The 10 best vacation rentals in Hilton Head Island, US | Booking.com
Skip to main content
Manage my booking

Vacation Rentals in Hilton Head Island

Find the vacation rentals that appeal to you the most

August 2025

12
3456789
10111213141516
17181920212223
24252627282930
31

September 2025

123456
78910111213
14151617181920
21222324252627
282930
Check-in date - Check-out date

Vacation Rentals for every style

Find the right vacation rental for you in Hilton Head Island

The best vacation rentals in Hilton Head Island

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

Show hotels on map

Filter by:

Review score

Turtle View Villa

Hilton Head Island

Turtle View Villa offers accommodations in Hilton Head Island, a 3-minute walk from Hilton Head Island Beach South. This property offers access to a terrace, free private parking, and free Wifi.

C
Cheryl
From
United States
The location was perfect and it was the perfect size for our group. we were in walking distance of food and shopping.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 19 reviews
Price from
£124.09
1 night, 2 adults
Check availability

Forest Beach Condo Walk To Coligny

Hilton Head Island

Featuring a bar, Forest Beach Condo Walk To Coligny provides accommodations in Hilton Head Island. The air-conditioned accommodation is a 3-minute walk from Hilton Head Island Beach South.

T
Tanya
From
United States
Nice, comfortable place. Perfect location to everything.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 25 reviews
Price from
£110.27
1 night, 2 adults
Check availability

Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View

Hilton Head Island

Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View offers accommodations in Hilton Head Island, a 5-minute walk from Hilton Head Island Beach South.

L
Leonard
From
United States
Very well kept and clean. Only a few steps from the beach with ocean front view. Elevator to assist with getting your stuff to the room.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 44 reviews
Price from
£125.81
1 night, 2 adults
Check availability

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.

H
Harry
From
United States
Location was great and the house was very spacious. Had a good time with my family.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Price from
£448.87
1 night, 2 adults
Check availability

Spinnaker at Shipyard

Hilton Head Island

Featuring barbecue facilities, Spinnaker at Shipyard offers accommodations in Hilton Head Island. A hot tub is available for guests.

r
ronnie
From
United States
Great location. Grounds were well maintained. Enjoyed staying there and would enjoy staying there again. Would like to know if you have any properties available for snowbird stays?
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 8 reviews
Price from
£169.47
1 night, 2 adults
Check availability

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.

P
Peverell
From
United States
The condo is in a perfect location in Hilton Head. Many restaurants and shops nearby. The kitchen has been fully remodeled. Bedrooms and bathrooms are older, but clean and functional. Beds are comfortable. The area is quiet at night. Nice outside patio overlooking the harbor. WiFi is robust downstairs, less so upstairs. A mesh router could improve that. Property manager is responsive if needed. No pool or spa, plenty of close by parking.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 19 reviews
Price from
£266.42
1 night, 2 adults
Check availability

Tranquility in paradise- 2 bedroom villa w/parking

Hilton Head Island

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

L
Luther
From
United States
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!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 17 reviews
Price from
£109.90
1 night, 2 adults
Check availability

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 8.6
Excellent - What previous guests thought, 18 reviews
Price from
£109.90
1 night, 2 adults
Check availability

Classy & comfortable condo!

Hilton Head Island

Classy & comfortable condo! is a recently renovated apartment in Hilton Head Island where guests can make the most of its outdoor swimming pool, private beach area, and indoor pool.

C
Charlene
From
United States
It was soo nice and clean and modern
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 51 reviews
Price from
£126.55
1 night, 2 adults
Check availability

Renovated Cottage: 4th row from the Beach!

Hilton Head Island

Renovated Cottage: 4th row from the Beach! offers accommodations in Hilton Head Island, a 4-minute walk from Folly Field Beach Park.

M
Mollie
From
United States
Proximity to the beach, dog friendly, outside space, owner was very responsive and helpful
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 10 reviews
Price from
£166.51
1 night, 2 adults
Check availability
All vacation rentals in Hilton Head Island

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

See all

Enjoy breakfast in Hilton Head Island and nearby

Highly rated vacation rentals in Hilton Head Island and nearby

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 14 reviews

    Harbourside 7126 offers accommodations in Hilton Head Island, 1.7 miles from Hilton Head Island Beach. Guests can benefit from a terrace and an outdoor pool.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 19 reviews

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

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 7 reviews

    Yacht Club Villas 7542 offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach. Providing a restaurant, the property also has pool with a view as well as a hot tub.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 51 reviews

