Holiday rentals and lettings in Hilton Head Island

Holiday rentals and lettings in Hilton Head Island

Start comparing over 3687 rentals in Hilton Head Island and book at the best price!

Find offers

Free cancellation
Holiday home
Holiday apartment
Pool
Internet
Pets allowed
4.0
 & higher

Holiday Rentals & Lettings in Hilton Head Island

Holiday rental for 4 people, with balcony and pool in Hilton Head Island
Holiday rental for 4 people, with balcony and pool
2 bedrooms500m to the beach
5.0
from £159 / night
Holiday rental for 4 people, with pool and garden in Hilton Head Island
Holiday rental for 4 people, with pool and garden
2 bedrooms300m to the beach
5.0
(2 reviews)
from £336 / night
Holiday rental for 5 people, with balcony/terrace in Hilton Head Island
Holiday rental for 5 people, with balcony/terrace
2 bedrooms850m to the beach
3.6
(6 reviews)
from £96 / night
Condo for 4 people, with pool and balcony in Hilton Head Island
Condo for 4 people, with pool and balcony
1 bedroom7.1km to the beach
3.8
(19 reviews)
from £201 / night

Popular Holiday Rentals & Lettings in Hilton Head Island

Holiday rental for 4 people, with balcony/terrace, with pets in Hilton Head Island
Holiday rental for 4 people, with balcony/terrace, with pets
1 bedroom4.9km to the beach
3.7
(41 reviews)
from £90 / night
Holiday rental for 6 people, with garden in Hilton Head Island
Holiday rental for 6 people, with garden
2 bedrooms750m to the beach
4.7
(21 reviews)
from £102 / night
Holiday rental for 4 people, with balcony/terrace, with pets in Hilton Head Island
Holiday rental for 4 people, with balcony/terrace, with pets
2 bedrooms11.5km to the beach
3.6
(22 reviews)
from £102 / night
Holiday rental for 4 people, with balcony/terrace and lake view in Hilton Head Island
Holiday rental for 4 people, with balcony/terrace and lake view
1 bedroom7km to the beach
3.8
from £82 / night

Holiday Rentals with Free Cancellation

Holiday rental for 2 people in Hilton Head Island
Holiday rental for 2 people
1 bedroom3.9km to the beach
4.1
(995 reviews)
from £52 / nightFREE cancellation
Holiday rental for 4 people, with view and pool as well as children pool and garden in Hilton Head Island
Holiday rental for 4 people, with view and pool as well as children pool and garden
1 bedroom2.9km to the beach
3.6
(3589 reviews)
from £90 / nightFREE cancellation
Holiday rental for 4 people, with pool and garden as well as hot tub, child-friendly in Hilton Head Island
Holiday rental for 4 people, with pool and garden as well as hot tub, child-friendly
1 bedroom4.9km to the beach
4.2
(7608 reviews)
from £84 / nightFREE cancellation
Holiday rental for 4 people, with pool and terrace as well as children pool and view in Hilton Head Island
Holiday rental for 4 people, with pool and terrace as well as children pool and view
1 bedroom450m to the beach
4.2
(105 reviews)
from £47 / nightFREE cancellation

Pet-friendly Holiday Rentals & Lettings

Holiday rental for 4 people, with garden in Hilton Head Island
Holiday rental for 4 people, with garden
2 bedrooms7.9km to the beach
from £102 / night
Holiday rental for 4 people, with balcony/terrace, with pets in Hilton Head Island
Holiday rental for 4 people, with balcony/terrace, with pets
1 bedroom4.5km to the beach
2.9
(18 reviews)
from £95 / night
Holiday rental for 4 people, with pool in Hilton Head Island
Holiday rental for 4 people, with pool
2 bedrooms9.8km to the beach
from £470 / night
Holiday rental for 2 people, with pool and garden as well as hot tub and sauna in Hilton Head Island
Holiday rental for 2 people, with pool and garden as well as hot tub and sauna
1 bedroom850m to the beach
4.1
(2889 reviews)
from £72 / night

Holiday Rentals & Lettings with Pool

Holiday rental for 6 people, with garden in Hilton Head Island
Holiday rental for 6 people, with garden
2 bedrooms5.2km to the beach
3.8
(46 reviews)
from £96 / night
Holiday rental for 4 people, with balcony/terrace in Hilton Head Island
Holiday rental for 4 people, with balcony/terrace
1 bedroom2.9km to the beach
4.6
(20 reviews)
from £92 / night
Holiday rental for 4 people, with garden and pool in Hilton Head Island
Holiday rental for 4 people, with garden and pool
2 bedrooms300m to the beach
3.8
(2 reviews)
from £353 / night
Holiday rental for 4 people, with garden in Hilton Head Island
Holiday rental for 4 people, with garden
1 bedroom9.4km to the beach
4.0
(21 reviews)
from £96 / night

