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 78 places to stay

Blissful
Blissful

Villa

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

Excellent

(10 reviews)

8.2

starts from

US$ 311 per one night

View hotel
The Beachwalker Island Retreat
The Beachwalker Island Retreat

Holiday home

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

Good

(7 reviews)

8

Situated a mere 400 metres from the natural Fish Haul Beach Park, the 2-bedroom The Beachwalker Island Retreat Hilton Head Island villa provides guests with a hot tub, a sauna, and an indoor pool for…

starts from

US$ 292 per one night

View hotel
Ocean Views Retreat To Ocean Dunes Villa
Ocean Views Retreat To Ocean Dunes Villa

Villa

5.3 mi to the city center
South Forest Beach Drive 43, Hilton Head Island, United States

Excellent

(9 reviews)

8.6

starts from

US$ 98 per one night

View hotel
Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza
Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza

Apartment

5.3 mi to the city center
43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(50 reviews)

8.8

The 1-room Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza Hilton Head Island is situated in a beach area of Hilton Head Island, about 5 km from the…

starts from

US$ 279 per one night

View hotel
Seaside Bliss Awaits Your Dream Beach Getaway!
Seaside Bliss Awaits Your Dream Beach Getaway!

Holiday home

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

Excellent

(9 reviews)

8.4

View hotel
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View

Villa

5.3 mi to the city center
43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(49 reviews)

9

Staying at the 1-bedroom Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is…

starts from

US$ 181 per one night

View hotel
Amenities And Beach Access!
Amenities And Beach Access!

Apartment

3 mi to the city center
663 William Hilton Parkway 2401, Hilton Head Island, United States

Excellent

(11 reviews)

8.8

The 2-room Amenities And Beach Access! Hilton Head Island apartment is located 4.4 km from the Nash Gallery and offers Wi-Fi for either business or leisure. This family-friendly apartment offers a…

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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

(22 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

(26 reviews)

9.6

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
Updated Sea Pines Suite - Walk To Harbour Town & Pool
Updated Sea Pines Suite - Walk To Harbour Town & Pool

Villa

6.4 mi to the city center
79 Lighthouse Road, Hilton Head Island, United States

Excellent

(6 reviews)

8.6

starts from

US$ 176 per one night

View hotel
Ocean Side Villa On Hilton Head Island
Ocean Side Villa On Hilton Head Island

Apartment

5.3 mi to the city center
43 S Forest Beach Dr 203, Hilton Head Island, United States

Excellent

(10 reviews)

9.8

View hotel
125 Cordillo Parkway
125 Cordillo Parkway

Apartment

5 mi to the city center
125 Cordillo Parkway Unit 78, Hilton Head Island, United States

Excellent

(40 reviews)

9

The spacious 82 m² 125 Cordillo Parkway Apartment Hilton Head Island is merely 9 minutes' stroll from swallowtail|the Swallowtail and features a terrace with outdoor furniture. Located within a 5-km…

starts from

US$ 205 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
Hhr 4104
Hhr 4104

Holiday home

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

Excellent

(14 reviews)

9

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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Coastal Comfort Escape - Beach & Tennis Resort & Beach Access
Coastal Comfort Escape - Beach & Tennis Resort & Beach Access

Apartment

3.6 mi to the city center
40 Folly Field Road C250, Hilton Head Island, United States

Excellent

(10 reviews)

9

To enjoy your vacation in Hilton Head Island, stay at the 51 m² Coastal Comfort Escape - Beach & Tennis Resort & Beach Access Hilton Head Island, which is about 10 minutes by car from the Hilton Head…

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Direct Oceanfront King Villa - Oceanfront Resort
Direct Oceanfront King Villa - Oceanfront Resort

Apartment

3.7 mi to the city center
40 Folly Field Road, Hilton Head Island, United States

Excellent

(10 reviews)

