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The 10 Best Holiday Rentals in Hilton Head Island, USA

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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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.

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9
Superb
5 reviews
Price from
£194
per night

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.

Location was on point and safe

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9.1
Superb
21 reviews
Price from
£261
per night

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. This property offers access to a terrace, free private parking and free WiFi. The property features a children's playground and outdoor furniture.

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9
Superb
6 reviews
Price from
£306
per night

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
18 reviews
Price from
£315
per night

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
£321
per night

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
£445
per night

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
£505
per night

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
£304
per night

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
£260
per night

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 Friendly features accommodation with free WiFi, barbecue facilities, a private beach area and free private parking. This recently renovated holiday home is located 1.6 km from Coligny Beach Park and 2.7 km from Hilton Head Island Beach. The accommodation provides private check-in and check-out and a shared lounge for guests.

Nice, clean house. Well laid out for our families

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9.7
Exceptional
7 reviews

Most booked holiday rentals in Hilton Head Island this month

Enjoy breakfast in Hilton Head Island!

  • 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
     · 21 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
     · 18 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!

  • Remodeled Corner Unit 2 2 Overlooking the Lagoon
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 reviews

    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...

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

    Boasting air-conditioned accommodation with a private pool, Turtle View Villa is situated in Hilton Head Island.

    nicely furnished, comfortable beds, well equipped kitchen, great for families

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

  • Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 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

  • Ocean Dunes Villas Coligny Beach 43 S Forest Beach Dr, Hilton Head SC #111 Heated Pool Ocean View By Vacation Rental HHI LLC
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 23 reviews

    Featuring air-conditioned accommodation with a heated pool, Ocean Dunes Villas Coligny Beach 43 S Forest Beach Dr, Hilton Head SC #111 Heated Pool Ocean View By Vacation Rental HHI LLC is located in...

    location, quiet, pool, not crowded, access to beach

  • Idyllic Sea Pines Villa Walk to the Beach and More!
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Set in Hilton Head Island, just 500 metres from South Beach, Idyllic Sea Pines Villa Walk to the Beach and More! offers beachfront accommodation with free WiFi.

  • New Pics! Harbour Town 3BR/3BA - Pool Access - Book Now
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 12 reviews

    Set in Hilton Head Island in the South Carolina region, New Pics! Harbour Town 3BR/3BA - Pool Access - Book Now features a patio and garden views.

    We loved everything about the property! Beautiful place!

  • 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
    Free cancellation options available
    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
    Free cancellation options available
    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.

  • The Rustic Anchor
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 23 reviews

    The Rustic Anchor is a recently renovated aparthotel in Hilton Head Island, where guests can makes the most of its indoor pool, fitness centre and garden.

    It was very beautiful and everyone was very welcoming and nice

Highly rated holiday rentals in Hilton Head Island

  • Tranquility in paradise- 2 bedroom villa w/parking
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 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.

  • 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 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

  • Bright Beach Condo on 50-Acre Hilton Head Resort!
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Offering free bikes and sea view, Bright Beach Condo on 50-Acre Hilton Head Resort! is located in Hilton Head Island, 300 metres from Folly Field Beach Park and 300 metres from Driessen Beach Park.

  • Racquet Club Villas 2361
    9.3
    Scored 9.3
    Superb
    Rated 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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

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

  • Beachwood Place 1H
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 reviews

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

  • Golfmaster D2
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Set in Hilton Head Island, 2.8 km from Hilton Head Island Beach South and 2.9 km from Hilton Head Island Beach, Golfmaster D2 offers air conditioning.

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