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
45 properties available
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
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. **
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
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
A tropical-inspired retreat awaits in this inviting 3rd-floor, 2-bedroom, 2-bath villa at North Shore Place in Hilton Head’s sought-after Forest Beach area.Thoughtfully decorated with warm coastal touches, North Shore Place 305 offers a comfortable and welcoming atmosphere from the moment you arrive. Just inside the entryway, you’ll find a formal d
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
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
Welcome to Colonnade Club 153, a beautifully appointed two-bedroom villa nestled in the heart of Shipyard. This thoughtfully designed one-story residence (just 4 steps to the entrance!) provides an ideal home base for families and groups seeking an unforgettable Low Country escape. The villa features two generously sized bedrooms that comfortably a
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
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
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
1660 Bluff Villas is a beautifully renovated 2 bedroom, 2 bathroom Hilton Head Sea Pines vacation rental condo perfectly situated in South Beach Marina. This property features an open concept floor plan, tile and LVP flooring throughout and all new bathrooms.The living area features comfortable furnishings, including a sleeper sofa, Smart TV and ac
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