Find Vacation Rentals in Hilton Head Island

Highlights Hilton Head Island

  • Calm beaches
  • Family-friendly
  • Golf courses
  • Water Sports
  • Bike Trails

Best Vacation Rentals in Hilton Head Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Sea Pines Plantation, Sea Pines
Vacation Rental • 4 Guests • 2 Bedrooms
(13 reviews)
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close to Harbour Town! This second-floor villa is within walking distance of the restaurants and shops of Sea Pines Center and a nice walk or bike ride to the center of Harbour Town. With laminate wood flooring in the living and dining areas, tile in the baths and carpet in the bedrooms, you’ll enjoy the modern touches of this cozy villa. The living room has a beautiful armoire with a 38” flat screen TV with DVD player, plenty of comfortable seating and flows into the dining area, which seats four a...
from $124 / night
Beaufort County
Vacation Rental • 6 Guests • 1 Bedroom
(15 reviews)
Welcome to A142 at Hilton Head Beach and Tennis; your oceanfront community on the shores of the Atlantic Ocean. This spacious and freshly updated one bedroom, one bath villa located on the FIRST FLOOR, is very nicely furnished, and has everything you will need for your relaxing vacation in this southern paradise. With its primary bedroom, alcove with twin beds and a brand new sleeper sofa with a memory foam, you will have no trouble sleeping a total of six people (Wi-Fi and cable TV are included). Amenities at Hilton Head Beach and Tennis include two resort swimming pools, (one being the la...
from $101 / night
Sea Pines Plantation, Beaufort County
Vacation Rental • 4 Guests • 2 Bedrooms
(12 reviews)
A Hilton Head vacation is all about relaxing, reveling in the glorious surroundings, and relishing time with friends and family. FRESHLY UPDATED and pet-friendly 5403 Treetops makes it easy to do all of that. Not only is the two-bedroom, two-story villa restful and filled with plenty of conveniences, but it’s also in a beautifully landscaped condo complex with a pool and just a 10-minute walk to the beach and the Atlantic Ocean. Decorated in serene neutrals, the living/dining area of 5403 Treetops encourages you to kick off your shoes, stretch out, and relax. The seating is so comfortable—j...
from $150 / night

Other property types in Hilton Head Island that might be interesting:

Prices and availability

Current Vacation rental prices Hilton Head Island

$421for 1 Apr - 8 Apr
$476 annual average
Average price per week

Current vacation rental availability Hilton Head Island

2%for 1 Apr - 8 Apr
53% annual average
Percentage of available rentals

Hilton Head Island Vacation Rentals

Vacation villas and apartments on Hilton Head Island

There are many beautiful apartments, holiday houses and spacious villas located in the coastal areas. Vacation homes have stunning views from balconies, decks and terraces allowing visitors to soak up the renowned southern sunsets. Apartments are located near the golf course, beaches, harbor town and lighthouse. You will also find spacious villas for large families or groups near the Pinckney Island National Refuge. You can choose a vacation home that has a swimming pool or jacuzzi for pure relaxation, a quiet aspect for privacy, proximity to the Coligny Plaza shopping center or located close to the beach.

Spacious family villas with sea views

You can choose a vacation rental along the coastal zones and enjoy sea and rustic views, or near the Harbor Town and lighthouse which is closer to the island's infrastructure. If you want space for the children to play, select a rental home with a garden or play area and if you are an avid golfer there are homes and apartments near the Oyster Reef Golf Club or several other pristine golf courses in Hilton Head Island. There are neat lock up and go apartments on the island which are ideal for single people or couples who want to enjoy the island without worrying about their rental home.


Coastal town in South Carolina

Hilton Head Island is part of the Lowcountry region in the U.S. state of South Carolina. It's known for Atlantic Ocean beaches and golf courses. The Harbor Town Lighthouse and Museum marks the southwest tip. The Coastal Discovery Museum features beautiful historic buildings, old trees and established gardens. Nestled between the island and mainland the Pinckney Island National Wildlife Refuge is home to indigenous deer, alligators and birds. The island offers great natural beauty, plenty of ocean views and opportunities for photography from gorgeous beach vistas to the lighthouse and family portraits on the beach.


