Hilton Head Island holiday lettings

We found 10,259 holiday rentals — enter your dates for availability

Select from 1062 houses, 36 apartments and other holiday rentals to find the perfect place for your stay in Hilton Head Island. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Hilton Head Island

Showing deals for:22 May - 29 May

Image gallery for Top Floor HHB&T Oceanview 2 Bedroom Villa!!

Breathtaking Sunrises!
9.4 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)

Top Floor HHB&T Oceanview 2 Bedroom Villa!!

Hilton Head Island

8% off
Price is £1,758
for 7 nights, 1 villa
£251 per night
includes taxes & fees
Top Floor HHB&T Oceanview 2 Bedroom Villa!!

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Why visit Hilton Head Island

  • Stunning beaches: Relax on the beautiful Hilton Head Beach, perfect for sunbathing and water activities.
  • Outdoor adventures: Enjoy a variety of outdoor activities, including golfing and exploring nature trails.
  • Cultural exploration: Discover historical forts and charming neighbourhoods showcasing local culture.
  • Family-friendly activities: Engage in a range of activities suitable for all ages, ensuring a fun family holiday.
  • Luxurious accommodation: Choose from a selection of charming condos, private homes, and upscale villas for your stay.

Popular types of accommodation in Hilton Head Island

Planning a getaway to Hilton Head Island? The next step is selecting the perfect accommodation. From charming condos and private holiday homes to luxurious villas, there's a variety of options to suit every taste and budget. Explore our extensive listings of Hilton Head rentals and find your ideal holiday retreat, ensuring a memorable stay on this beautiful island.

  • Condos: The top choice for holidaymakers in Hilton Head Island, offering comfortable and convenient living spaces for your stay.
  • Houses: A popular option for families or groups, providing spacious and homely environments for relaxation.
  • Villas: An elegant accommodation choice, perfect for those seeking a touch of luxury during their holiday.
  • Apartments: A practical and budget-friendly option, ideal for couples or solo travellers looking for a central base.
  • Cottages: These delightful retreats offer a quaint and peaceful atmosphere, perfect for a romantic getaway.**

Top attractions in Hilton Head Island

Hilton Head Island is perfect for outdoor family holidays, offering a blend of beach relaxation and cultural exploration. Visitors can enjoy stunning beaches, historical forts, and excellent golf courses, ensuring a memorable experience for all. With a variety of attractions catering to those seeking outdoor activities and local culture, Hilton Head Island promises a delightful getaway for tourists of all ages.

  • Coligny Beach: A vibrant beach destination with a lively atmosphere, perfect for sunbathing and swimming. Enjoy the soft sands and inviting waves, along with nearby shops and eateries that enhance the beach vibes.
  • Sea Pines Forest Preserve: A lovely natural sanctuary ideal for families, featuring walking trails and wildlife viewing. The friendly atmosphere encourages exploration and connection with nature, making it a delightful spot for all ages.
  • Harbour Town Lighthouse: A striking modern lighthouse offering stunning views of the marina and beyond. Experience the blend of beach and city vibes as you explore the surrounding shops and restaurants.

Things to do recommended for couples

Hilton Head Island offers delightful couple experiences. Enjoy a luxurious day at Palmetto Dunes Tennis & Pickleball Centre, challenge each other at Legendary Golf, or embark on an adventure with Sea Wolf Charters for a memorable watersport experience. Romance awaits you!

Things to do recommended for families

Families will delight in the fun at Adventure Cove, an exciting arcade adventure zone. For sports enthusiasts, the Van Der Meer Tennis Academy offers excellent facilities, while the Van Der Meer Tennis Centre provides a serene space for wellness and relaxation.

Things to do recommended for groups

Groups visiting Hilton Head Island can enjoy shopping and dining at Coligny Plaza, tee off at the scenic Harbour Town Golf Links, or catch a film at Coligny Theater for a delightful mix of family fun and entertainment.

