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Properties Available 65 properties available
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, seven-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balc
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

9 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 20 guests
Rating 4.8 (26)
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

4 Sandy Beach Trail
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 18 guests
Rating 4.8 (125)
EASY 5-6 MIN WALK TO BEACH: head straight down Hickory Lane, cross South Forest Beach, take foot path to beach access (in between Laurel and Juniper Lane)This exceptional property features 7 generously sized bedrooms and 7.5 bathrooms, complemented by a private pool and an elevator for added ease and accessibility. With 4,639 square feet of heated
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

120 Shell Midden
Forest Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
Rating 5 (2)
4 Collier Beach Road, Hilton Head Island, is an oceanfront house with 6 bedrooms and 6.5 bathrooms, comfortably accommodating up to 18 guests. Its spacious layout is perfect for large groups, with two living areas for added convenience. The open concept kitchen offers top-of-the-line Wolf and Sub-Zero appliances. Enjoy the private pool and unbeatab
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

4 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (79)
27 Singleton Beach, Hilton Head Island is a  direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

27 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (154)
434 Captains Walk Hilton Head Island is an oceanfront 3-bedroom corner villa that has recently undergone a complete custom remodel, featuring brand new cabinets, quartz countertops, appliances, floors, doors, ceilings, paint, and bathrooms with new tile. Professionally decorated with all new furnishings, including mattresses and bedding, the villa
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

434 Captain's Walk
Palmetto Dunes
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (32)
**NEW LIVING ROOM FURNITURE and UPDATED PAINTING!**412 Shorewood Villas is a 3-bedroom/3-bathroom oceanfront villa  and an absolute gem for vacationing couples and families alike. The panoramic views afforded by the wide floor-to-ceiling windows are simply breathtaking, offering a constant reminder of the beauty of the ocean and the inviting c
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Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

412 Shorewood Villas
Forest Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (87)
35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an oversized front balcony overlooking the prestigious community of The Village at Singleton Beach.  This property is situated next to Chaplin Park which offers tennis, basketball, open fields and a great playground for kids. Best of all, it's a q
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BOOK DIRECT AND SAVE!

Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

35 Crabline Court
Singleton Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 8 guests
Rating 4.9 (43)
19 Sand Dollar, Hilton Head Island. Welcome to this charming second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, enjoy plenty of space to relax in the surf, sand, and sun. Designed to make the most of its fabulous location, this
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BOOK DIRECT AND SAVE!

Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

19 Sand Dollar Road
Folly Field Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (49)
21 Singleton Beach Place is a luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or groups seeking an unforgettable retreat. Boasting stunning views of the ocean, its open concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for relaxation and entertainment. Each room i
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BOOK DIRECT AND SAVE!

Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

21 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
Rating 4.9 (198)
Escape to Island Bliss at “Slightly Shady” – Your Forest Beach RetreatJust a 3-minute stroll to the sand and half mile from Sea Pines access, Slightly Shady is a six-bedroom coastal escape perfectly situated at 4 Elderberry Lane in the heart of Hilton Head’s sought-after Forest Beach area. With the beach at one end of the st
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BOOK DIRECT AND SAVE!

Booking directly with Vacation Homes of Hilton Head rather than a third party site like VRBO, HomeAway, or AirBnb means that you save on service fees charged by those sites. In fact, some third party sites charge you, the guest, over 16% in service fees. 

 Make the most of your vacation by saving and booking directly with us. Plus, with our local expertise and knowledge, you get a whole different vacation experience when you book direct!

4 Elderberry Lane
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 5 (13)
**FREE POOL & SPA HEAT FOR MARCH-MAY**47 Off Shore Dr is an incredible opportunity for a relaxing getaway! This 3-bedroom, 2.5-bath home is located in Palmetto Dunes and offers a perfect blend of privacy and convenience. Being nestled in a quiet area yet still close to Shelter Cove Towne Center & Harbour for various activities such as dinin
FREE Pool Heat FREE Pool Heat
FREE Pool Heat
September & October/ April & May
47 Off Shore Dr
Palmetto Dunes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half bath
Guests 8 guests
Rating 4.8 (56)

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