Villas and Vaction Homes in Hilton Head Island, SC

53855 Villas and Vacation Homes in Hilton Head Island, SC

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Hilton Head Island, SC
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Best villa offers in Hilton Head Island, SC

House ∙ 6 Bedrooms ∙ 27 Guests - Hilton Head Island, SC
9.9 76 reviews
Hilton Head Island, SC
08/08 – 08/15
$1700/nighttotal: $11900 (7 )

House ∙ 6 Bedrooms ∙ 27 Guests

6 15
house, Hilton Head Island
Located in the gated Sandcastles by the Sea community on Hilton Head Island, this luxury beach house is a 9-minute walk to Folly Field Beach.
This exclusive villa offers 6 bedrooms, accommodates up to 27 guests, and features a private heated pool, hot tub, and a 3D home theater, providing a unique and comfortable stay with an exclusive hurricane simulator for novelty.
2 Club Course - Sea Pines - 3 Bed 2 Bath Sleeps 10 Private Pool And Spa - Hilton Head Island, SC
9.8 37 reviews
Hilton Head Island, SC
07/18 – 07/25
$912/nighttotal: $6384 (7 )

2 Club Course - Sea Pines - 3 Bed 2 Bath Sleeps 10 Private Pool And Spa

3 10
apartment, Hilton Head Island
Located in the private Club Course neighborhood within Sea Pines Resort, this ground-level home is just a short walk to Harbour Town Marina and the Sea Pines Beach Club.
This 2000 square foot villa offers exclusive outdoor enjoyment with a private pool, spa, and fire pit, accommodating up to 10 guests with features like a dedicated bunk room, smart TVs, and Wi-Fi, plus access to Sea Pines Resort amenities including 15 miles of bike paths.
Pet Friendly Folly Field Beach Stones Throw Villa 3 Bed 2 & One Half Bath - Hilton Head Island, SC
9.0 1 review
Hilton Head Island, SC
06/15 – 06/20
$473/nighttotal: $2365 (5 )

Pet Friendly Folly Field Beach Stones Throw Villa 3 Bed 2 & One Half Bath

3 8
house, Hilton Head Island
Just a 6-minute walk from Folly Field Beach Park, this welcoming 3-bedroom villa offers an ideal Hilton Head Island getaway, located 1.9 miles from Hilton Head Airport.
This pet-friendly holiday home boasts 1310 square feet of living space, accommodating up to 15 guests with an outdoor swimming pool, fully equipped kitchen, complimentary Wi-Fi, and on-site parking.
Villa W/ Golf Views, Pool/beach Access, Wet Bar - Hilton Head Island, SC
10 3 reviews
Hilton Head Island, SC
06/18 – 06/23
$733/nighttotal: $3665 (5 )

Villa W/ Golf Views, Pool/beach Access, Wet Bar

4 10
apartment, Hilton Head Island
Directly adjacent to the George Fazio golf course and lagoon within Palmetto Dunes Resort, this townhouse offers beach access a short bike ride away, providing a prime location on Hilton Head Island.
This 4-bedroom, 3-bathroom villa comfortably accommodates 10 guests and features a private patio with a gas grill, on-site private Har-Tru tennis courts, and complimentary use of two bikes and activities for stays of 3-21 nights.
6br Hilton Head Beach House W/pool, Fire Pit, Elev - Hilton Head Island, SC
9.6 223 reviews
Hilton Head Island, SC
06/18 – 06/23
$1528/nighttotal: $7640 (5 )

6br Hilton Head Beach House W/pool, Fire Pit, Elev

6 10
apartment, Hilton Head Island
Just a 6-minute walk to pristine beaches, this professionally decorated beach house is located in a gated neighborhood on Hilton Head Island, offering convenient access within 2 minutes to restaurants, entertainment, and shopping.
This welcoming villa accommodates up to 25 guests with 6 bedrooms and 4 bathrooms, featuring a private heated saltwater pool, a dedicated movie theater room with a 4500-game arcade machine, and a fully stocked kitchen with a commercial ice maker and Margaritaville Margarita Machine.
Blissful - Hilton Head Island, SC
8.4 6 reviews
Hilton Head Island, SC
05/29 – 05/31
$339/nighttotal: $678 (2 )

Blissful

2 4
house, Hilton Head Island
Just an 11-minute walk to Fish Haul Beach Park, this villa offers a private entrance and on-site parking in Hilton Head Island, conveniently located a short distance from Hilton Head Airport.
This welcoming holiday home boasts 910 square feet with 2 bedrooms and 2 bathrooms, including a hot tub, and features a fully equipped kitchen, air conditioning, a private balcony with garden views, and a swimming pool for a comfortable stay.
501 Windsor Place ~ Enjoy 5th Floor Ocean Views From Updated 2br Villa! - Hilton Head Island, SC
9.6 7 reviews
Hilton Head Island, SC
07/02 – 07/05
$737/nighttotal: $2211 (3 )

501 Windsor Place ~ Enjoy 5th Floor Ocean Views From Updated 2br Villa!

2 7
house, Hilton Head Island
Located in the oceanfront Windsor Place Complex within Palmetto Dunes Plantation, this villa offers direct beach access just steps from the sand and is less than 1 mile from Shelter Cove Towne Centre.
This 1440 sq ft holiday home features 2 bedrooms and 2 bathrooms, accommodating up to 7 guests with a fully equipped kitchen, private bathrooms for each bedroom, and access to oceanfront pools, a hot tub, and daily golf and kids' activities.
112 M² Villa ∙ 2 Bedrooms ∙ 6 Guests - Hilton Head Island, SC
9.0 54 reviews
Hilton Head Island, SC
06/06 – 06/13
$282/nighttotal: $1974 (7 )

112 M² Villa ∙ 2 Bedrooms ∙ 6 Guests

2 6
house, Hilton Head Island
Perfectly situated in South Forest Beach, this villa is just one block from the sandy shores and steps from the Van Der Meer Tennis Center, offering convenient access to Coligny Plaza and the Tiki Hut.
This welcoming holiday home boasts 1190 square feet with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with modern comforts including a full kitchen, air conditioning, a swimming pool, and complimentary use of four adult bicycles and four beach chairs.
Ez Beach Access - 2 Bed 2 & 1/2 Ba - Walk To Beach - Hilton Head Island, SC
9.9 47 reviews
Hilton Head Island, SC
05/30 – 06/06
$245/nighttotal: $1715 (7 )

Ez Beach Access - 2 Bed 2 & 1/2 Ba - Walk To Beach

2 4
house, Hilton Head Island
Located in the Coligny district, this villa is a 5-7 minute walk to the beach and a 5-minute walk to Coligny Plaza, offering convenient access to shops, dining, and entertainment.
This welcoming holiday home features 2 bedrooms, 2 bathrooms, and accommodates up to 5 guests, boasting a remodeled kitchen with granite counters, stainless steel appliances, a private outdoor patio with a gas grill, full-size washer and dryer, complimentary Wi-Fi, and access to an outdoor pool, all part of the "HH Island Rentals Advantage" which includes beach chairs, a beach cart, and beach towels.
Peaceful Lagoon Views, New Furnishings, Near Coligny & Tiki  Great For Families - Hilton Head Island, SC
9.6 95 reviews
Hilton Head Island, SC
07/30 – 08/02
$546/nighttotal: $1638 (3 )

Peaceful Lagoon Views, New Furnishings, Near Coligny & Tiki Great For Families

3 7
apartment, Hilton Head Island
Located in Hilton Head Island's South End district, this apartment is just a short walk from Coligny Beach and Coligny Plaza, offering convenient access to shopping and dining.
This 1800 sq ft villa accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring two swimming pools, private beach access with a cabana, complimentary Wi-Fi, and provided beach gear for an ideal beach house experience.
604 Queens Grant ~ Walk To Beach, Pool, Tennis & Golf! - Hilton Head Island, SC
9.4 3 reviews
Hilton Head Island, SC
07/18 – 07/25
$556/nighttotal: $3892 (7 )

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

3 10
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.
Luxury Updated 6 Br Home Private Pool Near Ocean Bikes & Beach Gear Included - Hilton Head Island, SC
9.6 12 reviews
Hilton Head Island, SC
07/25 – 08/01
$1266/nighttotal: $8862 (7 )

Luxury Updated 6 Br Home Private Pool Near Ocean Bikes & Beach Gear Included

6 12
apartment, Hilton Head Island
Just 500 feet from the beach, this luxury 6-bedroom villa in Hilton Head Island's Mid Island district offers exclusive access to private pools and hot tubs, a short walk to the Omni hotel and the shores of Coligny Beach.
This exceptional holiday home, accommodating up to 12 guests, features a fully equipped kitchen, formal dining, a family room, and includes VayKLife program bike rentals and beach gear for stays of 3-21 nights, with easy access to Palmetto Dunes' amenities like kayaking, golf, and tennis.

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

Modern Island Serenity!-pet-friendly Villa - Hilton Head Island, SC
8.3 20 reviews
Hilton Head Island, SC
05/30 – 05/31
$529/nightfor 1 night

Modern Island Serenity!-pet-friendly Villa

3 2
house, Hilton Head Island
Just 0.6 miles from Hilton Head Airport, this pet-friendly villa provides a welcoming retreat on Hilton Head Island, featuring a garden and terrace for guests and their companions.
This 1270 square foot holiday home accommodates up to 15 guests with 3 bedrooms and 3 bathrooms, offering a fully equipped kitchen, air conditioning, a swimming pool, and free WiFi for a comfortable stay.
5 Jessamine Place - Hilton Head Island, SC
Hilton Head Island, SC
07/25 – 08/01
$1165/nighttotal: $8155 (7 )

5 Jessamine Place

4 12
house, Hilton Head Island
Located at 5 Jessamine Place, this villa is situated 9.3 miles from Hilton Head Airport, offering convenient access to the island's attractions.
This 2800 square foot holiday home comfortably accommodates up to 25 guests with 4 bedrooms and 4 bathrooms, featuring a private swimming pool, a fully equipped kitchen, complimentary high-speed WiFi, and ample parking.
Palmetto Dunes Townhome | Water View, Deck & Beach - Hilton Head Island, SC
9.8 8 reviews
Hilton Head Island, SC
06/18 – 06/23
$1083/nighttotal: $5415 (5 )

Palmetto Dunes Townhome | Water View, Deck & Beach

3 10
house, Hilton Head Island
Perfectly situated in Palmetto Dunes Resort on Hilton Head Island, this villa offers direct walk access to the beach via a private path and overlooks the 12-mile lagoon system, placing you within walking distance of Palmetto Dunes amenities like the tennis center and dining.
This welcoming holiday home boasts three bedrooms and four bathrooms to accommodate up to 11 guests, featuring a renovated kitchen with stainless steel appliances, private decks with lagoon views, and complimentary adult bikes, beach chairs, and daily activities.
Surf Court 22 - Forest Beach Townhouse With Ground Floor Entry - Hilton Head Island, SC
10 11 reviews
Hilton Head Island, SC
05/25 – 05/30
$236/nighttotal: $1180 (5 )

Surf Court 22 - Forest Beach Townhouse With Ground Floor Entry

2 2
house, Hilton Head Island
Just one block from the beach and the Van der Meer Tennis Center, this South End Hilton Head Island townhouse offers prime access to ocean enjoyment and world-class tennis, situated within three blocks of Coligny Plaza and Lowcountry Celebration Park.
This welcoming villa, featuring 1250 square feet of living space, accommodates up to 8 guests with its 2 bedrooms, 2 bathrooms, and a sleeper sofa, boasting a ground-level entry, a first-floor patio overlooking a landscaped courtyard and pool, and convenient parking.
2386 Lighthouse Tennis - Hilton Head Island, SC
9.4 31 reviews
Hilton Head Island, SC
05/30 – 06/06
$300/nighttotal: $2100 (7 )

2386 Lighthouse Tennis

2 4
apartment, Hilton Head Island
Located in the prestigious Sea Pines upper villa district, this accommodation offers lagoon and field views, situated just 0.6 miles from Harbor Town and a short walk to the Sea Pines Center.
This 1050 sq ft villa comfortably accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped compact kitchen, in-unit laundry, and access to community tennis courts and a seasonally available pool.
Luxury Updated 6 Br Home Private Pool Near Ocean Bikes & Beach Gear Included - Hilton Head Island, SC
Hilton Head Island, SC
07/25 – 08/01
$1527/nighttotal: $10689 (7 )

Luxury Updated 6 Br Home Private Pool Near Ocean Bikes & Beach Gear Included

6 3
house, Hilton Head Island
Just a 6-minute walk from Hilton Head Island Beach, this luxury villa offers an exclusive holiday home experience, located 5 miles from the airport.
This spacious 6-bedroom, 5-bathroom beach house accommodates up to 23 guests with a private swimming pool, complimentary Wi-Fi, and included bikes and beach gear for exploring the island.
Marriott's Monarch (2br) - Hilton Head Island, SC
Hilton Head Island, SC
06/20 – 06/21
$1155/nightfor 1 night

Marriott's Monarch (2br)

2 4
house, Hilton Head Island
Directly on the beachfront within Hilton Head Island's sought-after Sea Pines neighborhood, this villa offers exclusive access just 500 feet from the natural beauty of Coligny Beach.
This welcoming 2-bedroom, 2-bathroom holiday home accommodates up to 6 guests and features a full-size kitchen, air conditioning, a private swimming pool, Jacuzzi, sauna, tennis court, and a terrace, ensuring a comfortable stay with ample opportunities for outdoor activities and nearby attractions like Lawton Stables.
680 Queens Grant ~ Ideal Beach Getaway! Close To Golf, Tennis And More! - Hilton Head Island, SC
8.6 15 reviews
Hilton Head Island, SC
07/11 – 07/16
$523/nighttotal: $2615 (5 )

680 Queens Grant ~ Ideal Beach Getaway! Close To Golf, Tennis And More!

3 8
house, Hilton Head Island
Located in the Georgetown section of Palmetto Dunes resort, this villa offers prime access to Hilton Head Island's renowned beaches, golf courses, and tennis facilities, with the community pool just a short walk away.
This 1990 sq ft accommodation comfortably sleeps 8 guests and features a fully equipped kitchen, a private patio with a gas grill, and access to the resort's free seasonal Buggy service for exploring the 11-mile lagoon system.

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