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3 Sep 2019
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Best of Hilton Head

Nothing makes a vacation more fun than spending it with the people you love. Here at Vacation Homes of Hilton Head, we know that spending time with family and friends is invaluable, so most of our rentals will comfortably accommodate larger groups. Our rentals provide the space and comfort to have all the conveniences of home while you’re away.

Browse our favorite Hilton Head vacation rentals for large groups and start planning your next vacation with family or a big group of friends.

14 Singleton Shore Manor

Hilton Head vacation home

14 Singleton Shore Manor is a 6 bedroom, 6 bathroom home with enough space to sleep 16 guests. This vacation home offers marsh and ocean views from every level of the house. You are greeted with an open and bright living area and wet bar with access to your very own private pool deck. There is an updated kitchen, second living area, and dining room with an ocean view balcony on the second floor. 

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21 Horvath’s Peninsula

Hilton Head vacation home

21 Horvath’s Peninsula is a 6 bedroom 6 bathroom vacation home that can comfortably sleep 20 guests. This oceanfront vacation rental was built in 2015. Boasting 5,000 square feet of living area, this custom home has everything you could imagine, including an open concept living area, chef’s kitchen, oversized oceanfront pool deck, propane grill, private beach boardwalk, elevator, and third floor 2nd living area.

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18 Sand Dollar Road

Hilton Head vacation home

18 Sand Dollar is a 7 bedroom, 7 bathroom home with ample space for 20 guests to gather. This home features an open concept floor plan and over-sized chef’s kitchen as well as a pool table with ping pong and Foosball table on the second floor. Enjoy the massive pool deck with private pool and hot tub (hot tub heat included) perfect for the hot summer months and conveniently located just steps to the beach. Take in the views and relax.

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6 Terra Bella Place

Hilton Head vacation home

6 Terra Bella Place is a 6 bedroom, 8 bathroom home for 20 guests. Nestled between the beautiful salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is an outstanding beach lover's paradise. The chef's kitchen offers top of the line Wolf and Sub-Zero appliances and an oversized island with wrap around seating. The generously sized pool deck provides dining, lounging and swimming options. This home also boasts three oceanfront king master suites, three additional master suites with marsh or ocean views, a media and game room, two laundry rooms, a large elevator, and oceanfront pool ($500/week for pool heat). This amazing oceanfront vacation rental offers commanding views of the Atlantic Ocean from every floor and offers a one of a kind 4th-floor rooftop deck, great for private sunbathing or enjoying the views.

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31 Singleton Beach Place

Hilton Head vacation home

31 Singleton Beach Place is a 6 bedroom, 9 bathroom home that offers over 5,500 square feet of living space for 20 guests. This home is luxury at its finest, featuring an open concept floor plan with a gourmet chef’s kitchen and the finest décor and appliances. The expansive living room opens up to a spacious front patio with your own private pool and beach access less than a 50-foot walk to the beach. If you enjoy top of the line amenities, this home is sure not to disappoint. This property also has access to a larger community pool located just steps away.

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58 Sandcastle Court

Hilton Head vacation home

58 Sandcastle Court is a 6 bedroom, 4 bathroom home with space for 22 guests in the highly sought-after Sandcastles By The Sea resort. It features a heated pool, elevator, wood tile floors, pendant lights, frameless glass shower doors, and more. It is less than a half-mile walk or bike ride to the beach. It is conveniently located near mini-golf, an arcade, restaurants, and more.

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6 Collier Beach Road

Hilton Head vacation home

6 Collier Beach Road is a 6 bedroom, 6.75 bathroom oceanfront vacation home on Hilton Head Island. With 2 living areas, there is plenty of room for your group to have fun, spread out, and relax. Play pool in the top floor media room or practice your swing on the ground floor putting green. Enjoy your own private pool and oceanfront views with your very own boardwalk to the beach, or take advantage of the additional community pool.

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Plan Your Stay on Hilton Head Island

Whether you’re traveling with a large group or your significant other, Hilton Head Island has so much to offer all year round. Experience elegant oceanfront dining or explore the pristine nature on and around the island. Book a stay with Vacation Homes of Hilton Head and you’ll find yourself in a luxurious vacation rental in the center of the island’s best things to do.