Vacation rentals in Hilton Head Island

with the largest selection, best availability, and unbeatable prices

United States

South Carolina

Hilton Head Island

1-20 of 123 places to stay

Surf Court Villas 5
Surf Court Villas 5

Villa

5.1 mi to the city center
26 S Forest Beach Dr Apt 5, Hilton Head Island, United States

Situated around 20 minutes' walk from the Dune Lane|the Dune Lane Beach Access, the 3-bedroom Surf Court Villas 5 Hilton Head Island provides access to numerous tourist attractions in the area.

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Ocean One 215
Ocean One 215

Apartment

5.1 mi to the city center
44 North Sea Pines Drive, Hilton Head Island, United States

The spacious Ocean One 215 Apartment Hilton Head Island is located just 1.3 km from swallowtail|the Swallowtail and a 16-minute walk from the Dune Lane|the Dune Lane Beach Access. Offering in close…

starts from

US$ 196 per one night

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Ocean-View Balcony: Beachfront Hilton Head Condo
Ocean-View Balcony: Beachfront Hilton Head Condo

Holiday home

5 mi to the city center
4 N Forest Beach Dr 227, Hilton Head Island, United States

Excellent

(23 reviews)

8.2

The 48 m² Ocean-View Balcony Beachfront Hilton Head Condo Hilton Head Island is situated 17 minutes' walk from swallowtail|the Swallowtail and offers a heated swimming pool.

starts from

US$ 255 per one night

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Tranquility In Paradise- 2 Bedroom Villa W/Parking
Tranquility In Paradise- 2 Bedroom Villa W/Parking

Villa

2.5 mi to the city center
400 William Hilton Parkway 36, Hilton Head Island, United States

Excellent

(24 reviews)

9.4

The 1-bedroom Tranquility In Paradise- 2 Bedroom Villa W/Parking Hilton Head Island is located nearly 5 minutes' walk from the Beaufort County Libraries and features a private swimming pool and a…

starts from

US$ 158 per one night

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Harbourside 7126
Harbourside 7126

Villa

2.7 mi to the city center
17 Harbourside Ln Unit 7126, Hilton Head Island, United States

The 3-bedroom Harbourside 7126 Villa Hilton Head Island offers proximity to nearby tourist spots, such as the Shelter Cove Lane, situated approximately a 5-minute walk away.

starts from

US$ 244 per one night

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Seaside 102
Seaside 102

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 102, Hilton Head Island, United States

Excellent

(10 reviews)

9

Located merely 1.8 km from the Sandbox, the 1-bedroom Seaside 102 Villa Hilton Head Island features Wi-Fi, an ATM and a lift.

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Seaside 249
Seaside 249

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 249, Hilton Head Island, United States

Excellent

(18 reviews)

8.8

Staying at the 1-bedroom Seaside 249 Villa Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is nearly a 10-minute drive away. Along with an ATM and a…

starts from

US$ 167 per one night

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Renovated Cottage: 4Th Row From The Beach!
Renovated Cottage: 4Th Row From The Beach!

Holiday home

3.7 mi to the city center
10 Periwinkle Lane, Hilton Head Island, United States

Excellent

(12 reviews)

9

The 1-bedroom Renovated Cottage: 4Th Row From The Beach! Hilton Head Island is located approximately 10 minutes by car from the Main Street Village Shopping Center and invites guests to enjoy a patio.

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Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball
Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball

Apartment

3 mi to the city center
663 William Hilton Parkway 3417, Hilton Head Island, United States

Excellent

(12 reviews)

8.6

The 2-room Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball Hilton Head Island is located 16 minutes' walk from Chaplin Community Public Park and about 4 km from Coastal…

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Walk To Beach: Nautical Hilton Head Resort Condo!
Walk To Beach: Nautical Hilton Head Resort Condo!

