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Holiday Rentals in Hilton Head Island

Find the holiday rentals that appeal to you the most

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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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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Cute 2 bedroom, 2 bath Condo at Folly Field Beach, holiday rental in Hilton Head Island

Situated in Hilton Head Island in the South Carolina region and Folly Field Beach Park reachable within 700 metres, Cute 2 bedroom, 2 bath Condo at Folly Field Beach features accommodation with free WiFi, a children's playground, a private beach area and free private parking. The air-conditioned accommodation is less than 1 km from Driessen Beach Park. The apartment offers an outdoor swimming pool with a fence, as well as a hot tub and full-day security.

We thoroughly enjoyed our stay in this lovely condo, and I highly recommend this place! The hosts were very responsive and communicated with us regularly before and during our stay. Location was great with private walking paths to the beach, which was not crowded there. Nice areas for walking within the condo complex as well as the surrounding neighborhood. Easy driving for getting to other places on the island as well. Condo was clean and appliances/furniture/bathrooms looked brand new. Welcome pack of dish soap/laundry detergent/papertowels/etc was much appreciated. Amenities (pools and tennis/pickleball courts) were well maintained. Beach towels and chairs available, although I would recommend bringing your own chairs.

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9.4
Superb
5 reviews
Price from
US$227.09
per night
Check availability
Hilton Head Vacation Rental Private Beach Access!, holiday rental in Hilton Head Island

Boasting sea views, Hilton Head Vacation Rental Private Beach Access! provides accommodation with a balcony, around 200 metres from Folly Field Beach Park. The air-conditioned accommodation is 400 metres from Driessen Beach Park. The property is non-smoking and is situated 2.4 km from Burkes Beach.

What I like most is how clean the place was! I always take my cleaning supplies with me out town but I can honestly say that I didn’t need them this time!

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9.3
Superb
7 reviews
Price from
US$263.07
per night
Check availability
Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools, holiday rental in Hilton Head Island

Situated in Hilton Head Island, 1.1 km from Singleton Beach and 1.2 km from Hilton Head Island Beach, Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools offers a private beach area and air conditioning. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 1.6 km from Burkes Beach.

Very large and inviting for a condo..clean and comfortable and the amenities are amazing. Will definitely stay again

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9
Superb
5 reviews
Price from
US$242.28
per night
Check availability
Coastal Luxe Villa by the Beach, holiday rental in Hilton Head Island

Set in Hilton Head Island in the South Carolina region and Fish Haul Beach Park reachable within 60 metres, Coastal Luxe Villa by the Beach offers accommodation with free WiFi, a children's playground, a private beach area and free private parking. Boasting full-day security, this property also provides guests with a terrace. Guests also enjoy access to the sauna and hot tub, as well as the spa facilities and fitness room.

Perfect place to stay - had everything we needed, really nice place, lovely host. We enjoyed our stay here.

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9.1
Superb
22 reviews
Price from
US$501.17
per night
Check availability
Classy & comfortable condo!, holiday rental in Hilton Head Island

Comprising a private beach area and an indoor pool, Classy & comfortable condo! is a recently renovated accommodation in Hilton Head Island situated close to Fish Haul Beach Park. Complimentary WiFi is available throughout the property and private parking is available on site. The apartment has a picnic area and a hot tub.

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.

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9.4
Superb
19 reviews
Price from
US$411.06
per night
Check availability
3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head, holiday rental in Hilton Head Island

Featuring air-conditioned accommodation with a patio, 3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head is located in Hilton Head Island. This property offers access to a terrace, tennis at the tennis court, free private parking and free WiFi. The holiday home provides an outdoor swimming pool with a fence, as well as a sauna and free shuttle service.

The place was clean and perfectly located to enjoy all of Hilton Head. Every thing worked and was modern and up to date.

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9.7
Exceptional
6 reviews
Price from
US$399.60
per night
Check availability
A Magical Treehouse by the Sea!, holiday rental in Hilton Head Island

Situated in Hilton Head Island, A Magical Treehouse by the Sea! features accommodation with heated pool, free WiFi and free private parking for guests who drive. This villa offers a private beach area as well as a bar.

Excellent location. The hosts were quick to respond when we had an issue. They went above and beyond to help us out. We would definitely love to stay again for a longer period of time.

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9.6
Exceptional
11 reviews
Price from
US$554.18
per night
Check availability
Pink Sand Hideaway, holiday rental in Hilton Head Island

The spacious holiday home features 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with garden views. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area.

