Hilton Head Island vacation rentals

We found 10,286 vacation rentals — enter your dates for availability

Select from 1028 houses, 43 apartments, and other vacation rentals to find the perfect place for your stay in Hilton Head Island. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Hilton Head Island

Showing deals for:Jun 12 - Jun 19

Image gallery for 5BR Palmetto Dunes • Golf View • FREE Heated Pool

Relax with peaceful Fazio Golf Course views right from your backyard.
10 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)

5BR Palmetto Dunes • Golf View • FREE Heated Pool

Hilton Head Island

5% off
Price is CA $2,626
CA $22,467 total
includes taxes & fees
5BR Palmetto Dunes • Golf View • FREE Heated Pool

Find spaces that suit your style

Find out more about Hilton Head Island

Why visit Hilton Head Island

  • Stunning Beaches: Hilton Head Island boasts beautiful, sandy beaches perfect for sunbathing and water sports.
  • Rich Heritage: Explore historic forts and sites that showcase the island's vibrant culture and history.
  • Outdoor Adventures: Enjoy a variety of outdoor activities including biking, kayaking, and golfing in a picturesque setting.
  • Family-Friendly Atmosphere: The island offers a range of activities suitable for visitors of all ages, ensuring fun for the whole family.
  • Luxurious Accommodations: Choose from beachfront rentals and upscale resorts that provide comfort and convenience.

Popular types of accommodation in Hilton Head Island

Discover the perfect escape with vacation rentals in Hilton Head Island. Whether you're looking for cozy condos, spacious houses, or charming villas, we've got you covered. Your ideal Hilton Head rentals are just a click away, providing you with the comfort and flexibility you need for a memorable getaway. Explore our selection of vacation homes and condo rentals to find the perfect fit for your Canadian adventure.

  • Condos: These modern, well-equipped units offer a convenient and comfortable stay, making them the top choice for visitors to Hilton Head Island.
  • Houses: Ideal for families and larger groups, these spacious homes provide a home-like atmosphere for your getaway.
  • Villas: Offering a blend of luxury and relaxation, villas are a popular option for those seeking a more upscale experience.
  • Apartments: A practical choice for singles or couples, these cozy spaces provide essential amenities for a pleasant stay.
  • Cottages: Charming and quaint, cottages offer a unique and cozy retreat amidst the island's beauty.**

Top attractions in Hilton Head Island

Hilton Head Island is an ideal destination for outdoor family vacations, offering a mix of cultural and beach experiences. Popular attractions include beautiful beaches, historic forts, and sites that highlight the island's rich heritage. For your stay, consider exploring island rentals and beach properties that offer convenient access to the stunning coastline. Whether you're travelling solo or with loved ones, Hilton Head Island promises a memorable getaway filled with adventure and relaxation.

  • Coligny Beach: A beautiful sandy beach perfect for relaxing and soaking up the sun. With vibrant beach vibes, it offers easy access to shops and eateries, making it a lively spot for families and friends alike.
  • Sea Pines Forest Preserve: A family-friendly nature reserve featuring scenic trails, diverse wildlife, and tranquil surroundings. Ideal for outdoor enthusiasts, it offers a peaceful escape with friendly locals welcoming visitors.
  • Harbour Town Lighthouse: A modern landmark with stunning views of the marina and city. Visitors can climb to the top for panoramic sights, making it a must-see for those wanting to experience the coastal charm of Hilton Head Island.

Things to do recommended for couples

Searching for a romantic getaway in Hilton Head Island? Experience luxury at the Palmetto Dunes Tennis & Pickleball Center, enjoy a fun round at Pirate's Island Adventure Golf, or embark on an adventurous sea excursion with Sea Wolf Charters. Perfect for couples seeking memorable moments together.

Things to do recommended for families

Families visiting Hilton Head Island can enjoy the excitement of Adventure Cove's arcade, the sports atmosphere at Van Der Meer Tennis Academy, and the wellness vibes at Van Der Meer Tennis Center, making for a well-rounded vacation filled with fun and relaxation.

Things to do recommended for groups

Groups visiting Hilton Head Island can enjoy shopping and entertainment at Shelter Cove Harbour, tee off at the scenic Harbour Town Golf Links, and experience culture and romance at the May River Theater, located 12.9km away. It's a perfect blend of activities for everyone.

*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 in Hilton Head Island

When traveling with a group, family, or pets, or if you're considering longer stays, it's essential to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Hilton Head Island with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hilton Head Island: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore the 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 Hilton Head Island: 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 rental options. Don’t forget to consider including amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Hilton Head Island

Hilton Head Island offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal getaway. Explore beautiful beaches, soak in stunning island views, and indulge in the luxurious resort areas. With its relaxing atmosphere and sunny weather, you'll find an oceanfront oasis perfect for creating lasting memories. Whether you're seeking romantic spots or vibrant beach vibes, Hilton Head Island has something to enchant every visitor.

  • Sea Pines: Nestled on Hilton Head Island, Sea Pines offers a delightful blend of outdoor recreation and family-friendly activities. This scenic neighbourhood is renowned for its stunning beaches and world-class golf courses, making it a paradise for sports enthusiasts. Visitors can explore the lush landscapes of the Sea Pines Forest Preserve or unwind at the iconic Harbour Town, where the famous lighthouse and vibrant shops create a charming atmosphere. Enjoy family-friendly outings at the beach or take a leisurely bike ride along the picturesque trails.
  • Mid Island: Centrally located, Mid Island is a vibrant neighbourhood perfect for families seeking a mix of outdoor adventures and urban conveniences. Here, you'll find a variety of resorts and shopping centres, ensuring that visitors have everything they need for a memorable stay. Spend a day at the family beach or enjoy a round of golf at one of the nearby courses. The urban parks in the vicinity provide ample opportunities for picnics and leisurely strolls, making it a great spot for families to relax and enjoy the natural beauty of Hilton Head Island.
  • South Forest Beach: South Forest Beach is a charming neighbourhood known for its family-oriented vibe and outdoor experiences. This area boasts easy access to beautiful beaches and shopping centres, offering a delightful blend of relaxation and retail therapy. Golf enthusiasts will appreciate the nearby courses, while urban parks invite families to engage in outdoor activities. The beach here is perfect for sunbathing, swimming, or building sandcastles, ensuring a fun-filled day for visitors of all ages.

Best time to go to Hilton Head Island

If you're planning a trip to Hilton Head Island, 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 simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as costs can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or easily view and arrange your travel plans. You can now find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Take in the waterfront beauty of Hilton Head Island

The island views and other outdoor surroundings create an inviting atmosphere in Hilton Head Island. This city's golfing, biking and bird watching draw many visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Hilton Head Island

Are you hoping to discover attractions to visit while you're in the area? Travelers enjoy Hilton Head Island for its golfing, biking and bird watching. Venture out of your cozy vacation rental and experience everything that makes Hilton Head Island a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Heron Point by Pete Dye at Sea Pines Resort (0.3 mi / 0.5 km)
  • Shipyard Golf Course (0.9 mi / 1.5 km)
  • Palmetto Dunes Club (2.5 mi / 4.1 km)
  • The Golf Courses of Palmetto Dunes (2.5 mi / 4.1 km)
  • Atlantic Dunes by Davis Love III (2.6 mi / 4.1 km)
  • Robert Trent Jones Oceanfront Course (2.7 mi / 4.4 km)

Exploring the beaches and other natural features in Hilton Head Island

Travelers enjoy Hilton Head Island for its island views, seaside and sunrises. Whether you're an active traveler or just want to spend some time taking in the scenery, Hilton Head Island is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Sea Pines Forest Preserve (0.8 mi / 1.3 km)
  • Coligny Beach (1.4 mi / 2.2 km)
  • Coastal Discovery Museum (4 mi / 6.4 km)
  • South Beach (4.3 mi / 6.9 km)
  • Singleton Beach (4.3 mi / 6.9 km)
  • Burkes Beach (4.5 mi / 7.3 km)

Seasonal weather averages in Hilton Head Island

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 80°F.

Traveling to and around Hilton Head Island

The nearest airport is in Hilton Head Island Airport (HHH), located 6.1 mi (9.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Savannah - Hilton Head International Airport (SAV), which is 26.3 mi (42.3 km) away.

Frequently asked questions

What is the best area to stay in Hilton Head Island when booking a vacation rental?
When considering a vacation rental on Hilton Head Island, South Carolina, a popular area to stay is the Forest Beach neighbourhood. This picturesque locale is known for its beautiful beach access and charming atmosphere, making it ideal for families and couples alike. Here, you'll find a range of properties, from cosy villas to spacious beachfront homes, suiting various budgets and preferences.

