Holiday rentals and lettings in Hilton Head Island

Holiday rentals and lettings in Hilton Head Island

Start comparing over 4,073 rentals in Hilton Head Island and book at the best price!

Find Holiday Rentals & Lettings in Hilton Head Island

Best Holiday Rentals & Lettings in Hilton Head Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Rental for 8 People in Folly Field, Port Royal Plantation
Holiday Rental for 8 People in Folly Field, Port Royal Plantation, Photo 1
Holiday Rental for 8 People in Folly Field, Port Royal Plantation, Photo 2
Holiday Rental for 8 People in Folly Field, Port Royal Plantation, Photo 3
Holiday Rental for 8 People in Folly Field, Port Royal Plantation, Photo 4
more...
Folly Field, Port Royal Plantation
Holiday Rental • 8 Guests • 3 Bedrooms
Welcome to your Hilton Head Island retreat! This spacious 3-bedroom condo at Seawatch Island Club offers a tropical view, beach access, and a host of resort-style amenities. Whether you're lounging by the pool, exploring nearby trails, or relaxing on your private balcony, this coastal getaway is ideal for families or groups seeking comfort and convenience in South Carolina’s premier vacation destination. • Tropical View Balcony • 3 Spacious Bedrooms • Full Kitchen & Dining Area • Queen Sofa Bed in Living Room • Private Beach Access • Multiple Shared Pools • Complimentary Wi-Fi & Par...
from A$673 / night
Holiday Rental for 6 People in Forest Beach, Beaufort County
Holiday Rental for 6 People in Forest Beach, Beaufort County, Photo 1
Holiday Rental for 6 People in Forest Beach, Beaufort County, Photo 2
Holiday Rental for 6 People in Forest Beach, Beaufort County, Photo 3
Holiday Rental for 6 People in Forest Beach, Beaufort County, Photo 4
more...
Forest Beach, Beaufort County
Holiday Rental • 6 Guests • 2 Bedrooms
Escape to this welcoming 2-bedroom loft on Hilton Head Island, perfect for families or beach-loving couples. Nestled at Players Club Resort, it features resort access, pools, and is just a short stroll to sun-soaked beaches. With a spiral staircase, full kitchen, and sleeping arrangements for up to six, this stylish loft offers both comfort and convenience. Spend your days golfing, biking scenic trails, or exploring vibrant Coligny Plaza, all within easy reach. • Loft Bedroom: Two twin beds, spiral staircase, natural light • Master Bedroom: Queen bed, closet, ceiling fan • Bathrooms: Two fu...
from A$246 / night

Prices and availability

Current Holiday letting prices Hilton Head Island

A$567for 8 Nov - 15 Nov
A$785 annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Average price per week

Current holiday letting availability Hilton Head Island

53%for 8 Nov - 15 Nov
63% annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Percentage of available rentals

Book the Perfect Holiday Rental in Hilton Head Island

Luxury Accommodations with Coastal Charm

Holiday rentals in Hilton Head Island offer a unique blend of coastal luxury and Southern hospitality. Accommodations range from oceanfront beach houses to charming villas nestled within exclusive resort communities.

These vacation homes feature architectural elements such as wraparound porches, vaulted ceilings, and expansive windows designed to showcase the island's natural beauty and ocean breezes. Holiday rentals in Hilton Head Island provide guests with an ideal base to experience this barrier island paradise, where pristine beaches meet world-class amenities.

Each accommodation is thoughtfully designed for your coastal getaway, offering sophisticated amenities that cater to comfort and convenience. These exceptional stays create an ideal setting for relaxation and recreation, ensuring guests enjoy island living with access to championship golf courses, pristine beaches, and vibrant local culture. Guests can expect luxury amenities designed to enhance their coastal experience:

  • Private swimming pools and heated spa facilities
  • Pet-friendly accommodations welcoming furry family members
  • High-speed internet connectivity and smart home technology
  • Electric vehicle charging stations for eco-conscious travelers
  • Panoramic ocean, lagoon, and golf course views
  • Child-friendly amenities including cribs, high chairs, and safety gates
  • Fully equipped gourmet kitchens with stainless steel appliances
  • Private balconies and outdoor entertaining spaces
  • Complimentary beach equipment, bicycles, and recreational gear

Who Should Book a Holiday Rental in Hilton Head Island?

Perfect Destination for Every Type of Traveler

Hilton Head Island attracts diverse travelers seeking luxury and natural beauty, including golf enthusiasts drawn to championship courses like Harbour Town Golf Links, couples celebrating romantic milestones, and families creating lifelong memories on beaches such as Coligny Beach Park and Fish Haul Beach Park. Holiday rentals with a private pool in Hilton Head Island appeal especially to beach lovers enjoying ocean access and private swimming facilities.

Nature enthusiasts find abundant wildlife including herons, alligators, and deer throughout the island's protected habitats. Food connoisseurs can savor dining at waterfront establishments, while sports lovers benefit from tennis courts, bike trails, and water sports activities.

