Holiday rentals in Hilton Head Island

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Popular amenities for Hilton Head Island holiday rentals

Stay near Hilton Head Island's top sights

Folly Field Beach27 locals recommend
Hilton Head Resort6 locals recommend
Palmetto Dunes Oceanfront Resort3 locals recommend
Hudson's Seafood House On The Docks182 locals recommend
Coligny Plaza Shopping Center178 locals recommend
The Sea Pines Resort11 locals recommend

Other great holiday rentals in Hilton Head Island

Guest favourite
Apartment in Hilton Head Island
4.97 out of 5 average rating, 30 reviews

The Spa at Port Royal Sound 3237

SaraRating, 5 stars1 week ago
Paul’s place was the perfect retreat for our family of five. I appreciated the privacy and 24/7 gated security. Paul’s place had everything we needed for our stay, and Paul communicated with me right along the way. The amenities at the spa were great, and I enjoyed reading and drinking my coffee on the balcony. We recommend!
Guest favourite
Flat in Hilton Head Island
4.95 out of 5 average rating, 21 reviews

Best family vacation ever!

ChristopherRating, 5 stars3 weeks ago
Loved our time here. The location was a short walk to the beach. Rented bikes all week and had access to tons of bike paths. It was great to have the pool steps from the back door.
Guest favourite
Apartment in Hilton Head Island
4.88 out of 5 average rating, 105 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

KayleeRating, 5 stars2 weeks ago
We had a great time staying at Kacie’s condo. The location was great and she was so quick to respond with any questions we had. Definitely recommend!
Superhost
Apartment in Hilton Head Island
4.86 out of 5 average rating, 56 reviews

Need a break from ordinary? Relaxing quite Resort

TammyRating, 5 stars3 weeks 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
Apartment in South Beach
4.75 out of 5 average rating, 4 reviews

Stunning Water View Villa Near Beach, Hilton Head

PaulRating, 5 stars24 months ago
We had a wonderful long weekend stay, I would highly recommend this apartment to anyone looking for the perfect place to enjoy Hiilton Head. The amenities were all within a short walk and the fishing was an even shorter walk. I can't wait to come back again.
Guest favourite
Bungalow in Hilton Head Island
5 out of 5 average rating, 116 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

MichaelRating, 5 stars3 weeks ago
This was our first time on Hilton Head Island and we really got lucky with Kelly's place! It is in the perfect location on the island; the Sea Pines Resort is absolutely gorgeous! Kelly's octagonal house is an architectural wonder, the interior design is lovely, and the house was squeaky-clean. We loved being able to walk just 2 minutes to the 25 yard community pool and just 5 minutes to the beautiful white, sandy beach. We rode our bikes on the paths to see the horses and the nature preserve. There is so much wildlife in this area! Kelly's place is also close to Harbor Town and its cute shops and great restaurants but, importantly for us, her home is not in a touristy spot. We loved our stay and hope to return!
Superhost
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Singleton beach-off season bookings

RuthRating, 5 stars10 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.
Guest favourite
Home in Hilton Head Island
4.9 out of 5 average rating, 50 reviews

Amazing Location & Value Family-Golf-Tennis Trips!

ManoraRating, 5 stars3 months ago
The pictures do not do it justice! It did match the pictures posted on the site, but inside the home was bigger than expected. Beautifully decorated in coastal decor. We absolutely LOVED being able to walk down to Harbour Town for treats, shopping and entertainment. Thank you Tom for a wonderful stay!!!

Quick stats about holiday rentals in Hilton Head Island

  • Total rentals

    6.2K properties

  • Nightly prices starting at

    £8 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

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