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 44 properties available
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 30
Bedrooms 6 bedrooms
Bathrooms 6 full baths 1 half bath
Guests 18 guests
Rating 5 (13)
Don't miss the opportunity to stay in this updated 2nd level 3 bedroom, 3 bathroom Colonnade Club! This spacious and well-appointed condo offers an open-concept floor plan, renovated bathrooms, LVP and tile flooring and new furnishings throughout. The beautifully outfitted living area features comfortable furniture, a Smart TV and access to the pri
Hot HOT 28
Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 6 guests
Rating 5 (19)
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 25
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (55)
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 46
Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 14 guests
Rating 5 (30)
Beautiful and bright 2nd level villa in desirable Beachwalk Shipyard community – with lots of natural light and a wrap around deck for relaxing or dining al fresco under the palm trees. One of the largest 1 BR units on the island (with 1,140 total sq feet), you'll have room to spread out and enjoy yourself – it truly feels like a “home away from h
Hot HOT 42
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 5 guests
Rating 5 (26)
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 12
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (14)
1681 Bluff Villas is a beautifully appointed 2 bedroom, 2 bathroom ground floor property offers expansive landscaped views and easy access to the Calibogue Sound. The living area features comfortable seating, a flat screen TV and access to the private patio. The dining area is just beyond the living area, as is the kitchen which features new applia
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (9)
Tucked away in a very convenient location of Shipyard Hilton Head Island is this cozy and comfortable little slice of beach heaven. This two-story pet-friendly Shipyard villa with terrific views of a lagoon and golf course, will be your comfort zone for sure. You can bring the entire family, including your pooch to pet-friendly Shipyard Hilton Head
Hot HOT 43
Bedrooms 3 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 8 guests
Rating 5 (16)
305 Breakers is a beautifully updated and outfitted 3rd floor condo located in North Forest Beach! With its prime location and excellent amenities, 305 Breakers is sure to be your new favorite Hilton Head respite!The living area features a queen sleeper sofa, Smart TV and access to the private balcony overlooking the island landscape and peak ocean
Hot HOT 24
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 6 guests
As of 2025: Brand New Owners with New Ideas… It’s out with the old, and in with the NEW! After a total renovation, this villa is fresh, clean, and sparkling. Beachwalk 109; a dog-friendly, 2 bedroom, 2.5 bath; offers a chic and comfortable vacation. This villa is located steps from the beautiful white sand beaches of Hilton Head.The foyer leads to
Hot HOT 31
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (13)
This spacious 2-bedroom, 2.5-bath townhome located in Beachwalk is just a 5-minute walk from the beach and offers comfort, style, and beautiful golf course and lagoon views. Step inside to find an open-concept layout with inviting coastal décor throughout the main level. The living area features comfortable seating, a wall-mounted flat-screen TV, a
Hot HOT 24
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 5 guests
Rating 5 (16)
1678 Bluff Villas is new to the vacation rental market for spring 2025! This beautiful condo has been completely renovated from top to bottom with custom features and luxury in mind. The open-concept floor plan offers plenty of space to spread out with a comfortably furnished living area, complete with a Smart TV, bar area with beverage fridge and
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (1)

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