Villas and Vaction Homes in Hilton Head Island, SC

53855 Villas and Vacation Homes in Hilton Head Island, SC

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • expedia
  • belvilla
  • villanovo
  • interhome
  • tripcom
Hilton Head Island, SC
Search for your vacation home
Price per night
Accommodation type
Rating

Best villa offers in Hilton Head Island, SC

41 Moorings: 2 Br Pet Friendly  Villa, Free Bikes, Free Beach Chairs, Beach - Hilton Head Island, SC
8.8 80 reviews
Hilton Head Island, SC
09/04 – 09/09
$363/nighttotal: $1815 (5 )

41 Moorings: 2 Br Pet Friendly Villa, Free Bikes, Free Beach Chairs, Beach

2 8
house, Hilton Head Island
Located in the Mid Island district of Hilton Head Island, this ocean-oriented villa is just a one-minute walk to the Dunes House beach club and offers convenient access to Palmetto Dunes Resort's amenities.
This welcoming 1190 sq ft holiday home accommodates 8 guests with 2 bedrooms and 3 bathrooms, featuring a remodeled kitchen, air conditioning, a swimming pool, and complimentary adult bicycles and beach chairs for enjoying your stay.
Gypsy Sea Cottage -  A Beachside Retreat - Hilton Head Island, SC
Hilton Head Island, SC
06/08 – 06/11
$459/nighttotal: $1377 (3 )

Gypsy Sea Cottage - A Beachside Retreat

1 2
cottage, Hilton Head Island
Located within Palmetto Dunes Resort's Queens Grant community on Hilton Head Island, this cottage offers a prime position just a 15-minute stroll to the pristine beaches and championship golf courses, with Kroger and Shelter Cove Marina also conveniently nearby.
This welcoming 1100 sq ft holiday home accommodates up to 6 guests with 1 bedroom and 1 bathroom, featuring a luxurious interior with granite countertops, smart home features, a private backyard oasis with a gas grill, and access to community pools and the seasonal Dunes Buggy shuttle.
Charming Beach Home Away From Home! Just A Short Walk To Our Neighborhood Beach! - Hilton Head Island, SC
10 112 reviews
Hilton Head Island, SC
06/27 – 07/04
$625/nighttotal: $4375 (7 )

Charming Beach Home Away From Home! Just A Short Walk To Our Neighborhood Beach!

3 9
apartment, Hilton Head Island
Perfectly situated in Hilton Head Island's South End neighborhood, this ground-level, wheelchair-accessible villa offers a private, fenced-in backyard and is just 1 mile from Coligny Plaza and within walking distance to the beach, restaurants, and coffee shops.
This welcoming 3-bedroom, 3-bathroom apartment accommodates up to 9 guests and features high-speed WiFi, a new high-efficiency washer and dryer, and a walk-in shower, making it an ideal holiday home.
Hilton Head’s Coastal Oceanfront Gem! Top Floor Wi - Hilton Head Island, SC
10 2 reviews
Hilton Head Island, SC
07/28 – 08/02
$327/nighttotal: $1635 (5 )

Hilton Head’s Coastal Oceanfront Gem! Top Floor Wi

1 4
house, Hilton Head Island
This exclusive oceanfront villa on Hilton Head Island offers direct beach access, just 70 yards from the sand, and is a short walk to Coligny Plaza's shops and dining.
This newly remodeled luxury one-bedroom beach house accommodates up to four guests and features a gourmet kitchen, a private balcony with ocean views, and central air conditioning with a Nest thermostat.
7802 Centre Ct Spacious 2 Bed Lagoon View Villa. Close To Palmetto Dunes Golf, Tennis & Pickleball - Hilton Head Island, SC
9.7 38 reviews
Hilton Head Island, SC
07/28 – 08/02
$395/nighttotal: $1975 (5 )

7802 Centre Ct Spacious 2 Bed Lagoon View Villa. Close To Palmetto Dunes Golf, Tennis & Pickleball

2 4
house, Hilton Head Island
Located in the Mid Island district of Hilton Head Island within Palmetto Dunes plantation, this villa offers direct lagoon views and private beach access, just a short walk to Coligny Beach and the Newhall Audubon Preserve.
This 1190 sq ft, 2-bedroom villa comfortably accommodates up to 6 guests and includes a fully equipped kitchen, a balcony with lagoon views, and $300 in daily complimentary activities such as beach chairs, bikes, and dolphin tours.
Villa Sold,12/31/26 No Rent In 2027\n\nonsite Pool/disc 7nights/end Villa/wifi/tvs - Hilton Head Island, SC
10 116 reviews
Hilton Head Island, SC
05/09 – 05/16
$199/nighttotal: $1393 (7 )

Villa Sold,12/31/26 No Rent In 2027\n\nonsite Pool/disc 7nights/end Villa/wifi/tvs

2 2
house, Hilton Head Island
Located in the Heritage Villa complex, this villa is just 1/8 mile from Harbour Town and Sea Pines Center, offering a prime location on Hilton Head Island.
This spacious 1600 sq ft villa, accommodating up to 4 guests, features two king-sized en-suite bedrooms, a remodeled kitchen, a private patio with a grill, and access to a large community pool, making it an ideal holiday home.
Gorgeous 1bd, 1bth Oceanview Villa In The Hilton Head Beach And Tennis Resort! - Hilton Head Island, SC
10 2 reviews
Hilton Head Island, SC
06/26 – 07/04
$301/nighttotal: $2408 (8 )

Gorgeous 1bd, 1bth Oceanview Villa In The Hilton Head Beach And Tennis Resort!

