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
43 properties available
32 Crabline Court is an exquisitely decorated 5 bedroom, 4 bathroom home located in Hilton Head’s Singleton Beach rentals area. It offers a short walk, or bike ride, to Singleton Beach as well as quick access to the beautiful Chaplin Park, shops, restaurants and Hilton Head attractions and activities.Approximately 10 steps up lead to the porch, a g
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
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
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
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
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
Breathtaking ocean views from almost every room in the house with grand architectural interiors greet you at 27 Duck Hawk - a true oceanfront retreat and one of our guests' favorite Hilton Head SC beach house rentals! This five-bedroom, five-and-a-half-bath home has many upgraded features that will make every ounce of preplanning well worth it! T
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
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
Enjoy a relaxing low country vacation while staying at the renovated 176 Colonnade. This 2 bedroom, 2 bathroom 2nd level Hilton Head condo rental features laminate flooring throughout the living areas, updated bathrooms and new furnishings.The entry door opens to a large great room that starts with the kitchen. This area is defined by an open dinin
Beachwalk 146 offers upscale vacationing at its finest. This beautiful 3-bedroom, 3.5-bathroom townhome is thoughtfully designed with two spacious living areas, a stylish kitchen, and tasteful coastal furnishings throughout.As you step inside, you’re welcomed by the front living room featuring a flat-screen TV, coastal décor, and a sleeper sofa—per
Come explore the southern charm of Shipyard while staying at our Colonnade Club rentals Hilton Head. Colonnade 146 is a 2nd floor, recently renovated Colonnade condo featuring all luxury vinyl flooring and Ashley furniture. The property also features flat-screen TVs in each room and lush island views. The living area is outfitted with a leather sle
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