Hilton Head Island vacation rentals

We found 10,211 vacation rentals — enter your dates for availability

Select from 2980 houses, 305 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:Nov 14 - Nov 21

Find out more about Hilton Head Island

Find out more about Hilton Head Island

Why visit Hilton Head Island

  1. Beautiful Beaches: Enjoy pristine sandy shores and crystal-clear waters, perfect for swimming and sunbathing.
  2. World-Class Golf: Play on renowned golf courses that cater to all skill levels, making it a golfer's paradise.
  3. Family-Friendly Activities: Engage in various outdoor adventures and excursions that are fun for all ages.
  4. Charming Accommodations: Stay in delightful beach homes and villas, offering comfort and easy beach access.
  5. Rich History: Explore historic forts and cultural sites that add depth to your coastal experience.

Popular types of accommodation in Hilton Head Island

Planning a getaway to Hilton Head Island? You're in for a treat! Discover a range of popular vacation rentals, from condos and houses to charming villas. Enjoy easy beach access and unwind in the comfort of your ideal island rental. Let us help you find the perfect spot to create lasting memories on this beautiful coast.

  • Condos: The top choice for visitors, condos offer modern amenities and stunning views, perfect for a relaxing getaway.
  • Houses: Ideal for families or groups, these homes provide spacious living and a home-like atmosphere.
  • Villas: Luxurious and often located near the beach, villas are a popular option for those seeking a more upscale experience.
  • Apartments: Convenient and comfortable, apartments are great for shorter stays or couples looking for simplicity.
  • Cottages: Quaint and charming, cottages provide a cozy retreat, often nestled in scenic surroundings.**

Top attractions in Hilton Head Island

Hilton Head Island is an ideal destination for outdoor enthusiasts and families seeking a city-themed vacation. Visitors can enjoy beautiful beaches, world-class golf courses, and historic forts, offering a blend of culture and relaxation. Whether you're looking for a beach getaway or a city experience, Hilton Head Island has something for everyone to explore and enjoy during your stay.

  1. Coligny Beach: This vibrant beach offers a perfect blend of relaxation and activity, featuring soft sands, warm waters, and lively beach vibes. It's an ideal spot for sunbathing, swimming, and enjoying beachside cafés.
  2. Sea Pines Forest Preserve: A serene escape, this family-friendly reserve boasts beautiful trails, diverse wildlife, and friendly locals. It's perfect for hiking, picnicking, and connecting with nature.
  3. Harbour Town Lighthouse: A modern icon, this lighthouse not only provides stunning views of the harbour but also offers a glimpse into the charming city and beach vibes of the area. Explore shops and eateries nearby.

Things to do recommended for couples

Hilton Head Island offers a romantic getaway for couples. Enjoy luxury vibes at the Palmetto Dunes Tennis & Pickleball Center, have fun at Legendary Golf, or embark on an adventure with Sea Wolf Charters, just 27.4km away, for unforgettable outdoor experiences together.

Things to do recommended for families

Families visiting Hilton Head Island can enjoy sports at the Van Der Meer Tennis Academy, have fun at Adventure Cove's arcade, and relax at the Van Der Meer Tennis Center, offering a perfect blend of adventure and wellness for everyone.

Things to do recommended for groups

Experience the vibrant Coligny Plaza for shopping and entertainment, challenge your group at the renowned Harbour Town Golf Links, and enjoy a family-friendly movie night at Coligny Theater. Hilton Head Island offers memorable local experiences for everyone in your group!

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

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, be sure to sort your options according to your key priorities. Here are some helpful Vrbo booking tips for 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 group gatherings. Fortunately, you can easily filter for these features and more on Vrbo.
  • Traveling to Hilton Head Island with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, as well as to have access to suitable amenities, like a private swimming pool. Additionally, it’s wise to keep in mind your location relative to family-friendly attractions.
  • Taking your pets with you to Hilton Head Island: For many, a family vacation isn't truly satisfying without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties 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 searching for 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 rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Hilton Head Island

Hilton Head Island offers a delightful blend of outdoor adventures and family-friendly experiences. With charming beach homes in areas like Palmetto Dunes, visitors can enjoy a relaxing beachside getaway. Explore the island’s friendly atmosphere and partake in excursions that cater to all ages, making it an ideal spot for a memorable family vacation. Nearby regions also provide romantic settings, ensuring there's something for everyone in this vibrant coastal paradise.

  • Sea Pines: Nestled on Hilton Head Island, Sea Pines is a picturesque neighborhood perfect for outdoor enthusiasts and families alike. This idyllic community boasts stunning beaches and lush urban parks, making it a prime destination for those seeking a blend of relaxation and adventure. Golf aficionados will appreciate the renowned golf courses, while the family-friendly atmosphere ensures enjoyable activities for all ages. Don’t miss the chance to explore the scenic beauty and tranquil surroundings that Sea Pines offers.
  • South Forest Beach: Located in the heart of Hilton Head, South Forest Beach is a vibrant neighborhood that invites families and city explorers to enjoy its charm. The area is known for its beautiful beaches and convenient access to shopping centres, making it easy for visitors to indulge in retail therapy or savor local cuisine. With urban parks nearby, South Forest Beach provides a perfect setting for leisurely strolls or family picnics, ensuring a well-rounded vacation experience for all.
  • North Forest Beach: Just a stone's throw from the sandy shores, North Forest Beach is a welcoming neighborhood that captures the essence of family-friendly fun and outdoor activities. The proximity to shopping malls and golf courses ensures a variety of entertainment options for visitors. Families can enjoy a day at the beach or explore the nearby urban parks that enhance the area's appeal. North Forest Beach is ideal for creating lasting memories and enjoying the natural beauty of Hilton Head Island.

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 June to August, 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 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 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 SunnyModerately HighSlightly 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 prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for planning your journeys, allowing you to easily create new trips, resume your previous plans, or organize your itinerary. You can view the properties you've saved or booked, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin 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. 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)
  • Hilton Head Zipline (2.1 mi / 3.4 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)

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)
  • 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 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?
If you're planning a vacation 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 vacation rental here that's right for you.
What is the most popular type of vacation rental accommodation in Hilton Head Island?
The most desirable types of vacation 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 vacation rental in Hilton Head Island?
A number of things can influence the price of a vacation 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 vacation 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 traveling. 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 vacation 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 vacation 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 vacation 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 traveling with family, buddies or even pets, Vrbo vacation properties provide the best amenities for chilling out with your loved ones.
Are there large group vacation rentals in Hilton Head Island?
Pick from 784 vacation homes in Hilton Head Island that can host a group of 10 or more people. Whether you're organizing time away with the family or a celebration like a birthday, there's enough room to get your favorite people together under one roof.
Are there vacation rentals in Hilton Head Island that welcome kids?
Hilton Head Island has 4,307 family-friendly vacation 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 vacation rentals in Hilton Head Island?
Yes, you can choose from 602 one-bedroom rentals in Hilton Head Island. Whether you want a cozy 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 vacation with strangers.
Can I find two-bedroom vacation rentals in Hilton Head Island?
Gather your nearest and dearest and enjoy a relaxing escape in one of the 1,847 two-bedroom vacation properties Hilton Head Island has to offer.
Are there vacation 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 vacation 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 vacation rentals with air conditioning in Hilton Head Island?
You'll have your pick of 4,121 Vrbo vacation 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 vacation 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 vacation rental in Hilton Head Island for?
The amount of time you can stay in a Hilton Head Island vacation 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 vacation rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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