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. 

Browse Hilton Head vacation rentals all in one place, including houses, condos, and villas in the island’s most popular areas. Whether you’re planning a romantic weekend, a family beach week, or a group getaway, you can quickly filter for the features that matter most, like private pools, dog-friendly stays, and oceanfront views. 

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? 


Not sure where to start? Sea Pines is a favorite for golf and Harbour Town, Palmetto Dunes is a great all-around choice, and Shipyard and Forest Beach are popular for central access and walkability. Use the filters first, then switch to map view to confirm the location that fits your trip. 

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 getaway. 

hilton head rentals

Start planning your Lowcountry stay today. Explore our most popular options like oceanfront rentals, private pool homes, and dog-friendly stays.


Properties Available 258 properties available
Welcome to 28 Surf Scoter, your unparalleled beachside paradise located just 100 steps from the Atlantic. This expansive, beautifully appointed home blends upscale finishes with thoughtful amenities, creating a luxurious retreat for large groups or multi-family stays!Outside, the property greets you with a lushly landscaped oasis featuring a privat
Hot HOT 73
28 Surf Scoter
House
Bedrooms 7 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (6)
Welcome to 163 The Greens, a stunning 2-bedroom, 2.5-bath townhouse tucked away in the heart of Hilton Head’s desirable Shipyard Plantation. This beautifully updated villa offers spectacular fairway views, warm coastal décor, and inviting spaces that instantly make you feel at home. Whether you’re seeking a relaxing getaway or an active beach vacat
Hot HOT 51
163 The Greens
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (2)
The Lowcountry style and Braddock Cove views from 1753 Bluff Villa make this recently renovated first-floor villa a popular destination for travelers looking for a great vacation home away from home! Here's what our guests are saying: "We thoroughly enjoyed our stay and plan on returning!" "The property was clean, tastefully decorated, and in a pe
Hot HOT 84
1753 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (59)
Enjoy your Hilton Head Island vacation home away from home in this lovely and newly decorated villa, which has an on-site pool, a new tennis court, and free Wi-Fi.Step into our newly furnished villa, where every detail is designed with your comfort in mind. Sink into the plush seating of the open living and dining area, where large windows invite n
Hot HOT 59
78 Ocean Breeze
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (53)
Wake up to the sights and sounds of the ocean at 3208 Hilton Head Resort, where every day feels like a dream getaway! This beautifully updated 2-bedroom, 2-bathroom villa offers the perfect escape for families, couples, or friends seeking a serene coastal retreat with resort-style amenities and unforgettable views!Step inside and discover a thought
Hot HOT 52
3208 Hilton Head Resort
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (13)
Just steps to the white, sandy beaches, beautiful ocean views, and the pleasant sound of waves lapping against the seashore!This 2 bedroom, 2.5 bath villa in the prime location of South Forest Beach is new to the rental market. It has been very well taken care of with your enjoyment and comfort in mind and there's even a bonus powder room on the m
Hot HOT 58
14 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.9 (77)
Welcome to 5 Lark Street, a one-of-a-kind A-frame surf cottage in North Forest Beach, where vintage charm meets modern updates just ~100 steps from the Atlantic. This lovingly renovated 1967 bungalow captures the spirit of coastal living: relaxed, unique, and just a stone’s throw from the sand.Step inside and encounter a bright open living and dini
Hot HOT 77
5 Lark Street
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 (24)
3068 Seascape Villas is a true gem - boasting luxurious and tasteful renovations throughout. With two spacious bedrooms and 2.5 exquisite bathrooms, this villa is the perfect vacation spot for those seeking comfort and style on a budget. The main living area is a dream come true, featuring brand-new stainless steel appliances, beautiful white cabin
Hot HOT 68
3068 Seascape
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.8 (14)
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 86
644 Queen's Grant
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (36)
"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 J
Hot HOT 72
203 Turtle Lane
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (58)
Welcome to Evian 197, your private island sanctuary nestled within the exclusive, gated community of Shipyard Plantation on Hilton Head Island. Picture yourself surrounded by lush greenery, where palm trees sway gently in the coastal breeze and the soothing sound of the ocean is only moments away. This serene resort-style enclave offers more than a
Hot HOT 67
197 Evian
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Welcome to 26 Spinnaker Court, a newly renovated coastal retreat in the heart of Sea Pines on Hilton Head Island, now proudly part of the Host2Coast collection. Perfectly positioned just moments from Harbour Town Golf Links and the iconic Harbour Town Yacht Basin, this home places you at the center of one of the island’s most sought-after destinati
Hot HOT 66
26 Spinnaker Court
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (1)

Tell us what you're looking for and someone will contact you with available options.

I agree

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.

Most Popular Searches


HILTON HEAD CONDO RENTALS


HILTON HEAD OCEANFRONT RENTALS


HILTON HEAD DOG FRIENDLY RENTALS


HILTON HEAD RENTALS WITH POOL


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.