Hilton Head Island vacation rentals

We found 9,741 vacation rentals — enter your dates for availability

Select from 2785 houses, 325 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.
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Find out more about Hilton Head Island

Find out more about Hilton Head Island

Why visit Hilton Head Island

  1. Beautiful Beaches: Enjoy the sun-kissed shores of Forest Beach, perfect for relaxation and family fun.
  2. Outdoor Activities: Experience a range of adventures, including free golf and various outdoor pursuits.
  3. Charming Neighborhoods: Explore picturesque coastal neighborhoods filled with local culture and art.
  4. Family-Friendly Vibe: Create lasting memories in a welcoming atmosphere ideal for family vacations.
  5. Variety of Accommodations: Choose from cozy condos to oceanfront homes, ensuring a perfect stay.

Popular types of accommodation in Hilton Head Island

Planning a getaway to Hilton Head Island? Discover the perfect vacation rental for your stay! From cozy condos and spacious apartments to luxurious houses, you’ll find a variety of options. Consider villa rentals in the renowned Sea Pines Resort, enjoy oceanfront views, or relax in a property with a hot tub. Whether you need a whole home for the family or a romantic retreat, Hilton Head has something for everyone!

  • Condos: The top choice for vacation rentals in Hilton Head Island, offering convenient amenities and proximity to the beach.
  • Apartments: A close second, these rentals provide a comfortable and spacious option for travelers seeking a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes offer privacy and a personalized experience.
  • Villas: A luxurious option, villas come with upscale features and often stunning views.
  • Cottages: Quaint and charming, cottages provide a cozy retreat for those looking for a serene getaway.**

Top attractions in Hilton Head Island

Hilton Head Island is perfect for outdoor adventures and family vacations, featuring beautiful beaches, charming piazzas, and historic houses. Visitors can immerse themselves in the local culture while enjoying various activities, including nearby golf courses and unique island experiences. With options for free golf and other outdoor pursuits, Hilton Head Island promises a memorable getaway filled with fun and relaxation.

  1. Coligny Beach: Experience the vibrant atmosphere of Coligny Beach, known for its soft sand and inviting waves. Perfect for sunbathing, swimming, and beach games, it's a great spot to relax and enjoy the coastal vibes.
  2. Sea Pines Forest Preserve: Explore the family-friendly Sea Pines Forest Preserve, where you can stroll through scenic trails, observe local wildlife, and enjoy the natural beauty of the area. It’s a tranquil escape for nature lovers.
  3. Harbour Town Lighthouse: Visit the iconic Harbour Town Lighthouse, a modern symbol of Hilton Head. Climb to the top for stunning views of the marina and surrounding beach, and immerse yourself in the lively coastal atmosphere.

Things to do recommended for couples

Looking for a romantic getaway in Hilton Head Island? Enjoy luxury vibes at the Palmetto Dunes Tennis & Pickleball Center, challenge each other at Pirate's Island Adventure Golf, or set sail with Sea Wolf Charters for an unforgettable outdoor adventure. Each experience is perfect for couples!

Things to do recommended for families

Families vacationing in Hilton Head Island can enjoy exciting days at the Van Der Meer Tennis Academy, filled with sports vibes. Adventure Cove offers an arcade experience packed with fun for all ages, while the Van Der Meer Tennis Center provides a relaxing environment for wellness and family bonding.

Things to do recommended for groups

Groups visiting Hilton Head Island can enjoy shopping and dining at Coligny Plaza, play a round of golf at the scenic Harbour Town Golf Links, and catch a family-friendly film at Coligny Theater for a well-rounded local experience.

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

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Hilton Head Island with young kids: Traveling with young kids can present some challenges. It's essential to prioritize their comfort and safety, along with suitable amenities 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 families, a vacation isn’t truly finished without their furry companions by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Hilton Head Island: If you’re in search of vacation rentals offering discounts for month-long stays, 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 include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Hilton Head Island

Hilton Head Island is an idyllic destination for outdoor and family vacations, offering a blend of relaxation and adventure. Enjoy the sun-kissed shores of Forest Beach, explore the charming coastal neighborhoods, and immerse yourself in the local art scene. This beloved vacation spot boasts adorable oceanfront views and a friendly atmosphere, making it perfect for creating unforgettable memories with loved ones. Experience the best of South Carolina's coastal beauty and family-friendly vibes on your visit!

