Hilton Head Island holiday rentals

We found 10,420 holiday rentals — enter your dates for availability

Select from 993 houses, 42 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:2 Oct - 9 Oct

Image gallery for 5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites

Pool
9.8 out of 10, Exceptional, (182 reviews)
Exceptional
(182 reviews)

5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites

Hilton Head Island

8% off
Price is AU$7,891
for 7 nights, 1 home
AU$1,127 per night
includes taxes & fees
5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Hilton Head Island

  • Pristine Beaches: Enjoy sun-drenched shores perfect for swimming, sunbathing and tranquil coastal strolls.
  • Scenic Bike Trails: Cycle through picturesque paths that showcase the island’s natural beauty and wildlife.
  • Impressive Golf Courses: Tee off on world-class courses set amidst lush landscapes and ocean vistas.
  • Vibrant Local Culture: Immerse yourself in the island’s relaxed atmosphere, rich history and charming local attractions.
  • Family-friendly Outdoor Adventures: Experience a blend of leisure and adventure with activities suited for all ages.

Popular types of accommodation in Hilton Head Island

Experience the charm of Hilton Head Island with our carefully selected holiday rentals. Enjoy a variety of island getaway options, including condos, private holiday homes, and villa rentals. Discover local attractions, pristine beaches, and a vibrant culture that make this South Carolina gem an ideal destination for your next holiday. Hilton Head holiday rentals offer transparency, savings, and reassurance for an unforgettable island experience.

  • Condos: Stylish and contemporary living spaces, ideal for a seaside retreat on Hilton Head Island.
  • Private Holiday Homes: Spacious, independent residences offering privacy and a home-away-from-home vibe.
  • Villas: Luxurious and expansive properties, perfect for a relaxed and indulgent holiday.
  • Apartments: Comfortable and convenient units, well-suited for a practical island escape.
  • Cottages: Quaint and charming abodes, providing a cosy and intimate setting for your stay.**

Top attractions in Hilton Head Island

Hilton Head Island offers a wealth of outdoor and family-friendly attractions, with its stunning beaches, impressive golf courses and nature reserves. This charming city is ideal for travellers seeking a blend of culture, coastal beauty and outdoor adventures, ensuring an unforgettable holiday experience on the island.

  • Singleton Beach: Enjoy the quintessential beach vibes on Hilton Head Island's pristine Singleton Beach, where soft sands and gentle sea breezes create a serene retreat.
  • Harbour Town Lighthouse: Discover modern elegance at Harbour Town Lighthouse, offering a blend of beach and city atmospheres with stunning coastal views.
  • Port Royal Golf Club: Experience family-friendly charm at Port Royal Golf Club, a golf course country club known for its welcoming ambience and picturesque fairways.

Things to do recommended for couples

Hilton Head Island offers a blissful retreat for couples. Enjoy a sunset beach walk along the pristine sands or indulge in a candlelit dinner at a waterfront restaurant, soaking in the stunning views. For adventure, explore the island’s scenic bike trails together, creating unforgettable memories.

Things to do recommended for families

Families will delight in exploring the beautiful beaches of Hilton Head Island, where children can build sandcastles and splash in the gentle surf. Additionally, enjoy biking along scenic trails or visiting the interactive Coastal Discovery Museum for a fun and educational experience.

Things to do recommended for groups

Groups visiting Hilton Head Island can experience thrilling activities such as kayaking through scenic waterways, cycling along picturesque paths, and enjoying a sunset dolphin cruise. Don’t miss the chance to indulge in fresh seafood at local eateries, taking in the island's vibrant culture and stunning natural beauty.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning to travel with a group, your family, pets, or are seeking extended stays, it's important to prioritise your preferences when filtering options. Here are some helpful booking tips for using Stayz.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for these options and more on Stayz.
  • Traveling to Hilton Head Island with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, along with ensuring access to age-appropriate facilities, such as a private swimming pool. It is also wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Hilton Head Island: For many, a family holiday wouldn’t feel complete without their beloved pet by their side. If this resonates with you, explore Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family 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 perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Hilton Head Island

Hilton Head Island offers a splendid blend of outdoor adventures and family-friendly attractions in sunny South Carolina. Enjoy the island’s natural beauty, from pristine beaches to scenic bike trails, perfect for a leisurely holiday. Explore local landmarks, savour the relaxed atmosphere, and experience an ideal getaway that combines luxury with the charm of a welcoming family retreat.

  • Sea Pines: Sea Pines is a delightful neighbourhood located on Hilton Head Island. Known for its blend of outdoor and city-themed experiences, this area offers a variety of family-friendly activities. Visitors can enjoy a round of golf at the local course or spend the day at a resort. The proximity to a beautiful beach and urban park makes it an ideal destination for those seeking a mix of leisure and activity without sacrificing the charm of a coastal retreat.
  • North Forest Beach: Situated on the scenic Hilton Head Island, North Forest Beach is a vibrant neighbourhood that caters to family-oriented, city-themed and outdoor adventures. The area boasts a shopping centre where travellers can find a range of local and international goods, and the opportunity to play golf. Its close access to a family beach and urban park makes it a perfect spot for both relaxation and exploration of the local culture and scenic beauty.
  • Oceanside: Oceanside, another charming neighbourhood on Hilton Head Island, offers a harmonious blend of outdoor, family and city-themed attractions. The area is celebrated for its excellent resort facilities and golf course, providing ample opportunities for leisure and recreation. With a stunning beach and an urban park in close reach, visitors are invited to immerse themselves in the relaxed yet vibrant coastal ambience that defines this locale.

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 May 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 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 SunnyModerately HighAverage
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 Stayz is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Stayz property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up where you last paused, or manage your existing arrangements. You can easily find the properties you've saved or booked under the sections for Potential, Upcoming, or Current Trips. To access your Trip Boards, please visit: https://www.stayz.com.au/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. Tybee Island Beach 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:

  • 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)
  • 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:

  • Tybee Island Beach (11.3 mi / 18.1 km)
  • Coligny Beach (1.4 mi / 2.2 km)
  • Sea Pines Forest Preserve (0.8 mi / 1.3 km)
  • Shipyard Beach (1.5 mi / 2.4 km)
  • Palmetto Dunes Beach (2.9 mi / 4.6 km)
  • South Beach (4.3 mi / 6.9 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 home?
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, Stayz is sure to have a holiday home here that's right for you.
What is the most popular type of holiday home accommodation in Hilton Head Island?
The most desirable types of holiday homes in Hilton Head Island are condos. After something a little different? Stayz 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 home in Hilton Head Island?
A number of things can influence the price of a holiday home in Hilton Head Island, like the time of year, property type and length of stay. But, all Stayz 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 Stayz 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 homes 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 homes on Stayz. 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 Stayz. 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 home amenities in Hilton Head Island?
Some of the most popular home 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, Stayz holiday properties provide the best amenities for chilling out with your loved ones.
Are there large group holiday homes 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 homes in Hilton Head Island that welcome kids?
Hilton Head Island has 4 ,307 family-friendly holiday homes 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 homes in Hilton Head Island?
Yes, you can choose from 602 one-bedroom homes in Hilton Head Island. Whether you want a cosy chalet or a fancy condo, our one-bedroom homes 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 homes 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 homes 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 Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Hilton Head Island?
You'll have your pick of 4 ,121 Stayz 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 home in Hilton Head Island?
The minimum age is typically 16, 18 or 21. It can vary between properties on Stayz, so look at the rules of your preferred Hilton Head Island stay before booking your escape.
How long can I rent a holiday home in Hilton Head Island for?
The amount of time you can stay in a Hilton Head Island holiday home 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 Stayz holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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