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 265 properties available
Welcome to your perfect coastal escape - a beautifully maintained first-floor villa just a short stroll from the pristine beaches of Hilton Head Island. Located within the gated, 24-hour security community of Fiddler’s Cove Beach and Racquet Club, this retreat offers peace of mind along with unbeatable beach proximity. Wake up to tropical landscapi
Hot HOT 99
23A Fiddlers Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (14)
Discover coastal living at its finest in this beautifully updated 2-bedroom, 2-bath top-floor condo, just a five-minute walk from the beach on Hilton Head Island. Located within the gated community of Fiddler’s Cove Beach and Racquet Club, this retreat combines privacy, comfort, and resort-style amenities. With no upstairs neighbors, you’ll enjoy a
Hot HOT 87
14K Fiddler's Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (18)
Welcome to 7827 Centre Court in the heart of Palmetto Dunes! This updated and pet-friendly (for an additional charge) 2BR/2BA villa is steps from the community pool and has easy access to the beach, tennis, golf, and all that Palmetto Dunes has to offer! The kitchen is fully equipped and features brand-new stainless-steel appliances, granite counte
Hot HOT 86
7827 Centre Court
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (38)
Welcome to this lovely villa at 23 The Cottages! You'll find 3 bedrooms and 3 bathrooms, all updated and ready for your stay. The primary bedroom, complete with an ensuite bathroom, is situated on the first floor. The second and third bedrooms are located upstairs, with the first bedroom showcasing a queen bed and the second bedroom having two full
Hot HOT 79
23 The Cottages
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (18)
Nestled beneath the charming shade of moss-draped oaks, this three-bedroom gem promises a Hilton Head getaway you'll talk about for years. A mere 15-minute walk from the beach, this home dances with coastal vibes!Adjacent to the serene Sea Pines Forest Preserve and just a hop, skip, and a jump from the lively Harbour Town, this single-level paradis
Hot HOT 79
4 Lawton Road
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (9)
Your dream beach getaway starts here at 119 The Greens, a lovely updated 3 bedroom, 3 bath villa that comfortably accommodates a family or group of ten. We invite you to make yourself at home in this vacation home away from home! A spacious open plan with living and dining area that open to the fully-equipped kitchen makes it easy to enjoy activit
Hot HOT 79
119 The Greens
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (60)
Here's what guests are saying about 21 Beach Arbor, "We absolutely loved our stay at Beach Arbor. It was closer to the beach than I originally thought, only a 7-minute walk. And the new Celebration Park feels like it's literally in the backyard! You can easily walk to all of the Coligny shops and restaurants. The villa itself was clean and nicely d
Hot HOT 82
21 Beach Arbor
Villa
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (32)
Welcome to 78 Off Shore Drive, a serene and stylish retreat in the heart of Hilton Head Island’s prestigious Palmetto Dunes community. Nestled along the Robert Trent Jones Golf Course, this home offers tranquility, comfort, and access to some of the island’s best amenities. This home includes 2 hours of court time each day to be used for tennis or
Hot HOT 124
78 Off Shore
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (34)
Imagine waking up on Hilton Head Island, where the ocean breeze greets you and everything you love about the coast is just moments away. At 507 North Shore Place, perched gracefully on the fifth floor, you’ll discover the perfect blend of style, comfort, and location - all just a two-minute stroll from Hilton Head’s top-rated beach!Step inside and
Hot HOT 76
507 North Shore Place
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (59)
Imagine waking up in a top-floor, corner condo where the first thing you see is the serene waters of a lagoon glistening in the morning sun. Sounds dreamy, right? Welcome to your next vacation hideaway at 26E Fiddler's Cove, where relaxation meets recreation in the best possible way. Nestled in a gated community, this charming condo is just a leis
Hot HOT 107
26E Fiddler's Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
Sometimes our guests say it better than we ever could - "We absolutely love Hilton Head and Sea Pines!! Every time we come, we stay in this same villa, and we love it, always VERY clean and feels just like you're at home. We love how close it is to the Salty Dog and the little shops... another plus is you're just right across the street from the be
Hot HOT 135
1665 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (66)
Discover your next dream vacation in the heart of Palmetto Dunes! This stunning Queen’s Grant condo offers a slice of paradise with a private deck, grill, and exclusive access to resort-style amenities, including pools, tennis, golf, and an 11-mile lagoon.Imagine strolling just ten minutes to the sandy beaches. Nestled alongside the renowned Robert
Hot HOT 110
644 Queen's Grant
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (40)

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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.