9.4

The beachfront 1-bedroom Romantic Luxury - Direct Oceanfront Renovated King Villa Hilton Head Island is located around 20 minutes' walk from Pineland Mall Shopping Center and offers Wi-Fi for either…

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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

Good

(12 reviews)

7.6

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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Island Condo For 6 W Communal Pool - Perfect Spot
Island Condo For 6 W Communal Pool - Perfect Spot

Holiday home

5.2 mi to the city center
23 S Forest Beach Dr #289, Hilton Head Island, United States

Excellent

(5 reviews)

8.4

starts from

US$ 285 per one night

View hotel
Hilton Head Beach & Tennis B340
Hilton Head Beach & Tennis B340

Apartment

3.7 mi to the city center
40 Folly Field Road, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

To enjoy your vacation in Hilton Head Island, stay at the 1-room Hilton Head Beach & Tennis B340 Hilton Head Island apartment, which is about a 10-minute drive from the Main Street Village Shopping…

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On Island Thyme Getaway Near Coligny- #228
On Island Thyme Getaway Near Coligny- #228

Apartment

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

Excellent

(16 reviews)

8.8

Staying at On Island Thyme Getaway Near Coligny- #228 Apartment Hilton Head Island, guests can relax on a sun terrace 25 minutes' walk from the Sandbox Interactive Children's Museum.

starts from

US$ 161 per one night

View hotel

Blissful

Villa

4.2 mi to the city center

239 Beach City Road, Hilton Head Island, United States

Excellent

(10 reviews)

8.2

starts from

US$ 311 per one night

View hotel

The Beachwalker Island Retreat

Holiday home

4.2 mi to the city center

239 Beach City Road, Hilton Head Island, United States

Good

(7 reviews)

Situated a mere 400 metres from the natural Fish Haul Beach Park, the 2-bedroom The Beachwalker Island Retreat Hilton Head Island villa provides guests with a hot tub, a sauna, and an indoor pool for…

starts from

US$ 292 per one night

View hotel

Ocean Views Retreat To Ocean Dunes Villa

Villa

5.3 mi to the city center

South Forest Beach Drive 43, Hilton Head Island, United States

Excellent

(9 reviews)

8.6

starts from

US$ 98 per one night

View hotel

Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza

Apartment

5.3 mi to the city center

43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(50 reviews)

8.8

The 1-room Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza Hilton Head Island is situated in a beach area of Hilton Head Island, about 5 km from the…

starts from

US$ 279 per one night

View hotel

Seaside Bliss Awaits Your Dream Beach Getaway!

Holiday home

4.2 mi to the city center

239 Beach City Road, Hilton Head Island, United States

Excellent

(9 reviews)

8.4

View hotel

Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View

Villa

5.3 mi to the city center

43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(49 reviews)

Staying at the 1-bedroom Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is…

starts from

US$ 181 per one night

View hotel

Amenities And Beach Access!

Apartment

3 mi to the city center

663 William Hilton Parkway 2401, Hilton Head Island, United States

Excellent

(11 reviews)

8.8

The 2-room Amenities And Beach Access! Hilton Head Island apartment is located 4.4 km from the Nash Gallery and offers Wi-Fi for either business or leisure. This family-friendly apartment offers a…

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

(22 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

(26 reviews)

9.6

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

Updated Sea Pines Suite - Walk To Harbour Town & Pool

Villa

6.4 mi to the city center

79 Lighthouse Road, Hilton Head Island, United States

Excellent

(6 reviews)

8.6

starts from

US$ 176 per one night

View hotel

Ocean Side Villa On Hilton Head Island

Apartment

5.3 mi to the city center

43 S Forest Beach Dr 203, Hilton Head Island, United States

Excellent

(10 reviews)

9.8

View hotel

125 Cordillo Parkway

Apartment

5 mi to the city center

125 Cordillo Parkway Unit 78, Hilton Head Island, United States

Excellent

(40 reviews)

