.

Things to do recommended for groups

Explore Coligny Plaza for shopping and entertainment, just 3 miles from Calibogue Cay. Enjoy a round of golf at Harbour Town Golf Links, located 1 mile away, or catch a family-friendly film at Coligny Theater, also 3 miles from your stay.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Calibogue Cay

When planning your trip—whether you're traveling with friends, family, pets, or looking for extended stays—be sure to prioritize your needs with the right filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Calibogue Cay with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Calibogue Cay with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Calibogue Cay: For many, a family vacation isn't truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Calibogue Cay: If you're in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Calibogue Cay

Calibogue Cay offers a delightful blend of outdoor adventure and family-friendly activities. Explore the stunning Calibogue Sound, relax on sandy beaches, and enjoy recreational facilities nestled among majestic oak trees. This charming neighborhood is perfect for travelers seeking a romantic getaway or a relaxing escape, all while surrounded by natural beauty. Nearby, you’ll find historic sites and thrilling adventures that will create lasting memories on your Hilton Head Island vacation.

  • Hilton Head Island: Hilton Head Island is a vibrant city known for its stunning natural beauty and outdoor activities. Nestled along the Atlantic coast, it offers a diverse range of experiences for families and outdoor enthusiasts alike. Visitors can enjoy world-class resorts, challenging golf courses, and an array of shopping options. The island boasts beautiful beaches and urban parks, perfect for relaxation or recreation. Whether you’re lounging on the sandy shores or exploring the scenic trails, Hilton Head Island provides a perfect blend of city life and nature.
  • Sea Pines: Located just 1 mile from Calibogue Cay, Sea Pines is a picturesque neighborhood that exemplifies the charm of Hilton Head Island. This area is renowned for its outdoor activities, including exceptional golf courses and luxurious resorts. Families will appreciate the spacious beaches and family-friendly parks that dot the landscape. Sea Pines is a hub for recreation, offering everything from biking trails to water sports, making it an ideal spot for those seeking adventure while enjoying the coastal scenery.
  • South End: Also located 1 mile from Calibogue Cay, the South End is a lively neighborhood brimming with activities for all ages. This area is celebrated for its beautiful beachfront, excellent golf, and a variety of shopping venues. Visitors can immerse themselves in family-friendly attractions or unwind in tranquil parks. The South End is a perfect blend of leisure and excitement, making it a great destination for tourists looking to explore Hilton Head Island's coastal lifestyle while enjoying its many amenities.

Best time to go to Calibogue Cay

If you're planning a trip to Calibogue Cay, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.3°F (11.3°C)Light RainMostly SunnyModerately LowSlightly Low
February55.6°F (13.1°C)Light RainMostly SunnyAverageSlightly Low
March60.1°F (15.6°C)Light RainMostly SunnyAverageSlightly Low
April66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
May73.4°F (23.0°C)Light RainMostly SunnyModerately HighAverage
June79.7°F (26.5°C)Light RainMostly SunnyModerately HighSlightly High
July82.0°F (27.8°C)Light RainMostly SunnyModerately HighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
September78.3°F (25.7°C)Light RainMostly SunnyAverageAverage
October70.5°F (21.4°C)Light RainMostly SunnyAverageAverage
November61.3°F (16.3°C)Light RainMostly SunnyModerately LowAverage
December56.7°F (13.7°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the planner truly has its rewards. Enroll in our One Key rewards program to unlock special savings just for members and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to plan new trips, continue from where you paused, or manage your travel arrangements. You can easily view your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Calibogue Cay?
In Calibogue Cay, vacation houses are quite popular, with several options available throughout the area. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also feature outdoor spaces such as decks or patios where guests can enjoy the beautiful surroundings. Additionally, there are several condos and villas available, providing a range of styles and amenities, including resort-like features such as pools and fitness centers.
Are there any beach house rentals in Calibogue Cay?
In Calibogue Cay, there are about 15 beach house vacation rentals available, making it a lovely destination for travelers seeking a coastal getaway. These beach houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, superb for families or groups. Many properties also include outdoor decks or patios, allowing guests to take in the beautiful surroundings and enjoy alfresco dining.
How much does it cost to rent a vacation home in Calibogue Cay?
Prices for vacation rentals in Calibogue Cay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Calibogue Cay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Calibogue Cay vacation house rentals?
You can find great discounts on house rentals in Calibogue Cay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Calibogue Cay?
In Calibogue Cay, popular vacation rental amenities cater to both comfort and convenience. Travelers can expect properties equipped with fully functional kitchens, allowing for easy meal preparation. Many rentals also feature decks or patios, providing a lovely outdoor space to relax and enjoy the serene surroundings. Onsite parking is commonly available, making it convenient for those traveling with vehicles. Additionally, rentals often include coffee and tea makers, ensuring guests can enjoy warm beverages at their leisure.
Can I find family house rentals in Calibogue Cay?
In Calibogue Cay, there are some available family-friendly house rentals, making it a great choice for those traveling with children. This picturesque area offers spacious rooms that often include features such as multiple bedrooms, expansive living areas, and fully equipped kitchens, great for preparing meals together. Many homes also provide outdoor spaces where families can enjoy barbecues or simply relax in the sun.

