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
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 18
Bedrooms 6 bedrooms
Bathrooms 6 full baths 1 half bath
Guests 18 guests
Rating 5 (6)
Colonnade Club rentals 154 is a fully renovated, newly furnished 2 bedroom, 2 bathroom 2nd floor condo in Colonnade Club. As you walk through the front door, you're greeted with an open-concept floor plan, with tile flooring that spans the common areas and tons of natural light. The fully remodeled kitchen feature granite counters, new cabinetry, p
Hot HOT 21
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (10)
Breakers 117 is an oceanfront condo with views of the Atlantic Ocean and the community pool. This end unit is located as close as can be to the pool and beach access and provides guests with an open concept floor plan with tile flooring throughout, coastal décor and lots of natural light.The living area features a Queen sleeper sofa, extendable din
Hot HOT 32
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (7)
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
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 6 guests
Rating 5 (4)
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 27
Bedrooms 1 bedrooms
Bathrooms 2 full baths
Guests 5 guests
Rating 5 (19)
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 38
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (8)
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 32
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (21)
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 37
Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 14 guests
Rating 5 (24)
Welcome to your next vacation location! This beautifully updated 3 bedroom, 3 bathroom Colonnade Club rentals condo provides space, comfort and fantastic views for your next island getaway. The elevated condo offers an open floor place, laminate flooring and tile in the living areas, and TVs in each room. The kitchen features granite counters, stai
Hot HOT 23
Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 8 guests
Rating 5 (10)
Lowcountry living at its' finest can be found at 1768 Bluff Villas. This beautifully updated and elegantly furnished 2 bedroom, 2 bathroom 3rd-floor condo offers views of the Calibogue Sound. The living area features comfortable furnishings, including a queen sleeper sofa, a Smart TV, and access to the private balcony with views of the sound. The d
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 6 guests
Rating 5 (4)
Beachwalk 208 is an updated 2 bedroom, 2.5 bathroom Hilton Head SC vacation rental condo that boasts modern conveniences, homey comforts, resort amenities and easy access to the beach. All new flooring span the villa with tile on the first floor and new carpet in the upstairs bedrooms. Upon entering the villa, you’ll notice the open, bright floor p
Hot HOT 37
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 8 guests
Rating 5 (11)
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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