Hilton Head Island for a beach vacation

Hilton Head Island is ideal for a family holiday that is focused on the beach and absolute relaxation. Hilton Head Island is located on the Atlantic Ocean where the whole family can splash and play in the waves. The island offers just enough infrastructure like shops and banks to make it convenient yet not intrusive. Quiet beaches dot the island including Folly Field Beach, Coligny Beach and Singleton Beach. Beaches are generally quiet, warm and sunny so if you're looking for privacy this is a great travel destination for the family. A range of boat tours are also available, including banana boat tours. The area has shops and amenities at Shelter Cove Harbour, The Village at Wexford and Mingles or you can get refreshments and enjoy the views at The Salty Dog Café.

Hilton Head Island for golfers

There are several top class golf courses on Hilton Head Island, including The Shipyard Golf Club, The Robert Trent Jones Oceanfront Golf Course and the Dolphin Head Golf Club. The area is listed number ten on the world's best golf courses list and offers stunning views, proximity to the ocean and rolling green areas to enjoy your favorite pastime. The Golden Bear Golf Course at Indigo Run offers a course designed by Jack Nicklaus which offers 18 holes on a semi-private basis a driving range and a putting green all year round.

Atlantic coast
Atlantic coast

Top 3 things to do on Hilton Head Island

1. Sport Lover's Paradise

Hilton Head Island is well known as a golf lover's paradise with three beautiful golf courses located on the island. The island is also known for water sport activities including parasailing, kayaking, paddleboarding, jet-skiing, sailing and surfing. The island also hosts a zipline for adventurous visitors. You can also hire cycles and cycle around the island or learn to surf or play tennis in Hilton Head Island at one of the tennis clubs on the island. The Vandermeer Tennis Center and the Palmetto Dunes Tennis and Pickleball Center are great venues.

2.Hilton Head Island Bike Trails

Rated one of the island's most enjoyable activities, the Hilton Head Island Bike Trail offers a great combination of outdoor exercise and sightseeing. The trails circumnavigate the whole island and you can use your own cycle or hire one. You can enjoy wonderful trails and views with no traffic and available in winter. Rated by visitors as a highlight of a vacation on the islands, the bike trails are definitely worth visiting. Travelling through lush green forested areas, along coastal areas and through areas of interest, the public use pathways are designed for biking and walking.

3.Coastal Discovery Musuem

The Coastal Discovery Museum offers visitors to the island a journey through natural history and our marine heritage. The museum programme includes excursions to May River, Pinckney Refuge, Kayaking and Mitchelville Beach Park. On-site the museums trails, parks butterfly enclosures and Marsh Tacky horses will keep the whole family entertained. The museum holds special talks and events on a regular basis.

FAQs: Vacation Rentals in Hilton Head Island

How much do the vacation rentals in Hilton Head Island cost on average?

Last year, rentals in Hilton Head Island had an annual average price of around $350 per night.

During which months can you find the best price for vacation rentals in Hilton Head Island?

According to last year, the months with the cheapest prices in Hilton Head Island are January, February and April, with average prices of $286, $292, and $310, respectively.

In which months is it more expensive to rent a vacation rental in Hilton Head Island?

When it comes to looking for a vacation rental in Hilton Head Island, the most expensive months are, in order of highest to lowest, July, June and August, with average prices per night of $435, $418, and $401, respectively.

Should I plan a trip to Hilton Head Island well in advance?

It is better to plan ahead in Hilton Head Island as only 22% of the properties are free throughout the year, following the data observed in the previous year.

Which months offer the highest availability?

The best months to find free accommodation in Hilton Head Island are May (the average amount of properties that are available reached 49% of the total last year), January (31%), and November (30%).

When are fewer rentals available in Hilton Head Island?

According to data from last year, the months when it is most difficult to find accommodation in Hilton Head Island are, in order, March (with 6% of available rentals), April (7%), and June (10%). During this period, the availability is very low (8%). It is therefore preferable to book far in advance.

Are there many rentals in Hilton Head Island?

Holidu collaborates with 6 different partners to offer you a choice between 1,900 properties we have in Hilton Head Island.

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