    A 14-minute walk from Singleton Beach in Hilton Head Island, Vacation Bliss LLC features accommodations with access to an indoor pool.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 17 reviews

    A 12-minute walk from Singleton Beach in Hilton Head Island, Seaside Sanctuary Condo Villa - Private Beach Access, 3 Pools features accommodations with access to a sauna, hot tub, and indoor pool.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 5 reviews

    Pools, Beach Access South Carolina Retreat! offers accommodations in Hilton Head Island, a 16-minute walk from Singleton Beach. This apartment provides air-conditioned accommodations with a balcony.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 22 reviews

    A 16-minute walk from Singleton Beach in Hilton Head Island, Hilton Head Resort 2221 provides accommodations with access to a fitness room.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 6 reviews

    A 11-minute walk from Singleton Beach in Hilton Head Island, Seas the Day - Boardwalk to the Beach, 3 pools, Tennis offers accommodations with free Wifi and access to a sauna, hot tub, and fitness...

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

  • 240 Captains Quarters

    Hilton Head Island
    Free cancellation options available

    Both free Wifi and parking on-site are accessible at 240 Captains Quarters free of charge. The villa features an outdoor swimming pool and an elevator.

  • Offering an outdoor swimming pool, Great location near Shops and Restaurants Bikes & Beach Gear included offers accommodations in Hilton Head Island.

  • 7484 Anchorage Villa

    Hilton Head Island
    Free cancellation options available

    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.

  • Anchorage Village

    Hilton Head Island
    Free cancellation options available
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 3 reviews

    Anchorage Village offers accommodations in Hilton Head Island, 1.8 miles from Hilton Head Island Beach. The villa has access to a restaurant. The villa has private entrance.

  • 7474 Anchorage Villas

    Hilton Head Island
    Free cancellation options available

    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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

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

  • 510 Mainsail

    Hilton Head Island
    Free cancellation options available

    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.

  • 505 Main Sail

    Hilton Head Island
    Free cancellation options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    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 vacation home free of charge.

FAQ about vacation rentals in Hilton Head Island

Vacation Rentals That Guests Love in Hilton Head Island

See all

  • Lagoon and Fountain Views Villa in Palmetto Dunes

    Vacation Rental in Hilton Head Island
    Scored out of 10, guest rating 9.5
    Exceptional - 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 by
    Enas
    Family with young children

  • Tranquility in paradise- 2 bedroom villa w/parking

    Vacation Rental in Hilton Head Island
    Avg. price/night: £265.52
    Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 17 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 by
    Luther
    Family with young children

Research, refine, and make plans for your whole trip

Flights to Hilton Head Island

Book your tickets for this popular flight route in a few simple steps.

Flights from New York to Hilton Head Island

Find and compare the best flights.

Hotels near Grayson Stadium

Hotels close to a popular local landmark.

Hotels near Victory Drive Shopping Center

Hotels close to a popular local landmark.

Cheap vacations in Hilton Head Island

Book the best flights, stays, and more – all in one place

Vacation Rentals in Beaufort

Find more hotels in a city close to Beaufort.

Vacation Rentals in Tybee Island

Flexible on where to stay? Look up vacation rentals in nearby Tybee Island, not too far from Hilton Head Island.

When to visit the United States

Events, prices, weather, and more.

Vacation Rentals in the United States

Pack a bigger bag and see more of the country.

Car rental in Hilton Head Island

Rent a car and hit the road.

Vacation Rentals in New York

Discover another destination in the United States.

Vacation Rentals in Las Vegas

Discover another destination in the United States.

Vacation Rentals in Myrtle Beach

Want to extend your trip or still just browsing? Try Myrtle Beach, also popular with our guests!

Vacation Rentals in Savannah

Try another destination popular with our guests.

Hotels near Charleston International Airport

Perfect for a late arrival or early departure.

Hotels near Savannah/Hilton Head International Airport

Perfect for a late arrival or early departure.

Vacation Rentals in South Carolina

Extend your search and explore the surrounding area.

Hotels in Hilton Head Island

More great accommodation options for your trip.

Apartments in Hilton Head Island

Explore more great accommodation options in Hilton Head Island, starting with apartments.

Cheap hotels in Hilton Head Island

More great accommodation options for your trip.

Villas in Hilton Head Island

More great accommodation options for your trip.

Golf Hotels in Hilton Head Island

More great accommodation options for your trip.
gogless
  • Accommodation Service's Privacy Statement California residents only: Do not sell my information