1 7
house, Hilton Head Island
Just a 60-second walk from the beach and the largest beachfront pool on Hilton Head Island, this remodeled end-unit villa in the Mid Island district offers exceptional proximity to coastal fun.
This 540 square foot beach house comfortably accommodates up to 3 guests in its one bedroom and one bathroom, featuring a fully equipped modern kitchen, an open-concept living space with a large smart TV, and access to extensive resort amenities including tennis courts, a fitness center, and dining options.
345 M² House ∙ 4 Bedrooms ∙ 11 Guests - Hilton Head Island, SC
8.6 7 reviews
Hilton Head Island, SC
05/29 – 06/06
$725/nighttotal: $5800 (8 )

345 M² House ∙ 4 Bedrooms ∙ 11 Guests

4 9
house, Hilton Head Island
Prime Shipyard location offers coastal luxury with pristine beaches, vibrant shopping, dining, and the golf clubhouse all within a leisurely stroll, making this a premier Hilton Head Island holiday home.
This welcoming 3700 sq ft villa accommodates up to 11 guests with 4 bedrooms, a screened pool patio, a full-size butler's pantry with a second dishwasher, and complimentary use of 4 adult bicycles.
174 M² Villa ∙ 3 Bedrooms ∙ 12 Guests - Hilton Head Island, SC
9.7 61 reviews
Hilton Head Island, SC
06/28 – 07/01
$936/nighttotal: $2808 (3 )

174 M² Villa ∙ 3 Bedrooms ∙ 12 Guests

3 9
house, Hilton Head Island
Just steps from Hilton Head Island Beach, this welcoming beach house offers convenient access to 60 miles of island pathways and is located 5.0 miles from Coligny Plaza and 7.4 miles from Harbour Town Lighthouse.
This 1,878 sq ft villa comfortably accommodates 12 guests with 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and a furnished balcony perfect for enjoying the coastal atmosphere.
Club Course 153 - Hilton Head Island, SC
Hilton Head Island, SC
06/05 – 06/10
$499/nighttotal: $2495 (5 )

Club Course 153

3 10
house, Hilton Head Island
This 2060 sq ft villa offers a welcoming retreat on Hilton Head Island, conveniently located just 6.8 miles from Hilton Head Airport.
Enjoy ample space with 3 bedrooms and 3 bathrooms accommodating up to 14 guests, featuring a fully equipped kitchen with a dishwasher, air conditioning, free WiFi, and free private parking for a comfortable stay.
Starfish Villa (3 Br) - Private Beach - 3 Pools - Hilton Head Island, SC
9.8 26 reviews
Hilton Head Island, SC
05/21 – 05/25
$338/nighttotal: $1352 (4 )

Starfish Villa (3 Br) - Private Beach - 3 Pools

3 7
house, Hilton Head Island
Directly on Hilton Head Island, this 3-bedroom, 2-bath Beachside Resort condo offers exclusive access to a private, less crowded beach via a scenic boardwalk just 500 feet away and is adjacent to the Robert Trent Jones ocean course at Palmetto Dunes.
This welcoming villa comfortably sleeps 8 and boasts a fully renovated interior with a well-equipped kitchen, smart TVs, and access to resort amenities including multiple pools, a hot tub, and a 24-hour gated community with on-site conveniences, making it an ideal holiday home for families and golf enthusiasts.
Sea La Vie Beach House - Hilton Head Island, SC
9.3 3 reviews
Hilton Head Island, SC
05/29 – 06/06
$696/nighttotal: $5568 (8 )

Sea La Vie Beach House

4 9
house, Hilton Head Island
Vacation rental listing for 12 people with an excellent rating of 93% based on 3 reviews. You will be located in Hilton Head Island.
Services and facilities: a kitchen, a washing machine and an iron. Take advantage of the air conditioning in this house!

Villas and Vacation Homes with Pool in Hilton Head Island, SC

Among the 53855 villas in Hilton Head Island, SC here are the 8 best villas with pool

604 Queens Grant ~ Walk To Beach, Pool, Tennis & Golf! - Hilton Head Island, SC
9.4 3 reviews
Hilton Head Island, SC
06/27 – 07/04
$645/nighttotal: $4515 (7 )

604 Queens Grant ~ Walk To Beach, Pool, Tennis & Golf!

3 9
house, Hilton Head Island
Located in the prime Palmetto Dunes area of Hilton Head Island, this villa is just a short bike ride, approximately 0.3 miles, from three miles of pristine beach and offers convenient access to the free Palmetto Dunes Buggy for transport to golf, tennis, and Shelter Cove Marina.
This welcoming 1990 square foot holiday home features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 11 guests with amenities including a fully equipped kitchen, a private backyard patio with a grill, and access to community pools, making it an excellent choice for a memorable beach house getaway.
1402 Sea Crest | Free Activities & 4th Floor Ocean Views! - Hilton Head Island, SC
9.4 6 reviews
Hilton Head Island, SC
06/13 – 06/20
$851/nighttotal: $5957 (7 )

1402 Sea Crest | Free Activities & 4th Floor Ocean Views!

2 8
house, Hilton Head Island
Directly on Hilton Head Island's oceanfront, this villa is located in the South End neighborhood within the Sea Crest Resort complex, offering direct beach access and a short walk to Coligny Plaza's shops and restaurants.
This welcoming beach house provides spectacular ocean views from multiple balconies, features an updated interior with granite countertops, and includes access to resort amenities like two oceanfront pools, a hot tub, and a fitness center, along with a daily round of golf and kids' activities.
The Beach Is Calling.. Your Beachside Oasis Awaits! 2bd/2b With Many Amenities - Hilton Head Island, SC
9.6 28 reviews
Hilton Head Island, SC
07/28 – 08/02
$245/nighttotal: $1225 (5 )

The Beach Is Calling.. Your Beachside Oasis Awaits! 2bd/2b With Many Amenities

2 4
house, Hilton Head Island
Perfectly located in the Mid Island district of Hilton Head Island, this villa is only a 3-block, 8-minute walk to Folly Field Beach and 3.7 miles from Shelter Cove Marina.
This welcoming 750 square foot holiday home offers 2 bedrooms and 2 bathrooms to sleep 6 guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, tennis courts, and provided beach gear for a comfortable stay.
Ocean Villa B241 - Great Ocean Views - Hilton Head Island, SC
Hilton Head Island, SC
05/07 – 05/09
$257/nighttotal: $514 (2 )

Ocean Villa B241 - Great Ocean Views

1 3
house, Hilton Head Island
Ocean Villa B241 offers a prime Hilton Head Island location, just a 6-minute walk from Folly Field Beach Park and 1.9 miles from Hilton Head Airport, providing direct access to a private pool and complimentary WiFi.
This 540 sq ft vacation home, accommodating up to 7 guests, features a well-equipped kitchen, separate living area, air conditioning, and a garden, making it an ideal beach house for your holiday home getaway.
7823 Centre Court - Hilton Head Island, SC
Hilton Head Island, SC
06/26 – 07/04
$487/nighttotal: $3896 (8 )

7823 Centre Court

1 7
house, Hilton Head Island
Located on Centre Court in Hilton Head Island, this villa is an 11-minute walk from Hilton Head Island Beach and 5 miles from Hilton Head Airport.
This air-conditioned 2-bedroom, 2-bathroom villa offers 1190 square feet of living space, accommodating up to 15 guests with amenities including a swimming pool, tennis court, private parking, and a balcony.
Courtside 67 - Short Walk To The Beach - No Steps - Hilton Head Island, SC
9.4 91 reviews
Hilton Head Island, SC
06/13 – 06/20
$278/nighttotal: $1946 (7 )

Courtside 67 - Short Walk To The Beach - No Steps

2 6
house, Hilton Head Island
Located in the South End district of Hilton Head Island, this villa is a 5-minute walk to the Atlantic Ocean beaches and offers direct access to paved trails for walking or biking to shops and restaurants near Coligny Circle and Pope Avenue.
This 1190 square foot holiday home features 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests with a King bed, 2 Twin beds, and a sofa bed, plus complimentary daily access to the Van Der Meer Tennis Academy and a fully equipped kitchen.
Seapines Cheerful Pet Friendly Home By The Beach - Hilton Head Island, SC
10 17 reviews
Hilton Head Island, SC
05/21 – 05/25
$529/nighttotal: $2116 (4 )

Seapines Cheerful Pet Friendly Home By The Beach

3 7
apartment, Hilton Head Island
Located in Sea Pines' Lawton Woods, this welcoming villa is just 0.5 miles from the beach, offering easy access to Coligny Beach and Palmetto Dunes Club.
This 1710 sq ft apartment accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, spa, fitness center, and parking, plus two complimentary bikes and a family fitness pass for your enjoyment.
Completely Renovated, Spacious Villa Right Next To The Beach W/ Pool Access - Hilton Head Island, SC
9.8 42 reviews
Hilton Head Island, SC
06/20 – 06/27
$570/nighttotal: $3990 (7 )

Completely Renovated, Spacious Villa Right Next To The Beach W/ Pool Access

2 7
house, Hilton Head Island
Just a 2-minute walk from the beach, this Palmetto Dunes villa in Hilton Head Island's Mid Island district offers exceptional proximity to the ocean and is conveniently close to attractions like the Arts Center of Coastal Carolina and Shelter Cove Towne Centre.
This luxurious 1260 sq ft holiday home comfortably accommodates 8 guests with 2 bedrooms and 3 bathrooms, featuring a completely renovated interior, a fully equipped kitchen with top-of-the-line appliances, and two private balconies perfect for enjoying scenic views.

Villas in Popular Destinations

copyright © 2026 villapicker.com