Hilton Head Island holiday lettings

We found 10,216 holiday rentals — enter your dates for availability

Select from 2916 houses, 313 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:20 Feb - 27 Feb

Image gallery for 2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong

Living area
9.8 out of 10, Exceptional, (103 reviews)
Exceptional
(103 reviews)

2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong

Hilton Head Island, SC

7% off
Price is £5,811
for 7 nights, 1 home
£830 per night
includes taxes & fees
2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong

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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.

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

**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)
  • Harbour Town Golf Links (3.1 mi / 5.1 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 (1.8 mi / 2.9 km)
  • South Beach (4.3 mi / 6.9 km)
  • Singleton Beach (4.4 mi / 7.1 km)
  • Burkes Beach (4.5 mi / 7.3 km)
  • Driessen Beach Park (5 mi / 8 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 planning a holiday rental in Hilton Head Island, South Carolina, one of the best areas to consider is the Palmetto Dunes community. This picturesque neighbourhood is not only renowned for its stunning beaches but also offers a wealth of recreational activities. With over 2,000 rental properties available, you'll find a variety of options, ranging from luxurious villas to charming condos.

Palmetto Dunes is home to the beautiful Dunes House, a beachfront restaurant that provides a fantastic spot to enjoy a meal with a view, as well as the scenic paths of the Palmetto Dunes Nature Preserve, great for a leisurely stroll or a bike ride. Additionally, the world-class golf courses in the area, such as the Robert Trent Jones Course, are a major draw for enthusiasts.

Another excellent option is the Sea Pines Resort, which boasts around 1,500 rental properties. This area is famous for its iconic Harbour Town Lighthouse, a beloved landmark that offers breathtaking views of the island and surrounding waters. Visitors can also explore the charming shops and restaurants in Harbour Town, making it a vibrant hub for holidaymakers.

For those seeking a quieter experience, the Forest Beach area provides a more laid-back vibe, with approximately 800 rental properties available. The proximity to Coligny Beach Park, with its beautiful sandy shores and family-friendly amenities, makes this area particularly appealing.
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, South Carolina, the island offers several prime locations, each with its unique charm and amenities. One of the top areas is the Sea Pines Resort, known for its stunning beachfront properties that often come equipped with private pools, spacious decks, and direct beach access. Many of these houses feature modern kitchens, outdoor grills, and expansive living areas, great for families or groups looking to enjoy a relaxing seaside holiday.

Another excellent location is Forest Beach, which boasts a laid-back atmosphere and easy access to the island's beautiful beaches. Here, you can find a range of rental options, including oceanfront villas and charming cottages. These properties typically include amenities like bicycles for exploring the nearby pathways, outdoor showers, and access to community pools, making them ideal for those seeking both comfort and convenience.

Coligny Beach is also a popular choice, offering vibrant beachside rentals close to shops, restaurants, and entertainment options. Many of the homes and condos in this area come with ocean views, private balconies, and family-friendly amenities such as game rooms and equipped kitchens. Additionally, the proximity to various water sports activities and beach clubs adds to the allure of renting in this lively neighbourhood. 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 3,060 available throughout the area. These condos are typically located near the beach and offer amenities such as fully equipped kitchens, spacious living areas, and access to community pools, making them ideal for families and couples looking for a relaxing getaway.
Are there any family house rentals in Hilton Head Island?
In Hilton Head Island, there are a remarkable 5,396 family-friendly holiday rentals available, offering a wide selection for visitors. Neighbourhoods such as Sea Pines and Palmetto Dunes are particularly popular among families. Sea Pines is renowned for its beautiful beaches, scenic bike paths, and the iconic Harbour Town Lighthouse, where families can enjoy both leisure and adventure. Many of the properties here feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor decks great for barbecues.

Meanwhile, Palmetto Dunes offers a mix of holiday homes and villas, often boasting amenities such as private pools, game rooms, and direct access to the beach. This area is also home to golf courses and tennis facilities, making it ideal for active families.
Can I rent a holiday home with a pool or hot tub in Hilton Head Island?
In Hilton Head Island, there are a substantial number of holiday homes available for rent that feature pools and hot tubs, with approximately 7,164 options to consider. This popular destination is known for its beautiful beaches and golf courses, making it an ideal spot for a relaxing getaway.

You'll find a range of properties across various neighbourhoods, including the scenic Sea Pines and Palmetto Dunes areas, both of which offer access to stunning shorelines and outdoor activities. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas superb for entertaining or unwinding after a day of exploration. 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, offering a fantastic getaway for travellers with pets. The island is renowned for its beautiful beaches and outdoor spaces, making it an ideal destination for those looking to enjoy a holiday with their furry companions. Many of the rentals include modern amenities such as fully equipped kitchens, outdoor decks or patios, and spacious living areas, ensuring comfort for both humans and pets. 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 are numerous holiday rentals specifically suiting remote workers, with around 7,813 options available. This idyllic destination not only offers beautiful beaches and lush landscapes but also provides a range of amenities designed for those needing to work remotely. Many properties feature dedicated workspaces, including desks and comfortable chairs, as well as high-speed Wi-Fi to ensure seamless connectivity.

Travellers can expect to find accommodations that come equipped with additional conveniences such as computer monitors, office spaces, and even business centres in some larger complexes. This makes it easy to balance work commitments with leisure time. 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 holiday rental amenities typically include kitchens, allowing guests to prepare their own meals and enjoy home-cooked dining. Many rentals also feature shared pools, providing a refreshing escape on warm days. Additionally, most properties come equipped with microwaves and refrigerators, enhancing convenience for travellers.
When is the best time to visit Hilton Head Island for a holiday rental?
July is the most popular month to visit Hilton Head Island, renowned for its beautiful beaches and vibrant atmosphere. The peak season runs from May to July, drawing families and sun-seekers eager to enjoy the warm temperatures and an array of outdoor activities. During this time, you can indulge in sunbathing, swimming, and water sports, all while relishing the stunning coastal views.

The climate in July typically hovers around the low 30s Celsius, providing ideal conditions for those who enjoy soaking up the sun or exploring the island's scenic bike trails. With a lively atmosphere, it's also a fantastic opportunity to partake in local events and festivals.

If you're looking for a more budget-friendly option, consider planning your visit in November. During this time, this month offers a unique charm, with comfortable temperatures in the mid-teens Celsius, superb for leisurely strolls along the beach or exploring the island's natural beauty without the summer crowds.
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.
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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