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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!


Properties Available 66 properties available
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is
Specials Tag Special
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!

2 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.8 (95)
**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)
**New to the rental market! This newly renovated Palmetto Dunes property offers 5 bedrooms, an eat in kitchen, outdoor seating, an oversized indoor pool (perfect for year round use in rain or shine) and a dock on the the famous 11 mile lagoon!** (note: duffy boat is not for guest use)FREE activities included with our signature Southern Hospitality
Never before rental! Never before rental!
Never before rental!
new to the rental market! Be one of the first guests to enjoy this amazing Palmetto Dunes beach house!
85 Port Tack
Palmetto Dunes
Bedrooms 5 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 11 guests
Prepare to have your dreams come true at 7 Singleton Beach Place! This breathtaking oceanfront property has undergone a complete renovation, ensuring that every aspect of your stay is nothing short of extraordinary. With direct, private beach access just steps away from your door, you'll have the pristine sands and sparkling waters of Hilton He
Specials Tag Special
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!

7 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
Rating 4.9 (21)
**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
Specials Tag Special
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!

412 Shorewood Villas
Forest Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (87)
21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring 6 bedrooms and 6 bathrooms. The open-concept living area and chef’s kitchen provide the perfect space for gatherings, while the oversized oceanfront pool deck and propane grill are ideal for outdoor entertaining. Enjoy direc
Specials Tag Special
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 Horvaths Peninsula
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.9 (141)
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
Specials Tag Special
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 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.6 (69)
133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its finest. Wake up to breathtaking views of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms. The spacious and comfortable bathrooms ensure a relaxing stay. Recent renovations have revitalized
Specials Tag Special
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!

133 Dune Lane
Forest Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (53)
*** New Kitchen Renovation Coming Spring 2026***27 Corine Lane, Hilton Head Island is a luxurious 3-story home nestled in the picturesque Singleton Beach area. This stunning property features a private pool and elevator, adding to the convenience and comfort of your stay. With 7 bedrooms and 7 bathrooms, there's plenty of space for everyone to
Specials Tag Special
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!

27 Corine Lane
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.8 (61)
41 Bradley Beach is a great option for a beach vacation on Hilton Head Island. This 6-bedroom, 4.5-bathroom home is ideal for larger groups or families and has been recently renovated with new paint, living furniture, flooring and a new front porch. The home is just a short walk from the beach and includes a private backyard pool and offers plenty
Specials Tag Special
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!

41 Bradley Beach Road
Bradley Beach
Bedrooms 6 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 14 guests
Rating 4.8 (42)
Welcome to 1 Surfwatch Way — a 2026 newly completed 6-bedroom 5.5-bath coastal retreat offering the very best of modern island living. Just a short 3–5 minute stroll to the beach, this exceptional home showcases all-new furnishings, appliances, and thoughtfully curated finishes throughout, creating a fresh and refined space for your Hil
Specials Tag Special
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!

1 Surfwatch Way
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 5 baths / 2 half baths
Guests 20 guests
Rating 4.8 (5)
Welcome to the future of luxury vacationing on Hilton Head Island! This stunning newly built home on Shell Midden Lane offers the perfect vacation retreat for discerning guests. Boasting 6 spacious bedrooms, 6.5 bathrooms, a private pool, elevator, and multiple balconies, this low-country oasis provides both comfort and elegance. With 3,701 square
Brand New! Brand New!
Brand New!
This property had it's first rental season in 2025 and blew all expectations out of the water! Make all of your vacation dreams come true by booking this incredible new property!
221 Cordillo Parkway at South Forest Beach
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 16 guests
Rating 5 (12)

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