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
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
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
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
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
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
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
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
Step back into the charm of carefree summer days with all the conveniences of modern living at this 3-bedroom, 3.5-bath Beachwalk townhouse in Shipyard on Hilton Head Island. Styled with a cheerful beach cottage motif, this spacious villa offers comfort, value, and plenty of room for making memories.Upon entering the home, you'll find a cozy den to
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
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
Searching for the perfect couple's getaway spot? Look no further than 1687 Bluff Villas! This beautifully renovated studio offers all you'll need for romantic weekend getaway or extended stay!The well-appointed condo offers a comfortable living/sleep space with a queen Murphy bed that easily folds up for extra room. The living area also has a couch
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
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