Hilton Head Vacation Rentals

Hilton Head Island is known for its beautiful beaches, bike-friendly paths, and laid-back coastal charm, and there’s no better way to experience it than with a stay in a vacation rental that feels like home. 

At host2coast, you’ll find a wide range of Hilton Head vacation rentals to suit your travel style. Whether you’re planning a romantic weekend, a family beach week, or a group getaway, we’ve got properties with the features you care about most, from private pools and dog-friendly homes to spacious villas and waterfront escapes. 

Each rental is thoughtfully maintained and locally managed, giving you peace of mind and personalized service from the moment you book. 


🏖️Why Book Your Hilton Head Vacation Rental with host2coast? 


Whether you're watching the sunrise with your morning coffee or coming home after a bike ride on the beach, our rentals offer the perfect home base for your Hilton Head adventure. 

Start planning your Lowcountry getaway today. Explore our Hilton Head vacation rentals and find your perfect place to stay.

hilton head rentals

Properties Available 264 properties available
If you're looking for a budget-friendly weekend getaway, or an extended beach vacation, 12 Ocean Gate is the perfect choice! 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 is just across the street from one of the quietest beac
Hot HOT 75
12 Ocean Gate
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.9 (79)
Completely renovated from top to bottom in 2022! "We'll be back!" is what you'll say after you stay in this beautifully renovated top-floor villa, just perfect for your family or group of 5. Our guests tell us 536 Shorewood is second to none, and they love the location and the view!The villa has a combined living and dining space that provides plen
Hot HOT 76
536 Shorewood
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (77)
Welcome to 231 Evian, a newly remodeled two-bedroom, two-bath villa nestled within Shipyard Plantation on Hilton Head Island. Overlooking one of Shipyard’s scenic golf courses, this refined retreat offers peaceful fairway views and effortless access to both the beach and pool. Thoughtfully designed with comfort and luxury in mind, the villa blends
Hot HOT 76
231 Evian
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (44)
Discover the ultimate island retreat at Ocean Club – just steps from the beach and pool, this villa offers everything you need for a perfect seaside escape!This beautifully appointed 2-bedroom, 2-bath villa features an open layout with a breezy, beach-inspired vibe. Relax in spacious bedrooms, unwind on the patio with garden and pool views, and enj
Hot HOT 78
28 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (12)
Imagine stepping onto a second-floor balcony where the morning air carries a whisper of salt, the sun glints off a glassy lagoon, and palm fronds sway just beyond the railing. Welcome to 705 Barrington Park, a beautifully appointed one-bedroom villa tucked inside the coveted Palmetto Dunes Resort on Hilton Head Island. From the moment you turn the
705 Barrington Park
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Half Bathrooms 1 half baths
Guests 4 guests
Prepare for the ultimate Hilton Head vacation at Hilton Head Beach Villa 8! This lovely split-level three-story condo has a spacious floorplan and is located in the oceanfront complex of Hilton Head Beach Villa right in the heart of South Forest Beach and near Coligny Beach and Plaza! With three bedrooms, three full bathrooms and many upgrades such
Hot HOT 70
8 Hilton Head Beach Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (48)
Can you imagine a lovely and relaxing home away from home to make your beach vacation memorable? Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish.You don't need to imagine it because it already exists! 23 Ocean Club is a 2 bedroom, 2 bath villa appointed with bea
Hot HOT 249
23 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (112)
Enjoy stunning views of the Atlantic Ocean from your 1st floor private balcony overlooking the oceanfront pool. 431 Captains Walk is located on the 1st floor, where a few steps down from the balcony will bring you to the beautifully landscaped grounds and pool or the endless beaches just beyond! You will also love the children's pool, the multiple
Hot HOT 68
431 Captains Walk
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (24)
Live your best Sea Pines life when you choose Pedal and Paddle as your South Beach retreat! Waterfront with its own dock, 1603 Port Villa is a stunning 2-bedroom home on Braddock Cove just a short stroll from the Salty Dog Marina and HHI’s top-rated pickleball courts! Look no further - this beautiful coastal escape is now available for rent for the
Hot HOT 63
1603 Port Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (24)
Plan a great island getaway for 2 in this lovely vacation home away from home just steps from the beach and a short walk to South Beach Marina for all of your shopping, dining, and outdoor activities!We know you are going to love the ease of access with this first-floor walk-up. Enjoy the private patio for a relaxing meal, keeping your bikes and be
Hot HOT 74
1749 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (38)
72 Springwood Villas invites you to experience the magic of Hilton Head Island in a way that feels effortless, luxurious, and wonderfully family friendly from the moment you arrive. Tucked inside the peaceful Springwood Villas community, this beautifully appointed 3-bedroom, 3.5-bath retreat places you just moments from the soft sands of Coligny Be
72 Springwood Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (1)
Welcome to 22 Hilton Head Beach Villa, located in prime South Forest Beach in the gated Hilton Head Beach Villa complex with state-of-the-art pool facilities. Oceanfront complex with private beach access on site!This split-level villa is divided into four areas. The lower level features one bedroom with two Full-size beds, a den with a queen sleepe
Hot HOT 90
22 Hilton Head Beach Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (15)

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At host2coast, we manage a wide selection of quality Hilton Head Condo Rentals and Hilton Head Island House Rentals across the island’s most popular resort communities, including Sea Pines, North Forest Beach, Palmetto Dunes, and beyond.

Vacation Perks

From private pools and fully equipped kitchens to our collection of Hilton Head oceanfront rentals, host2coast offers vacation homes and villas that fit every style and budget. Each of our Hilton Head rentals is designed with comfort and convenience in mind, so you can focus on making memories that last.

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What amenities do host2coast rentals include?

Our Hilton Head vacation rentals feature fully equipped kitchens, Wi-Fi, private pools, outdoor spaces, and more. You can filter by bedrooms, location, and features to find your perfect fit.

Do you offer two-bedroom rentals?

Yes! host2coast offers a variety of two-bedroom rentals, from beachfront villas to condos, perfect for couples, small families, or friends traveling together.

Why choose Hilton Head for a vacation?

Hilton Head Island combines natural beauty with endless activities. Enjoy miles of beaches, bike trails, golf, and water sports, along with a vibrant dining scene and a strong focus on preserving local nature and wildlife.

Does Hilton Head have condos on the beach?

Absolutely. host2coast offers many beachfront condos and villas, giving you easy access to the sand, ocean views, and resort-style amenities.

When is the best time to visit Hilton Head?

Spring and fall are favorites thanks to mild weather and fewer crowds, but Hilton Head is a year-round destination. Summer is lively and family friendly, while winter offers a quieter retreat.

What’s the best area of Hilton Head to stay?

Each area has something special. Sea Pines offers Harbour Town and golf; Palmetto Dunes has beaches and lagoons; North Forest Beach is great for families; and Shipyard blends golf and coastal living. Explore them all to find your fit.

How can I get more help with booking?

Our team at host2coast is happy to help answer any questions. Visit our FAQ page for more details, or reach out directly for personalized assistance.