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Find the right holiday home for you in Hilton Head Island

The best holiday homes in Hilton Head Island

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

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Direct Oceanfront Private Villa Overlooking Pool/Beach - South Forest Beach - Right next to Coligny Plaza, hotel in Hilton Head Island

Located in Hilton Head Island, a few steps from Coligny Beach Park and 500 metres from Hilton Head Island Beach South, Direct Oceanfront Private Villa Overlooking Pool/Beach - South Forest Beach -...

Scored 9.5
9.5
Rated exceptional
Exceptional
12 reviews
Price from
£360.32
per night
Tranquility in paradise- 2 bedroom villa w/parking, hotel in Hilton Head Island

Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Tranquility in paradise- 2 bedroom villa w/parking is situated in Hilton Head Island.

Nice place!
Scored 9.1
9.1
Rated superb
Superb
14 reviews
Price from
£282.96
per night
A Magical Treehouse by the Sea!, hotel in Hilton Head Island

A recently renovated villa situated in Hilton Head Island, A Magical Treehouse by the Sea! features a private beach area. This property offers access to a balcony, free private parking and free WiFi.

Scored 9.2
9.2
Rated superb
Superb
15 reviews
Price from
£387.97
per night
Pink Sand Hideaway, hotel in Hilton Head Island

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.

Scored 9.9
9.9
Rated exceptional
Exceptional
17 reviews
Price from
£495.75
per night
Big W Villa, hotel in Hilton Head Island

Located in Hilton Head Island, 300 metres from Hilton Head Island Beach South and 500 metres from Coligny Beach Park, Big W Villa offers an outdoor swimming pool and air conditioning.

Scored 9.3
9.3
Rated superb
Superb
7 reviews
Price from
£294.86
per night
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View, hotel in Hilton Head Island

Set in Hilton Head Island, 400 metres from Hilton Head Island Beach South and 700 metres from Coligny Beach Park, Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View offers a private beach...

On the beach! Very close to everything, easy communication with the owners.
Scored 9.4
9.4
Rated superb
Superb
35 reviews
Price from
£249.82
per night
Vacation Bliss LLC, hotel in Hilton Head Island

Boasting pool views, Vacation Bliss LLC features accommodation with a fitness centre, a garden and a bar, around 1.2 km from Singleton Beach.

Scored 8.2
8.2
Rated very good
Very good
62 reviews
Price from
£387.97
per night
Contemporary bliss-newly renovated cozy villa!, hotel in Hilton Head Island

Situated only 100 metres from Hilton Head Island Beach in Hilton Head Island, Contemporary bliss-newly renovated cozy villa!

Scored 8.4
8.4
Rated very good
Very good
9 reviews
Price from
£278.70
per night
Modern Island Serenity!-Pet-Friendly villa, hotel in Hilton Head Island

Featuring air-conditioned accommodation with a balcony, Modern Island Serenity!-Pet-Friendly villa is located in Hilton Head Island.

Scored 8.5
8.5
Rated very good
Very good
8 reviews
Price from
£338.87
per night
Serenity in Paradise, hotel in Hilton Head Island

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

Comfortable. Everything was clean. Price was reasonable. Host has thought everything through well.
Scored 8.6
8.6
Rated fabulous
Fabulous
9 reviews
Price from
£286.37
per night
All holiday homes in Hilton Head Island
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Enjoy breakfast in Hilton Head Island!

  • Spa on Port Royal Sound 2101
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 reviews

    Boasting a sauna, Spa on Port Royal Sound 2101 is set in Hilton Head Island. This beachfront property offers access to a patio and free WiFi.

  • HH Beach & Tennis 322B
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 11 reviews

    Set in Hilton Head Island, just 400 metres from Driessen Beach Park, HH Beach & Tennis 322B offers beachfront accommodation with free WiFi.

    Did not have breakfast, wasn’t aware there was any???

