Hilton Head Vacation Rentals

Browse Hilton Head vacation rentals offering the space, comfort and convenience you need for an unforgettable island getaway. Host2Coast features locally managed vacation homes, villas and condos for family beach trips, romantic escapes, golf vacations and group getaways.

Choose from rentals near the beach, community amenities, shopping, dining, golf courses and Hilton Head Island’s extensive bike paths. Options include oceanfront rentals, dog-friendly properties, private-pool homes and spacious accommodations for larger groups.


Why Book Your Hilton Head Vacation Rental with Host2Coast?

  • Locally managed properties with personalized guest service
  • Vacation homes, villas and condos for different group sizes and budgets
  • Prime locations near Hilton Head Island beaches, restaurants, shops, golf courses and bike paths
  • Direct access to the Host2Coast team before and during your stay
  • Convenient direct booking without relying on a third-party marketplace


Browse Hilton Head Rentals by Location and Amenities

Find vacation rentals in popular Hilton Head communities, including Sea Pines, Palmetto Dunes, Shipyard, North Forest Beach and South Forest Beach.

You can also browse oceanfront rentals, dog-friendly rentals and vacation rentals with private pools.

Use the search filters on this page to compare available Hilton Head rentals and find the right location, property type and amenities for your stay.

Hilton Head Island vacation rental managed by Host2Coast

Properties Available 265 properties available
Start your beach vacation on the right foot in this beautifully renovated 3 bedroom/3 bath villa just steps to the white sandy beach! Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish.This villa comfortably accommodates up to 10 guests with 2 king beds, 2 queen be
Hot HOT 94
2215 Seacrest
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (122)
Have you ever dreamed of sunning, dining, entertaining, or stargazing on a rooftop deck at your island destination? 20 Ocean Club is where that dream comes true! Also, strong Wi-Fi makes this the perfect location to stay awhile, work/school remotely, and then head to the beach or enjoy other island adventures. This beautiful villa provides an almo
Hot HOT 119
20 Ocean Club
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (80)
When you think of Hilton Head Island, you think of white, sandy beaches, beautiful ocean views, the pleasant sound of waves lapping against the seashore...so relaxing!You should also think about this 2 bedroom, 2 bath villa in the prime location of South Forest Beach. Beautifully renovated with your enjoyment and comfort in mind, 10 Ocean Club is t
Hot HOT 155
10 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (97)
Some vacations are about getting away. Others are about bringing everyone together without giving up space, comfort, or style.Welcome to 8 Nighthawk, a refined second row coastal retreat in Hilton Head’s coveted North Forest Beach, just steps from the ocean and moments from the island’s most iconic experiences.Designed for elevated group travel, th
Hot HOT 99
8 Nighthawk
House
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 18 guests
Rating 5 (28)
Nestled among moss-draped oaks and the serene greens of Sea Pines, 77 Governors Road invites you into a world where coastal charm and southern grace meet. This beautifully positioned four-bedroom, three-bath retreat captures the very essence of Hilton Head Island living - a peaceful sanctuary for families and friends who crave both comfort and conn
Hot HOT 104
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (15)
Welcome to 260 Turnberry Village - your luxurious escape in the heart of Hilton Head Island’s prestigious Palmetto Dunes Resort. Perfectly blending modern upgrades with serene golf course views, this beautifully renovated villa offers everything you need for an unforgettable island getaway.Start your mornings on the spacious deck overlooking the sc
Hot HOT 110
260 Turnberry Village
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
Welcome to 16 Coligny Villas - your coastal haven tucked in the vibrant heart of Hilton Head Island, SC. This gorgeous three-story townhome blends seaside tranquility with the excitement of island living, offering a setting where comfort and charm meet in perfect harmony. Just steps away from lively Coligny Plaza, you’re surrounded by more than 60
Hot HOT 65
16 Coligny Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (71)
"A great beachfront condo. We found it exactly as advertised - 3 comfortable bedrooms (2 with en suite baths, plus another full bath adjacent to the third BR). Very clean and well-maintained. Really nice patio overlooking the beach for breakfast and happy hour. The location is convenient to golf, shopping and other amenities." – Jim L. We’re happy
Hot HOT 112
203 Turtle Lane
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (59)
Escape to 9 The Cottages, your serene Hilton Head Island retreat nestled in the prestigious Shipyard Plantation. This beautifully updated 2-bedroom, 2.5-bath villa offers everything you need for a memorable island getaway! Step inside and enjoy a modern, refreshed space featuring new paint, furniture, upgraded closets, carpets, and flooring. The f
Hot HOT 76
9 The Cottages
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (52)
Tucked away in the heart of the community, 699 Queen's Grant is one-of-a-kind unit that offers an unparalleled combination of privacy, comfort, and convenience - an absolute must-see!Imagine stepping out onto your exclusive wrap-around deck with views of the renowned Robert Trent Jones golf course - there’s no other like it in the entire community.
Hot HOT 101
699 Queen's Grant
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (22)
Nestled among the trees of South Forest Beach, this well-maintained, updated, and beachy-themed Ocean Breeze villa for 6 is the perfect vacation home away from home for the family!The bright and cheery open plan includes a fully-equipped kitchen where you can easily whip up snacks for the beach, the morning coffee, or a delightful meal to enjoy in
Hot HOT 111
29 Ocean Breeze
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (76)
Welcome to 22 Oyster Landing, a classic Lowcountry home set on a quiet street in Sea Pines Resort with breathtaking views of the marsh and Calibogue Sound. Nestled on more than an acre beneath moss-draped oak trees, this property immediately captures your attention with its privacy, scale, and natural beauty. The sweeping vistas create a true sense
Hot HOT 67
22 Oyster Landing
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (8)

