Hilton Head Island holiday lettings

We found 10,183 holiday rentals — enter your dates for availability

Select from 2977 houses, 314 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:10 Oct - 17 Oct

Image gallery for 5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC

Our living room on the main level.
10 out of 10 rating
Exceptional
(30 reviews)

5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC

Hilton Head Island, SC

8% off
Price is £5,966
£852 per night
includes taxes & fees
5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC

Find spaces that suit your style

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.

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.

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

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.

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. Marine Corps Recruit Depot Parris Island and River Street are just a couple of the must-see attractions in the area. 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?
If you're planning a holiday in Hilton Head Island, Folly Field is one of the most sought-after destinations to stay. No matter your travel style, Vrbo is sure to have a holiday rental here that's right for you.
What is the most popular type of holiday rental accommodation in Hilton Head Island?
The most desirable types of holiday rentals in Hilton Head Island are condos. After something a little different? Vrbo has a variety of options to match our guests' requirements, so you'll see properties in lots of sizes and shapes. The perfect fit is waiting for you --- snap up yours today.
How much does it cost to rent a holiday rental in Hilton Head Island?
A number of things can influence the price of a holiday rental in Hilton Head Island, like the time of year, property type and length of stay. But, all Vrbo homes have one thing in common --- excellent value. Simply add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Hilton Head Island?
The average price for a holiday home by the beach in Hilton Head Island depends on when you'll be there and the size and type of property you're searching for. You can easily and quickly find prices on Vrbo by entering the dates you'll be travelling. Then use the handy filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Hilton Head Island?
Pack a suitcase for the pooch in your life because Hilton Head Island has 4,312 properties that roll out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Hilton Head Island?
Tick the "pool" box in our filter tool and choose from 4,001 houses with private pools in Hilton Head Island on Vrbo. Morning dip, sunset soak or midnight swim? How you spend your leisure time is up to you when your holiday home has its own pool.
What are popular rental amenities in Hilton Head Island?
Some of the most popular rental amenities people are looking for in Hilton Head Island include tennis, nearby museums and a water view. Whether you're travelling with family, buddies or even pets, Vrbo holiday properties provide the best amenities for chilling out with your loved ones.
Are there large group holiday rentals in Hilton Head Island?
Pick from 784 holiday homes in Hilton Head Island that can host a group of 10 or more people. Whether you're organising time away with the family or a celebration like a birthday, there's enough room to get your favourite people together under one roof.
Are there holiday rentals in Hilton Head Island that welcome kids?
Hilton Head Island has 4,307 family-friendly holiday rentals to pick from. And tracking down a stay that welcomes kiddos is simple with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll have access to perks and conveniences like dining rooms, full kitchens and yards.
What are the top attractions for families in Hilton Head Island?
Keep your kids busy at these awesome family-friendly attractions in Hilton Head Island:

  • Coligny Beach
  • The Sandbox
  • Singleton Beach

Are there one-bedroom holiday rentals in Hilton Head Island?
Yes, you can choose from 602 one-bedroom rentals in Hilton Head Island. Whether you want a cosy chalet or a fancy condo, our one-bedroom rentals are great if you don't require tons of space. One of the perks of having your own place? You won't ever have to share your holiday with strangers.
Can I find two-bedroom holiday rentals in Hilton Head Island?
Gather your nearest and dearest and enjoy a relaxing escape in one of the 1,847 two-bedroom holiday properties Hilton Head Island has to offer.
Are there holiday rentals with WiFi in Hilton Head Island?
Whether you'd like to keep up with world events, look over emails or surf social media, there are 1,622 holiday homes with WiFi in Hilton Head Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Hilton Head Island?
You'll have your pick of 4,121 Vrbo holiday homes with air conditioning in Hilton Head Island giving you that cooling breeze and extra element of comfort. Simply enter your preferred travel dates and then use our filter tool to locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Hilton Head Island?
The minimum age is typically 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your preferred Hilton Head Island stay before booking your escape.
How long can I rent a holiday rental in Hilton Head Island for?
The amount of time you can stay in a Hilton Head Island holiday rental for depends on each property. Simply put in your travel dates to browse available options offering extended stays. They include everything you need to make your extended trip more enjoyable and comfortable, like kitchens and air conditioning. Some Vrbo holiday rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.

Explore destinations around Hilton Head Island

Harbour Town Golf Links (12,116)
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Atlantic Dunes by Davis Love III (12,058)
Standard link for Atlantic Dunes by Davis Love III
Hilton Head Zipline (10,998)
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Golden Bear Golf Club (11,084)
Standard link for Golden Bear Golf Club
Arthur Hills Course (11,011)
Standard link for Arthur Hills Course
Arts Center of Coastal Carolina (11,185)
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Legendary Golf (11,018)
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Coligny Theater (10,506)
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Heron Point by Pete Dye at Sea Pines Resort (10,591)
Standard link for Heron Point by Pete Dye at Sea Pines Resort
The Sandbox (10,507)
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Palmetto Dunes Club (11,167)
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Adventure Cove (11,061)
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Pirate's Island Adventure Golf (11,189)
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Country Club of Hilton Head (11,074)
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Heron Point by Pete Dye (12,058)
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Robert Trent Jones Golf Course (8,495)
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Palmetto Hall Golf and Country Club (11,081)
Standard link for Palmetto Hall Golf and Country Club
Port Royal Golf Club (11,086)
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Robert Trent Jones Oceanfront Course (11,167)
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Shipyard Golf Course (10,754)
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