The 10 best holiday rentals in Hilton Head Island, USA | Booking.com
Skip to main content

Holiday Rentals in Hilton Head Island

Find the holiday rentals that appeal to you the most

The best holiday rentals in Hilton Head Island

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

Filter by:

Review score

Renovated Cottage: 4th row from the Beach!

Hilton Head Island

Situated in Hilton Head Island, within 400 metres of Folly Field Beach Park, Renovated Cottage: 4th row from the Beach! offers accommodation with air conditioning.

R
Rosemary
From
United Kingdom
The location is very convenient to the beach. The host responded promptly and courteously to any queries and the kitchen was very well equipped.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 12 reviews
Price from
US$239
1 night, 2 adults

New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!

Hilton Head Island

Featuring lake views, New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach! offers accommodation with a garden, around 1.1 km from Driessen Beach Park.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 8 reviews
Price from
US$647.83
1 night, 2 adults

Newly Remodeled Hilton Head Villa

Hilton Head Island

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.

H
Helen
From
Ireland
The property exceeded our expectations and was in a superb location. Beautiful sunset views from the balcony and everything you could need within a short distance. The apartment is fitted out with everything you could need and more and is perfect for a family holiday. Will definitely return and really appreciated the quick responses to any of our questions from the owners and property manager.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 18 reviews
Price from
US$360
1 night, 2 adults

Classy & comfortable condo!

Hilton Head Island

Classy & comfortable condo! is a recently renovated apartment in Hilton Head Island, where guests can make the most of its outdoor swimming pool, free WiFi, private beach area and indoor pool.

K
Konrad
From
Poland
The apartment was fully equipped, clean & very close to the beach! The support and service were very good! When kids locked a door, we immediately received help and support.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 51 reviews
Price from
US$285
1 night, 2 adults

Turtle View Villa

Hilton Head Island

Boasting air-conditioned accommodation with a private pool, Turtle View Villa is situated in Hilton Head Island. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 20 reviews
Price from
US$279.45
1 night, 2 adults

In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach

Hilton Head Island

In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach is set in Hilton Head Island and offers a bar. This holiday home has a private pool, a garden and free private parking.

C
Caroline
From
United Kingdom
Superb location. Fantastic facilities. But most importantly, incredibly kind and attentive hosts who went out their way to make us feel welcomed and our stay as comfortable as possible. Excellent communication all the way through our stay from before to after. We couldn’t have asked for more. The extra small touches such as our welcome basket were fabulous and really appreciated. Brian and Karen are wonderful hosts.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 18 reviews
Price from
US$162
1 night, 2 adults

Spacious, cozy villa w/parking in Coligny Villas

Hilton Head Island

Featuring air-conditioned accommodation with a private pool, pool view and a balcony, Spacious, cozy villa w/parking in Coligny Villas is located in Hilton Head Island.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 24 reviews
Price from
US$212.50
1 night, 2 adults

Springwood Villas with pool excess half a mile from beach

Hilton Head Island

Boasting air-conditioned accommodation with a private pool, inner courtyard view and a patio, Springwood Villas with pool excess half a mile from beach is set in Hilton Head Island.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 12 reviews
Price from
US$220
1 night, 2 adults

HHI Homes LLC

Hilton Head Island

Featuring air-conditioned accommodation with a balcony, HHI Homes LLC is located in Hilton Head Island. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 12 reviews
Price from
US$337.50
1 night, 2 adults

Sweet Nest Bluffton Cottage

Bluffton (Near Hilton Head Island)

Situated in Bluffton, 39 km from Ships of the Sea Museum and 39 km from City Market, Sweet Nest Bluffton Cottage offers a garden and air conditioning.

A
Andrew
From
United Kingdom
A little jewel with also a very calm outside area
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 15 reviews
Price from
US$204
1 night, 2 adults
All holiday rentals in Hilton Head Island

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

See all

Enjoy breakfast in Hilton Head Island and nearby

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, 52 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 8.8
    Fabulous - What previous guests thought, 18 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.

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

  • 226 Captain's Quarters

    Hilton Head Island
    Free cancellation options available

    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

    Hilton Head Island
    Free cancellation options available

    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.

  • 7484 Anchorage Villa

    Hilton Head Island
    Free cancellation options available

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

  • Anchorage Village

    Hilton Head Island
    Free cancellation options available
    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.

  • 7474 Anchorage Villas

    Hilton Head Island
    Free cancellation options available

    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.

  • 510 Mainsail

    Hilton Head Island
    Free cancellation options available

    Set in Hilton Head Island, within 2.7 km of Hilton Head Island Beach, 510 Mainsail offers accommodation with air conditioning.

FAQ about holiday rentals in Hilton Head Island

Holiday rentals that guests love in Hilton Head Island

See all
  • 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
  • Avg. price/night: US$358.79
    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