Hilton Head Island vacation rentals

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Popular amenities for Hilton Head Island vacation rentals

Stay near Hilton Head Island's top sights

Folly Field Beach22 locals recommend
Palmetto Dunes Oceanfront Resort3 locals recommend
Hudson's Seafood House On The Docks64 locals recommend
Coligny Plaza Shopping Center79 locals recommend
The Sea Pines Resort3 locals recommend
Skull Creek Boathouse71 locals recommend

Hilton Head Island beach vacation rentals

Superhost
The living area is furnished with a gray sofa, an accent chair, and a small dining table with stools. A ceiling fan and natural light flow in through the sliding glass door, leading to a private balcony. Light-colored wood flooring complements the modern decor.
Condo in Hilton Head Island
4.81 out of 5 average rating, 27 reviews

Awesome 1 Bd 1 ba with Ocean view steps to beach!

SarahRating, 5 stars2 weeks ago
This was our second stay and we had a wonderful time. You can’t beat the location - right on the beach and walkable to Coligny Plaza. Everything we needed for the beach was included and our kids loved the bunk beds. We hope to return!
Guest favorite
A clear blue swimming pool is surrounded by lounge chairs and shaded by trees, offering a refreshing escape. The exterior of a three-story building is visible in the background, featuring multiple balconies and a neutral color palette.
Condo in Hilton Head Island
4.87 out of 5 average rating, 120 reviews

Cozy Two Bedroom Beach Condo

ZoeRating, 5 stars1 week ago
Great condo with a perfect location!
Guest favorite
A sandy beach scene features a line of blue umbrellas providing shade over a row of wooden chairs. Gentle waves roll in from the ocean under a clear sky, while a distant red lighthouse is visible on the horizon.
Condo in Hilton Head Island
4.87 out of 5 average rating, 141 reviews

Beach Resort, pools, tennis, pickle ball Tiki bar!

David And BrittanyRating, 5 stars2 weeks ago
We had the best spring break with our young kids! The indoor pool and access to tennis and pickle ball made all the difference in our week at the beach. Even the walk to the beach the kids were able to enjoy while riding their scooters. We will definitely be back!
Guest favorite
An aerial view captures an expansive stretch of sandy beach along the coast, bordered by lush greenery and residential areas. Resort buildings are visible, surrounded by trees, with a winding road and pathways leading towards the beach access.
Condo in Hilton Head Island
4.85 out of 5 average rating, 124 reviews

Ocean view villa south end with resort amenities

KevinRating, 5 stars2 weeks ago
Ideal location for Hilton Head Island. Access to adjacent resort is just perfect. The kids loved the pool, the beach is right there. Pool bar is great for a quick meal and beverage. Balcony is very nice for a lazy coffee in the morning. The condo has pretty much everything you need (beach chairs, sand toys, etc.). As others noted, the space is a little tight, but we spent our whole time at the pool and the beach. Also, Coligny is a short walk away. Overall, a great spot to unwind in Hilton Head. Also, reasonably priced compared to other rentals in the area.
Guest favorite
A modern kitchen features stainless steel appliances, complemented by white cabinetry and granite countertops. An open dining area is visible, with a wooden table surrounded by chairs, and a cozy living space includes a comfortable sofa facing a wall-mounted TV. Large windows offer ocean views.
Condo in Hilton Head Island
4.94 out of 5 average rating, 108 reviews

Ocean View with Beach Access

JenniferRating, 5 stars1 month ago
The unit was as described, and Jennifer was incredible in offering recommendations and timely responses. The beds were comfortable, the view was beautiful, and the furnishings were clean and new. The unit is small for more than four people. We had 5 family members, and it felt tight when we were all together, but mostly we were out so it was not a problem. Our two kids (8/6) enjoyed the pools, and we all enjoyed the beach bar, Cocos. The facility is dated compared to other locations, but it worked for our young family. If it were just me and my husband, we'd probably choose a different area with more walkability and newer amenities. There were plenty of bike paths to get around. We rented bikes, which were helpful as there was not much walkability to food and beverage, as we did not want to drive everywhere. We would for sure come back with our family.
Top guest favorite
A dining area features a sleek high-top table surrounded by four blue upholstered chairs. A striped runner adorns the table, while a decorative bowl sits at the center. A patterned wall adds visual interest, complemented by a light fixture and a nearby light blue door.
Cottage in Hilton Head Island
4.94 out of 5 average rating, 180 reviews

Cozy Cottage 3 Min beach walk-Coligny

Alison & BryanRating, 5 stars2 weeks ago
Awesome stay for a small family. Very clean cottage and felt fine letting young kiddos all around rugs and furniture. Absolutely beautiful and serene spot on Hilton head— very secluded and private to be away from the hotel scene but can get to beach pretty easy. Rent bikes to explore the island!
Superhost
A dining area features a wooden table set for six, accompanied by white chairs. Natural light flows through the window, illuminating the adjacent modern kitchen with stainless steel appliances and light cabinetry. A comfortable seating area is visible in the background.
Condo in Hilton Head Island
4.79 out of 5 average rating, 229 reviews

Pool side condo just steps from beach boardwalk!