Holiday home

3 mi to the city center
663 William Hilton Parkway, Hilton Head, Sc 29928, Us, Hilton Head Island, United States

Good

(10 reviews)

7.8

The spacious Walk To Beach Nautical Hilton Head Resort Condo! Hilton Head Island is located in Hilton Head Island, 4 km from the Coastal Discovery Museum, and pampers guests with a hot tub. The…

starts from

US$ 345 per one night

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The Spa 1115
The Spa 1115

Apartment

4.2 mi to the city center
239 Beach City Road, Hilton Head Island, United States

Excellent

(8 reviews)

8.4

starts from

US$ 286 per one night

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13 Beach Stop Hilton Head
13 Beach Stop Hilton Head

Apartment

4.8 mi to the city center
36 Deallyon Avenue Apt 13, Hilton Head Island, United States

Excellent

(7 reviews)

10

Offering an outdoor swimming pool, the spacious 13 Beach Stop Hilton Head Hilton Head Island apartment is situated a 25-minute walk from the Sandbox Interactive Children's Museum. One of the…

starts from

US$ 517 per one night

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103 Seacrest
103 Seacrest

Villa

5 mi to the city center
10 N Forest Beach Dr Ph 2, Hilton Head Island, United States

Excellent

(10 reviews)

9.2

Located a mere 5 minutes' walk from Coligny Beach Oceanside Park, the 2-bedroom 103 Seacrest Villa Hilton Head Island offers horseback riding to diversify guests' leisure. Located 3.5 km from the…

starts from

US$ 503 per one night

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Hhr 4104
Hhr 4104

Holiday home

3 mi to the city center
663 William Hilton Parkway 4104, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

The 2-bedroom Hhr 4104 Villa Hilton Head Island is located nearly a 15-minute drive from the Shelter Cove Community Park and provides a steam room, a Jacuzzi, and a sauna. The Hilton Head Island…

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Seaside 278
Seaside 278

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 278, Hilton Head Island, United States

Excellent

(14 reviews)

9.2

Nestled 4.8 km from the Gregg Russell Harbour Town Playground, the 1-bedroom Seaside 278 Villa Hilton Head Island entices guests to explore various tourist destinations nearby. Along with an ATM…

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Blissful
Blissful

Villa

4.2 mi to the city center
239 Beach City Road, Hilton Head Island, United States

Excellent

(7 reviews)

9

starts from

US$ 311 per one night

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Springwood Villas With Pool Excess Half A Mile From Beach
Springwood Villas With Pool Excess Half A Mile From Beach

Apartment

4.8 mi to the city center
36 Deallyon Avenue, Hilton Head Island, United States

Good

(11 reviews)

8

The 116 m² Springwood Villas With Pool Excess Half A Mile From Beach Hilton Head Island apartment offers easy access to such tourist sites as swallowtail|the Swallowtail, located around 5 minutes'…

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Beachfront Bliss
Beachfront Bliss

Villa

4.1 mi to the city center
Ocean Lane 77, Hilton Head Island, United States

Excellent

(9 reviews)

9.8

Located within 25 minutes' walk of the Shelter Cove Harbour & Marina, the 2-bedroom Beachfront Bliss Hilton Head Island villa offers a patio with views of the sea. Offering an outdoor swimming pool…

starts from

US$ 353 per one night

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Pool, Beach & Ocean View: Hilton Head Resort Condo
Pool, Beach & Ocean View: Hilton Head Resort Condo

Holiday home

3.5 mi to the city center
Hilton Head Island, SC, 29928, Hilton Head Island, United States

Excellent

(12 reviews)

9.8

The 1-room Pool, Beach And Ocean View Hilton Head Resort Condo Hilton Head Island is also located around 5 minutes' walk from the Folly Field Beach Park. Along with sea views, this 54 m² apartment…

starts from

US$ 195 per one night

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Coastal Escape | Pool | Tennis | Near Beach
Coastal Escape | Pool | Tennis | Near Beach

Holiday home

2.5 mi to the city center
400 William Hilton Parkway #114, Hilton Head Island, United States

Good

(7 reviews)

6.6

starts from

US$ 116 per one night

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Surf Court Villas 5

Villa

5.1 mi to the city center

26 S Forest Beach Dr Apt 5, Hilton Head Island, United States

Situated around 20 minutes' walk from the Dune Lane|the Dune Lane Beach Access, the 3-bedroom Surf Court Villas 5 Hilton Head Island provides access to numerous tourist attractions in the area.