The spacious 82 m² 125 Cordillo Parkway Apartment Hilton Head Island is merely 9 minutes' stroll from swallowtail|the Swallowtail and features a terrace with outdoor furniture. Located within a 5-km…

starts from

US$ 205 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

Hhr 4104

Holiday home

3 mi to the city center

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

Excellent

(14 reviews)

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

Coastal Comfort Escape - Beach & Tennis Resort & Beach Access

Apartment

3.6 mi to the city center

40 Folly Field Road C250, Hilton Head Island, United States

Excellent

(10 reviews)

To enjoy your vacation in Hilton Head Island, stay at the 51 m² Coastal Comfort Escape - Beach & Tennis Resort & Beach Access Hilton Head Island, which is about 10 minutes by car from the Hilton Head…

View hotel

Direct Oceanfront King Villa - Oceanfront Resort

Apartment

3.7 mi to the city center

40 Folly Field Road, Hilton Head Island, United States

Excellent

(10 reviews)

9.4

The beachfront 1-bedroom Romantic Luxury - Direct Oceanfront Renovated King Villa Hilton Head Island is located around 20 minutes' walk from Pineland Mall Shopping Center and offers Wi-Fi for either…

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

Good

(12 reviews)

7.6

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

Island Condo For 6 W Communal Pool - Perfect Spot

Holiday home

5.2 mi to the city center

23 S Forest Beach Dr #289, Hilton Head Island, United States

Excellent

(5 reviews)

8.4

starts from

US$ 285 per one night

View hotel

Hilton Head Beach & Tennis B340

Apartment

3.7 mi to the city center

40 Folly Field Road, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

To enjoy your vacation in Hilton Head Island, stay at the 1-room Hilton Head Beach & Tennis B340 Hilton Head Island apartment, which is about a 10-minute drive from the Main Street Village Shopping…

View hotel

On Island Thyme Getaway Near Coligny- #228

Apartment

5.2 mi to the city center

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

Excellent

(16 reviews)

8.8

Staying at On Island Thyme Getaway Near Coligny- #228 Apartment Hilton Head Island, guests can relax on a sun terrace 25 minutes' walk from the Sandbox Interactive Children's Museum.

starts from

US$ 161 per one night

View hotel

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Vacation rentals (78)

78 properties found

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Blissful
Blissful

Villa

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

Excellent

(10 reviews)

8.2

starts from

US$ 311 per one night

View hotel
The Beachwalker Island Retreat
The Beachwalker Island Retreat

Holiday home

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

Good

(7 reviews)

8

Situated a mere 400 metres from the natural Fish Haul Beach Park, the 2-bedroom The Beachwalker Island Retreat Hilton Head Island villa provides guests with a hot tub, a sauna, and an indoor pool for…

starts from

US$ 292 per one night

View hotel
Ocean Views Retreat To Ocean Dunes Villa
Ocean Views Retreat To Ocean Dunes Villa

Villa

5.3 mi to the city center
South Forest Beach Drive 43, Hilton Head Island, United States

Excellent

(9 reviews)

8.6

starts from

US$ 98 per one night

View hotel
Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza
Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza

Apartment

5.3 mi to the city center
43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(50 reviews)

8.8

The 1-room Stunning Views!!-Oceanfront Villa-Heated Pool-Private Balcony-Tiki Bar-Walk To Coligny Plaza Hilton Head Island is situated in a beach area of Hilton Head Island, about 5 km from the…

starts from

US$ 279 per one night

View hotel
Seaside Bliss Awaits Your Dream Beach Getaway!
Seaside Bliss Awaits Your Dream Beach Getaway!

Holiday home

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

Excellent

(9 reviews)

8.4

View hotel
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View

Villa

5.3 mi to the city center
43 South Forest Beach Drive, Hilton Head Island, United States

Excellent

(49 reviews)

9

Staying at the 1-bedroom Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View Hilton Head Island, guests can visit the soaring history museum "Harbour Town Lighthouse", which is…

starts from

US$ 181 per one night

View hotel
Amenities And Beach Access!
Amenities And Beach Access!