What do I need to keep in mind when booking a vacation in 'Hilton Head Island

If you're travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all of these options, and much more, on Vrbo.
  • Traveling to Hilton Head Island with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about your distance from family-friendly attractions.
  • Taking your pets with you to Hilton Head Island: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Hilton Head Island: If you're in search of holiday rentals offering 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 accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Hilton Head Island

Hilton Head Island offers a delightful blend of family-friendly activities and outdoor adventures, making it an ideal holiday destination. Visitors can relax on the stunning Hilton Head Beach, explore charming neighbourhoods with cozy villas, and revel in the island's luxurious atmosphere. Nearby regions provide a romantic and sunny getaway, perfect for couples and families alike. Discover the finest locations and create unforgettable memories in this beautiful part of South Carolina.

  • Sea Pines: Sea Pines is a picturesque neighbourhood located on Hilton Head Island, renowned for its stunning natural beauty and outdoor activities. This area is perfect for families and city explorers alike, offering a plethora of outdoor experiences. Visitors can enjoy world-class golf courses and luxurious resorts, while the nearby beaches provide ample opportunity for relaxation and water activities. Notable attractions include the scenic family beach and the inviting urban park, making it an ideal spot for family outings and leisurely strolls.
  • South Forest Beach: South Forest Beach is a vibrant neighbourhood that captures the essence of Hilton Head Island's charm. This area is ideal for families and those seeking a blend of city excitement with outdoor fun. South Forest Beach boasts a variety of shopping centres and a lively shopping mall, catering to all your retail needs. The local beaches are family-friendly and perfect for sunbathing or beach games, while the nearby urban park offers green spaces for picnics and outdoor activities. This neighbourhood truly embodies the spirit of coastal living.
  • North Forest Beach: North Forest Beach is another captivating neighbourhood that offers a wonderful family-friendly environment with plenty of outdoor adventures. It shares the same allure as its southern counterpart, with easy access to shopping centres and golf venues. Visitors can unwind at the beautiful family beach, which is ideal for swimming and sunbathing. The urban park nearby provides a lovely setting for outdoor activities and relaxation. North Forest Beach is perfect for those looking to embrace both nature and community during their stay.

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 in April and June 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 SunnyModerately HighAverage
May73.4°F (23.0°C)Light RainMostly SunnyAverageAverage
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

Are you keen to save on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up right where you left off, and manage your travel arrangements with ease. You can easily find properties you've previously saved or booked, now neatly organised into Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/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, cycling and bird watching draw many visitors. A holiday 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 searching for attractions to see in the area? Travellers enjoy Hilton Head Island for its golfing, cycling and bird watching. Venture out of your holiday home and experience everything that makes Hilton Head Island a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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

Travellers enjoy Hilton Head Island for its island views, seaside and sunrises. Whether you're an active traveller or just want to spend some time taking in the scenery, Hilton Head Island is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Sea Pines Forest Preserve (0.8 mi / 1.3 km)
  • Coligny Beach (1.4 mi / 2.2 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)
  • Folly Field Beach Park (5.3 mi / 8.5 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 27°C.

Travelling to and around Hilton Head Island

The nearest airport is in Hilton Head Island, SC (HHH), located 6.1 mi (9.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, 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 holiday rental?
When considering a holiday 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 holiday home in Hilton Head Island?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hilton Head Island holiday 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 holiday 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 holiday rental accomodation in Hilton Head Island?
In Hilton Head Island, condos are the most popular type of holiday 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 holiday 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 holiday 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.
Can I rent a holiday home with a pool or hot tub in Hilton Head Island?
In Hilton Head Island, there are plenty of holiday 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 holiday rentals in Hilton Head Island?
A long-stay holiday 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 holiday rentals in Hilton Head Island?
In Hilton Head Island, there is a substantial selection of remote work-friendly holiday 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 holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday 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 holiday rental?
Book your Hilton Head Island holiday 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 holiday 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 holidaymakers. 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 holiday 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 holiday 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, 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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