Holiday Rentals & Lettings with Internet

Holiday rental for 5 people, with balcony/terrace in Hilton Head Island
Holiday rental for 5 people, with balcony/terrace
2 bedrooms850m to the beach
from £96 / night
Holiday rental for 5 people, with balcony/terrace in Hilton Head Island
Holiday rental for 5 people, with balcony/terrace
2 bedrooms850m to the beach
from £102 / night
Holiday rental for 6 people, with garden in Hilton Head Island
Holiday rental for 6 people, with garden
2 bedrooms500m to the beach
3.2
(5 reviews)
from £86 / night
Holiday rental for 5 people, with garden and pool in Hilton Head Island
Holiday rental for 5 people, with garden and pool
2 bedrooms350m to the beach
1.9
(2 reviews)
from £336 / night

Find Holiday Rentals & Lettings in Hilton Head Island

Map

Highlights in Hilton Head Island

  • Beautiful Lowcountry Island
  • Magnificent beaches with crystal clear waters
  • Stunning nature reserves with vast vegetation
  • Thrilling indoor and outdoor activities for everyone
  • Cultural, historical and artistic landmarks at every corner
  • Exquisite local cuisine

Most popular in Hilton Head Island

Pool 267
Internet 1,079
Pets allowed 121
Balcony/Terrace 557
TV 1,013
Air conditioning 1,073

Prices and availability

Prices

£510
July
August
September
October
November
December
January
February
March
April
May
June
Average price per week

Availabilities

76 %
July
August
September
October
November
December
January
February
March
April
May
June
Percentage of available lettings

Holiday rentals and lettings in Hilton Head Island

Traditional and modern properties scattered in the area

Looking for a place to spend a holiday surrounded by the ocean breeze? In the Lowcountry region of South Carolina, Hilton Head Island is the perfect destination. With wonderful rentals and lettings in the heart of the town and its outskirts, tourists will be able to find contemporary houses close to all the fun activities or vintage-styled accommodations near the peaceful natural reserves of the island. Rent the residence of your liking and experience the holiday of your dreams on Hilton Head.

Newly renovated settlements for any type of visitor

Equipped with refreshing pools, charming balconies and soothing hot tubs, Hilton Head's properties will be the best complement to your family trip, romantic weekend or relaxing getaway with friends. Choose the property that suits your needs the most and prepare to live an unforgettable holiday on the southern coast of the United States.

Holidays in Hilton Head Island

The area and getting around

Hilton Head Island, an oasis found on earth

Comprising some of the best beaches from the United States, the Lowcountry town of Hilton Head is an incredible resort destination where tourists can enjoy a rejuvenating escape from their draining daily routine. Going from the stunning shores of Coligny Park to the beautiful coasts of Folly Field, every beach of Hilton Head Island is a popular landmark of the area thanks to their relaxing activities, such as fishing and fossil hunting, which guarantee a peaceful and serene experience. Visit the fantastic endless miles of soft white sands and crystal clear waters of Hilton Head and enjoy a relaxing retrieve in nature accompanied by the breathtaking landscapes of South Carolina.

Hilton Head's Culture Trail, where community and art find each other

The arts and culture scene of Hilton Head Island is second to no one thanks to the myriad of fine art museums, live music venues, dance productions and theatre displays that are held, presented and organized at every corner of the Lowcountry region. With more than 65 different spots to visit, the Cultural Trail combines the pride and passion of a community with the knowledge and impact of subjects such as literature, history, science, music, theatre and visual arts to unite and diversify resident’s beliefs and traditions. Some of the most symbolic attractions of the route are the Historic Mitchelville Freedom Park, where Gullah history and literature is preserved and showcased, the Arts Centre of Coastal Carolina, the state's largest theatre where superb performances are displayed, and the Hilton Head Symphony Orchestra, where full-orchestra concerts are performed. Presenting plenty of cultural movements and artistic pursuits, the Cultural Trail of Hilton Head Island is an experience you join during your stay.

