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 263 properties available
Welcome to your ultimate island getaway at 14C Xanadu! This recently renovated 4th-floor (w/ elevator), 1-bedroom condo in the heart of Hilton Head Island promises endless fun and relaxation. Dive into the community pool, perfect your serve on the tennis courts, and soak up the vibrant local atmosphere. Situated in one of the island's most beloved
Hot HOT 75
14C Xanadu Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (7)
Welcome to YOU, ME, and the SEA! You're in for a real treat with this newly renovated and beautifully decorated villa. It has 2 bedrooms and 2 ¬Ω baths and is located in the prestigious Shipyard community. You'll have access to 3 golf courses, tennis, and your very own private beach, all just a few minutes away from your charming villa with a breat
Hot HOT 59
22 The Cottages
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (35)
303 Tanglewood is a modern and beachy 3rd-floor villa with 2 full bedrooms and 1 1/2 baths and is perfectly situated in prime South Forest Beach. The main level has a fully equipped kitchen, a dining area for getting your grub on, and a comfy living room with oversized television for the nighttime Netflix binge! Off the living area is a spacious ba
Hot HOT 64
303 Tanglewood
Villa
Bedrooms 2 bedrooms
Bathrooms 1 baths
Half Bathrooms 1 half baths
Guests 4 guests
Rating 4.9 (41)
Important Community Notice – Active Construction at Admirals Row Please be advised that Admirals Row Buildings A and B will begin an 18 month active sprinkler system repair project on February 2. The work will take place inside the villas, progressing one floor at a time, and will begin in Admirals Row – Building B, 4th floor. The community is
241 Hilton Head Beach and Tennis
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Can you see yourself stargazing from the multi-tiered deck of this spectacular Palmetto Dunes retreat? This Hilton Head Island home has a 180 degree view of the golf course and lagoon. With wonderful views, a 5-minute walk to the beach, 4 spacious bedrooms and great indoor/outdoor living spaces, this is ideal for the entire family and all your frie
Hot HOT 60
14 Port Tack
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 4.9 (206)
Welcome to your ideal escape at Palmetto Dunes Resort at 935 Inverness Village! This delightful ground-level two-bedroom, two-bathroom villa in the Inverness Village community offers more than just a place to stay - it’s your gateway to experiencing the best of Hilton Head Island. As you enter this inviting retreat, you'll be welcomed by high-va
Hot HOT 56
935 Inverness Village
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Treat the family to a vacation on Hilton Head Island, a long weekend or an extended stay in this lovely 3-bedroom and 2-bath villa! Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish. 3072 Seascape comfortably accommodates 8 in this beautifully decorated 3 bedroom
Hot HOT 60
3072 Seascape
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (57)
Welcome to 13 St. Andrews Place, a beautifully appointed 4-bedroom, 4-bath retreat in the heart of Sea Pines Resort. Designed with a refined West Indies-inspired aesthetic and relaxed coastal elegance, this spacious home comfortably accommodates up to 10 guests. From the moment you arrive, the private backyard oasis - complete with pool, lagoon vie
Hot HOT 84
13 St. Andrews Place
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (31)
Come and relax in this spacious ground-floor villa with easy access to amenities like a pool and hot tub with amazing sunset views overlooking Broad Creek! This 1-bedroom villa is fully equipped with a kitchen, living room with a comfortable queen sleeper sofa, and dining area with gorgeous water views, both inside and out, all to yourself! You can
Hot HOT 70
206 Captain's Quarters
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (39)
This beautifully updated 2-bedroom, 2-bath end-unit, ocean-oriented villa is a true gem and the perfect place to call your vacation home away from home! It's a short 2-minute walk from the front door until your toes are in the sand. The coastal decor gives the interior a relaxed vibe the whole family will enjoy. Awake to the smell of freshly brew
Hot HOT 94
36 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (86)
Welcome to 30 Ocean Club, a beautifully renovated coastal villa on Hilton Head Island, where rooftop sunsets and ocean breezes define island living. Just steps from the beach, this exceptional retreat offers the rare luxury of a private rooftop deck—perfect for sunning, dining, entertaining, or stargazing under the Lowcountry sky. Surrounded by s
Hot HOT 78
30 Ocean Club
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (108)
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 insid
Hot HOT 62
507 North Shore Place
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (53)

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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.