  • Savannah: Located approximately 20 miles from Hilton Head Island, Savannah is a charming city known for its rich history and vibrant culture. As you stroll through its picturesque streets, you'll encounter beautiful squares, historic homes, and lush oak trees draped in Spanish moss. Savannah’s River Street is a bustling area filled with shops, restaurants, and galleries, making it perfect for a leisurely day out. Don’t miss visiting landmarks like Forsyth Park and the historic district, where you can soak in the city's unique Southern charm.
  • Tybee Island: Just 12 miles from Hilton Head Island, Tybee Island is a delightful beach destination that offers a laid-back atmosphere and stunning coastal views. Known for its beautiful sandy beaches, Tybee is ideal for families looking to enjoy outdoor activities such as swimming, fishing, and sunbathing. The Tybee Island Pier and Pavilion is a popular spot for leisurely walks and beachside dining. History enthusiasts will appreciate the Tybee Island Light Station and Museum, which provides insight into the area's maritime heritage.
  • Sea Pines: Nestled around Hilton Head Island, Sea Pines is a scenic neighborhood that combines nature with luxury. This community is known for its outdoor activities, including world-class golf courses and beautiful beaches, making it a favorite among families and outdoor enthusiasts. Explore the Sea Pines Forest Preserve, where you can hike, bike, or simply enjoy the serene landscapes. The iconic Harbour Town Lighthouse is a must-visit attraction, offering stunning views and a charming shopping area filled with boutiques and restaurants.

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 March and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January52.3°F (11.3°C)Light RainMostly SunnyLowSlightly Low
February55.6°F (13.1°C)Light RainMostly SunnyLowAverage
March60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
April66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly High
May73.4°F (23.0°C)Light RainMostly SunnyAverageAverage
June79.7°F (26.5°C)Light RainMostly SunnyHighSlightly High
July82.0°F (27.8°C)Light RainMostly SunnyHighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyHighSlightly Low
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 SunnyAverageAverage
December56.7°F (13.7°C)Light RainMostly SunnyLowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being open to adjusting your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, don’t hesitate to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your total booking amount. Being the planner definitely has its benefits! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a dedicated space for you to plan new trips, keep your travel plans on track, and manage your bookings effectively. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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. Marine Corps Recruit Depot Parris Island and River Street are just a couple of the must-sees in the area. 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)
  • Harbour Town Golf Links (3.1 mi / 5.1 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 (1.8 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 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?
Folly Field is among the more in-demand neighborhoods for a vacation property in Hilton Head Island. Spend your getaway here and enjoy all the relaxation and comfort that comes with having a whole place to yourself.
What is the most popular type of vacation rental accommodation in Hilton Head Island?
According to our research, condos are considered the most popular type of property in Hilton Head Island. But that goes without saying, everyone’s idea of the perfect stay isn’t the same. Vrbo has vacation homes in a variety of sizes and shapes, and we’ll help you locate the perfect match.
How much does it cost to rent a vacation rental in Hilton Head Island?
Season, length of stay and property type are among the factors that can affect the price of a vacation home. Simply enter your dates of travel to find the ultimate escape. From cozy cabins to expansive villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Hilton Head Island?
When you travel and the size and style of the property will determine the cost of your beachside stay. Enter your Hilton Head Island travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to pick the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Hilton Head Island?
With 3,224 properties that welcome four-legged guests, your happy hound can also come along on your Hilton Head Island vacation. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that’s pawfect on Vrbo.
Can I rent a house with a pool in Hilton Head Island?
Tick the “pool” box in our filter tool and pick from 3,002 houses with private pools in Hilton Head Island on Vrbo. Morning swim, afternoon splash or midnight soak? How you spend your free time is up to you when your Vrbo vacation property boasts a swimming pool.
Are there vacation rentals in Hilton Head Island that welcome kids?
Bring the entire family together for a fun-packed adventure in Hilton Head Island at one of our 3,209 family-friendly vacation properties. These stays come with conveniences that are perfect for getaways with youngsters, like full kitchens, living rooms and entertainment units. Just click on the “Properties good for families” filter and pick out your favorite.
What are the top attractions for families in Hilton Head Island?
There are loads of awesome things to do and see with the family in Hilton Head Island, including:

  • Folly Field Beach Park
  • Singleton Beach
  • Golden Bear Golf Club

Are there vacation rentals with WiFi in Hilton Head Island?
Choose from 1,442 vacation rentals with WiFi in Hilton Head Island. If you want to disconnect from the world during your break, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Hilton Head Island?
You can choose from 3,048 vacation rentals with air conditioning in Hilton Head Island giving you that cooling breeze and extra element of comfort. Just enter your dates of travel and then take advantage of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Hilton Head Island?
The minimum required age is usually 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred Hilton Head Island vacation home before booking your escape.
How long can I rent a vacation rental in Hilton Head Island for?
It really depends on the Hilton Head Island property. To view a list of options offering extended stays, simply type your dates and number of guests into the Vrbo search page. Enjoy having the property to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and outdoor spaces where the kids can burn off energy. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Hilton Head Island?
Weekend retreat or a well-deserved long vacation, Vrbo has some fantastic deals and discounts in Hilton Head Island that’ll suit your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without breaking the bank.

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