20 Best Vacasa Vacation Rentals In Hilton Head Island, South Carolina - Updated 2022


If you are looking to try something new, come to Hilton Head Island, South Carolina. It’s constantly voted one of the world’s best vacation destinations and is a haven for sports fanatics, with activities such as championship golf, polo, tennis, and volleyball available on lush landscapes and sunny beaches. There are other ways to have fun here besides sports, such as exploring the island’s natural wonders. Regardless, whether you come to perfect your backhand, relax on the sand, or see the wildlife up close, Hilton Head Island has something for you. Aside from all the attractions, you will need a place to stay. Check the list below for the best Vacasa vacation rentals in Hilton Head Island, South Carolina.

1. Ground-floor retreat with a shared pool (from USD 113)

Looking for great accommodation near the sandy shores? This ground-floor condo is located just 3.3 mi (5.3 km) from Hilton Head Island Beach. There are other great places to visit nearby as well, including Folly Field Beach Park, Shelter Cove Towne Centre, and Trent Jones Golf Courses. You could soak in the shared pool or play on the tennis court at Palmetto Dunes.

If you want a nice area where you could hang out without leaving the premises, there is a private deck with seating and a gas grill. Other amenities in this rental include central air conditioning, Wi-Fi, a cable TV, and a paid parking space. The rental also comes with two bedrooms, two bathrooms, and a fully equipped kitchen. It’s suitable for a total of eight guests.

Queens Grant 619 - Hilton Head, SC
Hilton Head, SC
10 reviews
8 Guests 2 Bedrooms 2 Bathrooms

2. Well-appointed villa near Sea Pines Resort (from USD 192)

Experience the best of Hilton Head Island when you stay in this fully furnished vacation rental. It is located on the outer rim of Harbour Town, close to Sea Pines Resort and its many amenities. Some shared tennis courts are also visible from the property’s back patio.

With 3 bedrooms and 3.5 bathrooms on the property, it’s an ideal place to stay for a total of 12 guests and 4 dogs. The place also offers a fully equipped kitchen and a spacious living area with a flat-screen TV. Other indoor features include central air conditioning and Wi-Fi.

Heritage Villas 2294 - Hilton Head, SC
Hilton Head, SC
21 reviews
12 Guests 4 Bedrooms 3 Bathrooms

3. Charming oasis with lagoon views (from USD 112)

Nestled in the Sea Pines Resort, this tastefully appointed villa is ideal for a total of four guests. It offers one bedroom, one bathroom, and a well-equipped kitchen. The property also comes with a wraparound deck that is perfect for relaxing, having family barbecues, and enjoying scenic views of the lagoon. The place is equipped with central air conditioning for comfort. Wi-Fi and a cable TV are provided for entertainment as well.

When they’re not dipping in the complex pool, guests can explore some notable places nearby. These include Harbour town’s famous lighthouse, live music venues, stores, and restaurants.

Night Heron 44 - Hilton Head, SC
Hilton Head, SC
20 reviews
4 Guests 1 Bedroom 1 Bathroom

4. Luxurious paradise best for families (from USD 206)

If you’re looking for luxury, entertainment, and relaxation all in one, this fully furnished vacation rental is the ideal place to stay. It is a three-bedroom home equipped with the comforts of a modern home, including central air conditioning, Wi-Fi, and flat-screen TVs. Family-friendly amenities such as games, mattress pads, a port-a-crib, and a high chair are available as well. Out on the deck, there are seating and a grill provided.

Enjoy the ease of access to several places of interest when you stay in this rental. Sea Pines Beach Club is just 3.5 mi (5.6 km) away from the property. There are also local restaurants, shops, and other attractions found in the surrounding area.

