Skydiving – 15 Best Airbnbs in Hilton Head Island, SC (2023 Edition)

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Hilton Head Island, South Carolina, has a reputation as one of the best islands for vacationing in the entire continental United States. The golf courses, guided tours, boutique shopping, and saunas might have something to do with that. Or maybe it’s the stunning natural landscape of the Lowcountry beaches and Pinckney Island National Wildlife Refuge. Find out for yourself!

When you do visit, know that smart travelers book with Airbnb to guarantee the quality of their stay. Our list of the best Airbnbs in Hilton Head Island, South Carolina, shows off the range of options available to family groups, solo travelers, couples, and business visitors who find themselves in this delightful coastal town.

Every Airbnb on this list is run by a superhost – time-tested hosts who have a record of serving guests above and beyond expectations. Several listings are additionally Airbnb Plus rentals. These are rentals that have been vetted by in-person inspections to verify exceptional quality, comfort, and style. Keep reading to find the Hilton Head Island Airbnb that’s calling your name.

Related: 15 Best Airbnbs in South Carolina, USA

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Family-Sized Vacation Condo

Starting things off with a beautiful Airbnb Plus stay, this condo rental in Hilton Head, South Carolina, is a perfect place for a family vacation. It’s big enough for four, with two bedrooms and two bathrooms, so you’ll have everything you need for a comfortable, relaxing vacation.

There is a cuddly double bed in the first bedroom and a set of twin beds in the second. The first room has a private bathroom, and the second bathroom is in the hallway across from the bedrooms. Both have shower-bathtub combinations. Having the extra personal space will feel like a luxury in the morning when everyone’s getting ready for the day.

Being able to cook meals in a full kitchen will help you cut costs on your food budget, and there is a Kroger’s and a Whole Foods just a few blocks away. If you want to treat yourself to dinner out, you’ll find tons of great restaurants along the William Hilton Parkway. While you’re out, visit the Harbor Town Lighthouse or Sea Pines Forest Preserve. Then come home to snuggle up in bed and cap off your night with a movie.

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Condo on Port Royal Sound

There are superhosts, and then there are the Boys of Hilton Head Island. These hosts were once managers of 5-star resort hotels in California, and now they’re bringing that expertise to their Airbnb Plus in Hilton Head Island. The condo can accommodate up to six guests and has two bedrooms, two full baths, and a full kitchen. It is also mere steps from the beach.

The first room has two single beds, a TV, and storage for clothes. The second room has a queen-size bed, en suite bathroom, a TV, and views of the tennis courts. The sofa in the living room can be transformed into a place to sleep additional guests. The hosts also keep a crib on hand if there are any tiny travelers in your group. Other amenities to help you vacation with children include a high chair, a pack ’n’ play, and a collection of toys for the pool or beach.

The full kitchen boasts extra amenities like the coffee bar with a wine fridge and an espresso maker. For breakfast, lunch, or dinner there’s a dining table that seats six, plus a private patio.

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Villa With Tons of Natural Light

When this villa is flooded with sunlight, its light wall colors and furniture have a warm, welcoming glow that will make your vacation feel like a dream. The property has two bedrooms and 2.5 bathrooms for up to five guests. The bedrooms are both upstairs and have en suite full bathrooms, so every guest will have their own space to get ready in the mornings and evenings. One room has two double beds while the other has one king-size bed.

The kitchen is a bright and peaceful room that you’ll love to spend time in, whether you’re cooking or not. The high-top counter makes a great place to sit and clear your inbox while sipping your morning coffee.

Outside there’s a patio with a large L-shaped couch and a wide umbrella to shade you while you lounge. Take a leisurely walk down to the water or around the putting greens, then take a dip in the pool before ending your day with a fantastic dinner at one of the nearby restaurants. So, if you’re seeking a short-term house rental in Hilton Head Island, consider this one.

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Coastal Home for Coffee Lovers

This host knows that a good day starts with good coffee. That’s why the kitchen has a drip coffee maker, a French press, a Keurig coffee maker, and a coffee grinder. The stainless-steel appliances and the marble and granite surfaces contribute to making sure the kitchen is your favorite place in the house.

This is a great house for rent in Hilton Head for couples with small children. There’s one bedroom with a king-size bed, the couch unfolds into a queen-size mattress, and the host keeps a travel crib on hand. He also keeps a collection of children’s toys and books, a high chair, children’s dishware, and board games.

When you stay here, you’ll have access to the resort amenities, including the private beach, two pools, tennis and pickleball courts, bike rentals, laundromat, and restaurants and bars. You’ll hardly have to leave resort grounds for anything, but if you want to, there’s the Coastal Discovery Museum, Coligny Plaza shopping center, and the island’s many other restaurants and parks.

