Hilton Head Vacation Rentals

Browse our HIlton Head vacation rentals. We offer homes and villas in all of the finest neighborhoods such as Sea Pines, Palmetto Dunes, Forest Beach, Port Royal, Shipyard, and many more. With a selection of properties ranging from from smaller villas to large homes. Learn about all of Hilton Head's best vacation spots in our Resort Area Guide Here.

Our local reservation agents are always happy to assist you in finding the perfect rental for your Hilton Head Island vacation at 843-785-6767.


Properties Available 252 properties available
2 Jessamine Place is located in the historically renowned Sea Pines and offers 4 bedrooms and 3 baths. With modern updates, a great private pool and an easy 15-minute walk to the beach, you’ll experience a family vacation on Hilton Head like no other.The living area features cathedral ceilings, hardwood flooring and a huge flat screen, mounted TV w
Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (5)
Your search for coastal condos in Hilton Head South Carolina is over! 34 Fazio is a spacious, beautifully renovated 4 bedroom, 3-bath, end unit townhouse in the beautiful Palmetto Dunes Resort on Hilton Head Island.Upon entering this spacious Palmetto Dunes villa you will be greeted by the tile floor foyer which leads to the updated galley style ki
Hot HOT 12
Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 11 guests
Rating 4.9 (15)
When it comes to Coligny Beach rentals, 6 Continental Club is truly a hidden gem of South Forest Beach. This beautifully renovated 2 bedroom, 2 full bathroom townhome is located in the small, private Continental Club community, just across the street from the Coligny Beach access. The open floor plan features tiled flooring, a comfortable living ar
Hot HOT 14
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (6)
The perfect Hilton Head vacation starts with finding the perfect Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the left of the entry is the kitchen with granite counter tops and all new appliances. Fully stocked wi
Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 10 guests
Rating 5 (4)
32 Crabline Court is an exquisitely decorated 5 bedroom, 4 bathroom home located in Hilton Head’s Singleton Beach rentals area. It offers a short walk, or bike ride, to Singleton Beach as well as quick access to the beautiful Chaplin Park, shops, restaurants and Hilton Head attractions and activities.Approximately 10 steps up lead to the porch, a g
Hot HOT 15
Bedrooms 5 bedrooms
Bathrooms 4 full baths
Guests 12 guests
Rating 5 (5)
St Andrews 1772 is a luxurious 2 bedroom, 2 bath getaway in the St. Andrews Palmetto Dunes complex located in a beautiful community on Hilton Head Island. The foyer opens to a long platform area that overlooks the sunken living room, cathedral ceiling throughout the kitchen and dining room. The fully equipped kitchen, features granite countertops a
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (14)
Experience Hilton Head Island in luxury and comfort when you stay in this beautiful, 3 bedroom, 3.5 bath, Palmetto Dunes vacation home on Hilton Head Island. Beveled glass double entry doors make a distinctive first impression as you enter a home where the decor is a perfect blend of old and new, highlighted by original artwork and natural outdoor
Hot HOT 18
Bedrooms 3 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 8 guests
Comfort meets luxury when you vacation at 2405 Sea Crest. This stunning 4th floor ocean view condo is located within the gated Sea Crest community, featuring oceanfront pools, hot tubs, a fitness center, indoor pool and sundeck. 2405 Sea Crest features an open-concept floor plan with tile and LVP flooring throughout. The living area is comfortably
Hot HOT 43
Bedrooms 1 bedrooms
Bathrooms 1 full baths 1 half bath
Guests 4 guests
Rating 5 (3)
253 Seaside is a recently updated 1 bedroom condo in South Forest Beach, perfectly designed for a small family trip, girls' weekend or romantic getaway. This beautifully maintained Forest Beach rental offers ocean views, new furnishings and fantastic community amenities! Tile flooring spans the property, and the comfortable living area features a s
Hot HOT 17
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (4)
This stylish 2-bedroom, 2.5 bathroom updated townhome is located on a picturesque lagoon setting in scenic Shipyard on Hilton Head Island. Evian 170 offers the perfect vacation getaway with all the comforts of home in a convenient Hilton Head location. The main level of the condo features wood flooring in the entry, kitchen and dining area. The kit
Hot HOT 17
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (2)
Beachwalk 151 is a stylishly decorated and renovated Beachwalk villa set in the Hilton Head Shipyard. This 2 bedroom, 2 bathroom Shipyard villa is a vacationer’s dream in a great Hilton Head location with all the comforts of home! As you ascend the stairs, you’ll be greeted with an open floor plan, new wood and tile flooring and comfortable furnish
Hot HOT 28
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (5)
This renovated and newly furnished townhome offers ample space and plenty of eye-catching upgrades throughout. The living area features comfortably furnishings, including a sleeper sofa and a Smart TV. Guests can easily access to the private deck, complete with a propane grill, through sliding glass doors in the living area. The dining area seats 4
Hot HOT 26
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 7 guests
Rating 5 (2)

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Hilton Head Vacation Rentals Frequently Asked Questions:

What are the top activities to enjoy on Hilton Head Island?

Hilton Head Island offers you plenty of ways to connect with the coast. With 12 miles of beaches, there’s plenty of room for swimming, kayaking, or dolphin watching just offshore. Golfers head to iconic spots like the Harbour Town Golf Links, while adventurers can explore over 60 miles of bike trails that wind through Hilton Head’s forests and marshes.

You’ll find tennis courts for a friendly match with new friends, as well as fishing charters and boat tours that take you into the island’s scenic backwaters. If you’re looking to dive deeper into the Lowcountry culture, you can sample the local cuisine, especially the fresh caught seafood from local waters. Another can’t miss experience is the Gullah Heritage Trail, which showcases the island’s deep-rooted history and unique cultural heritage of Hilton Head Island. 

So, whether you’re looking to explore or unwind, the island meets you where you want to go. 

 

When is the best time to visit Hilton Head Island?

Every season on Hilton Head Island brings something different. Spring (March to May) and fall (September to November) bring comfortable weather and lighter crowds. Summer (June to August) is centred around the beach and is the island’s busiest season, with hot sunny days and a livelier setting.

Winter (December to February) is when the island is at its calmest. The air is cooler and the vibe is more serene- great for leisurely walks, a few rounds of golf, or simply enjoying Hilton Head without all the hustle and bustle. Whether you’re chasing sunshine, savings, or just some time to yourself, there’s a season for every kind of traveler.

 

How do I get to Hilton Head Island and move around once there?

The majority of Hilton Head Island visitors arrive by way of the Savannah/Hilton Head International Airport, which is about 45 miles away. If you’re flying regional, the smaller Hilton Head Island Airport gets you even closer to the coast in less time.

When you get to Hilton Head, biking is one of the best ways to get around. Rentals are everywhere, and the island’s long, winding paths connect you to all the island’s top attractions. A car helps for longer journeys such as beach day trips, grocery runs, or dining out in restaurants.

Walking works well in spots like Harbour Town, but you’ll want wheels to cover Hilton Head Island as a whole.


What is the weather like on Hilton Head Island throughout the year?

Hilton Head Island is warm most of the year, owing to its subtropical climate, with summer (June to August) featuring humid days and highs in the 80s and 90s. It’s a great time for swimming, but the heat might encourage a slower pace. You can also expect the occasional afternoon storm, but don’t worry—they’re fast-moving and gone before you know it.  

Winters are more mild, with daytime temperatures hovering in the 50s and 60s. It’s cool enough to add an extra layer of clothing then you can comfortably enjoy a walk or a round of golf.

Spring and fall (March to May) is a perfect balance, still sunny but cooler and less humid. Temperatures reach highs of 70, creating the perfect conditions for a full day of outdoor adventures.

How you pack for your Hilton Head Island vacation shifts with the seasons, so be sure to plan accordingly.

 

Where should I stay on Hilton Head Island for the best experience?

Different areas of the island offer their own unique experiences, offering resorts, condos, and villas, each with its own slice of paradise. Forest Beach is known for being close to the beach, with oceanfront homes and beachside stays. If you prefer being closer to the shops, restaurants, and a quick round of golf, places around Harbour Town might be a better choice for you.

For more privacy, Sea Pines is a gated, secluded community with quieter streets, pools, and plenty of space that’s ideal for large groups. Most of these properties also have easy access to trails by bike.

Whatever your preference, from laid-back to luxury, it’s all available on Hilton Head Island.