Isle of Pines - Hilton Head, SC
Hilton Head, SC
9 reviews
8 Guests 3 Bedrooms 3 Bathrooms

5. Beachfront condo with a wraparound balcony (from USD 168)

If staying by the beachfront is your idea of a great getaway, then this condo is the place to be. It is a well-appointed rental that features enough living space to accommodate a total of eight guests. There are two bedrooms, two bathrooms, and a full kitchen. Its wraparound balcony delivers stunning views of the ocean and Calibogue Sound. When you’re not relaxing on the balcony, you can watch TV in the sunlit living area or swim in the shared pool.

Other amenities in the rental also include central air conditioning, Wi-Fi, and a grilling area. If you want to join a fishing trip or a dolphin cruise, there are a number of local marinas nearby that offers these services.

Beachside Tennis 1893 - Hilton Head, SC
Hilton Head, SC
24 reviews
8 Guests 2 Bedrooms 2 Bathrooms

6. Beach-inspired unit in Springwood (from USD 128)

Featuring a convenient location in the enchanting Springwood community, this beach-inspired rental provides a great getaway spot for you and your family. It is located close to restaurants, shops, and the beach. You can enjoy easy access to several fun things to do, such as golfing or swimming in the pool.

This modern condo offers two bedrooms and two-and-a-half bathrooms, just enough for a total of six guests. It is also equipped with Wi-Fi and age-appropriate games for guests’ entertainment. Amenities such as central air conditioning, outdoor seating, and a TV are provided as well.

Springwood Villas 63 - Hilton Head, SC
Hilton Head, SC
6 reviews
6 Guests 2 Bedrooms 2 Bathrooms

7. Light-filled oasis with a hot tub access (from USD 111)

Staying in this villa means you get to experience its wonderful amenities plus the lagoon views it offers. This coastal-themed rental offers two bedrooms, two bathrooms, and a full kitchen. Just off the living area is also a furnished sun room where guests can dine surrounded by beautiful scenery. Other amenities include central air conditioning, Wi-Fi, and three TVs.

Because of this rental’s convenient location, you can easily get to golf courses, restaurants, shops, and even an archaeological site. And after a tiring day of trying fun activities or joining tours, you can soak in the hot tub (with an additional fee) available at the nearby South Beach Community.

Fairway Lane 68 - Hilton Head, SC
Hilton Head, SC
22 reviews
4 Guests 2 Bedrooms 2 Bathrooms

8. Bright sanctuary with a shared pool (from USD 183)

If the oceanfront views are not convincing enough to make you book this rental, then perhaps the huge, sparkling pool will do the trick. You can relax in the pool area or sunbathe on the furnished deck. For more things to do, you can also head to Hilton Head Island and explore its many shops, eateries, spas, and other amenities.

This rental provides enough living space for a total of six guests. It offers two bedrooms and two bathrooms. Its living room, which is equipped with a flat-screen TV, leads out to the balcony overlooking the ocean. Other amenities in the rental include cooking basics, laundry facilities, and central air conditioning.

Captains Walk 437 - Hilton Head, SC
Hilton Head, SC
31 reviews
6 Guests 2 Bedrooms 2 Bathrooms

9. Beautiful accommodation with a hot tub access (from USD 115)

Booking this condo comes with access to Hilton Head Resort’s amenities, including pools, tennis courts, restaurants, beachside cabanas, and a hot tub. It’s the ultimate getaway spot for up to six guests! You can also get to the beach and a private boardwalk leading to the coastline.

Situated on the second floor, this condo features two bedrooms, two bathrooms, a well-furnished kitchen, and a living area. Wi-Fi and a flat-screen TV are also provided for indoor entertainment. Unassigned parking is also available in the parking lot.

Hilton Head Resort 3211 - Hilton Head, SC
Hilton Head, SC
12 reviews
6 Guests 2 Bedrooms 2 Bathrooms

10. Lovely condo with a private balcony (from USD 95)

Perched on the northern end of Hilton Head Island, this bright condo provides easy access to several activities nearby. You can spend your days swimming in one of the three shared pools, playing on the tennis courts, or hanging out at the beach, which is just a walking distance away from the property. There is also a private balcony where you can relax and enjoy the surrounding views.