Nearby, visitors can explore the stunning beaches and enjoy various outdoor activities, including kayaking and cycling. The proximity to attractions like the Harbour Town Lighthouse and the scenic nature trails enhances the overall experience, ensuring that families have both adventure and relaxation during their stay. See all family-friendly rentals in Calibogue Cay.
Can I rent a vacation home with a pool or hot tub in Calibogue Cay?
In Calibogue Cay, South Carolina, there are several vacation homes available for rent that feature both pools and hot tubs, with around 12 options to choose from. This picturesque area is known for its beautiful landscapes and proximity to the water, making it an ideal spot for relaxation. Travelers can expect a variety of amenities in these rentals, including private swimming pools great for cooling off during warm days, as well as hot tubs for unwinding in the evenings. Many properties also offer spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, enhancing the overall vacation experience. Find your rental in Calibogue Cay with a pool or a hot tub.
Are there any Calibogue Cay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Calibogue Cay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Calibogue Cay?
In Calibogue Cay, travelers will find several pet-friendly vacation rentals that cater to both comfort and convenience. This serene area, located on Hilton Head Island, offers a selection of homes that typically feature spacious living areas, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups traveling with pets. Many properties also include amenities such as outdoor grills, hot tubs, and easy access to nearby beaches, ensuring a relaxing stay for both guests and their furry friends.

The neighborhood is also close to various pet-friendly points of interest, including local parks and beach areas where pets are welcomed.
Can I find long-stay vacation rentals in Calibogue Cay?
A long-stay vacation rental in Calibogue Cay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Calibogue Cay for a vacation rental?
The peak season for visiting Calibogue Cay is from May to July, with July being the most popular month for vacation rentals. During this time, you can enjoy long, sun-soaked days great for beach outings, water sports, and exploring the picturesque coastal landscape. The warm temperatures, typically ranging from the mid-70s to low 90s Fahrenheit, create an inviting environment for outdoor activities and relaxation.

In addition to enjoying the beach, July features a vibrant setting, as families and travelers flock to the area for summer fun. You'll find an array of events and activities, from local festivals to outdoor recreational opportunities, making it an ideal time for those seeking a lively vacation experience.

For travelers looking for more budget-friendly options, November is an excellent time to visit. This month offers a quieter escape, allowing you to enjoy the serene beauty of the area while taking advantage of lower rental rates. The temperatures are mild, typically ranging from the upper 50s to mid-70s Fahrenheit, providing a comfortable climate for exploring the island's natural beauty and historic sites.

Ultimately, the best time to visit Calibogue Cay depends on your preferences.
Are there any remote work vacation rentals in Calibogue Cay?
In Calibogue Cay, South Carolina, there are several options for remote work vacation rentals, with around 16 properties available. This exclusive island community offers a serene environment, great for those looking to balance work and leisure. Many of the rentals are equipped with reliable Wi-Fi, ensuring that you can stay connected while enjoying the tranquility of your surroundings.

Travelers can expect amenities such as comfortable workspaces, spacious living areas, and fully equipped kitchens, allowing for both productivity and relaxation. Some properties may even feature outdoor spaces where you can take breaks and enjoy the beautiful views of the surrounding waters. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Calibogue Cay vacation rental?
Book your Calibogue Cay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Calibogue Cay, South Carolina, United States of America?
Calibogue Cay is a serene destination that offers various attractions for visitors looking to enjoy the natural beauty and recreational activities in the area. One of the main highlights is the stunning beaches that line the island, superb for sunbathing, swimming, and beachcombing. The nearby Daufuskie Island, accessible by ferry, provides an opportunity for exploration and features historical sites, local art galleries, and quaint shops.

For those interested in outdoor activities, the Calibogue Sound is ideal for kayaking, paddleboarding, and fishing, allowing guests to connect with the area's rich marine life. Golf enthusiasts can enjoy nearby courses that offer picturesque views and challenging play.

Additionally, the area is known for its tranquil environment, making it a superb spot for nature walks and birdwatching, particularly in the lush landscapes surrounding the island.
Can I change or cancel my Calibogue Cay home rental booking on Vrbo?
To find Calibogue Cay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Calibogue Cay vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas