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The best vacation homes in Hilton Head Island

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

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A Magical Treehouse by the Sea!, hotel in Hilton Head Island

A recently renovated villa, A Magical Treehouse by the Sea! offers accommodations in Hilton Head Island. This property offers access to a terrace, free private parking, and free Wifi.

Loved the layout and cleanliness of the place. It’s a very serine place to be.
Scored 9.2
9.2
Rated wonderful
Wonderful
15 reviews
Price from
$250
1 night, 2 adults
Pink Sand Hideaway, hotel in Hilton Head Island

The vacation home, set in a building dating from 2022, offers free Wifi and free private parking. Offering direct access to a patio with garden views, the spacious vacation home consists of 4...

It was a home. We prepared food we had purchased.
Scored 9.9
9.9
Rated exceptional
Exceptional
19 reviews
Price from
$325
1 night, 2 adults
Contemporary bliss-newly renovated cozy villa!, hotel in Hilton Head Island

Offering a seasonal outdoor swimming pool and a garden, Contemporary bliss-newly renovated cozy villa! in Hilton Head Island is close to Hilton Head Island Beach and Coligny Beach Park.

I like the closest to the beach and the pool in the complex and the kitchen is very equipment. The apartment has everything needed - dishwasher machine with tablets, washing machine and drawer, nice balcony and even board game. Some stuff to the beach and a cart was also available which is very handy there. There were towels for bath and for the sea. It looks like the owner things about everything.
Scored 8.4
8.4
Rated very good
Very Good
9 reviews
Price from
$238.50
1 night, 2 adults
Modern Island Serenity!-Pet-Friendly villa, hotel in Hilton Head Island

Providing a garden, Modern Island Serenity!-Pet-Friendly villa offers accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

The property was beautiful and spacious. Loved the extra beach tent and chairs that they had available.
Scored 8.5
8.5
Rated very good
Very Good
8 reviews
Price from
$270
1 night, 2 adults
Spacious, cozy villa w/parking in Coligny Villas, hotel in Hilton Head Island

Just a 10-minute walk from Coligny Beach Park and 0.6 miles from Hilton Head Island Beach, Spacious, cozy villa w/parking in Coligny Villas features accommodations in Hilton Head Island with a garden....

Large comfortable bed rooms, newly remodeled bathrooms with plenty of soap, shampoo, and towels. Short walk to the beach, shopping, and restaurants. Convenient to the pool.
Scored 8.8
8.8
Rated excellent
Excellent
21 reviews
Price from
$297.50
1 night, 2 adults
New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!, hotel in Hilton Head Island

Just a 10-minute walk from Folly Field Beach Park and one mile from Driessen Beach Park, New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!

Location was great and the house was very spacious. Had a good time with my family.
Scored 8.0
8.0
Rated very good
Very Good
6 reviews
Price from
$573.80
1 night, 2 adults
Encanto of the Lowcountry in Old Town Bluffton, hotel in Hilton Head Island

Encanto of the Lowcountry in Old Town Bluffton is located in Bluffton, just 23 miles from Franklin Square and 23 miles from Ellis Square.

We loved everything about the property, the hosts have done an amazing job. From cleanliness to responsiveness to leaving resources for us at the property. It was a wonderful stay. Plus, the location is great.
Scored 9.7
9.7
Rated exceptional
Exceptional
6 reviews
Price from
$148.50
1 night, 2 adults
James Cottage, hotel in Hilton Head Island

The vacation home also offers free Wifi and free private parking. The vacation home is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. A flat-screen TV is offered.

The location was ideal and the house was cozy...loved the backyard.
Scored 10
10
Rated exceptional
Exceptional
5 reviews
Price from
$190
1 night, 2 adults
Entire home! Waterfront and Trail-backing!, hotel in Hilton Head Island

The vacation home also offers free Wifi and free private parking. The vacation home is composed of 3 bedrooms, a fully equipped kitchen, and 3 bathrooms. A flat-screen TV is offered.

Beautiful and very comfortable home. Owner excellent!!!!! Next time we are in Beaufort will definitely stay here again.
Scored 9.8
9.8
Rated exceptional
Exceptional
5 reviews
Price from
$261.25
1 night, 2 adults
Direct Oceanfront Private Villa Overlooking Pool/Beach - South Forest Beach - Right next to Coligny Plaza, hotel in Hilton Head Island

Just a few steps from Coligny Beach Park and a 6-minute walk from Hilton Head Island Beach South, Direct Oceanfront Private Villa Overlooking Pool/Beach - South Forest Beach - Right next to Coligny...

Nice condo! Clean, tasteful decor , cozy, comfy bed. Well kept grounds, quiet area, very relaxing. Want to return someday!
Scored 9.5
9.5
Rated exceptional
Exceptional
12 reviews
All vacation homes in Hilton Head Island
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Hilton Head Island this month

Enjoy breakfast in Hilton Head Island!

  • Spa on Port Royal Sound 2101
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 reviews

    Spa on Port Royal Sound 2101 offers accommodations in Hilton Head Island, a few steps from Fish Haul Beach Park. This beachfront property offers access to a patio and free Wifi.

  • HH Beach & Tennis 322B
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 11 reviews

    HH Beach & Tennis 322B offers accommodations in Hilton Head Island, a 5-minute walk from Driessen Beach Park and 500 yards from Folly Field Beach Park.

    Did not have breakfast, wasn’t aware there was any???

  • Hilton Head Island Resort Townhome with Beach Access
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 6 reviews

    The air-conditioned accommodation is 1.1 miles from Hilton Head Island Beach. The accommodation features a 24-hour front desk and parking on-site.

    Loved the location! Loved everything about this place!

  • Pink Sand Hideaway
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 19 reviews

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

    It was a home. We prepared food we had purchased.

  • Surf Court Villas 5
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews

    This villa features air-conditioned accommodations with a balcony and free Wifi.

    Clean and well decorated. Comfortable furniture and bed.

  • Turtle View Villa
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 18 reviews

    This property offers access to a terrace, tennis at the tennis court, free private parking, and free Wifi. The property offers bike rental and features a garden and picnic area.

    The unit was clean and had enough space for our guests

  • Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 9 reviews

    Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly is a recently renovated vacation home in Hilton Head Island where guests can make the most of its outdoor swimming pool,...

    Nice, clean house. Well laid out for our families

  • Big W Villa
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 9 reviews

    Just a 5-minute walk from Coligny Beach Park and one mile from Hilton Head Island Beach, Big W Villa features accommodations in Hilton Head Island, with a garden and a bar.

    It was very roomy, clean and nice 😊 Great location

Save money on vacation homes in Hilton Head Island – budget options available!

  • Ocean View Good Vibes Villa 2 bed 2 bath

    Ocean View Good Vibes Villa 2 bed 2 bath offers accommodations in Hilton Head Island, a 16-minute walk from Burkes Beach.

  • In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 13 reviews

    Offering a garden, In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach offers accommodations in Hilton Head Island. This property offers a private pool and free private parking.

    I have never stayed at a place this well stocked!! They thought of everything!

  • Springwood Villas II
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 15 reviews

    Springwood Villas II provides rooms in Hilton Head Island near Coligny Beach Park and Hilton Head Island Beach.

    the layout was very good. It fit my needs very well.

  • Pender Lane 13
    Budget options available
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 7 reviews

    This vacation home provides air-conditioned accommodations with a patio and free Wifi.

  • Racquet Club Villas 2361
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 13 reviews

    This villa offers air-conditioned accommodations with a balcony and free Wifi. The property features a children's playground and parking on-site.

    The location was wonderful and the condo was spotless.

  • Beachwood Place 1H
    Budget options available
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 14 reviews

    This beachfront property offers access to free Wifi. The property offers a children's playground and parking on-site.

    Clean and pleasantly decorated. Location is perfect.

  • Yacht Club Villas 7542
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 5 reviews

    Guests can benefit from a patio and a children's playground. Free Wifi is available throughout the property and Hilton Head Island Beach is 1.5 miles away.

  • Hammock Breeze 11
    Budget options available
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Guests can benefit from a balcony and a children's playground. Free Wifi is available throughout the property and Fish Haul Beach Park is a few steps away.

    The location was great. Nice and quiet neighborhood

Great access to the city center! Check these vacation homes in Hilton Head Island

  • Pink Sand Lane 50
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    This vacation home features accommodations with a patio. Both parking on-site and free Wifi are accessible at Pink Sand Lane 50.

  • 7124 Harbourside I
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    The air-conditioned accommodation is 1.4 miles from Hilton Head Island Beach. With free Wifi, this villa offers a cable TV, and a fully equipped kitchen with a dishwasher and oven.

  • Hilton Head Island Townhome with Screened Porch
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    With free Wifi, this 4-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven.

  • A Magical Treehouse by the Sea!
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 15 reviews

    A recently renovated villa, A Magical Treehouse by the Sea! offers accommodations in Hilton Head Island. This property offers access to a terrace, free private parking, and free Wifi.

    Loved the layout and cleanliness of the place. It’s a very serine place to be.

  • Tranquility in paradise- 2 bedroom villa w/parking
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 14 reviews

    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.

    Clean, quiet, good location, everything we had everything we needed!

  • Blissful
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Blissful offers accommodations in Hilton Head Island, a few steps from Fish Haul Beach Park. Free Wifi is offered throughout the property and private parking is available on site.

  • Owners Club At Hilton Head - Managed by Elite Alliance
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Owners Club At Hilton Head - Managed by Elite Alliance offers air-conditioned rooms in Hilton Head Island.

  • Anchorage 7421
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 3 reviews

    Guests staying at this villa have access to a balcony. Free Wifi is available throughout the property and Hilton Head Island Beach is 1.6 miles away.

  • Spacious, cozy villa w/parking in Coligny Villas
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 21 reviews

    Just a 10-minute walk from Coligny Beach Park and 0.6 miles from Hilton Head Island Beach, Spacious, cozy villa w/parking in Coligny Villas features accommodations in Hilton Head Island with a garden.

    close to all the shops and walking distance to the beach- kids loved the pool too

  • Serenity in Paradise
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 10 reviews

    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.

  • Harbourside 7126
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 10 reviews

    This villa features accommodations with a balcony. Free Wifi is available throughout the property and Hilton Head Island Beach is 1.5 miles away.

    loved the view, lots of things to do. place was very spacious.

  • HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 21 reviews

    Offering a seasonal outdoor swimming pool, HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location provides accommodations in Hilton Head Island.

    Pet friendly, clean, very nice villa, pool, quiet, location.

  • Modern Island Serenity!-Pet-Friendly villa
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 8 reviews

    Providing a garden, Modern Island Serenity!-Pet-Friendly villa offers accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

  • Contemporary bliss-newly renovated cozy villa!
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 9 reviews

    Offering a seasonal outdoor swimming pool and a garden, Contemporary bliss-newly renovated cozy villa! in Hilton Head Island is close to Hilton Head Island Beach and Coligny Beach Park.

  • Anchorage Village
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 8 reviews

    Anchorage Village offers accommodations in Hilton Head Island, 1.8 miles from Hilton Head Island Beach. There's a private entrance at the villa for the convenience of those who stay.

  • Modern Hilton Head Townhome about 4 Mi to Beach!
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 3 reviews

    With free Wifi, this 4-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home.

  • Harbourside 7150
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 4 reviews

    This villa offers accommodations with a balcony. Free Wifi is available throughout the property and Hilton Head Island Beach is 1.6 miles away.

  • New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 6 reviews

    Just a 10-minute walk from Folly Field Beach Park and one mile from Driessen Beach Park, New! HEATED POOL, BEACH HOUSE, Elevator, Walk to the Beach!

  • Harbourside 7127
    Scored 7.6
    7.6
    Rated good
    Good
     · 5 reviews

    Harbourside 7127 offers accommodations in Hilton Head Island, 1.5 miles from Hilton Head Island Beach. This villa offers air-conditioned accommodations with a balcony and free Wifi.

    Location, dog friendly, size

  • Harbourside 7123
    Scored 7.4
    7.4
    Rated good
    Good
     · 26 reviews

    Harbourside 7123 offers accommodations in Hilton Head Island, 1.5 miles from Hilton Head Island Beach. Guests staying at this apartment have access to a balcony. The apartment has private entrance.

    Great location. Beautiful view. Easy access to restaurants and shopping.

  • 505 Main Sail
    Scored 7.0
    7.0
    Rated good
    Good
     · 1 review

    505 Main Sail offers accommodations in Hilton Head Island, 1.6 miles from Hilton Head Island Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

  • Hilton Head Waterfront Golf Getaway Pet Friendly!
    Scored 6.7
    6.7
    Rated pleasant
    Pleasant
     · 3 reviews

    This vacation home provides accommodations with a patio. Both parking on-site and free Wifi are available at Hilton Head Waterfront Golf Getaway Pet Friendly!.

  • #61 Beautiful Condo Ideal Location 2BDR/2 Parkings
    Scored 6.2
    6.2
    Rated pleasant
    Pleasant
     · 14 reviews

    This property offers access to a balcony, free private parking, and free Wifi. The vacation home is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. A flat-screen TV is provided.

  • 7162 Harbourside II
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 1 review

    7162 Harbourside II 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.

  • The Retreat at 56 - Beach Oasis in Palmetto Dunes

    The Retreat at 56 - Beach Oasis in Palmetto Dunes offers accommodations in Hilton Head Island, a 17-minute walk from Hilton Head Island Beach. Private parking can be arranged at an extra charge.

  • W2Beach 4TVs Roku Pets WC WiFi 4King ßds grill games

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

  • The Blue Heron at Coligny Circle

    The Blue Heron at Coligny Circle offers accommodations in Hilton Head Island, 1.1 miles from Hilton Head Island Beach South.

  • Sunshine Shamrock

    This vacation home offers air-conditioned accommodations with a patio and free Wifi. The property features a children's playground and parking on-site.

FAQ about vacation homes in Hilton Head Island

Vacation Homes That Guests Love in Hilton Head Island

  • Avg. price/night: $117.06
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 359 reviews
    Everything super feel relaxed and safe nebourhood Very clean environment
    Robinson O Fabiyi
    Solo traveler
  • Avg. price/night: $145.20
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 421 reviews
    This hotel is amazing, lovely greeting from reception lady, made us feel very welcome, room was just stunning, very clean, very nicely decorated and bed very comfortable. The location is ideal walkable to the beach and lots of shops and restaurants, there is also a free trolley bus that will take you all around the island.
    Elaine
    Family with young children
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 18 reviews
    The villa was very clean, comfortable and had everything necessary. We weren't there long enough to use the pool, but it was a nice plus. Quiet community setting. We enjoyed the private back patio.
    Linda
    Young couple
  • Avg. price/night: $305.25
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 232 reviews
    Excellent location. Great pool area. Very clean everywhere.
    Holmes
    Young couple
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 68 reviews
    We loved the apartment, its location and most of the amenities. It was very clean and all the appliances worked well. We enjoyed the beautiful view from our deck/lanai. The bed was also very comfortable. The beach was only a 5 minute walk from our apt. which was a nice perk. There was some maintenance work being done at the time which they had warned us about, but it really didn't interfere with our enjoyment of the apt.
    K
    Kenneth
    Young couple
  • Avg. price/night: $121.71
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 397 reviews
    Very clean, staff was very nice.
    R
    Rachel
    Family with young children
  • Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 412 reviews
    The rooms were very clean and comfortable. Lots of space and comfort for our family. We came in for a college tennis tournament so we did not have time to spend at the pool, but the pool was very clean and I wish we could have had time to spend there.
    Ann
    Group
  • Avg. price/night: $164.34
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3,119 reviews
    The staff is very welcoming! The room is very clean and has a microwave and refrigerator, it's also pretty big! The bathroom as well. The balcony had two chairs! The breakfast was delicious! The kitchen had all we needed!
    Giorgia
    Young couple
  • Avg. price/night: $164.34
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3,119 reviews
    Lovely hotel very clean and ideally located to explore Hilton Head. Close to some nice restaurants and only a few minutes drove from the beach. Plenty of parking on site and a good breakfast menu.
    Roger
    Young couple
  • Avg. price/night: $164.34
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3,119 reviews
    Enjoyed the 2 story suite. Good AC. Very clean. Nice pool. Nice breakfast.
    Jean
    Young couple

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