The rental is suitable for up to four guests. It has one bedroom, one bathroom, and a full kitchen. It is also equipped with central air conditioning and speedy Wi-Fi.

HH Beach & Tennis 258B - Hilton Head, SC
Hilton Head, SC
6 reviews
4 Guests 1 Bedroom 1 Bathroom

11. Comfortable beachfront accommodation

Atlantic Breeze is a wonderfully designed accommodation just steps away from the Atlantic Ocean and 12 mi (19.3 km) from the finest beach, allowing you to spend the day watching dolphins, building sandcastles, biking, or taking a leisurely stroll. The home itself features amenities such as cable televisions, living area, loft, a laundry room complete with a dryer, private pools, and even a hot tub. Outdoor facilities include a screened porch that has a large picnic table and a yard where there is a custom-made grill for your barbecue needs.

Atlantic Breeze - Hilton Head, SC
See location on map
10 reviews
20 Guests 7 Bedrooms 7 Bathrooms

12. Luxurious center for sports lovers

This luxury home is great for travelers who love outdoor sports. It is located next to Heron Point Golf Course, and you can actually see it from the expansive deck. Furthermore, guests can have fun at the private pool and spa on-site. If you’re up for it, you can travel the 2 mi (3.22 km) to reach Sea Pines Beach Club and have an hour of free tennis at Sea Pines Racquet Club. This accommodation features a fully furnished kitchen for all your cooking needs and a screened porch to enjoy the view outside.

Stoney Creek - Hilton Head, SC
See location on map
25 reviews
10 Guests 4 Bedrooms 4 Bathrooms

13. Wheelchair-accessible golf haven with a private pool

Situated in the Harbour Town golf course, this three-bedroom home cordially welcomes a group of up to seven travelers who would like to enjoy comfort, privacy, and activities all rolled into one. The house comes with a gourmet kitchen that lets you practice your cooking skills. The open layout of the house makes it accessible for those in wheelchairs, and a large yard and private pool is available if you wish to have a barbecue. There is also an area to accommodate sunbathing, and it’s close places such as Coligny Beach Park and Sea Pines Beach Club, where you can enjoy plenty of outdoor activities.

Heritage - Hilton Head, SC
See location on map
12 reviews
7 Guests 3 Bedrooms 3 Bathrooms

14. Tastefully furnished home with a private bath

The house provides comfort and luxury for the ideal beach retreat, and it has access to the beach via a private boardwalk. The interior is tastefully furnished, featuring a hand-painted mural of Harbour Town. Views of the Atlantic Ocean greet guests when they enter the front door. What makes this unique is the outside area of the home, where there is a covered patio with two rocking chairs and a large pool area. Guests have access to places such as tennis courts, playgrounds for children, and nearby golf courses. For those who prefer relaxing indoors during the day, there are board games readily available.

Belted Kingfisher - Hilton Head, SC
See location on map
6 reviews
20 Guests 7 Bedrooms 8 Bathrooms

15. Beachfront villa with a commodious balcony

This elevated, two-story home is nestled right on the North Forest Beach area, giving it direct beach access and great views of the Atlantic Coast. The home has four king beds, two queens, and four twin beds - in total, it can sleep up to 16 people. Besides the beach, there are tennis courts, bicycle paths, shopping and dining places, and even miniature golf courses. If you prefer to relax indoors, there are amenities to enjoy on-site, such as the partially covered and heated private pool and four roomy decks and balconies located on all levels.