  • Hilton Head Island Resort Townhome with Beach Access
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 6 reviews

    Set in Hilton Head Island, within 1.8 km of Hilton Head Island Beach, Hilton Head Island Resort Townhome with Beach Access offers accommodation with air conditioning.

    Loved the location! Loved everything about this place!

  • A Magical Treehouse by the Sea!
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 15 reviews

    A recently renovated villa situated in Hilton Head Island, A Magical Treehouse by the Sea! features a private beach area. This property offers access to a balcony, free private parking and free WiFi.

    Loved the layout and cleanliness of the place. It’s a very serine place to be.

  • Forest Beach Villas 425
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 8 reviews

    Forest Beach Villas 425 enjoys a location in Hilton Head Island, just 400 metres from Hilton Head Island Beach South and less than 1 km from Hilton Head Island Beach.

  • Pink Sand Hideaway
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 17 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.

    The spaciousness for our group and kitchen supplies were available including candles. I love candles.

  • Surf Court Villas 5
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 11 reviews

    Situated in Hilton Head Island, 200 metres from Coligny Beach Park and 200 metres from Hilton Head Island Beach South, Surf Court Villas 5 features air-conditioned accommodation with a balcony and...

    Clean and well decorated. Comfortable furniture and bed.

  • Turtle View Villa
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 17 reviews

    Situated in Hilton Head Island, Turtle View Villa features accommodation with private pool, free WiFi and free private parking for guests who drive.

    The unit was clean and had enough space for our guests

Save money on holiday homes in Hilton Head Island – budget options available!

  • Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 9 reviews

    Situated in Hilton Head Island in the South Carolina region and Hilton Head Island Beach South reachable within 100 metres, Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog...

    Nice, clean house. Well laid out for our families

  • Big W Villa
    Budget options available
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 7 reviews

    Located in Hilton Head Island, 300 metres from Hilton Head Island Beach South and 500 metres from Coligny Beach Park, Big W Villa offers an outdoor swimming pool and air conditioning.

    It was very roomy, clean and nice 😊 Great location

  • Springwood Villas II
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 15 reviews

    Springwood Villas II is located in Hilton Head Island, less than 1 km from Hilton Head Island Beach South, a 12-minute walk from Coligny Beach Park, and 1.6 km from Hilton Head Island Beach.

    the layout was very good. It fit my needs very well.

  • Pender Lane 13
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 7 reviews

    Located in Hilton Head Island, Pender Lane 13 provides air-conditioned accommodation with a patio and free WiFi.

  • Racquet Club Villas 2361
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 12 reviews

    Racquet Club Villas 2361 is set in Hilton Head Island. Guests can benefit from a balcony and a children's playground. Free WiFi is included throughout the property.

    The location was wonderful and the condo was spotless.

  • Fraser's Folly - Updated Harbour Town Villa
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 9 reviews

    Featuring air-conditioned accommodation with a patio, Fraser's Folly - Updated Harbour Town Villa is located in Hilton Head Island.

    Limpio,muy espacioso,cómodo,tenía todo lo que necesitaba

  • Beachwood Place 1H
    Budget options available
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 11 reviews

    Set in Hilton Head Island, just a few steps from Coligny Beach Park, Beachwood Place 1H offers beachfront accommodation with free WiFi.

    Clean and pleasantly decorated. Location is perfect.

  • Hammock Breeze 11
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 6 reviews

    Set in Hilton Head Island, 100 metres from Fish Haul Beach Park, Hammock Breeze 11 offers air-conditioned accommodation with a balcony and free WiFi.

    The location was great. Nice and quiet neighborhood

Great access to the city centre! Check these holiday homes in Hilton Head Island

  • Pink Sand Lane 50
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Hilton Head Island, Pink Sand Lane 50 features air-conditioned accommodation with a patio and free WiFi. Outdoor seating is also available at the holiday home.

  • 7124 Harbourside I
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Hilton Head Island, within 2.3 km of Hilton Head Island Beach, 7124 Harbourside I offers accommodation with air conditioning.

