Beachfront vacation rentals in Hilton Head Island

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Popular amenities for Hilton Head Island beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Condo in South Beach
5 out of 5 average rating, 70 reviews

Steps away from South Beach & Salty Dog!

DebbieRating, 5 stars2 months ago
What a great condo! Exactly what we were looking for in Sea Pines. Came for our anniversary and to escape the cold NC mountain winter. Who knew HH would get over 4” of snow while we were visiting! Made for a memorable trip for sure! Kim was so kind and understanding and reached out to us to offer us another night or so to be able to travel safely out of the area. Enjoyed being able to bring our dog and walk right out across the street to the beach and walk the beautiful paths to salty dog. We’d definitely stay here again (didn’t mind the walk up steps to the 3rd floor at all - happy to get some exercise - but that would be a consideration if you had knee/mobility issues.) All in all, this was a very nice condo, comfortable, clean and well stocked and we are grateful for our lovely stay.
Top guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 27 reviews

Curlew Cottage only 80 steps to sand! A hidden gem

TylerRating, 5 stars1 day ago
Me and my wife had our honeymoon at Curlew Cottage and it was absolutely perfect!! Alli's place was incredibly clean and modern. The kitchen had anything you would need to cook like you were at your own home. She even left us flowers and champagne for our arrival which was a very nice personal touch. You couldn't ask for a better host with her quick responses and great recommendations of places to eat and things to do. The cottage is truly only 80 steps to the beach and the beach chairs and wagon made the beach an easy and relaxing time. The cottage is also around a 2-3 minute walk to plenty of shops and restaurants. There is so many things to do so close that the only reason to use your vehicle is to go to the grocery store. It truly is in a perfect location and is owned by a fantastic host. If your interested in this stay I would just book it because your not gonna find a better value or location in hilton head if your a small family or couple.
Guest favourite
Cottage in Hilton Head Island
4.87 out of 5 average rating, 61 reviews

New Cottage: 4th row & fully fenced back yard!

RobynRating, 5 stars2 weeks ago
Everything was exactly described, as the reviews said the shower is small but the place was perfect for a family with 2 small kids. Having the detachable shower head helped with their age. The beach access was better than Florida beaches and we saw the sunrise on the beach several times. The kitchen was well stocked. Back yard was good for the dogs. My allergies did flare up but I’m highly allergic to animals so I expect it with dog friendly places (mine are hypoallergenic). Would stay there again.
Superhost
Cottage in Hilton Head Island
4.94 out of 5 average rating, 79 reviews

Beach City @ Freedom Park

ChapinRating, 5 stars1 month ago
We greatly enjoyed our time in Hilton Head. The house was clean and spacious with a variety of bedrooms for us and our friends. The master is on the main floor. There was grass in front and a small backyard for our little pug to go to the bathroom, too. The house is walking distance to a nearby park and even a cat sanctuary. There were a lot of games in the upstairs closet so there was plenty to do on rainy days. Harbour Town is about 25 minutes away and don’t forget your $9 cash. We ate at some great nearby restaurants, but our favorite was OMBRA Cucina Italiana. Highly recommended!
Superhost
Home in Hilton Head Island
4.75 out of 5 average rating, 8 reviews

Carolina Cottage Sea Pines - 4 BR/4BA Heated Pool!

TammyRating, 5 stars7 months ago
This was our first vacation with our very first grandchild. I didn’t think anything could possibly make it any better, but Jonathan went above and beyond to make sure we were ready for anything and completely comfortable. I’m normally a beach person, but that was a little more than we were prepared for with the little one and her time schedule, so the pool was an absolute Godsend. All 3 of our adult sons came and brought their SO and we had plenty of room to spread out or be together and enjoy ourselves. Thanks Jonathan
Superhost
Townhouse in Hilton Head Island
4.82 out of 5 average rating, 28 reviews

Walk to Beach. Pet Friendly. King Bed.