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Oceanfront Condo in a Gated Resort

If you prefer a more laid-back vibe in your vacation, try this cozy condo for six at the Hilton Head Beach Resort. Vacation rentals in Hilton Head Island are often part of a resort, so you get more than just the unit when you stay there. When you stay at this Hilton Head Airbnb you have access not only to the one-bedroom, one-bath unit but also to the resort’s restaurants and bars, year-round pools, gym, tennis court, and private beach.

The bedroom has a queen-size bed. The bathroom has Jack-and-Jill doors that lead into the bedroom or the hallway, where there is a bunk bed set into an alcove. If you need more sleeping space, there’s also a fold-out couch in the living room.

The unit is single-level and includes a washer and dryer, an elevator, and 24-hour security on the premises to give you peace of mind. With all these amenities, this is certainly the place to make memories on your next vacation.

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Elegant Island Escape

The open layout of this villa means that you can see out the back windows from the front door. There are two bedrooms, two baths, and four beds for up to five people. In the first room there’s a queen bed and in the second a futon and bunk beds. The sleeper sofa in the living room creates additional space for a fifth person.

Inside the unit, you’ll enjoy amenities like the washer and dryer, fully equipped kitchen, wine fridge, and fully enclosed back porch. There is equipment for making children comfortable on vacation like a crib, outlet covers, and special dishware.

Outside the unit, the beach is just a few steps away, as is Fish Haul Beach Park. You can also enjoy swimming in the community pool or lounging in the hot tub. 

For a vacation spent on the beach soaking in the sun, make sure you book an oceanfront rental in Hilton Head, like this one, through Airbnb.

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Apartment Near Folly Field Beach 

You’ll feel instantly at ease once you cross the threshold of this house. Soothing neutral colors are enlivened with a variety of textiles and textures in this vacation home rental in Hilton Head Island. This one-bed, one-bath apartment accommodates three people. Guests can sleep in either the queen-size bed or the bunk beds and nap in the afternoon on the plush sofa in the living room.

Enjoy being on island time as you walk from your rental across the long stretch of white sandy beach to the clear blue water of the Atlantic. The hosts keep beach towels and chairs on hand for your use. Enjoy swimming in the waves of the ocean or in one of the two resort pools.

At 540 square feet, this is the perfect Hilton Head Airbnb for two; a third guest may stay for an additional nightly fee. The kitchen is tiny but mighty and includes a minifridge, microwave, oven, stovetop, and sink. 

Enjoy simple living on your vacation with this compact condo by the beach.

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Offbeat Beach House

It’s rare to find a house that can fit big traveling parties and reunions, but this house does exactly that, which makes it one of the best Airbnb rentals in Hilton Head. With five bedrooms, a heated pool, and proximity to the beach, you and a group of friends or family members will make unforgettable memories here.

Three bedrooms have king-size beds, one has a queen-size, the fifth has a pair of queen-size mattresses, and a sixth bedroom-playroom has two bunk beds with trundle mattresses and a daybed, which provide eight twin-size mattresses in total. With four full baths, this house will never feel overcrowded, even at full capacity. And those in the master bedroom will have an enormous bathroom with a his-and-her layout and a rain showerhead.

The private, heated pool in the backyard is fully under the shade of the house at all times. There’s plenty of seating around the large deck either in the shade or sun. The host keeps toys in the storage closet that can be used in the pool or brought to the beach.

The best place to gather together is the first floor, where the open layout seamlessly blends the gourmet kitchen and the plush living room into a single space. The kitchen sports a double oven, granite countertops, a large farm sink, and an island with seating for four.

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Hidden Luxury Bungalow

A true getaway, this Airbnb in Hilton Head Island for two is tucked behind palmettos and trees, making it feel like it’s your secret place. The location is ideal as it is only a five-minute walk from the water and within biking distance of Coligny Plaza, Harbor Town, and South Beach. Because there are no large resorts or hotels on this stretch of beach, you get a more natural view of the South Carolina coastline, both out across the water and looking back toward land.

The bungalow is 850 square feet with one bedroom and one en suite, full bathroom. In the bedroom, there’s a king-size bed and a smart TV. The bathroom has extra towels, soaps, and a subway tile shower.

The full kitchen is compact but well-appointed, with a full-sized fridge, electric burner, full-sized microwave, and toaster oven. There’s a gas grill outside, and the gas is supplied by the host. There are two places to eat. Inside there’s a dining table for four, and out on the screened porch, there is a table with chairs. 

Enjoy the feeling of escaping to the beach on your vacation in this Hilton Head Airbnb.

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High-Value Vacation Resort Rental

This Airbnb in Hilton Head has a nearly perfect 5-star rating from past guests. You, too, can enjoy staying in a great location with a communicative host if you book this one-bed, one-bath condo for six. It is decorated in coastal blues and includes washer and dryer access, a full kitchen, and a balcony with patio furniture. 

There is a queen-size bed in the bedroom, and a queen-size sleeper sofa and bunk beds in a semi-private sleeping area. The bathroom has Jack-and-Jill doors to the bedroom and hallway. In addition to the shower, there is a deep tub you can soak in, and the cabinets are stocked with extra soap, shampoo, and conditioner.