ChelseaRating, 5 stars6 months ago
Sheena was responsive and this place is perfect for a family with small kids. The indoor pool is perfect for cooler weather. The walk to the beach was gorgeous with a great little restaurant right by the beach. There was a convenient storage garage for all of our beach supplies and they had some beach supplies available to borrow. The bed was so comfortable we slept so well each night! Sheena even allowed us to book an extra day at the last minute. Shelter Cove is a 3 min drive - groceries, restaurants, shopping - EVERYTHING! We would definitely stay here again.
Guest favorite
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and microwave, and features gray cabinets and a light granite countertop. Two metal stools are positioned near a breakfast bar, while a doorway leads to an adjacent room.
Guest suite in Tybee Island
4.92 out of 5 average rating, 185 reviews

Searenity Beach Front

SamanthaRating, 5 stars2 days ago
My husband and I loved this place and are already planning to stay here in the future! We have been to Tybee for the past 5 years and this place is definitely at the top! It was very clean and the bikes and golf cart that were provided were so fun and saved us so much money since we did not have to rent them. This place is the perfect size for a couple and we loved being able to walk out onto the sand. We cannot recommend this place enough!

Private Hilton Head Island vacation rentals

Superhost
The lobby area features a spacious reception desk made of light wood, accompanied by rattan seating arrangements. Large windows allow natural light to flood the space, highlighting the earthy tones of the tile flooring and the soft curves of the ceiling.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Luxury Two Bedroom! Marriott Grande Ocean resort!

PeterRating, 5 stars4 weeks ago
Wonderful location, great condo. Will definitely return.
Guest favorite
Condo in Hilton Head Island
4.79 out of 5 average rating, 29 reviews

Ocean Dunes 111 Oceanfront view Heated Pool 1stflr

Mark StephenRating, 5 stars3 weeks ago
My family loved the place, pool, and beach access. Lots to do in a short drive, or short walk. Lots of good eateries nearby. Loved the area, will come back!!
Guest favorite
A wooden boardwalk leads from a sandy pathway to the beach, flanked by palms. People can be seen enjoying the beach area in the distance, under a clear blue sky with scattered clouds.
Home in Bluffton
4.88 out of 5 average rating, 144 reviews

~Beautiful Home Nestled in The PERfECT Town~

DawnRating, 5 stars1 week ago
Our home away from home. Relaxing, comfortable home in exactly the location we needed to attend a wedding. We enjoyed the keyless entry and the large master closet. Michele, our contact, was lovely. She was proactive, informative, personable, and responsive.
Superhost
A spacious deck is shown with a dining set featuring four chairs and a table. A large umbrella provides shade, while lush trees frame the view overlooking a tranquil lagoon with natural surroundings.
Townhouse in Hilton Head Island
4.71 out of 5 average rating, 7 reviews

Beautiful Island Villa with a lagoon view

StephenRating, 5 stars9 months ago
Loved this Airbnb! Had a great time! would have stayed longer if I could!
Guest favorite
A sandy beach landscape extends towards a calm shoreline, where gentle waves meet the shore. Grasses grow on the dunes, leading the eye to the tranquil water. A clear blue sky completes the serene coastal setting.
Townhouse in Tybee Island
4.9 out of 5 average rating, 183 reviews

Sunshine E Day. 5 minute walk to the beach!

WhitneyRating, 5 stars2 weeks ago
Came down for work and a little spring break relaxation. This location was absolutely perfect for my family and I. We are so grateful to have found this jewel.
Top guest favorite
Home in Hilton Head Island
4.95 out of 5 average rating, 151 reviews

Heated Pool/Fenced Yard, Golf Cart rental - 79

ZachRating, 5 stars1 week ago
Recently booked Michael’s house for a bachelor trip and it was great! Michael was very nice, responsive and flexible. I would give the experience a 10 out of 10 rating and would absolutely do it again.
Superhost
A sandy path leads through tall grasses and sea oats toward the calm blue ocean. A clear sky fills with soft sunlight overhead, while the distant horizon meets the water. The serene setting invites peaceful walks to the beach.
Condo in Hilton Head Island
4.86 out of 5 average rating, 56 reviews