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Ocean One 215

Apartment

5.1 mi to the city center

44 North Sea Pines Drive, Hilton Head Island, United States

The spacious Ocean One 215 Apartment Hilton Head Island is located just 1.3 km from swallowtail|the Swallowtail and a 16-minute walk from the Dune Lane|the Dune Lane Beach Access. Offering in close…

starts from

US$ 196 per one night

View hotel

Ocean-View Balcony: Beachfront Hilton Head Condo

Holiday home

5 mi to the city center

4 N Forest Beach Dr 227, Hilton Head Island, United States

Excellent

(23 reviews)

8.2

The 48 m² Ocean-View Balcony Beachfront Hilton Head Condo Hilton Head Island is situated 17 minutes' walk from swallowtail|the Swallowtail and offers a heated swimming pool.

starts from

US$ 255 per one night

View hotel

Tranquility In Paradise- 2 Bedroom Villa W/Parking

Villa

2.5 mi to the city center

400 William Hilton Parkway 36, Hilton Head Island, United States

Excellent

(24 reviews)

9.4

The 1-bedroom Tranquility In Paradise- 2 Bedroom Villa W/Parking Hilton Head Island is located nearly 5 minutes' walk from the Beaufort County Libraries and features a private swimming pool and a…

starts from

US$ 158 per one night

View hotel

Harbourside 7126

Villa

2.7 mi to the city center

17 Harbourside Ln Unit 7126, Hilton Head Island, United States

The 3-bedroom Harbourside 7126 Villa Hilton Head Island offers proximity to nearby tourist spots, such as the Shelter Cove Lane, situated approximately a 5-minute walk away.

starts from

US$ 244 per one night

View hotel

Seaside 102

Holiday home

5.2 mi to the city center

23 South Forest Beach Drive 102, Hilton Head Island, United States

Excellent

(10 reviews)

Located merely 1.8 km from the Sandbox, the 1-bedroom Seaside 102 Villa Hilton Head Island features Wi-Fi, an ATM and a lift.

View hotel

Seaside 249

Holiday home

5.2 mi to the city center

23 South Forest Beach Drive 249, Hilton Head Island, United States

Excellent

(18 reviews)

8.8

Staying at the 1-bedroom Seaside 249 Villa Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is nearly a 10-minute drive away. Along with an ATM and a…

starts from

US$ 167 per one night

View hotel

Renovated Cottage: 4Th Row From The Beach!

Holiday home

3.7 mi to the city center

10 Periwinkle Lane, Hilton Head Island, United States

Excellent

(12 reviews)

The 1-bedroom Renovated Cottage: 4Th Row From The Beach! Hilton Head Island is located approximately 10 minutes by car from the Main Street Village Shopping Center and invites guests to enjoy a patio.

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Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball

Apartment

3 mi to the city center

663 William Hilton Parkway 3417, Hilton Head Island, United States

Excellent

(12 reviews)

8.6

The 2-room Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball Hilton Head Island is located 16 minutes' walk from Chaplin Community Public Park and about 4 km from Coastal…

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Walk To Beach: Nautical Hilton Head Resort Condo!

