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Vacation Rentals in Hilton Head Island

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The best vacation rentals in Hilton Head Island

Check out our selection of great vacation rentals in Hilton Head Island

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Serene Hilton Head Island Condo w/ Community Pool!

Hilton Head Island

Serene Hilton Head Island Condo w/ Community Pool! offers accommodations in Hilton Head Island, a 11-minute walk from Hilton Head Island Beach South.

H
Hildamarie
From
United States
The property was exactly like the photos- it was beautifully decorated, the bed was very comfortable and it was close to the beach. It had everything you needed for a wonderful getaway. The coffee bar was awesome and we enjoyed it very much.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 10 reviews
Price from
$366.20
1 night, 2 adults

Tranquility in paradise- 2 bedroom villa w/parking

Hilton Head Island

Featuring a garden, Tranquility in paradise- 2 bedroom villa w/parking provides accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

X
Xiaohua
From
United States
Quiet location, clean and convenient
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 26 reviews
Price from
$333.15
1 night, 2 adults

In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach

Hilton Head Island

Offering a bar, In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach offers accommodations in Hilton Head Island.

J
Joshua
From
United States
Location could not get any better. Close to shopping and dining and could easily walk to get around. House was adorable and made you feel at home.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 19 reviews
Price from
$370.63
1 night, 2 adults

New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!

Hilton Head Island

Providing a garden, New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach! provides accommodations in Hilton Head Island.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$800.39
1 night, 2 adults

Newly Remodeled Hilton Head Villa

Hilton Head Island

Newly Remodeled Hilton Head Villa offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach.

L
Lorraine
From
United States
First, let me save. The property is gorgeous! The location is truly beautiful as well as convenient …would definitely go back!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 23 reviews
Price from
$565
1 night, 2 adults

Pickleball Pool & Private Patio Pet OK Near All

Hilton Head Island

Featuring pool with a view, Pickleball Pool & Private Patio Pet OK Near All features accommodations in Hilton Head Island.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 7 reviews
Price from
$249.40
1 night, 2 adults

Serenity in Paradise

Hilton Head Island

Providing a seasonal outdoor swimming pool, Serenity in Paradise features accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

S
Sandy
From
United States
Very clean and comfortable. Had everything I needed to feel like I was at a home away from home. I actually ended up extending my stay because I enjoyed it so much. I had just moved away from the Beaufort area but I just came back to visit so I know the area and this was very convenient for me to get to where I needed to go.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 15 reviews
Price from
$332.15
1 night, 2 adults

Classy & comfortable condo!

Hilton Head Island

A 11-minute walk from Fish Haul Beach Park in Hilton Head Island, Classy & comfortable condo! provides accommodations with access to a hot tub, fitness room, and indoor pool.

C
Charlene
From
United States
It was soo nice and clean and modern
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 52 reviews
Price from
$332.88
1 night, 2 adults

Spacious, cozy villa w/parking in Coligny Villas

Hilton Head Island

Providing a garden, Spacious, cozy villa w/parking in Coligny Villas features accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

F
Fran
From
United States
Plenty of room for our family of 5.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 31 reviews
Price from
$433.75
1 night, 2 adults

Springwood Villas with pool excess half a mile from beach

Hilton Head Island

A 11-minute walk from Coligny Beach Park in Hilton Head Island, Springwood Villas with pool excess half a mile from beach offers accommodations with access to a fitness center.

S
Sara
From
United States
Cozy & spacious for our family of 4.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 10 reviews
Price from
$415
1 night, 2 adults
All vacation rentals in Hilton Head Island

Most booked vacation rentals in Hilton Head Island and surrounding area in the past month

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Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 9 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 7 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 29 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 52 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 16 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 38 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 42 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 15 reviews

Popular with guests booking vacation rentals in Hilton Head Island

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 23 reviews

Enjoy breakfast in Hilton Head Island and nearby

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This vacation home offers accommodations with free Wifi. Outdoor seating is also available at MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 15 reviews

The vacation home, set in a building dating from 2022, offers free Wifi and free private parking.

Guests staying at this vacation home have access to free Wifi. Outdoor seating is also available at King 2 Queens 3 Doubles Foldout Stainless Steel.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Both Wifi and private parking are accessible at 4 Mi to Beach: Family-Friendly Hilton Head Retreat free of charge.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Featuring a terrace, 2 Mi to Beach! Hilton Head Golf Escape w/ Balcony features accommodations in Hilton Head Island. This property offers access to a balcony, free private parking, and free Wifi.

This property offers access to a balcony, free private parking, and free Wifi.