  • Hilton Head Island Townhome with Screened Porch
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    Hilton Head Island Townhome with Screened Porch is set in Hilton Head Island. Free WiFi is included throughout the property.

  • Yacht Club Villas 7542
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 reviews

    Featuring accommodation with a pool with a view, Yacht Club Villas 7542 is located in Hilton Head Island. Guests can benefit from a patio and a children's playground.

  • Tranquility in paradise- 2 bedroom villa w/parking
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 14 reviews

    Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Tranquility in paradise- 2 bedroom villa w/parking is situated in Hilton Head Island.

    Clean, quiet, good location, everything we had everything we needed!

  • Blissful
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Located in Hilton Head Island, Blissful provides accommodation with a private pool. Free WiFi is offered throughout the property and private parking is available on site.

  • Hilton Head Waterfront Golf Getaway Pet Friendly!
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 4 reviews

    Located in Hilton Head Island, Hilton Head Waterfront Golf Getaway Pet Friendly! provides air-conditioned accommodation with a patio and free WiFi.

  • Anchorage 7421
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews

    Set in Hilton Head Island in the South Carolina region, Anchorage 7421 features a balcony. Guests staying at this villa have access to a patio.

  • Spacious, cozy villa w/parking in Coligny Villas
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 21 reviews

    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.

    close to all the shops and walking distance to the beach- kids loved the pool too

  • Serenity in Paradise
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 9 reviews

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

  • HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 22 reviews

    Featuring air-conditioned accommodation with a balcony, HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location is set in Hilton Head Island.

    Pet friendly, clean, very nice villa, pool, quiet, location.

  • Harbourside 7126
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 9 reviews

    Situated in Hilton Head Island in the South Carolina region, Harbourside 7126 has a balcony. This villa also features a pool with a view.

    The apartment was well kept, loved the view! The beds were very comfortable highly recommend.

  • Modern Island Serenity!-Pet-Friendly villa
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 8 reviews

    Featuring air-conditioned accommodation with a balcony, Modern Island Serenity!-Pet-Friendly villa is located in Hilton Head Island.

  • Contemporary bliss-newly renovated cozy villa!
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 9 reviews

    Situated only 100 metres from Hilton Head Island Beach in Hilton Head Island, Contemporary bliss-newly renovated cozy villa!

  • Anchorage Village
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 8 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.

  • Modern Hilton Head Townhome about 4 Mi to Beach!
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 3 reviews

    Modern Hilton Head Townhome about 4 Mi to Beach! is set in Hilton Head Island. Free WiFi is at guests' disposal throughout the property.

  • Harbourside 7150
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 4 reviews

    Set in Hilton Head Island, 2.5 km from Hilton Head Island Beach, Harbourside 7150 offers air-conditioned accommodation with a balcony and free WiFi.

  • Harbourside 7123
    Scored 7.7
    7.7
    Rated good
    Good
     · 26 reviews

    Situated in Hilton Head Island in the South Carolina region, Harbourside 7123 has a balcony. Boasting a lift, this property also provides guests with a children's playground.

    Great location. Beautiful view. Easy access to restaurants and shopping.

  • Harbourside 7127
    Scored 7.6
    7.6
    Rated good
    Good
     · 5 reviews

    Set in Hilton Head Island, 2.4 km from Hilton Head Island Beach, Harbourside 7127 offers air-conditioned accommodation with a balcony and free WiFi.

    Location, dog friendly, size

  • 505 Main Sail
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    Situated in Hilton Head Island, within 2.5 km of Hilton Head Island Beach, 505 Main Sail offers accommodation with air conditioning.

  • 7162 Harbourside II
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 1 review

    Set in Hilton Head Island, within 2.8 km of Hilton Head Island Beach, 7162 Harbourside II offers accommodation with air conditioning.

  • St. Andrews 1671

    St. Andrews 1671 is located in Hilton Head Island. Both free WiFi and parking on-site are available at the villa free of charge.