Apartment

3 mi to the city center
663 William Hilton Parkway 2401, Hilton Head Island, United States

Excellent

(11 reviews)

8.8

The 2-room Amenities And Beach Access! Hilton Head Island apartment is located 4.4 km from the Nash Gallery and offers Wi-Fi for either business or leisure. This family-friendly apartment offers a…

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

(22 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

(26 reviews)

9.6

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
Updated Sea Pines Suite - Walk To Harbour Town & Pool
Updated Sea Pines Suite - Walk To Harbour Town & Pool

Villa

6.4 mi to the city center
79 Lighthouse Road, Hilton Head Island, United States

Excellent

(6 reviews)

8.6

starts from

US$ 176 per one night

View hotel
Ocean Side Villa On Hilton Head Island
Ocean Side Villa On Hilton Head Island

Apartment

5.3 mi to the city center
43 S Forest Beach Dr 203, Hilton Head Island, United States

Excellent

(10 reviews)

9.8

View hotel
125 Cordillo Parkway
125 Cordillo Parkway

Apartment

5 mi to the city center
125 Cordillo Parkway Unit 78, Hilton Head Island, United States

Excellent

(40 reviews)

9

The spacious 82 m² 125 Cordillo Parkway Apartment Hilton Head Island is merely 9 minutes' stroll from swallowtail|the Swallowtail and features a terrace with outdoor furniture. Located within a 5-km…

starts from

US$ 205 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
Hhr 4104
Hhr 4104

Holiday home

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

Excellent

(14 reviews)

9

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
Coastal Comfort Escape - Beach & Tennis Resort & Beach Access
Coastal Comfort Escape - Beach & Tennis Resort & Beach Access

Apartment

3.6 mi to the city center
40 Folly Field Road C250, Hilton Head Island, United States

Excellent

(10 reviews)

9

To enjoy your vacation in Hilton Head Island, stay at the 51 m² Coastal Comfort Escape - Beach & Tennis Resort & Beach Access Hilton Head Island, which is about 10 minutes by car from the Hilton Head…

View hotel
Direct Oceanfront King Villa - Oceanfront Resort
Direct Oceanfront King Villa - Oceanfront Resort

Apartment

3.7 mi to the city center
40 Folly Field Road, Hilton Head Island, United States

Excellent

(10 reviews)

9.4

The beachfront 1-bedroom Romantic Luxury - Direct Oceanfront Renovated King Villa Hilton Head Island is located around 20 minutes' walk from Pineland Mall Shopping Center and offers Wi-Fi for either…

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

Good

(12 reviews)

7.6

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
Island Condo For 6 W Communal Pool - Perfect Spot
Island Condo For 6 W Communal Pool - Perfect Spot

Holiday home

5.2 mi to the city center
23 S Forest Beach Dr #289, Hilton Head Island, United States

Excellent

(5 reviews)

8.4

starts from

US$ 285 per one night

View hotel
Hilton Head Beach & Tennis B340
Hilton Head Beach & Tennis B340

Apartment

3.7 mi to the city center
40 Folly Field Road, Hilton Head Island, United States

Excellent

(12 reviews)

8.4

To enjoy your vacation in Hilton Head Island, stay at the 1-room Hilton Head Beach & Tennis B340 Hilton Head Island apartment, which is about a 10-minute drive from the Main Street Village Shopping…

View hotel
On Island Thyme Getaway Near Coligny- #228
On Island Thyme Getaway Near Coligny- #228

Apartment

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

Excellent

(16 reviews)

8.8

Staying at On Island Thyme Getaway Near Coligny- #228 Apartment Hilton Head Island, guests can relax on a sun terrace 25 minutes' walk from the Sandbox Interactive Children's Museum.

starts from

US$ 161 per one night

View hotel

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Vacation rentals in Hilton Head Island

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