Skip to content
Sign up
Log in
Vacation rentals in Hilton Head Island

Vacation rentals in Hilton Head Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hilton Head Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Ocean Oak Resort by Hilton Grand Vacations 2BR 2BA
    Entire apartment · 6 guests · 4 beds · 2 baths
    Ocean Oak Resort by Hilton Grand Vacations 2BR 2BA

    Ocean Oak Resort by Hilton Grand Vacations Club is a new oceanfront property offering the best of low country luxury located within minutes of the exceptional golf and tennis, nature excursions, boating and beach activities, and wealth of restaurants this barrier island is known for. Built to harmonize with the special beauty of Hilton Head Island, Ocean Oak Resort's two island-style, midrise buildings are complemented by an outstanding collection of resort amenities fit for the entire family.

    What guests are saying:

    “A great place on a great property. Vanessa was a very thoughtful and attentive host, checking with us to make sure everything was going well during our stay. I wouldn’t hesitate to recommend it.”

  • Wonderful Island's Retreat (With Private Pool)
    SUPERHOSTEntire house · 8 guests · 5 beds · 2 baths
    Wonderful Island's Retreat (With Private Pool)

    Wonderful Island’s Retreat is found in the heart of Hilton Head Island. It is beautifully decorated with upscale decor. The decoration is personally chosen to fit the ambiance of a beach house. The beach is approximately 5 minutes away in car distance, 10 minutes in bike distance and 15 to 20 minutes walking distance. In addition to that you have nearby bike trails, shopping centers and restaurants. This location is exceptional for anyone looking to visit HHI!

    What guests are saying:

    “This place is better than the pictures. Sparkling clean with all the necessary items to have a safe family "shelter in place" in a new place. My son enjoyed his school zoom classes next to the pool, and then jumping in right afterwards. The lanai was a perfect place to relax. We absolutely enjoyed it!”

  • 267 Seaside Villas
    SUPERHOSTEntire villa · 4 guests · 2 beds · 1 bath
    267 Seaside Villas

    Direct oceanfront, luxury villa. Best location in Sea Side Villas, corner unit with 180 degree views of the beach and Atlantic ocean. Mere steps from the beach. Entirely redesigned with top of line appointments. Walking distance to shops and restaurants.

    What guests are saying:

    “We had a great time at Hilton Head and loved staying at Jim's place. The unit is exactly as advertised and Jim is a great host and very responsive. The unit has a full ocean view and is in a conveniently located complex right on the beach and close to shops and restaurants. The unit was recently renovated and has charming decor. The unit has everything you need for your stay including great beach chairs which we appreciated. The bed was very comfortable and the location at the end of the hall ensured peace and quit at night. The unit was sparkling clean when we arrived. Overall a wonderful beach trip and we hope to stay with Jim again if we return!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Hilton Head Island holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Hilton Head Island

Ocean Front Resort Villa
SUPERHOSTEntire condominium
Ocean Front Resort Villa
Price:$120 NZD / night
Hilton Head Beach, private aptment.
SUPERHOSTEntire guest suite
Hilton Head Beach, private aptment.
Price:$129 NZD / night
Seen on HGTV: Le Beau Marais Sea Loft in Sea Pines
SUPERHOSTEntire house
Seen on HGTV: Le Beau Marais Sea Loft in Sea Pines
Price:$303 NZD / night
Play and Relax, at Hilton Head Beach Resort with Nature
SUPERHOSTEntire condominium
Play and Relax, at Hilton Head Beach Resort with Nature
Price:$303 NZD / night
⚡ Walk2Beach✔Max 10✔Pet-friendly✔WiFi✔king ß✔grill
SUPERHOSTEntire house
⚡ Walk2Beach✔Max 10✔Pet-friendly✔WiFi✔king ß✔grill
Price:$183 NZD / night
Bluffton Casita
SUPERHOSTEntire guesthouse
Bluffton Casita
Price:$152 NZD / night
Hilton Head Studio Apt Palmetto Dunes  9/26-10/3
Entire apartment
Hilton Head Studio Apt Palmetto Dunes 9/26-10/3
Price:$101 NZD / night
Sand Dollar by The Sea, Folly Field Beach
SUPERHOSTEntire house
Sand Dollar by The Sea, Folly Field Beach
Price:$213 NZD / night
Private Beach House: Getaways, Weddings & Events
SUPERHOSTEntire house
Private Beach House: Getaways, Weddings & Events
Price:$380 NZD / night
Beachfront property with ocean/sunrise view!
SUPERHOSTEntire condominium
Beachfront property with ocean/sunrise view!
Price:$137 NZD / night
Hilton Head Comfort -Queen bed w/private bath
SUPERHOSTPrivate room
Hilton Head Comfort -Queen bed w/private bath
Price:$129 NZD / night
Our Villa by the Sea
SUPERHOSTEntire condominium
Our Villa by the Sea
Price:$151 NZD / night
Show all