Holiday home

3 mi to the city center

663 William Hilton Parkway, Hilton Head, Sc 29928, Us, Hilton Head Island, United States

Good

(10 reviews)

7.8

The spacious Walk To Beach Nautical Hilton Head Resort Condo! Hilton Head Island is located in Hilton Head Island, 4 km from the Coastal Discovery Museum, and pampers guests with a hot tub. The…

starts from

US$ 345 per one night

View hotel

The Spa 1115

Apartment

4.2 mi to the city center

239 Beach City Road, Hilton Head Island, United States

Excellent

(8 reviews)

8.4

starts from

US$ 286 per one night

View hotel

13 Beach Stop Hilton Head

Apartment

4.8 mi to the city center

36 Deallyon Avenue Apt 13, Hilton Head Island, United States

Excellent

(7 reviews)

Offering an outdoor swimming pool, the spacious 13 Beach Stop Hilton Head Hilton Head Island apartment is situated a 25-minute walk from the Sandbox Interactive Children's Museum. One of the…

starts from

US$ 517 per one night

View hotel

103 Seacrest

Villa

5 mi to the city center

10 N Forest Beach Dr Ph 2, Hilton Head Island, United States

Excellent

(10 reviews)

9.2

Located a mere 5 minutes' walk from Coligny Beach Oceanside Park, the 2-bedroom 103 Seacrest Villa Hilton Head Island offers horseback riding to diversify guests' leisure. Located 3.5 km from the…

starts from

US$ 503 per one night

View hotel

Hhr 4104

Holiday home

3 mi to the city center

663 William Hilton Parkway 4104, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

The 2-bedroom Hhr 4104 Villa Hilton Head Island is located nearly a 15-minute drive from the Shelter Cove Community Park and provides a steam room, a Jacuzzi, and a sauna. The Hilton Head Island…

View hotel

Seaside 278

Holiday home

5.2 mi to the city center

23 South Forest Beach Drive 278, Hilton Head Island, United States

Excellent

(14 reviews)

9.2

Nestled 4.8 km from the Gregg Russell Harbour Town Playground, the 1-bedroom Seaside 278 Villa Hilton Head Island entices guests to explore various tourist destinations nearby. Along with an ATM…

View hotel

Blissful

Villa

4.2 mi to the city center

239 Beach City Road, Hilton Head Island, United States

Excellent

(7 reviews)

starts from

US$ 311 per one night

View hotel

Springwood Villas With Pool Excess Half A Mile From Beach

Apartment

4.8 mi to the city center

36 Deallyon Avenue, Hilton Head Island, United States

Good

(11 reviews)

The 116 m² Springwood Villas With Pool Excess Half A Mile From Beach Hilton Head Island apartment offers easy access to such tourist sites as swallowtail|the Swallowtail, located around 5 minutes'…

View hotel

Beachfront Bliss

Villa

4.1 mi to the city center

Ocean Lane 77, Hilton Head Island, United States

Excellent

(9 reviews)

9.8

Located within 25 minutes' walk of the Shelter Cove Harbour & Marina, the 2-bedroom Beachfront Bliss Hilton Head Island villa offers a patio with views of the sea. Offering an outdoor swimming pool…

starts from

US$ 353 per one night

View hotel

Pool, Beach & Ocean View: Hilton Head Resort Condo

Holiday home

3.5 mi to the city center

Hilton Head Island, SC, 29928, Hilton Head Island, United States

Excellent

(12 reviews)

9.8

The 1-room Pool, Beach And Ocean View Hilton Head Resort Condo Hilton Head Island is also located around 5 minutes' walk from the Folly Field Beach Park. Along with sea views, this 54 m² apartment…

starts from

US$ 195 per one night

View hotel

Coastal Escape | Pool | Tennis | Near Beach

Holiday home

2.5 mi to the city center

400 William Hilton Parkway #114, Hilton Head Island, United States

Good

(7 reviews)

6.6

starts from

US$ 116 per one night

View hotel

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Vacation rentals (123)

123 properties found

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Surf Court Villas 5
Surf Court Villas 5

Villa

5.1 mi to the city center
26 S Forest Beach Dr Apt 5, Hilton Head Island, United States

Situated around 20 minutes' walk from the Dune Lane|the Dune Lane Beach Access, the 3-bedroom Surf Court Villas 5 Hilton Head Island provides access to numerous tourist attractions in the area.