Travellers and activities

Hilton Head Island for couples

In addition to the beautiful beaches, Hilton Head Islands presents numerous recreations that couples can join to enjoy amazing moments together. Placing a competitive factor, the golf clubs of the town present a relaxing yet fun activity for partners of all ages. Having more than 30 different courses available, people of all skills will be able to enjoy a charming match accompanied by the beautiful landscapes of the South Carolina coast. Oppositely, HHI Escape Rooms present a unique form of entertainment where you and your loved one will need to work together to win. Solve all the riddles, puzzles and interactive games before the time is up and enjoy lots of fun moments with your couple. With peaceful and exciting recreations, Hilton Head Island is the right destination to create lovely memories that you'll treasure forever. Come to the town and live a romantic getaway.

Hilton Head Island for adrenaline seekers

An array of action-packed activities are available all around the land of Hilton Head for those adventurous people who love exciting and thrilling experiences. Starting with a banger, Hilton Head Helicopter Tours presents customized aerial rides where visitors of all ages can enjoy the breathtaking views of the town while sighting the variant wildlife of the area. Maintaining the aerial factor, the services of Zipline Hilton Head offer a striking two-hour tour where locals and visitors can ride eight different courses with heights up to 75 feet that present beautiful views of the Broad Creek and its surrounding areas. Closer to the bay, Canoe, Kayak and Surfboard rentals are very popular as well as guided lessons with certified instructors that ensure an exciting yet safe experience. Ultimately, Lawton Stables organise interactive one-hour trail rides where equestrians of all abilities can have a fun time. Follow the directions of the knowledgeable and friendly staff and enjoy an adventure inside the diverse Sea Pines Forest. Whether it is at sea, in the sky or on land, Hilton Head Island presents electrifying activities that every adrenaline junkie will enjoy beyond measure.

Since the island is shaped like a foot, it is normal for residents to give directions referring to different bits of that body part to give directions. If you want to visit South Beach, they'll give you directions to the heel of the island, if you're heading to the local airport you'll need to go to the toes.

Top 5 travel tips in Hilton Head Island

1.Join the seasonal fun of Hilton Head

Featuring numerous events related to sports, culinary culture, art, music and identity, Hilton Head Island is an incredible location to visit throughout the seasons. Kicking off the year with great festivities, residents and tourists come together during the month of February to commemorate Gullah's culture and savour exquisite dishes with Foodie February. In April things take a turn and the sporting events begin, for a week, golf tournaments are hosted around the town's courses attracting people from all over the world who love to play and watch the sport. Then we jump to September, where the Wine and Food Festival is held for enthusiasts of the beverage who enjoy sampling various smooth and subtle wines. Finally, November arrives with the Hilton Head Island Motoring Festival & Concours d'Elegance, where car shows and races are organised in the town. If you're the type of person who loves to attend events presented at your holiday locations, check your calendar before you book your ticket and make the most of your time off.

2.Feel revitalised from head to toe visiting the health centres of the town

Focusing on all the required factors for healthy living, Hilton Head's health facilities guide locals and tourists on a journey of self-transformation where a better lifestyle is the ultimate goal. Dedicated to improving the fitness of the community, Active Life, Hilton Head Island Recreation Association, Row House, Cycle Bar, Stretch Zone and Island Yoga are some of the most renowned gyms in the area. Committed to healing all ailments and discomforts, the wellness establishments of Pure Salt Studios, Restore, Fraum Center for Restorative Health and Revive PEMF present the best services in all the Lowcountry. Lastly, Hilton Head Health provides guidance to those people who want to change but don't know where to start, whereas, The Juice Hive, distributes all types of healthy juices, superfoods, vitamins, supplements as well as fitness and beauty products for those who want to purchase some goodies. No matter if you're up for a transformation or just want to enjoy a fun exercises session abroad, the health and wellness venues of Hilton Head are the ideal complement.

3.Sample the exquisite flavours of the Lowcountry

Hosting a myriad of events, celebrating festivals, organizing farmer markets and housing more than 250 restaurants in all its area, visitors must come with an empty stomach and a voracious appetite to the island of Hilton Head. From fancy and intricate dishes of oyster and steak to simple plates of peach cobblers and buckets of fresh peel-and-eat shrimps, the town comprises superb culinary exponents that any tourist can't miss during their stay. Some of the most acclaimed options are the Farmer's Market of Sea Pines Centre, Ombra's Cucina Italiana, Truffles Market and Cafe, Tio's Latin American Kitchen and Reilley's Grill and Pub, but there’s an infinity of other eateries and restaurants that you can try. Visit Hilton Head and indulge in the island's flavours.