Both free Wifi and parking on-site are accessible at 226 Captain's Quarters free of charge. The villa includes a fully equipped kitchen with a dishwasher and a microwave, as well as a coffee machine.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Offering an outdoor swimming pool, 7417 Anchorage Shelter Cove Pet Friendly 2 BR Bikes & Beach Gear Included offers accommodations in Hilton Head Island.

Vacation Rentals with swimming pools in Hilton Head Island and nearby

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

7484 Anchorage Villa offers accommodations in Hilton Head Island, 1.8 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

7474 Anchorage Villas offers accommodations in Hilton Head Island, 1.8 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

510 Mainsail offers accommodations in Hilton Head Island, 1.7 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 23 reviews

Newly Remodeled Hilton Head Villa offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach.

Guests staying at this vacation home have access to free Wifi and a balcony. Outdoor seating is also available at Pet Friendly Granite New Furniture King Queen Sleeps 6 Bikes & Beach Gear included.

Offering a spa and wellness center, 1 Mi to Shelter Cove: Hilton Head Resort Condo! offers accommodations in Hilton Head Island.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 7 reviews

Pools, Beach Access: South Carolina Retreat! offers accommodations in Hilton Head Island, a 16-minute walk from Singleton Beach.

< 1 Mi to Beach: Hilton Head Island Condo w/ Pool! offers accommodations in Hilton Head Island, a 16-minute walk from Singleton Beach.

Highly rated vacation rentals in Hilton Head Island and nearby

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 29 reviews

A 11-minute walk from Singleton Beach in Hilton Head Island, The Rustic Anchor features accommodations with access to a hot tub, spa facilities, and fitness room.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 49 reviews

A comfortable condo hotel a short distance from Singleton Beach, Beach side condo at Hilton Head Resort Villas offers a base for a hassle-free holiday in Hilton Head Island.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 7 reviews

Providing a spa and wellness center, Ocean Views and 3 Pools Hilton Head Resort Condo provides accommodations in Hilton Head Island.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 5 reviews

The apartment has access to a restaurant. Free Wifi is available throughout the property and Hilton Head Island Beach is a 19-minute walk away.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 44 reviews

With Singleton Beach reachable in one mile, Hilton Head Resort features accommodations, a restaurant, a private beach area, a seasonal outdoor swimming pool, and a fitness center.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 14 reviews

1.1 miles from Singleton Beach in Hilton Head Island, Family Getaway - Boardwalk to the Beach, 3 pools, Tennis offers accommodations with access to a hot tub, fitness center, and indoor pool.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Providing a garden, New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach! provides accommodations in Hilton Head Island.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 4 reviews

Walk to Beach: Hilton Head Island Resort Gem offers accommodations in Hilton Head Island, 1.1 miles from Hilton Head Island Beach.

These vacation rentals in Hilton Head Island and nearby have options with free cancellation

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

1.6 miles from Hilton Head Island Beach in Hilton Head Island, 2 Mi to Beach: Condo w/ Pool Access in Hilton Head provides accommodations with access to a hot tub and spa center.

505 Main Sail

Hilton Head Island
Free cancellation options available

505 Main Sail offers accommodations in Hilton Head Island, 1.7 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are accessible at the villa free of charge.

109 Main Sail

Hilton Head Island
Free cancellation options available

109 Main Sail offers accommodations in Hilton Head Island, 1.7 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

7111 Harbourside I

Hilton Head Island
Free cancellation options available

7111 Harbourside I offers accommodations in Hilton Head Island, 1.7 miles from Hilton Head Island Beach. This property offers access to a balcony, free private parking, and free Wifi.

7124 Harbourside I

Hilton Head Island
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 3 reviews

7124 Harbourside I offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach. This property offers access to a balcony, free private parking, and free Wifi.

7169 Harbourside II

Hilton Head Island
Free cancellation options available

7169 Harbourside II offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach. This property offers access to a balcony, free private parking, and free Wifi.

403 Main Sail

Hilton Head Island
Free cancellation options available

403 Main Sail offers accommodations in Hilton Head Island, 1.5 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

407 Main Sail

Hilton Head Island
Free cancellation options available

407 Main Sail offers accommodations in Hilton Head Island, 1.5 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

FAQ about vacation rentals in Hilton Head Island

Vacation Rentals That Guests Love in Hilton Head Island

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Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 8 reviews
The villa was clean, well stocked. It is a short walking distance from the beach and other amenities. Great location!
Guest review byEnas
Family with young children
Avg. price/night: $438.13
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 26 reviews
We 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 byLuther
Family with young children