Hilton Head Island holiday homes

We found 10,433 holiday rentals — enter your dates for availability
Select from 990 houses, 44 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:9 Oct - 16 Oct

Image gallery for South Beach Dog-friendly Waterfront Villa

Miscellaneous
9.2 out of 10, Wonderful, (87 reviews)
Wonderful
(87 reviews)

South Beach Dog-friendly Waterfront Villa

Hilton Head Island

8% off
Price is NZ$5,240
for 7 nights, 1 villa
NZ$749 per night
includes taxes & fees
South Beach Dog-friendly Waterfront Villa

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • 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 ideal for swimming, sunbathing, and water sports, capturing the island’s natural beauty.
  • Renowned golf courses: Tee off on world-class greens that challenge and delight golf enthusiasts.
  • Scenic reserves: Explore lush reserves and preserves, perfect for walking, cycling, and wildlife spotting.
  • Family-friendly fun: Engage in a variety of outdoor adventures and activities suitable for all ages.
  • Coastal charm: Immerse yourself in a relaxed, laid-back vibe with a mix of cultural and natural attractions.

Top attractions in and around Hilton Head Island

Hilton Head Island offers a blend of outdoor adventures and family-friendly fun, with pristine beaches and renowned golf courses. This charming city is perfect for those seeking a mix of culture and natural beauty, boasting scenic reserves and preserves to explore. With its relaxed coastal vibe and diverse attractions, Hilton Head Island is an ideal destination for a memorable holiday experience.

  • Tybee Island Beach: Enjoy the laid-back beach vibes as you soak up the sun on a sandy coastline, only 18km from Hilton Head Island.
  • Port Royal Golf Club: Revel in a family-friendly golf experience within Hilton Head Island, where friendly people and a welcoming atmosphere abound.
  • North Beach: Experience the quintessential beach vibe of North Beach, located 18km from Hilton Head Island, perfect for a relaxing day by the sea.

Things to do recommended for couples

Experience Hilton Head Island’s charm with a bike ride along the scenic coast and enjoy a sunset picnic by the water. Discover hidden local eateries and leisurely strolls through historic streets, perfect for a memorable couple’s getaway.

Things to do recommended for families

Your family will love exploring the natural beauty of Hilton Head Island. Enjoy a day at Coligny Beach Park, where kids can play in the sand and splash in the waves, or visit the Coastal Discovery Museum to learn about local wildlife and history.

Things to do recommended for groups

Groups visiting Hilton Head Island can enjoy a guided kayak tour through the marshlands, play a round of golf on world-class courses, or relax on pristine beaches. Don't miss out on a sunset dolphin cruise for a memorable experience together.

*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

When planning your trip—whether you're travelling with a group, family, or pets, or seeking longer stays—it's important to prioritise your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Hilton Head Island with a group: Think about how many bedrooms you require, along with amenities like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Hilton Head Island with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Hilton Head Island: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most 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 seeking holiday rentals with great deals 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 consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in Hilton Head Island

Hilton Head Island offers a diverse holiday experience for families and couples alike. Enjoy its sunny weather, relaxing vibe, and outdoor adventures. Whether you’re seeking a laid-back family holiday or a luxurious, elevated experience, explore local attractions and scenic spots that perfectly capture the island’s charm. Hilton Head Island is your ideal destination for a dream holiday with plenty of opportunities for memorable outdoor activities.

  • Sea Pines: Sea Pines is a charming neighbourhood nestled on Hilton Head Island, offering a blend of outdoor delights and family-friendly urban experiences. Its scenic geography is ideal for those who enjoy a mix of nature and city vibes, with easy access to pristine beaches and urban parks. A round of golf on one of the local courses or a leisurely day exploring the family beach are just a few highlights. Sea Pines provides a relaxed travel experience where visitors can enjoy both active pursuits and quiet moments amidst nature.
  • Mid Island: Mid Island is a vibrant neighbourhood on Hilton Head Island that caters to travellers seeking both outdoor adventures and family-friendly activities. Its central location makes it easy to access popular attractions including a shopping mall centre and lush urban parks. The area is perfect for a day of golfing or a stroll along the family beach. Mid Island offers a balanced travel experience, blending the natural allure of its surroundings with the conveniences of a city-themed environment.
  • South Forest Beach: South Forest Beach is a delightful neighbourhood known for its family-oriented and city-themed ambience. Situated on Hilton Head Island, it boasts a favourable geographical setting with easy reach to beautiful beaches and urban parks. Visitors can enjoy leisurely shopping at local centres or a round of golf at nearby courses. The travel experience here is a harmonious mix of outdoor fun and urban exploration, making it ideal for those looking to enjoy the best of both worlds.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January52.3°F (11.3°C)Light RainMostly Sunny
February55.6°F (13.1°C)Light RainMostly Sunny
March60.1°F (15.6°C)Light RainMostly Sunny
April66.6°F (19.2°C)Light RainMostly Sunny
May73.4°F (23.0°C)Light RainMostly Sunny
June79.7°F (26.5°C)Light RainMostly Sunny
July82.0°F (27.8°C)Light RainMostly Sunny
August81.7°F (27.6°C)Light RainMostly Sunny
September78.3°F (25.7°C)Light RainMostly Sunny
October70.5°F (21.4°C)Light RainMostly Sunny
November61.3°F (16.3°C)Light RainMostly Sunny
December56.7°F (13.7°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, continue from where you paused, or view and arrange your travel plans. You can easily find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, head over to: https://www.bookabach.co.nz/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 Coligny Beach 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)
  • Palmetto Dunes Beach (2.9 mi / 4.6 km)
  • South Beach (4.3 mi / 6.9 km)
  • Singleton 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, Bookabach 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? Bookabach 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 Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach. 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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach, 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 Bookabach holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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