The home was beautiful. I mentioned to Susan that it was my Grandson's birthday and she decorated and left goodies for him. The home was cozy, comfortable and very close to the Beach. We had a blast! Thank you guys so much!

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10
Exceptional
12 reviews
Price from
US$658.38
per night
Check availability
Remodeled Corner Unit 2 2 Overlooking the Lagoon, holiday rental in Hilton Head Island

Set in Hilton Head Island, 400 metres from Driessen Beach Park and 400 metres from Folly Field Beach Park, Remodeled Corner Unit 2 2 Overlooking the Lagoon offers air-conditioned accommodation with a patio and free WiFi. With sea views, this accommodation provides a swimming pool. The property is non-smoking and is located 2.5 km from Burkes Beach.

It was comfortable and roomy and had everything you needed. Nice shower.

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9.2
Superb
5 reviews
Price from
US$450.60
per night
Check availability
Turtle View Villa, holiday rental in 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 balcony, tennis at the tennis court, free private parking and free WiFi. The property offers bike hire and features a garden and picnic area.

The location was perfect and it was the perfect size for our group. we were in walking distance of food and shopping.

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9.6
Exceptional
14 reviews
Price from
US$454
per night
Check availability
All holiday rentals in Hilton Head Island

Most booked holiday rentals in Hilton Head Island this month

Enjoy breakfast in Hilton Head Island!

  • Cute 2 bedroom, 2 bath Condo at Folly Field Beach
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Situated in Hilton Head Island in the South Carolina region and Folly Field Beach Park reachable within 700 metres, Cute 2 bedroom, 2 bath Condo at Folly Field Beach features accommodation with free...

  • Hilton Head Vacation Rental Private Beach Access!
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 7 reviews

    Boasting sea views, Hilton Head Vacation Rental Private Beach Access! provides accommodation with a balcony, around 200 metres from Folly Field Beach Park.

    Location was great- just as described- photos were exact.

  • Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Situated in Hilton Head Island, 1.1 km from Singleton Beach and 1.2 km from Hilton Head Island Beach, Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools offers a private beach area and air...

  • Coastal Luxe Villa by the Beach
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 22 reviews

    Set in Hilton Head Island in the South Carolina region and Fish Haul Beach Park reachable within 60 metres, Coastal Luxe Villa by the Beach offers accommodation with free WiFi, a children's playground...

    Perfect place to stay - had everything we needed, really nice place, lovely host. We enjoyed our stay here.

  • Classy & comfortable condo!
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 19 reviews

    Comprising a private beach area and an indoor pool, Classy & comfortable condo! is a recently renovated accommodation in Hilton Head Island situated close to Fish Haul Beach Park.

    The condo was beautiful was stocked with all the cooking things a person could need. The grounds was beautiful.

  • 3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Featuring air-conditioned accommodation with a patio, 3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head is located in Hilton Head Island.

  • A Magical Treehouse by the Sea!
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 11 reviews

    Situated in Hilton Head Island, A Magical Treehouse by the Sea! features accommodation with heated pool, free WiFi and free private parking for guests who drive.

    Super close proximity to shops. Lots of nature surrounding the property. Nice outdoor seating area. Hosts gave quick responses

  • Pink Sand Hideaway
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 12 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.

    Beautiful, cozy, quiet, and clean. This home has everything! I definitely look forward to staying here again!

These holiday rentals in Hilton Head Island have options with FREE cancellation

Highly rated holiday rentals in Hilton Head Island

  • Tranquility in paradise- 2 bedroom villa w/parking
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 7 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.

  • Serenity in Paradise
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 6 reviews

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

  • Elegant 2-bedroom pet-friendly villa w 2 parking spaces
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 14 reviews

    Featuring air-conditioned accommodation with a private pool, garden view and a patio, Elegant 2-bedroom pet-friendly villa w 2 parking spaces is located in Hilton Head Island.

    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.

  • HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 12 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.

  • HHI Homes LLC
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 17 reviews

    Located in Hilton Head Island in the South Carolina region, HHI Homes LLC features a balcony. This property offers access to a terrace and free private parking.

    Everything was great! Cleanliness, location, ease of checking in

  • In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 6 reviews

    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.

    I have never stayed at a place this well stocked!! They thought of everything!

  • Springwood Villas II
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 14 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.

  • Pender Lane 13
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

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

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