CarolynRating, 5 stars6 months ago
We had a wonderful stay at Helena’s condo! Everything was exactly as pictured and described. The condo was very clean and had everything we could have possibly needed and then some! It was a quick walk to the beach and the pool area was wonderful. Hellena is an excellent Host and was super quick and friendly with all communications! I highly recommend this condo!
Guest favourite
Condo in Hilton Head Island
4.84 out of 5 average rating, 149 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

BenRating, 5 stars1 month ago
Jackie was very responsive and flexible with our travel plans very accommodating and friendly. Place is exactly as described, clean and quiet area. Being able to walk to Folly field beach was a key for us making this the perfect place.
Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 21 reviews

Seas The Day /Stepless/ Walk to Beach/ New 2023

SandraRating, 5 stars4 months ago
Seas the Day was perfect for us! We stayed during the week of Thanksgiving and the space more than met our needs. The location was quiet, the space was clean and the condo was the perfect size for a couple. We enjoyed the grill and the neighborhood was very safe. The condo is an easy walk to the beach and the greenway. We love HHI in the fall. We would definitely recommend this condo and would love to stay here again when we return.

Beachfront home rentals with a pool

Top guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 5 reviews

2nd Row - Private Pool ~ 4 King Bedrooms

NickRating, 5 stars4 months ago
We visited Linda and Jay's in November 2024 and had a very special week in this house. With young children, the proximity to the beach and ease of access was a huge difference maker. My wife and I went down the beach several nights after the kids were in bed and star gazed knowing we could be back in the house in under 30 seconds if needed. The home itself was very well appointed for working remotely. See above proximity to beach making it easy to pop out for 30 min or an hour easily if you need to do this. I would also say this house would be perfect for multi family or large family gatherings. We used the bedrooms and full baths as assets to make it easier to care for 2 under 2, but given each bedroom has its own full bath, you could have everyone together while still not needing to share those private spaces. Highly recommended!!
Superhost
Condo in Hilton Head Island
4.85 out of 5 average rating, 110 reviews

Modern villa for vacation or remote work getaway!

LindsayRating, 5 stars3 months ago
The condo was very clean and well stocked. It was just a short walk to the beach, and we enjoyed the indoor pool and tennis courts. Great location that was a short drive to the many activities on Hilton Head. We enjoyed our stay!
Superhost
Condo in Hilton Head Island
4.86 out of 5 average rating, 113 reviews

Bohomian Beach Villa Beachfront Resort

BrittanyRating, 5 stars2 weeks ago
We loved our stay! Excellent location, and truly was steps from the beach. It was also easy to get to other parts of the island, and we loved some of the parks, walking paths, feral cats, etc in the area! The condo was as described. Easy to get into, and all necessary items were available- including beach chairs. We will definitely be back!
Top guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 133 reviews

Beach Ocean Front -Heated Pool

RebeccaRating, 5 stars8 months ago
My Husband and I loved this gem of a place. The location is perfect. Beautiful views of the ocean from the 3rd floor. The condo was very clean. The bed and linens were comfortable. Craig was kind and responsive. This place surpassed our expectations and we truly had a wonderful vacation!
Superhost
Home in Hilton Head Island
4.87 out of 5 average rating, 45 reviews

Classic Hilton Head Beach Cottage

StephanieRating, 5 stars5 months ago
We had a great stay at Stephen’s place! We loved the peaceful walk to Coligny shopping and the short walk to the very calm beach. The outdoor living areas were wonderful and the natural lighting of the home gave us the true vacation home feel we were looking for. Thank you!!
Guest favourite
Condo in Hilton Head Island
4.87 out of 5 average rating, 121 reviews

Ocean view villa south end with resort amenities

AndrewRating, 5 stars1 month ago
Clean and comfy with friendly host! Great location and amenities - would definitely stay again!
Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 10 reviews

Beachfront Complex - 3 pools & Tennis - King Bed

HannahleeRating, 5 stars1 week ago
Perfect relaxing, quiet,beautiful place for our honeymoon, with an easy walk to the beach. So many delicious restaurants to choose from and everyone was nice and pleasant! Would highly recommend, and we will definitely be back!
Guest favourite
Condo in Hilton Head Island
4.88 out of 5 average rating, 134 reviews

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐

TomRating, 5 stars4 weeks ago
The villa had a tremendous ocean view and was exactly as presented. Bill/Kathy were quick to respond to questions, which were few. The location near Coligny circle shops and restaurants, and the beach was ideal. Really enjoyed our stay.