View hotel
Ocean One 215
Ocean One 215

Apartment

5.1 mi to the city center
44 North Sea Pines Drive, Hilton Head Island, United States

The spacious Ocean One 215 Apartment Hilton Head Island is located just 1.3 km from swallowtail|the Swallowtail and a 16-minute walk from the Dune Lane|the Dune Lane Beach Access. Offering in close…

starts from

US$ 196 per one night

View hotel
Ocean-View Balcony: Beachfront Hilton Head Condo
Ocean-View Balcony: Beachfront Hilton Head Condo

Holiday home

5 mi to the city center
4 N Forest Beach Dr 227, Hilton Head Island, United States

Excellent

(23 reviews)

8.2

The 48 m² Ocean-View Balcony Beachfront Hilton Head Condo Hilton Head Island is situated 17 minutes' walk from swallowtail|the Swallowtail and offers a heated swimming pool.

starts from

US$ 255 per one night

View hotel
Tranquility In Paradise- 2 Bedroom Villa W/Parking
Tranquility In Paradise- 2 Bedroom Villa W/Parking

Villa

2.5 mi to the city center
400 William Hilton Parkway 36, Hilton Head Island, United States

Excellent

(24 reviews)

9.4

The 1-bedroom Tranquility In Paradise- 2 Bedroom Villa W/Parking Hilton Head Island is located nearly 5 minutes' walk from the Beaufort County Libraries and features a private swimming pool and a…

starts from

US$ 158 per one night

View hotel
Harbourside 7126
Harbourside 7126

Villa

2.7 mi to the city center
17 Harbourside Ln Unit 7126, Hilton Head Island, United States

The 3-bedroom Harbourside 7126 Villa Hilton Head Island offers proximity to nearby tourist spots, such as the Shelter Cove Lane, situated approximately a 5-minute walk away.

starts from

US$ 244 per one night

View hotel
Seaside 102
Seaside 102

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 102, Hilton Head Island, United States

Excellent

(10 reviews)

9

Located merely 1.8 km from the Sandbox, the 1-bedroom Seaside 102 Villa Hilton Head Island features Wi-Fi, an ATM and a lift.

View hotel
Seaside 249
Seaside 249

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 249, Hilton Head Island, United States

Excellent

(18 reviews)

8.8

Staying at the 1-bedroom Seaside 249 Villa Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is nearly a 10-minute drive away. Along with an ATM and a…

starts from

US$ 167 per one night

View hotel
Renovated Cottage: 4Th Row From The Beach!
Renovated Cottage: 4Th Row From The Beach!

Holiday home

3.7 mi to the city center
10 Periwinkle Lane, Hilton Head Island, United States

Excellent

(12 reviews)

9

The 1-bedroom Renovated Cottage: 4Th Row From The Beach! Hilton Head Island is located approximately 10 minutes by car from the Main Street Village Shopping Center and invites guests to enjoy a patio.

View hotel
Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball
Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball

Apartment

3 mi to the city center
663 William Hilton Parkway 3417, Hilton Head Island, United States

Excellent

(12 reviews)

8.6

The 2-room Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball Hilton Head Island is located 16 minutes' walk from Chaplin Community Public Park and about 4 km from Coastal…

View hotel
Walk To Beach: Nautical Hilton Head Resort Condo!
Walk To Beach: Nautical Hilton Head Resort Condo!

