Holiday Rentals in Hilton Head Island
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Holiday Rentals for every style
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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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Renovated Cottage: 4th row from the Beach!
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.
Spacious, cozy villa w/parking in Coligny Villas
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.
New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!
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.
Newly Remodeled Hilton Head Villa
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.
Classy & comfortable condo!
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.
Turtle View Villa
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.
In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach
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.
Springwood Villas with pool excess half a mile from beach
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.
HHI Homes LLC
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.
Sweet Nest Bluffton Cottage
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.
Most booked holiday rentals in Hilton Head Island and surroundings in the past month
Popular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.4Very good - What previous guests thought, 37 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 51 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 47 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 44 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.3Very good - What previous guests thought, 24 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 25 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 46 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.5Very good - What previous guests thought, 44 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 25 reviewsPopular with guests booking holiday rentals in Hilton Head Island
Scored out of 10, guest rating 8.0Very good - What previous guests thought, 21 reviews
Holiday Rentals with swimming pools in Hilton Head Island and nearby
- Scored out of 10, guest rating 9.5Exceptional - 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.
Serenity in Paradise
Hilton Head IslandSwimming poolScored out of 10, guest rating 8.6Fabulous - What previous guests thought, 18 reviewsFeaturing air-conditioned accommodation with a private pool, garden view and a balcony, Serenity in Paradise is located in Hilton Head Island.
- Scored out of 10, guest rating 7.5Good - 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.
240 Captains Quarters
Hilton Head IslandSwimming pool240 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.
Great location near Shops and Restaurants Bikes & Beach Gear included
Hilton Head IslandSwimming poolFeaturing 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 IslandSwimming poolSet in Hilton Head Island, within 3 km of Hilton Head Island Beach, 7484 Anchorage Villa offers accommodation with air conditioning.
Anchorage 7449
Hilton Head IslandSwimming poolScored out of 10, guest rating 8.3Very good - What previous guests thought, 3 reviewsBoasting air-conditioned accommodation with a patio, Anchorage 7449 is situated in Hilton Head Island.
7474 Anchorage Villas
Hilton Head IslandSwimming poolLocated 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.
Highly rated holiday rentals in Hilton Head Island and nearby
Pink Sand Hideaway
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 8.6Fabulous - What previous guests thought, 21 reviewsSituated 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.
Harbourside 7126
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 9.1Superb - What previous guests thought, 15 reviewsBoasting air-conditioned accommodation with a terrace, Harbourside 7126 is situated in Hilton Head Island. Guests can benefit from a balcony and an outdoor pool.
Newly Remodeled Hilton Head Villa
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 9.3Superb - What previous guests thought, 18 reviewsFeaturing 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.
Yacht Club Villas 7542
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 9.0Superb - What previous guests thought, 7 reviewsLocated 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.
Vacation Bliss LLC
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 51 reviewsLocated 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 8.9Fabulous - 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.
Pools, Beach Access South Carolina Retreat!
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 8.0Very good - What previous guests thought, 5 reviewsBoasting air-conditioned accommodation with a balcony, Pools, Beach Access South Carolina Retreat! is set in Hilton Head Island.
Hilton Head Resort 2221
Hilton Head Island8.0+ review scoreScored out of 10, guest rating 8.0Very good - What previous guests thought, 22 reviewsSet 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.
These holiday rentals in Hilton Head Island and nearby have options with free cancellation
MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included
Hilton Head IslandFree cancellation options availableSet 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.
4 Bed 35 BA 1K 3Q 2T Sleeper Sofa Park 3 Cars Bikes & Beach Gear included
Hilton Head IslandFree cancellation options availableLocated 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.
King 2 Queens 3 Doubles Foldout Stainless Steel Beach Gear included
Hilton Head IslandFree cancellation options availableLocated in Hilton Head Island in the South Carolina region, King 2 Queens 3 Doubles Foldout Stainless Steel Beach Gear included provides accommodation with free WiFi and free private parking.
4 Mi to Beach Family-Friendly Hilton Head Retreat
Hilton Head IslandFree cancellation options availableScored out of 10, guest rating 7.5Good - What previous guests thought, 2 reviews4 Mi to Beach Family-Friendly Hilton Head Retreat is set in Hilton Head Island. Free WiFi is at guests' disposal throughout the property.
2 Mi to Beach Hilton Head Condo with Pool!
Hilton Head IslandFree cancellation options availableScored out of 10, guest rating 9.3Superb - What previous guests thought, 4 reviewsBoasting 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.
226 Captain's Quarters
Hilton Head IslandFree cancellation options available226 Captain's Quarters is situated in Hilton Head Island. Both free WiFi and parking on-site are accessible at the villa free of charge.
2 Mi to Beach Condo with Pool Access in Hilton Head
Hilton Head IslandFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewFeaturing 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 IslandFree cancellation options availableSet in Hilton Head Island, within 2.7 km of Hilton Head Island Beach, 510 Mainsail offers accommodation with air conditioning.
Enjoy breakfast in Hilton Head Island and nearby
505 Main Sail
Hilton Head IslandBreakfast optionsScored out of 10, guest rating 7.0Good - What previous guests thought, 1 reviewSituated in Hilton Head Island, within 2.7 km of Hilton Head Island Beach, 505 Main Sail offers accommodation with air conditioning.
304 Main Sail
Hilton Head IslandBreakfast optionsLocated in Hilton Head Island, within 2.7 km of Hilton Head Island Beach, 304 Main Sail offers accommodation with air conditioning.
109 Main Sail
Hilton Head IslandBreakfast optionsSet in Hilton Head Island, within 2.7 km of Hilton Head Island Beach, 109 Main Sail offers accommodation with air conditioning.
Harbourside 7123
Hilton Head IslandBreakfast optionsScored out of 10, guest rating 5.0Passable - What previous guests thought, 19 reviewsSituated 2.7 km from Hilton Head Island Beach, Harbourside 7123 offers accommodation with a terrace. Boasting a lift, this property also provides guests with an outdoor pool.
7169 Harbourside II
Hilton Head IslandBreakfast optionsBoasting a spa bath, 7169 Harbourside II is situated in Hilton Head Island. Both free WiFi and parking on-site are accessible at the villa free of charge.
7135 Harbourside II In the heart of dining and shopping Harbour View Sleeps 4 Shelter Cove
Hilton Head IslandBreakfast optionsScored out of 10, guest rating 9.3Superb - What previous guests thought, 3 reviewsSet in Hilton Head Island, within 2.5 km of Hilton Head Island Beach, 7135 Harbourside II In the heart of dining and shopping Harbour View Sleeps 4 Shelter Cove offers accommodation with air...
7124 Harbourside I
Hilton Head IslandBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewLocated in Hilton Head Island, 7124 Harbourside I offers accommodation with an outdoor pool. Both free WiFi and parking on-site are accessible at the villa free of charge.
403 Main Sail
Hilton Head IslandBreakfast optionsLocated in Hilton Head Island, within 2.5 km of Hilton Head Island Beach, 403 Main Sail offers accommodation with air conditioning.
FAQ about holiday rentals in Hilton Head Island
Holiday rentals that guests love in Hilton Head Island
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 8 reviewsThe villa was clean, well stocked. It is a short walking distance from the beach and other amenities. Great location!Guest review byEnasFamily with young children
- Avg. price/night: US$330.45Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 17 reviewsWe 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 byLutherFamily with young children