4.Purchase great items on Hilton Head's stores

The stores and shops of the Lowcountry are perfect for those tourists who love to take a piece of their holiday destination to commemorate the good times spent. Offering an array of options, visitors won't have a problem finding incredible items that suit their tastes. Providing beautiful, casual and modern clothing pieces, the locales of The Haven Boutique, the Three Sisters Resale and the Coastal Bliss are some of the most popular attire stores in the area. For unique decorations and classical ornaments that will make your house shine, ArtWare, Gifted Hilton Head, Reminisce and Camellia Art are the best options. Ultimately, specialised in selling delicate pieces of jewellery, the establishments of Fab'rik, the Heritage Fine Jewelry and Forsythe Jewelers are some of the independent stores of the area that most locals like to frequent. Explore Hilton Head and its outskirts and treat yourself to a little shopping spree.

5.Celebrate like a local on the town's establishments

Housing a wide range of entertainment establishments, Hilton Head is the perfect location to spend a fun night out with your couple or friends. Presented as a restaurant by day and a club by night, The Rooftop Bar on Shelter Cove Lane is the most popular locale in the area. Join the themed events and enjoy an evening of endless fun with your friends accompanied by incredible live music and delicious beverages and cocktails. Toning things down, The Roasting Room organises acoustical events where people can spend a lovely evening hearing soothing songs of national musicians and savouring a grand variety of bourbons. Presenting a similar vibe, the Comedy Magic Cabaret on William Hilton's Parkway offers hilarious stand-up performances of World Class comedians and variety headliners that will make your night. With live music events, entertainment venues, happy hours, clubs and even karaoke bars, spending a night out on the town is an experience you cannot miss. Come to Hilton Head Island and let the sunset mark the end of a charming day and the beginning of a fun night!

FAQs: Holiday Rentals & Lettings in Hilton Head Island

What is the average price of holiday lettings in Hilton Head Island?

Hilton Head Island has an average price of £249 per night, which is a relatively high one among the destinations in the USA.

When can you get the best deals on holiday rentals in Hilton Head Island?

If it is your aim to save as much as possible during your visit to Hilton Head Island, go there in January (£203 per night on average), February (£208), or April (£220) to find the lowest prices for the whole year.

In which months is it more expensive to rent a holiday letting in Hilton Head Island?

When you look at renting a holiday letting in Hilton Head Island, the highest prices are usually seen in the month of July (with an average of £310 per night), followed by June (£297), and August (£285).

Are there usually many holiday lettings available in Hilton Head Island?

It is recommended that you book your stay in plenty of time when visiting Hilton Head Island, as only 22% of our accommodations are usually available throughout the year.

When are more holiday lettings available?

May, January, and November are, in order of highest to lowest, the months that present the largest number of properties free, with respective average availability figures of 49%, 31% and 30%. However, even during the months when the availability is the highest, the average is 37%. Due to this, it is better to always prepare your holiday to Hilton Head Island in advance.

When are there fewer rental options available in Hilton Head Island?

The month with the highest average number of booked rentals is March (only 6% of properties were available on average in the previous year). Followed by April (7%), and June (10%). During this period, availability is only around 8%. Due to this, it is better to make your reservation well in advance.

Are there many holiday lettings in Hilton Head Island?

Our inventory contains approximately 1,900 properties from 6 partners.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Holiday Rentals & Lettings in Hilton Head IslandBooking.com Holiday Rentals & Lettings in Hilton Head IslandHomeAway Holiday Rentals & Lettings in Hilton Head IslandHomeAway Holiday Rentals & Lettings in Hilton Head IslandFeWo-direkt Holiday Rentals & Lettings in Hilton Head IslandFeWo-direkt Holiday Rentals & Lettings in Hilton Head IslandVrbo Holiday Rentals & Lettings in Hilton Head IslandVrbo Holiday Rentals & Lettings in Hilton Head IslandHRS Holiday Rentals & Lettings in Hilton Head IslandHRS Holiday Rentals & Lettings in Hilton Head IslandAbritel Holiday Rentals & Lettings in Hilton Head IslandAbritel Holiday Rentals & Lettings in Hilton Head IslandAirbnb Holiday Rentals & Lettings in Hilton Head IslandAirbnb Holiday Rentals & Lettings in Hilton Head Island
  1. Holiday rentals
  2. USA
  3. Hilton Head Island