Holiday home

3 mi to the city center
663 William Hilton Parkway, Hilton Head, Sc 29928, Us, Hilton Head Island, United States

Good

(10 reviews)

7.8

The spacious Walk To Beach Nautical Hilton Head Resort Condo! Hilton Head Island is located in Hilton Head Island, 4 km from the Coastal Discovery Museum, and pampers guests with a hot tub. The…

starts from

US$ 345 per one night

View hotel
The Spa 1115
The Spa 1115

Apartment

4.2 mi to the city center
239 Beach City Road, Hilton Head Island, United States

Excellent

(8 reviews)

8.4

starts from

US$ 286 per one night

View hotel
13 Beach Stop Hilton Head
13 Beach Stop Hilton Head

Apartment

4.8 mi to the city center
36 Deallyon Avenue Apt 13, Hilton Head Island, United States

Excellent

(7 reviews)

10

Offering an outdoor swimming pool, the spacious 13 Beach Stop Hilton Head Hilton Head Island apartment is situated a 25-minute walk from the Sandbox Interactive Children's Museum. One of the…

starts from

US$ 517 per one night

View hotel
103 Seacrest
103 Seacrest

Villa

5 mi to the city center
10 N Forest Beach Dr Ph 2, Hilton Head Island, United States

Excellent

(10 reviews)

9.2

Located a mere 5 minutes' walk from Coligny Beach Oceanside Park, the 2-bedroom 103 Seacrest Villa Hilton Head Island offers horseback riding to diversify guests' leisure. Located 3.5 km from the…

starts from

US$ 503 per one night

View hotel
Hhr 4104
Hhr 4104

Holiday home

3 mi to the city center
663 William Hilton Parkway 4104, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

The 2-bedroom Hhr 4104 Villa Hilton Head Island is located nearly a 15-minute drive from the Shelter Cove Community Park and provides a steam room, a Jacuzzi, and a sauna. The Hilton Head Island…

View hotel
Seaside 278
Seaside 278

Holiday home

5.2 mi to the city center
23 South Forest Beach Drive 278, Hilton Head Island, United States

Excellent

(14 reviews)

9.2

Nestled 4.8 km from the Gregg Russell Harbour Town Playground, the 1-bedroom Seaside 278 Villa Hilton Head Island entices guests to explore various tourist destinations nearby. Along with an ATM…

View hotel
Blissful
Blissful

Villa

4.2 mi to the city center
239 Beach City Road, Hilton Head Island, United States

Excellent

(7 reviews)

9

starts from

US$ 311 per one night

View hotel
Springwood Villas With Pool Excess Half A Mile From Beach
Springwood Villas With Pool Excess Half A Mile From Beach

Apartment

4.8 mi to the city center
36 Deallyon Avenue, Hilton Head Island, United States

Good

(11 reviews)

8

The 116 m² Springwood Villas With Pool Excess Half A Mile From Beach Hilton Head Island apartment offers easy access to such tourist sites as swallowtail|the Swallowtail, located around 5 minutes'…

View hotel
Beachfront Bliss
Beachfront Bliss

Villa

4.1 mi to the city center
Ocean Lane 77, Hilton Head Island, United States

Excellent

(9 reviews)

9.8

Located within 25 minutes' walk of the Shelter Cove Harbour & Marina, the 2-bedroom Beachfront Bliss Hilton Head Island villa offers a patio with views of the sea. Offering an outdoor swimming pool…

starts from

US$ 353 per one night

View hotel
Pool, Beach & Ocean View: Hilton Head Resort Condo
Pool, Beach & Ocean View: Hilton Head Resort Condo

Holiday home

3.5 mi to the city center
Hilton Head Island, SC, 29928, Hilton Head Island, United States

Excellent

(12 reviews)

9.8

The 1-room Pool, Beach And Ocean View Hilton Head Resort Condo Hilton Head Island is also located around 5 minutes' walk from the Folly Field Beach Park. Along with sea views, this 54 m² apartment…

starts from

US$ 195 per one night

View hotel
Coastal Escape | Pool | Tennis | Near Beach
Coastal Escape | Pool | Tennis | Near Beach

Holiday home

2.5 mi to the city center
400 William Hilton Parkway #114, Hilton Head Island, United States

Good

(7 reviews)

6.6

starts from

US$ 116 per one night

View hotel

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Vacation rentals in Hilton Head Island

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