Another excellent choice is the Sea Pines area, which is renowned for its stunning natural beauty and recreational opportunities. This neighbourhood is home to the iconic Harbour Town, where you can explore the famous lighthouse and enjoy an array of dining and shopping options by the marina. Sea Pines also offers easy access to beautiful bike trails and golf courses, ensuring there's plenty to keep you entertained.
How much does it cost to rent a vacation home in Hilton Head Island?
Prices for vacation rentals in Hilton Head Island 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hilton Head Island to more spacious homes.
Are there any discounts for Hilton Head Island vacation house rentals?
You can find great discounts on house rentals in Hilton Head Island 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.
Where are the best areas for renting a beach house in Hilton Head Island?
For renting a beach house in Hilton Head Island, the area around Coligny Beach is a prime choice. This vibrant neighbourhood offers an abundance of vacation rentals, including spacious oceanfront properties and charming cottages just a short walk from the sandy shores. Many of these homes come equipped with amenities like private pools, large decks for sunbathing, and fully equipped kitchens, making them great for families or groups looking to enjoy a beach getaway.

The nearby Sea Pines Resort is another excellent option, known for its picturesque landscapes and access to beautiful beaches. Here, you can find luxurious villas and homes that often feature community amenities such as golf courses, bike rentals, and direct beach access. Properties in this area may also include outdoor grills and screened porches for enjoying the warm evenings.

Additionally, the Palmetto Dunes area is renowned for its family-friendly atmosphere, offering a range of rental houses that provide easy access to the beach as well as amenities like tennis courts, golf courses, and water sports facilities. Many rentals here are designed for comfort and relaxation, featuring spacious living areas, modern furnishings, and outdoor spaces that enhance the coastal living experience. Find your rental near the beach in Hilton Head Island.
What is the most popular type of vacation rental accomodation in Hilton Head Island?
In Hilton Head Island, condos are the most popular type of vacation rental, with around 12,032 available across various locations close to beautiful beaches and golf courses. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and often balconies or patios that offer stunning views of the ocean or lush landscapes.

Villas are also a common choice, with approximately 9,904 options that provide more space and privacy, making them ideal for families or larger groups. These properties usually come with multiple bedrooms, private outdoor areas, and access to community pools or recreational facilities.

For those seeking a more traditional experience, about 8,400 vacation houses are available, featuring home-like amenities and outdoor spaces superb for barbecues and relaxation. Additionally, there are around 860 apartments and 252 cottages, though these are less common.
Are there any family house rentals in Hilton Head Island?
In Hilton Head Island, there is an impressive selection of family-friendly vacation rentals, with approximately 5,295 options available. This popular destination features various neighbourhoods, each offering great experiences. For instance, Sea Pines is renowned for its stunning beachfront properties, where families can enjoy spacious living areas, fully equipped kitchens, and private pools for relaxation after a day at the beach. The nearby Harbour Town is great for those wanting to explore local shops, restaurants, and the iconic lighthouse.

On the other hand, Forest Beach presents a more laid-back atmosphere, with homes that often come with amenities like outdoor patios, game rooms, and easy access to bike paths. Families can also take advantage of the close proximity to Coligny Beach Park, which offers playgrounds and picnic areas, making it an ideal spot for children to play. See all family-friendly rentals in Hilton Head Island.
Can I rent a vacation home with a pool or hot tub in Hilton Head Island?
In Hilton Head Island, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 7,106 options to choose from. This beautiful island is known for its stunning beaches and lush landscapes, making it a popular destination for travellers seeking relaxation and recreation.

You can find these properties in various neighbourhoods, such as Sea Pines, which offers a mix of beachfront access and scenic golf courses, and Palmetto Dunes, known for its family-friendly amenities. Many of the rentals come with private pools and hot tubs, providing an ideal setting for unwinding after a day of exploring.