Need a break from ordinary? Relaxing quite Resort

TammyRating, 5 stars1 month ago
This condo is exactly as listed, quiet and relaxing. It is definitely our home away from home! Love coming here and enjoying everything the condo and Hilton Head Island have to offer. Dennis is a very responsive host and the condo is kept up and very clean, comfortable. Looking forward to our next visit already!!
Superhost
A serene outdoor space features a small, clear pool surrounded by patio chairs. A wooden table displays a bottle of wine, glasses, and a plate of cheese and crackers, complemented by a vibrant arrangement of daffodils. Sunlight filters through surrounding foliage.
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Singleton beach-off season bookings

RuthRating, 5 stars11 months ago
We loved the home it was lovely. In my opinion the distance to the beach was an inconvenience. It’s a good walk for families with little kids or older retired adults. The golf cart was not accessible on one of the days and we didn’t get any communication about the situation until we were already at the beach. Driving was an option but even then the distance was long for my parents who are 80+. We still made memories and had a good time. The house was beautiful and very clean. Big enough for everyone to have their own space. My grandchildren loved the bunk beds 3-4 years of age. The hostess was wonderful. She was willing to help if needed.

Hilton Head Island house rentals

Top guest favorite
The charming cottage features a low country style exterior with reclaimed wood siding and a corrugated metal roof. A welcoming front porch is adorned with seating. Surrounding landscaping includes shrubs and trees, enhancing the serene setting within the historic district.
Home in Bluffton
4.99 out of 5 average rating, 367 reviews

Bluffton Farm Cottage: Come for Summer Vacation

Terri Rating, 5 stars4 months ago
We so enjoyed our stay at David and Ellen's home in Bluffton. There were 5 of us...my husband and I and our 3 children who are in their early twenties. We all loved the walkablity to Old Town Bluffton and being so close to Squat and Gobble, our favorite breakfast spot!!!! The home was well stocked, clean and neat and tidy. Beds were comfortable and linens abundant. For me, my favorite part of the house was the screened in back porch, we could open the back door and enjoy the beautiful trees and sounds of nature in the back yard. It is a great spot for a morning coffee or an afternoon glass of wine. All in all it is one of our my family's favorite places we have stayed in Bluffton over the past 5 years.
Superhost
A modern living space features a welcoming seating area with a dark leather sofa and decorative coffee table. The open-concept design connects to a bright kitchen with white cabinetry and bar seating. A flat-screen television is mounted on the blue wall, and natural light pours in through skylights.
Home in Hilton Head Island
4.82 out of 5 average rating, 11 reviews

6 Park Rd - Pet Friendly, Walk to Beach, Coligny

RayRating, 5 stars5 months ago
This was a great find! Cozy, spacious, and terrific accommodations. Very affordable and convenient to all things Hilton Head. Very responsive rental agency. We locked ourselves out by accident late at night and they were able to get us in minutes. Highly recommend this location. The 10 of us hadva wonderful time.
Guest favorite
A single-story home features a light-colored exterior with contrasting dark shutters and a wooden front door. The entrance is framed by a covered porch, and the landscaped yard includes a mix of shrubs and trees, providing a natural setting.
Home in Hilton Head Island
4.92 out of 5 average rating, 12 reviews

Cozy Home Near Folly Field Beach

MarissaRating, 5 stars2 weeks ago
We had an absolutely amazing stay at 12 Oleander on Hilton Head! The home is stunning—newly remodeled with beautiful finishes and thoughtful touches throughout. Even though it’s conveniently close to the main road, you’d never know it—it's incredibly peaceful and private. The backyard was a total highlight! We grilled out, soaked in the hot tub, and relaxed while our pups enjoyed the fully fenced yard (yes, it’s truly pet-friendly!). It’s the perfect outdoor space for unwinding after a day at the beach. Nestled in the charming Folly Field beach area, the house is just a short drive to public beach access or a pleasant 15-minute walk if you’re up for a stroll. If you're a smaller family looking for a cozy, stylish, and affordable getaway, look no further. 12 Oleander is a hidden gem—book it now, you won’t regret it. We’re already counting down the days until we can return!
Guest favorite
A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.
Home in Hilton Head Island
4.86 out of 5 average rating, 368 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

