The 10 best holiday rentals in Hilton Head Island, USA | Booking.com
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Holiday Rentals in Hilton Head Island

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The best holiday rentals in Hilton Head Island

Check out our pick of great holiday rentals in Hilton Head Island

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Most booked holiday rentals in Hilton Head Island and surroundings in the past month

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These holiday rentals in Hilton Head Island and nearby have options with free cancellation

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Owners Club At Hilton Head - Managed by Elite Alliance offers a hot tub, as well as air-conditioned accommodation in Hilton Head Island.

  • Set in Hilton Head Island in the South Carolina region, MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included offers accommodation with free WiFi and free private parking.

  • Pink Sand Hideaway

    Hilton Head Island
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 21 reviews

    Situated in Hilton Head Island in the South Carolina region, Pink Sand Hideaway features accommodation with free WiFi and free private parking. The property has quiet street views.

  • Located in Hilton Head Island in the South Carolina region, 4 Bed 35 BA 1K 3Q 2T Sleeper Sofa Park 3 Cars Bikes & Beach Gear included provides accommodation with free WiFi and free private parking.

  • Located in Hilton Head Island in the South Carolina region, King 2 Queens 3 Doubles Foldout Stainless Steel Bikes & Beach Gear included provides accommodation with free WiFi and free private parking.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    4 Mi to Beach Family-Friendly Hilton Head Retreat is set in Hilton Head Island. Free WiFi is at guests' disposal throughout the property.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 4 reviews

    Boasting air-conditioned accommodation with a balcony, 2 Mi to Beach Hilton Head Condo with Pool! is situated in Hilton Head Island. This apartment features accommodation with a patio.

  • Serenity in Paradise

    Hilton Head Island
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 18 reviews

    Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Serenity in Paradise is located in Hilton Head Island.

Highly rated holiday rentals in Hilton Head Island and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 15 reviews

    Boasting air-conditioned accommodation with a terrace, Harbourside 7126 is situated in Hilton Head Island. Guests can benefit from a balcony and an outdoor pool.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 18 reviews

    Featuring river views, Newly Remodeled Hilton Head Villa provides accommodation with a private beach area and a patio, around 2.6 km from Hilton Head Island Beach.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 7 reviews

    Located in Hilton Head Island, 2.6 km from Hilton Head Island Beach, Yacht Club Villas 7542 provides accommodation with a hot tub. Guests can benefit from a patio and an outdoor pool.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 51 reviews

    Located just 1.2 km from Singleton Beach, Vacation Bliss LLC provides accommodation in Hilton Head Island with access to a garden, a bar, as well as a lift.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 19 reviews

    Situated in Hilton Head Island, within 1 km of Singleton Beach, Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools offers accommodation with air conditioning.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 5 reviews

    Boasting air-conditioned accommodation with a balcony, Pools, Beach Access South Carolina Retreat! is set in Hilton Head Island.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 22 reviews

    Set in Hilton Head Island in the South Carolina region, with Singleton Beach nearby, Hilton Head Resort 2221 provides accommodation with access to a fitness room.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 6 reviews

    Set in Hilton Head Island, within less than 1 km of Singleton Beach, Seas the Day - Boardwalk to the Beach, 3 pools, Tennis offers accommodation with air conditioning.

Enjoy breakfast in Hilton Head Island and nearby

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 4 reviews

    Boasting air-conditioned accommodation with a patio, 100 Harmony 2BDR 2 Free Parking Pool Pet Friendly Near All is situated in Hilton Head Island.

  • 226 Captain's Quarters is situated in Hilton Head Island. Both free WiFi and parking on-site are accessible at the villa free of charge.

  • 240 Captains Quarters is situated in Hilton Head Island. Both free WiFi and parking on-site are accessible at the villa free of charge. The villa features an outdoor swimming pool and a lift.

  • Featuring a year-round outdoor pool and pool views, Great location near Shops and Restaurants Bikes & Beach Gear included is set in Hilton Head Island.

  • Set in Hilton Head Island, within 3 km of Hilton Head Island Beach, 7484 Anchorage Villa offers accommodation with air conditioning.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 3 reviews

    Situated in Hilton Head Island, South Carolina region, Anchorage Village is set 2.8 km from Hilton Head Island Beach. There is a private entrance at the villa for the convenience of those who stay.

  • Located in Hilton Head Island, 2.9 km from Hilton Head Island Beach, 7474 Anchorage Villas provides air-conditioned accommodation with a balcony and free WiFi.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a balcony, 2 Mi to Beach Condo with Pool Access in Hilton Head is located in Hilton Head Island.

FAQ about holiday rentals in Hilton Head Island

Holiday rentals that guests love in Hilton Head Island

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  • Lagoon and Fountain Views Villa in Palmetto Dunes

    Holiday Rental in Hilton Head Island
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 8 reviews
    The villa was clean, well stocked. It is a short walking distance from the beach and other amenities. Great location!
    Guest review by
    Enas
    Family with young children

  • Tranquility in paradise- 2 bedroom villa w/parking

    Holiday Rental in Hilton Head Island
    Avg. price/night: US$330.45
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 17 reviews
    We had a family of six, five adults and a child. There was enough room to accommodate all of us. We hung out at the patio a lot too. The entire place was very nice and clean. We went on Father’s Day weekend, couldn’t beat the price, and was pleasantly surprised at how nice the villa was. Hope to visit again soon!
    Guest review by
    Luther
    Family with young children