The best time to visit depends on preferences: summer months (June-August) offer peak beach weather with temperatures from 85-90°F but come with higher prices averaging AUD $1,000-1,500 per night. Winter months (December-February) provide mild temperatures of 60-70°F and better value with rates starting from AUD $300-500 per night, ideal for golf and outdoor activities, with good accommodation availability during most periods.

Top 5 Must-Experience Attractions in Hilton Head Island

Discover the Island's Hidden Gems and Iconic Destinations

Explore these highlights that showcase the best of Hilton Head Island, each offering unique experiences capturing the essence of this coastal paradise.

  1. Harbour Town Lighthouse and Marina
  2. Sea Pines Plantation Forest Preserve
  3. Broad Creek Kayaking and Dolphin Tours
  4. Arts Center of Coastal Carolina
  5. Zipline Hilton Head Canopy Adventure

Harbour Town Lighthouse and Marina

This iconic red-and-white striped lighthouse stands as Hilton Head's most recognizable landmark, offering panoramic views from its 90-foot observation deck and surrounded by charming shops, restaurants, and yacht moorings creating a maritime atmosphere.

Sea Pines Plantation Forest Preserve

Spanning 605 acres of wilderness, this sanctuary features ancient live oak trees, tranquil lagoons, and diverse wildlife habitats accessible via scenic walking trails, ideal for photography and nature observation.

Broad Creek Kayaking and Dolphin Tours

Navigate calm coastal waters where Atlantic bottlenose dolphins frequently play alongside kayakers, offering unforgettable encounters with marine life while exploring hidden waterways and salt marshes.

Arts Center of Coastal Carolina

This cultural venue hosts world-class theatrical productions, concerts, and art exhibitions year-round, featuring both touring performances and local talent in a 350-seat theater setting.

Zipline Hilton Head Canopy Adventure

Soar through the forest canopy on thrilling zipline courses combining adventure with education, guided by experts sharing insights about local ecology while providing aerial views of the island's natural beauty.
Hilton Head Island boasts the largest beachfront pool complex on the East Coast at Palmetto Dunes Resort.

Top-Rated Dining Experiences

Culinary Excellence Along the Coast

Discover dining venues renowned among locals and visitors for their cuisine, atmosphere, and service.

  • Hudson's Seafood House On The Docks (4.6 stars) - This waterfront institution serves fresh, locally caught seafood with harbor views and authentic Lowcountry flavors.
  • Skull Creek Boathouse (4.5 stars) - A marina-side restaurant offering premium seafood and sushi in an elegant setting overlooking the Intracoastal Waterway, ideal for sunset dining.
  • The Sandbar (4.5 stars) - A lively beachfront bar and grill featuring creative American cuisine, craft cocktails, and live entertainment near Coligny Beach.

Essential Island Insights

Local Knowledge for the Perfect Stay

Understanding Hilton Head's unique characteristics enhances your vacation. The island follows sustainable tourism practices to preserve its natural beauty, with strict development codes ensuring buildings blend with the coastal environment, reflected in the distinctive tree canopy covering many structures.

Holiday accommodation in Hilton Head Island often includes complimentary bicycles, as the island has over 60 miles of dedicated bike paths linking beaches, shopping areas, and attractions. Early morning rides are recommended to spot deer, wild turkeys, and bird species.

Arrival timed with low tide is ideal for shelling and beachcombing, especially at Fish Haul Beach Park where sea glass and shells are found. The island's gated plantation communities each have distinct personalities: Sea Pines offers lighthouse views and Harbor Town shopping, Palmetto Dunes provides family-friendly resort amenities, and Shipyard Plantation features championship tennis facilities. For a complete experience, consider booking pet-friendly holiday rentals in Hilton Head Island that welcome four-legged family members, as dog beaches and pet-friendly restaurants make it a welcoming coastal destination for all.

FAQs: Holiday Rentals & Lettings in Hilton Head Island

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

Based on our data, Hilton Head Island has an average price of A$447.06 per night, which is a relatively high one under the destinations in the USA.

Which month allows you to save the most on holiday rentals?

If you would like to make the most of your money, the cheapest months to visit Hilton Head Island are October (A$353.12 the average price per night for accommodation), December (A$358.57), and January (A$368.18).

When does the price of holiday rentals in Hilton Head Island go up the most?

In 2020, the month that offered the highest average prices in Hilton Head Island was July, with an average price of A$567.77 per night. This was followed by June, with an average of A$525.24, and August, with A$512.98.

Is it necessary to plan a trip to Hilton Head Island well in advance?

When visiting Hilton Head Island we recommend you to think ahead, as 82% of rentals are usually booked, according to last year's data.

When are more holiday lettings available?

In 2019, the months with the largest number of properties available in Hilton Head Island were December, May, and April with average availabilities of 33.5%, 29.6% and 27.25%, respectively.

During which months are there fewer rentals available in Hilton Head Island?

The month with the highest average booked rental figures is July (only 2.25% of properties were available on average in 2019). Followed by June (6%), and August (13.4%).

How many holiday lettings are there in Hilton Head Island?

Holidu has around 6000 properties in Hilton Head Island, offered by 6 different partners.