BerniceRating, 5 stars2 weeks ago
We have been coming to HH for years and this is our new favorite place. Marina has thought of literally everything for her house. She has more towels, pillows, linens, and kitchen supplies than any other place we've stayed. And don't worry about packing up anything for the beach, she has all the beach gear and awesome wagon for easy transport as well. The house was spotless and our dogs loved the fenced in backyard area. I appreciated that the coffee maker was both a dual carafe and single K-cup style machine. It's an easy walk to the beach and there is plenty of entertainment to be had in the house as well. Again, I cannot stress enough how well stocked the place is. We are used to always having to bring extra towels and cooking supplies with us, but it's not the case for this lovely home. We plan on returning here for many years to come, thank you Marina again for sharing your perfect home with us!!
Guest favorite
A spacious living area features a large sectional sofa adorned with decorative cushions, complemented by a round coffee table on a patterned rug. Natural light fills the space, enhancing the neutral decor. A dining area is visible in the background, with a bright, welcoming atmosphere.
Home in Hilton Head Island
4.88 out of 5 average rating, 122 reviews

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

JenniferRating, 5 stars2 weeks ago
This Villa in Palmetto dunes is spectacular! We are a family of four and felt right at home! The kids loved having their bedrooms upstairs and we all slept great in the comfortable beds! I appreciated the living room with the large couch where we could gather together as a family to watch movies/shows in the evening. The beach is about a 15 minute walk, but you can drive or take the dunes buggy. We enjoyed the walk for exercise. The dunes house on the beach is great for cocktails, smoothies or lunch on the beach. The general store is so fun to visit for souvenirs, candy, or a grocery item you may have forgotten. Veronica was a great host and quickly responded if I had any questions! This villa is perfect for your vacation!
Guest favorite
An open living area features a cozy seating arrangement with a large red sectional and armchair. A wooden coffee table is centered on a light carpet, while built-in shelves provide space for decor. A wall-mounted television is positioned above a white fireplace, enhancing the room's functionality.
Home in Hilton Head Island
5 out of 5 average rating, 11 reviews

Beautiful Spacious Beach house-walk to beach

CarolRating, 5 stars1 week ago
Our multi-generational family group had a wonderful stay here. The home had everything we needed, beds were comfy, kitchen and baths were well stocked. The walk to the beach was very easy and the ability to drive and park at other nearby beach entrances was great for a change of pace. Communication between Kristin and partners was excellent. They responded quickly to any questions and were very helpful in offering advice when we had questions about the area. We would definitely stay there again!
Top guest favorite
The exterior of a two-story house is showcased, featuring a combination of light-colored siding and stone accents. A manicured lawn with shrubs and trees borders a paved driveway leading to a garage. Sunlight falls softly across the peaceful front yard.
Home in Bluffton
5 out of 5 average rating, 14 reviews

Cozy Bluffton Retreat for Families & Friends

KimberlyRating, 5 stars4 months ago
The perfect property for our low country Christmas!! The location is about 25 min from Hilton Head, Savannah, Beaufort. The home is very clean . If you have forgotten anything Kate has it there for you until you can get to the store. Our pup enjoyed the backyard. Kate is friendly and responds quickly. We will definitely be back .
Superhost
The exterior of the home is highlighted by a private swimming pool surrounded by a landscaped yard. The pool area includes a concrete deck and is framed by palm trees. A spacious back deck features steps leading down to the pool, enhancing the outdoor experience.
Home in Hilton Head Island
4.67 out of 5 average rating, 6 reviews

Another Day in Paradise - iTrip Hilton Head Home

LindaRating, 5 stars5 months ago
This home was huge! For our 3 families who had gathered for Thanksgiving it was perfect. We especially appreciated that each of the 5 bedrooms had its own bath. There was plenty of room to spread out in the various gathering spots. The kitchen was well-equipped. Debbie from the management company was very sweet to come out to accommodate a special request we had. Multiple tvs allowed for teens to watch different things from the adults. It was an easy walk to the beach to watch the sunsets. Very comfortable beds, too! Highly recommend this place!

Quick stats about vacation rentals in Hilton Head Island

  • Total rentals

    6.2K properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    130K reviews

  • Family-friendly rentals

    5K properties are a good fit for families

  • Pet-friendly rentals

    970 properties allow pets

  • Rentals with a pool

    5.5K properties have a pool

Your guide to Hilton Head Island

All About Hilton Head

There are 24 golf courses and 12 miles of soft-sand beaches spread over Hilton Head Island’s 25,000 acres. Add scenic walking trails, breezy, tropical weather, and an obsession with tennis and there’s a good chance you’re here to recreate and relax. This is an island of swaying palms, easy resort-style living, and the Southern flare for hospitality for which this neck of the woods is known. Hilton Head Island is also steeped in history, with a prominent Gullah-Geechee influence that infuses this little corner of the lowcountry with a cultural richness. There are also restaurants serving traditional Southern fare, oyster shucking stalls, and folk music and artisan wares steeped in West African tradition. With so much layered history everywhere you look, you may have come here to play, but you’ll likely leave having learned a lot too.