  • Buck Island by AvantStay Exclusive Private Island Sleeps 26 Pool Hot Tub Views

    Featuring air-conditioned accommodation with a patio, Buck Island by AvantStay Exclusive Private Island Sleeps 26 Pool Hot Tub Views is located in Hilton Head Island.

  • Owners Club At Hilton Head - Managed by Elite Alliance

    Set in Hilton Head Island in the South Carolina region, Owners Club At Hilton Head - Managed by Elite Alliance features a terrace.

  • 48 Pink Sand Luxury 4 BR Vacation Home

    Set in Hilton Head Island in the South Carolina region, 48 Pink Sand Luxury 4 BR Vacation Home features accommodation with free private parking. Outdoor seating is also available at the holiday home.

  • 26 Pink Sand 4 BR Luxury Vacation Home

    Situated in Hilton Head Island in the South Carolina region, 26 Pink Sand 4 BR Luxury Vacation Home provides accommodation with free private parking.

  • 36 Pink Sand 4 BR Luxury Home

    Located in Hilton Head Island in the South Carolina region, 36 Pink Sand 4 BR Luxury Home offers accommodation with free private parking. Outdoor seating is also available at the holiday home.

  • 28 Pink Sand Lane Luxury Vacation Home

    Located in Hilton Head Island in the South Carolina region, 28 Pink Sand Lane Luxury Vacation Home features accommodation with free private parking.

FAQ about holiday homes in Hilton Head Island

Holiday homes that guests love in Hilton Head Island

  • Avg. price/night: £97.34
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 361 reviews
    Everything super feel relaxed and safe nebourhood Very clean environment
    Robinson O Fabiyi
    Solo traveller
  • Avg. price/night: £155.72
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 409 reviews
    This hotel is amazing, lovely greeting from reception lady, made us feel very welcome, room was just stunning, very clean, very nicely decorated and bed very comfortable. The location is ideal walkable to the beach and lots of shops and restaurants, there is also a free trolley bus that will take you all around the island.
    Elaine
    Family with young children
  • Avg. price/night: £282.96
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 18 reviews
    The villa was very clean, comfortable and had everything necessary. We weren't there long enough to use the pool, but it was a nice plus. Quiet community setting. We enjoyed the private back patio.
    Linda
    Young couple
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 226 reviews
    Excellent location. Great pool area. Very clean everywhere.
    Holmes
    Young couple
  • Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 71 reviews
    We loved the apartment, its location and most of the amenities. It was very clean and all the appliances worked well. We enjoyed the beautiful view from our deck/lanai. The bed was also very comfortable. The beach was only a 5 minute walk from our apt. which was a nice perk. There was some maintenance work being done at the time which they had warned us about, but it really didn't interfere with our enjoyment of the apt.
    K
    Kenneth
    Young couple
  • Avg. price/night: £93.34
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 402 reviews
    Very clean, staff was very nice.
    R
    Rachel
    Family with young children
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 432 reviews
    The rooms were very clean and comfortable. Lots of space and comfort for our family. We came in for a college tennis tournament so we did not have time to spend at the pool, but the pool was very clean and I wish we could have had time to spend there.
    Ann
    Group
  • Avg. price/night: £130.85
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 3,023 reviews
    The staff is very welcoming! The room is very clean and has a microwave and refrigerator, it's also pretty big! The bathroom as well. The balcony had two chairs! The breakfast was delicious! The kitchen had all we needed!
    Giorgia
    Young couple
  • Avg. price/night: £130.85
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 3,023 reviews
    Lovely hotel very clean and ideally located to explore Hilton Head. Close to some nice restaurants and only a few minutes drove from the beach. Plenty of parking on site and a good breakfast menu.
    Roger
    Young couple
  • Avg. price/night: £130.85
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 3,023 reviews
    Enjoyed the 2 story suite. Good AC. Very clean. Nice pool. Nice breakfast.
    Jean
    Young couple

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