10128+ Private Villas and Holiday Rentals in Hilton Head Island |
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  3. Hilton Head
  4. Hilton Head Island

Hilton Head Island Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hilton Head Island

Discover more than 10128 vacation rentals available in Hilton Head Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hilton Head Island.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hilton Head Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hilton Head Island. On average, places to stay near Hilton Head Island offer 1224.21 ft², with nightly prices averaging CA $634.

With Casai, finding and comparing holiday rentals in Hilton Head Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Hilton Head Island

Type Count
Vacation Homes 3480
Villas 2722
Holiday Apartments 569
Cottages 26

Use these Quick Filters to Find a Holiday Rental in Hilton Head Island

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hilton Head Island.

Weather in Hilton Head Island, SC

View the weather forecast for Hilton Head Island before booking your Hilton Head Island Vacation Rentals to confirm your best time to go.

December - February
High 74°F       Low 43°F
March - May
High 87°F       Low 48°F
June - August
High 92°F       Low 72°F
September - November
High 89°F       Low 48°F

Top Attractions Around Hilton Head Island, SC

Casai offers a large selection of top attractions around Hilton Head Island . Research things to do on your vacation before you visit Hilton Head Island.


Coligny Beach
South Forest Beach
Harbour Town Lighthouse
Coligny Plaza
Hilton Head Island Beaches
Sea Pines Forest Preserve
Palmetto Dunes Club
Harbour Town Golf Links
Folly Field Beach Park
The Sandbox
Shelter Cove Harbour
Port Royal Golf Club
Palmetto Hall Plantation Club
Singleton Beach
Golden Bear Golf Club
Driessen Beach Park
Oyster Reef Golf Club
Ocean Course at The Sea Pines Resort
Country Club of Hilton Head
Robert Trent Jones Course

Other Places to Stay in Hilton Head Island, SC


Hilton Head 8,254 Properties
Sea Pines 2,589 Properties
Folly Field 1,150 Properties
Shipyard Plantation 832 Properties
North Forest Beach 785 Properties
South Beach 342 Properties
Harbour Town 270 Properties
Oceanside 148 Properties
Heritage Woods 130 Properties
Beach Lagoon 89 Properties
Shelter Cove 70 Properties
Lawton Woods 63 Properties

Frequently Asked Questions About Hilton Head Island?

What are the top holiday rentals in Hilton Head Island?

With numerous options available in Hilton Head Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hilton Head Island:

How many holiday rentals have private pools in Hilton Head Island?

Discover a selection of holiday rentals with private pools near Hilton Head Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Hilton Head Island are best for families?

If you're searching for a family-friendly holiday home in Hilton Head Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hilton Head Island:

How many Casai.ca holiday rentals are available in Hilton Head Island?

As of 2025, Casai boasts over 10128 properties listed in the Hilton Head Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hilton Head Island.

Nearby Neighborhood (16) 
Neighborhood Property Count
Sea Pines Vacation Rentals in Hilton Head Island, South Carolina 2589
North Forest Beach Vacation Rentals in Hilton Head Island, South Carolina 785
South Beach Vacation Rentals in Hilton Head Island, South Carolina 342
Harbour Town Vacation Rentals in Hilton Head Island, South Carolina 270
Oceanside Vacation Rentals in Hilton Head Island, South Carolina 148
Heritage Woods Vacation Rentals in Hilton Head Island, South Carolina 130
Beach Lagoon Vacation Rentals in Hilton Head Island, South Carolina 89
Lawton Woods Vacation Rentals in Hilton Head Island, South Carolina 63
Night Heron Vacation Rentals in Hilton Head Island, South Carolina 51
The Cottages Vacation Rentals in Hilton Head Island, South Carolina 8491
Baynard Oaks Vacation Rentals in Hilton Head Island, South Carolina 2396
Bald Eagle West Vacation Rentals in Hilton Head Island, South Carolina 2766
Moss Creek Vacation Rentals in Hilton Head Island, South Carolina 69
Spanish Wells Vacation Rentals in Hilton Head Island, South Carolina 2887
Calibogue Cay Vacation Rentals in Hilton Head Island, South Carolina 6317
Colleton River Plantation Vacation Rentals in Hilton Head Island, South Carolina 265

People Also Ask

There are 10128 Hilton Head Island, SC Holiday Rentals

Recently Booked Holiday Rentals in Hilton Head Island