The best time to stay in a vacation rental in Hilton Head Island

If you want to visit Hilton Head Island at its busiest and most lively time of year, come during the high summer months of June, July, and August. A golf tournament every spring draws throngs of visitors, but otherwise April and May tend to be quieter times to enjoy the calmer side of island life. Visiting in September or October will also mean mild weather and few crowds, though be careful to check the hurricane forecast as tropical storms can hit in late-autumn. The Island quiets down throughout the winter, and if you choose to come at this time of year, you may just find yourself with a 25,000 acre private island resort at your fingertips — though know that it won’t be the best time for swimming in the ocean.


Top things to do in Hilton Head Island

Learn about Gullah culture

The Gullah-Geechee people of Hilton Head and the surrounding lowcountry are the descendants of enslaved West Africans who, due to the remoteness of their island plantations, managed to preserve their heritage and cultural identity throughout the centuries. Take a boat tour along the waterways that link these island communities, go on a trail walk led by a Gullah elder, or savor Gullah culture in one of the best ways possible — by tasting its influence on so much of Southern cuisine.

Golf

With two dozen golf courses on Hilton Head Island, you can rest assured that this is an excellent place to putt. The island is something of a pilgrimage site for golf aficionados, with the pros and fans alike coming down every year for the regular pro tours and annual tournaments. Note that some of the island’s golf clubs are private or membership only, but fear not, there are still more than 15 public courses that anybody can enjoy.

Sea Pines Forest Preserve

Sea Pines Forest Preserve is a haven of natural beauty, wildlife, and history. Wander along wetland boardwalks, hike through forest trails, and watch alligators bask in the marshes. While here, don’t miss the 4,000-year-old Sea Pines Shell Ring, an important indigenous archeological site, and leave some time to get lost in the secret forest, past a vanishing swamp.

Frequently Asked Questions

  • How is the weather in Hilton Head Island?

    Hilton Head Island experiences a subtropical climate. Summers are hot and humid with temperatures around 90°F (32°C), while winters are mild with temperatures around 60°F (15°C). Rainfall is evenly spread throughout the year.

  • What are some of the best things to do in Hilton Head Island?

    Visitors frequently enjoy exploring the Island's pristine beaches, playing golf on its world-class courses, cycling along the numerous bike trails, and observing wildlife at the Pinckney Island National Wildlife Refuge.

  • What is the best time of year to visit Hilton Head Island?

    Spring and summer, particularly April through June, are the most popular times to visit Hilton Head Island. This period coincides with pleasant weather and popular events such as the RBC Heritage PGA golf tournament in April and the Hilton Head Island Art Festival in May.

  • What are the best places to stay in Hilton Head Island?

    Popular areas to stay on Hilton Head Island include the Sea Pines Resort area with its golf courses and beaches, the Palmetto Dunes Oceanfront Resort area for its central location, and the Harbour Town area known for its iconic lighthouse.

  • What are the best places to visit in Hilton Head Island?

    Coligny Beach Park, Sea Pines Forest Preserve, and the Harbour Town Lighthouse are popular places to visit in Hilton Head Island. The Coastal Discovery Museum is also frequently suggested for those interested in local history and ecology.

  • What are some hiking trails in Hilton Head Island?

    Hilton Head Island has several hiking trails such as those found in Sea Pines Forest Preserve, Fish Haul Creek Park, and Jarvis Creek Park. These trails offer opportunities to explore the island's diverse flora and fauna.

  • What are some family activities to do in Hilton Head Island?

    Families can explore interactive exhibits at the Sandbox, an interactive children's museum, enjoy a dolphin-watching tour, visit the Coastal Discovery Museum, or bike along the many pedestrian-friendly trails on the island.

  • What are some of the best day trip ideas in Hilton Head Island?

    Popular day trips from Hilton Head Island include exploring the historic city of Savannah, Georgia, immersing in the natural beauty of Beaufort, South Carolina, and discovering the rich cultural heritage of the Gullah Geechee Corridor.

  • What types of vacation rentals are available in Hilton Head Island?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Hilton Head Island. From over 1,400 house rentals, over 490 apartment rentals, over 970 villa rentals to over 2,750 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Hilton Head Island?

    Yes! Work meets play with ease at over 3,010 vacation rentals in Hilton Head Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore