Group-Friendly Rentals | Hilton Head Island

Are you looking to book a large group for your vacation? Here at Sunset Rentals, we specialize in promoting large houses and multiple villas for group holidays, family holidays, birthday celebrations and anniversaries, family gatherings and tennis or golf groups. Choose to stay in multiple houses near each other with options for hot tubs, swimming pools, access to tennis courts, golf courses, and all that Hilton Head has to offer!  

Forest Beach Group Rentals

  • Highlights of renting in Forest Beach
  • More than 100 shops and restaurants
  • Miles of walking, jogging, and biking trails
  • Seasonal Forest Beach Shuttle Service 843-295-8247

  • Updated Coligny Beach Entrance
  • Free Family Entertainment
  • Miles of sandy white beaches

Sea Pines Group Rentals

  • 5 Miles of Sandy White Beaches
  • Beach Access passes about every 10th of a mile
  • Three World Class Golf Courses
  • Tennis Facilities

  • Quick Access to Harbour Town’s Restaurants, Entertainment, and Shopping
  • Miles of Bike, Jogging, and Walking Trails
  • Sea Pines Trolley Available

Palmetto Dunes Group Rentals

  • 3 Miles of immaculate Beachfront
  • Three Championship Golf Courses
  • Seasonal Palmetto Dunes Buggy

  • Quick Access to Shelter Cove Marina
  • World Renowned Tennis Center
  • Miles of bike trails

Shipyard Group Rentals

  • Shipyard private beach access
  • Miles of scenic walking, jogging, and biking trails
  • Championship Golf & Tennis Center
  • Centrally located to Hilton Head downtown

  • Great location for family reunions, and gatherings
  • Access to the Shipyard Beach Club
  • 20 Tennis Courts located in Shipyard

Singleton Area/ Burkes Beach/ Folly Field Group Rentals

  • 3 Miles of White Sandy Beach
  • Miles of scenic walking, jogging, and biking trails
  • Chaplin Park- with Tennis, baseball, basketball courts

  • Centrally located to Shelter Cove Marina
  • Access to the Crabline Shuttle from Memorial Day to Labor Day
  • Access to Chaplin Dog Park
  • Newly built elegant homes

Port Royal Group Rentals

  • Beach Access at the Islanders Beach Park
  • Miles of scenic walking, jogging, and biking trails
  • Champion Tennis Center
  • Named one of the "Top 10 'Exotic' Golf Course in the World"

  • Access to the Port Royal Arboretum
  • Public Fresh and Saltwater Fishing
  • The playground at the Islander Beach Park for Kids


Properties Available 43 properties available
This stylish Shipyard villa boasts all the comforts of home. The open concept kitchen has all stainless steel appliances, an attached laundry room and a dining counter with 2 barstools.The formal dining area has a table for 6 and is open to the living area. The living area features comfortable seating and a wall mounted TV/DVD, as well as a large w
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (7)
Epic Beach House is stunning 4-bedroom pet-friendly Palmetto Dunes vacation home is located just a short walk from the beach in one of Hilton Head’s favorite vacation destinations. The Epic Beach House features all the comforts you could ask of a premier Hilton Head vacation rental. Beautifully decorated and superbly equipped, you’ll enjoy endless
Hot HOT 31
Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 14 guests
Rating 5 (24)
This 5 bedroom, 5.5 bath, single-family Singleton Beach home will be an island oasis that you won't want to leave! This well-equipped home features a private pool, designer decor, and state-of-the-art appliances, as well as double garages and a wide driveway.The first-floor pool level features a cozy sitting room decorated with a tropical motif. **
Hot HOT 39
Bedrooms 5 bedrooms
Bathrooms 5 full baths 1 half bath
Guests 12 guests
Rating 5 (3)
Breakers 108 is a 1 bedroom, 1 bathroom North Forest Beach villa rental, located just steps from the beach for the perfect getaway and island vacation on Hilton Head. This comfortably furnished and well-equipped Forest Beach villa rental features warm wood flooring throughout. The bedroom features a queen bed, plenty of cabinet and drawer space and
Hot HOT 26
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (21)
142 Colonnade is a beautifully renovated, 2nd level flat with an open-concept floor plan and great balcony space for outdoor relaxation! The spacious living area features a sectional sofa, Smart TV and access to the private balcony overlooking the natural landscape. Just beyond the living area is the dining table with seating for 6 with additional
Hot HOT 23
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (2)
Enjoy being steps away from the beach and centrally located in Forest Beach while staying at 5 Egret! This gorgeous 6 bedroom home has recently undergone renovations and upgrades, including new furnishings, as well as interior and exterior painting.The main living areas of the home are located on the first floor with an open living area, dining are
Hot HOT 19
Bedrooms 6 bedrooms
Bathrooms 6 full baths 1 half bath
Guests 18 guests
Rating 5 (6)
Bring your family, your pet, some friends, and still find plenty of room for rest and relaxation in this 3,100 square foot 5 bedroom, 4.5 bath raised single home. Crabline 39 is a pet-friendly vacation rental in a prime location in Singleton Beach, Hilton Head Island. This Singleton Beach home on Hilton Head Island allows you to easily enjoy the gr
Hot HOT 29
Bedrooms 5 bedrooms
Bathrooms 4 full baths 1 half bath
Guests 12 guests
Rating 5 (6)
High-end style at a moderate price in Singleton Beach, Hilton Head! This luxurious Singleton Beach home will fit all your desires for luxury at the beach and not break your wallet. The perfect vacation rental for large groups visiting Hilton Head!Plenty of space in this 3,500 sq. ft., 6 bedroom, 6 and a half bath beautiful home, set in a lovely nei
Hot HOT 10
Bedrooms 6 bedrooms
Bathrooms 6 full baths 1 half bath
Guests 19 guests
Rating 5 (2)
458 Captains Walk is a beautifully updated and decorated 2 bedroom, 2 bathroom first floor condo located in Captains Walk Hilton Head, with partial ocean views! Travertine floors lead from the foyer and into the kitchen which is fully equipped with stainless steel appliances and granite countertops. 3 wicker stools sit at the breakfast bar which is
Hot HOT 37
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (4)
This beautifully updated 2 bedroom, 2 bathroom Colonnade Club 198 Hilton Head condo features new furnishings, laminate flooring and paint throughout. The open-concept floor plan features a living area with a queen sleeper sofa, large Smart TV and access to the private balcony overlooking the lagoon and golf course. The dining area seats 5 comfortab
Hot HOT 13
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (5)
The Hilton Head Island vacation of your dreams awaits at this luxurious 3rd row wonder: 2 Capri Lane in North Forest Beach, Hilton Head. This 7 bedroom, 7.5 bathroom Forest Beach home offers glimpses of the ocean, a raised pool and spa deck, spacious interiors for everyone to lounge, contemporary and coastal furnishings. The raised style of the hom
Hot HOT 22
Bedrooms 7 bedrooms
Bathrooms 7 full baths 1 half bath
Guests 22 guests
Rating 5 (11)
A cheerful, relaxing, picture perfect Sea Pines’ getaway is what you will get when you stay in this updated two bedroom, two bathroom Bluff Villas Hilton Head rental in the heart of South Beach, Hilton Head Island. With an array of shopping, dining, and entertainment options within the Sea Pines Plantation, this Sea Pines villa will meet all of you
Hot HOT 15
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (8)

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