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More Ways to Find Your Hilton Head Rental

Host2coast manages a wide selection of Hilton Head condo rentals and Hilton Head Island house rentals. Choose from comfortable condos, spacious villas and private vacation homes in some of the island’s most popular communities.

Our collection includes rentals in Sea Pines, Palmetto Dunes, Shipyard, North Forest Beach and South Forest Beach.

Browse Popular Hilton Head Rental Searches

Hilton Head Vacation Rental FAQs

What types of Hilton Head vacation rentals are available?

Host2coast offers vacation homes, villas and condos for couples, families and larger groups. Available properties range from convenient one- and two-bedroom condos to spacious homes with multiple bedrooms, outdoor living areas and private pools.

Which area of Hilton Head Island is best for my stay?

The best location depends on the kind of vacation you are planning. Sea Pines is known for Harbour Town, golf and resort amenities. Palmetto Dunes offers beaches, golf and lagoon activities. North Forest Beach and South Forest Beach provide convenient access to the beach and the Coligny area, while Shipyard offers a quieter resort setting with golf and beach access.

Can I rent an oceanfront property on Hilton Head Island?

Yes. Browse our Hilton Head oceanfront rentals to find available condos, villas and homes with convenient beach access. Location, views and amenities vary by property, so review each listing for complete details.

Are dog-friendly Hilton Head rentals available?

Yes. Host2coast offers a selection of dog-friendly Hilton Head vacation rentals. Pet policies, size restrictions and fees may vary, so check the individual property details before booking.

Do you offer Hilton Head rentals with private pools?

Yes. Our Hilton Head rentals with private pools include homes for families and groups seeking additional privacy and space. Pool availability, heating options and related fees vary by property.

What amenities are included with a vacation rental?

Amenities vary by property, but many rentals include equipped kitchens, Wi-Fi, laundry facilities, outdoor spaces and access to nearby beaches or community amenities. Use the search filters and review the individual property listing to confirm everything included with your rental.

When is the best time to visit Hilton Head Island?

Summer is popular for family beach vacations, while spring and fall offer comfortable weather for biking, golf and outdoor activities. Winter is typically quieter and can be a good choice for travelers looking for a more relaxed island stay.

Why should I book directly with host2coast?

Booking directly connects you with a local team that knows the properties and Hilton Head Island. Host2coast can help answer questions about locations, property features and availability before your trip and provide local support throughout your stay.

How can I get help choosing a rental?

Visit our general FAQ page for additional booking information or contact host2coast for personalized assistance finding the right vacation rental.