Private beachfront home rentals

Superhost
Condo in Hilton Head Island
5 out of 5 average rating, 7 reviews

Direct Oceanfront! Amazing view of the ocean!

TiaRating, 5 stars7 months ago
Debbie’s place was such a relaxing and wonderful stay! My husband and I had the best time. Not only was the bed super comfortable but the views were amazing and so relaxing! Debbie provides everything you need to have a wonderful stay, and was such a thoughtful host! We definitely will be back!
Guest favourite
Condo in Hilton Head Island
4.85 out of 5 average rating, 26 reviews

Ocean Dunes 111 / 1 Bedroom Condo Steps from Beach

JonathanRating, 5 stars2 months ago
The place was as described. It had all the amenities that we needed. Beach items was a plus. Location was great. Walk to the beach in minutes was awesome. Heated pool in December was great.
Superhost
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

4205 Windsor @ Palmetto Dunes | Oceanfront Villa

JuliaRating, 5 stars5 months ago
Our stay was excellent! The space was exactly like the photos and the layout was perfect for my family of 4 with my two children having their own room and bathroom. The view from the balcony was amazing and peaceful and the ability to easily walk down to the beach and pool were beyond convenient. (Cosmetic updates could be done however that’s my preference and it doesn’t take away from the stay or the beautiful view). The host was extremely responsive and very proactive with clear instructions for the entire process. It was a great stay for my entire family!
Top guest favourite
Condo in Hilton Head Island
4.75 out of 5 average rating, 68 reviews

Flip Flops Required at Isola Bella

EmmaRating, 5 stars5 months ago
Very nice place, looks just like pictures plenty of room! Close to everything and very nice beach access
Superhost
Condo in Hilton Head Island
4.76 out of 5 average rating, 211 reviews

Family Getaway for Making Memories Together

SusanRating, 5 stars2 weeks ago
Teena’s place was beautiful -the beds are very comfortable and nice to have two bedrooms and two bathrooms. It was so nice to be right on the beach and see the sunrise. We saw a lot of birds, including a resident pair of eagles! We were fascinated by the length of the difference between low and high tide and it was neat to experience it all. The indoor pool and hottub was nice to have since the outdoor pool wasn’t technically open yet (even though we did lounge on the chairs and dip in slightly when we got hot.) We enjoyed how peaceful and private this area of the island is. We would go back again -thank you, Teena, for providing a lovely home away from home for us.
Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 19 reviews

Island Paradise! Entire Villa

AddisonRating, 5 stars4 months ago
This unit was in a prime location! Close to shopping and restaurants. We were minutes away from Burke's Beach. Everything was clean and laid out in the home, any issues I had Ornela was quick in her response. We ended up adding an extra day because we did not want to leave. Will definitely plan on staying here again.
Superhost
Condo in Hilton Head Island
4.88 out of 5 average rating, 92 reviews

NEW 2 Bed/Bath Beachfront Complex w/ 3 Restaurants

JayRating, 5 stars8 months ago
As advertised. A pleasant condo for our family of five. Well stocked on beach items. Furniture/beds comfortable and livable. Hosts responsive and accommodating.
Guest favourite
Condo in Hilton Head Island
4.89 out of 5 average rating, 182 reviews

Hilton Head Hidden Gem

BarryRating, 5 stars4 days ago
The sun rise is beautiful! And be sure to check out the sunset when the tide is low. The Hidden Gem has a well stocked kitchen, plenty of storage, and the beds and pillows are very comfortable. We appreciated having a screened in porch a washer/dryer with laundry soap and security that controls entry. For bike riders, the paths by the complex are in good shape. Location is fantastic; out of the congestion but very easy to navigate to all parts of the island and to Bluffton. Theresa thank you for sharing the Hidden Gem with us. We had a wonderful time.

Quick stats about beachfront rentals in Hilton Head Island

  • Total rentals

    950 properties

  • Nightly prices starting at

    $14 CAD before taxes and fees

  • Total number of reviews

    40K reviews

  • Family-friendly rentals

    600 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    910 properties have a pool

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