Amenities commonly found in these homes include spacious living areas, fully equipped kitchens, and outdoor spaces with barbecue facilities, superb for entertaining or enjoying family meals al fresco. Some rentals even offer easy access to the beach, ensuring that guests can make the most of Hilton Head Island's beautiful coastal environment. Find your rental in Hilton Head Island with a pool or a hot tub.
Can I find long-stay vacation rentals in Hilton Head Island?
A long-stay vacation rental in Hilton Head Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Hilton Head Island?
In Hilton Head Island, there are numerous pet-friendly house rentals available, with over 1,300 options for travellers to choose from. Many of these properties come equipped with a variety of amenities such as private pools, spacious backyards, and fully equipped kitchens, making them ideal for families and groups looking to enjoy a home-away-from-home experience.

The island itself is renowned for its beautiful beaches and scenic bike paths, providing ample opportunities for outdoor activities with pets. Notable pet-friendly areas include Coligny Beach Park, which features pet-friendly sections where dogs can enjoy the sand and surf, and the extensive network of trails in the Sea Pines Forest Preserve, superb for leisurely walks with your furry companion.

Additionally, the local community is welcoming to pets, with several cafes and shops that allow dogs on patios, further ideal for pet owners. See all pet-friendly rentals in Hilton Head Island.
Are there any remote work vacation rentals in Hilton Head Island?
In Hilton Head Island, there is a substantial selection of remote work-friendly vacation rentals, with over 30,000 properties available. This popular destination offers an ideal environment for those looking to blend work and leisure, featuring numerous amenities tailored for remote workers. Many rentals come equipped with high-speed internet, dedicated workspaces, and comfortable seating options, ensuring a productive atmosphere.

The island is renowned for its beautiful beaches, golf courses, and nature trails, providing ample opportunities to unwind after work. Areas like Coligny Beach and Sea Pines are particularly appealing, with easy access to local shops, dining, and recreational activities. Properties often include features such as fully equipped kitchens, outdoor patios, and swimming pools, allowing guests to enjoy both comfort and convenience during their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hilton Head Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hilton Head Island with parking available—perfect for families or travellers 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.
What are popular rental amenities in Hilton Head Island?
In Hilton Head Island, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, and coffee or tea makers for a refreshing start to the day. Onsite parking is readily available, making it convenient for those travelling by car. Many properties also feature decks or patios, providing outdoor space to relax and enjoy the pleasant climate. Additionally, balconies are common in various rentals, offering lovely views of the surrounding area.
When is the best time to visit Hilton Head Island for a vacation rental?
The peak season for visiting Hilton Head Island typically spans from May to July, with July being the most popular month. This vibrant period attracts beachgoers and outdoor enthusiasts eager to enjoy the island's beautiful sandy shores and numerous recreational activities. Visitors can indulge in everything from water sports to golfing, all while basking in the warm sun and pleasant coastal breezes.

During these summer months, temperatures range from the mid-20s to low 30s Celsius, creating great conditions for outdoor exploration and relaxation. The island truly comes alive, with a variety of events and activities suiting families, couples, and solo travellers alike. Whether you're lounging on the beach or cycling along the scenic paths, there's something for everyone to enjoy.

For those seeking a more budget-friendly option, consider visiting in November. This shoulder season offers fewer crowds and a serene atmosphere, allowing for peaceful strolls along the beach and the chance to experience the island's natural beauty without the hustle and bustle of peak tourist times.

Ultimately, the best time to book a vacation rental in Hilton Head Island depends on your preferences for lively summer activities or a more tranquil escape in the autumn.
How early should I book a Hilton Head Island vacation rental?
Book your Hilton Head Island 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 Hilton Head Island?
In Hilton Head Island, visitors can enjoy a range of attractions across the island's picturesque neighbourhoods. The Harbour Town area is famous for its iconic lighthouse, shops, and restaurants, making it a vibrant spot for vacationmakers. Here, you can also embark on boat tours or enjoy water sports on the Calibogue Sound.

In the Coligny Beach area, you'll find beautiful sandy beaches and a lively promenade with shops and eateries, great for leisurely strolls. The nearby Coligny Plaza offers a variety of dining options and local boutiques.

For nature enthusiasts, the Sea Pines Forest Preserve presents opportunities for hiking and wildlife viewing, while the coastal paths of the island provide scenic routes for biking and walking. Additionally, visitors can explore the historic Mitchelville, which showcases the island's rich history.
Can I change or cancel my Hilton Head Island home rental booking on Vrbo?
To find Hilton Head Island 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 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 travellers 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 cosy cabin or a beach house, 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 Hilton Head Island 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

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