The kitchen also comes stocked with goodies. The host keeps coffee, cocoa, popcorn, and bottled water in the pantry for guests.

This condo is made very accessible by its elevator and the availability of disabled parking near the unit.

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Sprawling Vacation Condo

It’s no surprise that all the best Hilton Head Island Airbnbs put you close to the beach. A half a mile from the beach in one direction and a half a mile in the other direction from Coligny Plaza’s shops, restaurants, and galleries, this is a condo for up to eight guests that puts you close to everything.

This two-bedroom, 2.5 bath Hilton Head Island Airbnb is over 1,300 square feet and decorated in coastal pastels. There is a king-size bed in one room, a pair of double beds in the other, and a sleeper sofa in the living room. The bedrooms are upstairs, and each has an en suite bathroom. The half bath is on the first floor. The master bathroom has dual showerheads and a built-in bench.

The galley kitchen is fully equipped with stainless-steel appliances. The dining table seats six, and the breakfast bar seats two. Enjoy coffee in the mornings seated on the back porch while you try to spy native birds and wildlife through the trees and bushes.

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Quiet Retreat in Port Royal Sound

This Airbnb in Hilton Head is located between public parks and preserves, meaning you’ll be surrounded by natural landscape that’s great for spotting birds and other little critters. Up to five guests can stay in this two-bed, two-bath villa. Each room has an en suite bathroom with a shower. The first room has a queen-size bed, and the second room has a bunk bed with a  queen-size mattress on the bottom.

This vacation home is on the third floor of the building, and there are no elevators, so you’ll be getting your steps in on vacation. There’s also an indoor pool complex with a fitness room and hot tub.

The kitchen will be a treat for the chef in the group. There’s lots of counter space, every basic appliance you need, and some basics stacked up in the pantry. Show off your cooking skills while chatting with those seated at the breakfast bar. Let the dishwasher do the cleaning up afterward, and visit the dry bar’s wine fridge for a nightcap.

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Modern and Refined Villa

Leaving behind the family pet can make vacations more difficult and expensive. Instead, bring along your four-legged loved one because this villa welcomes well-behaved dogs for an additional nightly fee. There’s also plenty of space to walk your companion around the grounds and golfing greens.

Inside this Hilton Head Airbnb, there are two bedrooms on the first floor, one with a king-size bed and the other with a queen-size; the sleeper sofa in the upstairs loft space also unfolds into a queen-size mattress.

The two bathrooms are both on the first floor. Choose between the soaking tub or walk-in shower with a rain showerhead.

It’s as beautiful outside this villa as it is inside. There is an open back deck with a gas grill and a gas-fed fireplace. You’re just steps from the community pool and a short drive to the sandy beachfront. Just up the road is Pirate’s Island Adventure Cove if you’re looking for a fun day trip.

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A Pedestrian’s Condo

If you’ve got wanderlust and like to explore a new city by strolling its streets, then this Airbnb in Hilton Head Island will be perfect for you thanks to its proximity to everything great that the city has to offer. You can easily walk from this condo to the Coligny Plaza shopping center, Coligny Beach Park or up Pope Avenue to the Park Plaza Cinema and nearby restaurants.

Both bedrooms in this condo have queen-size beds, and the pull-out sofa can become a third queen-size mattress, giving up to six people plenty of space for sleeping. There’s a pack ’n’ play crib that the host keeps on hand if the littlest member of your group needs it. The one shared full bathroom off the hallway has a bright, whimsical shower curtain with sea stars and shells.

The full kitchen is a great place for cooking if you’re staying in for the night, and there’s a high-top table for four in the little dining space. Or have dinner on the back porch or by the community grill to enjoy the temperate South Carolina weather.

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Beach Villa With Vaulted Ceilings

Clocking in at over 1,400 square feet, this is the largest rental on our list. While there are other houses for rent in Hilton Head Island, this one allows up to eight guests to stay together and still have a ton of their own space. The exposed beams in the living room may remind you of days at sleepaway camps from childhood and encourage that same spirit of adventure and carefreeness.

One bedroom has a luxurious king-size bed, the other two double beds. The couch in the living room unfolds into space for two more, and the host keeps a crib on hand that can be set in any of the rooms. The en suite bathroom off the master has a walk-in shower beautifully tiled in tan and brown stone. The second bathroom has a shower, tub, and bright blue walls.

The large, open-air deck has a barbecue grill. The community pool is only a few steps from the front door. To take your vacation to the next level, you might be able to rent the dune buggy, which is seasonally available.

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Renting a house in Hilton Head Island, South Carolina, for your next vacation is sure to lead to tons of fun and lots of time making beautiful memories with your loved ones. Explore one of the United States’ most beautiful islands, and stay somewhere wonderful when you do it.

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