Hot Tin Roof - Hilton Head, SC
See location on map
15 reviews
16 Guests 7 Bedrooms 7 Bathrooms

16. Tropical estate with entertainment

This is a lovely estate located on a double lot and features a sizable backyard and pool area. It is also surrounded by trees and vegetation, giving the place a sense of privacy and the impression of being on a tropical island. The home is tastefully decorated, offering entertainment with the on-site pool table. There is a barbeque area for you to cook a meal, as well as a glass-top table that can seat six people. The home is just a few minutes’ walk from the beach. With entertainment options and access to the sandy beach, your stay will be a memorable one.

Royal Estate Plus Guest House - Hilton Head, SC
See location on map
12 reviews
18 Guests 7 Bedrooms 6 Bathrooms

17. Waterfront condo close to everything

With this oceanfront condo offering superb views of the Atlantic Ocean from the living area and the bedrooms, this is a place for a peaceful getaway. At the same time, you’ll also have easy access to nine different tennis courts, multiple resort pools, a fitness center, basketball courts, and fishing lagoons. For those who prefer to explore, the cafes, shops, and galleries are all a short drive away, and festivals are often hosted throughout the island. The living area is built for comfort, with plenty of seats and cable TV. The patio is where you will have panoramic views of the beach and the shimmering Atlantic Ocean.

Island Club 2504 - Hilton Head, SC
See location on map
16 reviews
7 Guests 3 Bedrooms 3 Bathrooms

18. Upscale villa with a heated pool

This is a villa rental that boasts several deluxe amenities such as a heated pool, a spa, a hot tub in the master bedroom’s bath, and televisions in every bedroom. The location provides views of the Atlantic Ocean from the patio and the decks on the second and third floors. The kitchen is well-equipped so you can easily prepare a homecooked meal. There is also a breakfast bar, a 10-seat dining area, and even an outdoor grill by the pool, making this the perfect place for large groups. The children’s playground is great for the kids, and nearby activities such as cycling, exploring Coligny Beach Park, and shopping at Coligny Plaza can be enjoyed. It is even conveniently located near Publix should you need to restock on supplies.

Ocean Pointe - Hilton Head, SC
81 Dune Lane , Hilton Head, SC 29928
9 reviews
18 Guests 6 Bedrooms 6 Bathrooms

19. Contemporary home near a lovely beach

This is a vacation rental features facilities such as a safe, a sitting room with an ocean view, and free dressing gowns and toiletries in the bathroom for easier grooming time. It is also only a quick walk away from the beach. Some of the notable activities you can enjoy near here include a kayaking tour in the harbor, biking, horseback riding, bird and dolphin watching, swimming, parasailing, and fishing in the ocean or from the beach - in short, lots of outdoor activities! Due to the property’s location, access to town is easy because the home is close to everything.

Almost Heaven - Hilton Head, SC
24 Dune Ln., Hilton Head, SC 29928
5 reviews
14 Guests 6 Bedrooms 4 Bathrooms

20. Beachfront condo surrounded by lovely landscapes

This complex is surrounded by beautiful landscapes, plenty of trees, lagoons, and fountains within the Palmetto Dunes area. Not only does it have breathtaking views to offer, but it also has every amenity you may need for a comfortable and relaxed stay. There is an oceanfront swimming pool that provides heating at certain seasons, a children’s pool with a mushroom fountain, an enormous sun deck with sunbeds, grills located in covered gazebos, and access to sports such as tennis and golf. For entertainment, the condo has a 42-inch flatscreen television with a DVD player and free internet access. If you want to explore, there are shops and restaurants at Shelter Cove Harbour, just a short drive away.

Windsor Place 310 - Hilton Head, SC
65 Ocean Lane #310, Hilton Head, SC 29928
11 reviews
8 Guests 4 Bedrooms 4 Bathrooms

Add comfort to your stay in Hilton Head Island

Hilton Head Island has a lot to offer, and a vacation is never complete without an amazing accommodation. Choose from any of these best Vacasa vacation rentals in Hilton Head Island, South Carolina to have a memorable holiday. The best part? All of them are convenient in terms of location, able to provide activities or dining and shopping options.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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