Hilton Head, SC 3+ Bedroom Vacation Rentals

Located among live oak trees draped with Spanish moss, this private getaway is the ideal place for your next beach vacation, golf outing or family hideaway. Located on the esteemed Palmetto Dunes eleven mile lagoon system, this four bedroom home...

Summary:Salt Air SanctuaryThe Space:Just a fast walk down the street to Driessen Beach Park, this appealing home in Hilton Head, SC, offers the ideal location for a beach hideaway. With its boardwalk winding through a natural environment to the...

3 Port Au Prince is a fabulous 5 bedroom, 3.5 bath, pet friendly home located in the gated community of Shipyard Plantation. The entirely equipped kitchen has granite countertops, new range, island that seats 3, and breakfast table for six. Just...

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll adore the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the outside...

Elegantly appointed, this impressive 3-bedroom Hilton Head Island home is in an splendid third-row location, a short walk (about 3 mins.) to the beach! The home is also only a leisurely walk or bicycle ride away from all that Palmetto Dunes has to...

Summary:Kingston Dunes 68The Space:Sophisticated, modern, cavernous, and private, the ideal Hilton Head Island hideaway exists, and it's here! This secluded home is against the backdrop of handsome Spanish moss trees with a private pool, sun deck...

Appreciate the best of Palmetto Dunes Oceanfront Resort on Hilton Head Island from this cavernous 3-bedroom, 2.5-bath vacation rental overlooking the resort’s breathtaking 11-mile lagoon system. Set in one of the island’s most sought-after...

Summary:Stones Throw 15The Space:Welcome to your ideal hideaway in Hilton Head, SC! This beautiful apartment features both a front and rear patio, both thoughtfully furnished for your comfort. The rear patio is equipped with a private grille, making...

This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas of the Atlantic. The living room has two huge couches, game table, and TV. The dining room has...

Point of View - Vacation Units by Five Star PropertiesFavorite Features:- Striking Ocean Vistas- Community Pool- Fireplace- Simple access to shopping, dining, kayaking, and other activitiesWater vistas to the beach, comfort and convenience: that's...

Summary:Beckenham 116The Space:Escape the everyday and indulge in a dreamy golf-and-sea hideaway at this three-bedroom townhome in Hilton Head's Port Royal Village. Boasting an on-site pool and golf, this condo is also just steps of the beach and...

Many updates enhance this cavernous pool-front villa.The completely equipped kitchen offers all the amenities of home, making it painless to prepare meals for the whole family. The dining area, located between the kitchen and living room, features...

Summary:Harbour Master 201The Space:This striking Hilton Head condo, close to beaches and nightlife, is ideal for any couple’s hideaway or your next family vacation at the shore. Featuring sun-soaked interiors and plenty of coastal appeal...

Summary:Fazio 30The Space:Feel island living at its best here in Hilton Head and find yourself perched on the 18th fairway of Palmetto Dunes Golf Course. As soon as you enter this marvelous getaway, you will have no trouble slipping into relaxation...

Summary:Shorewood 107The Space:Feel the ultimate beach hideaway at this striking oceanfront condo in Hilton Head, SC. Just steps away from the sandy shores, this tropical resort property offers the ideal blend of relaxation and convenience. Located...

Summary:Calibogue Club 2617The Space:Located in the serene surroundings of Hilton Head, SC, this appealing villa offers relaxing lagoon vistas from its cavernous deck, providing the ideal spot to relax and savor the calming ambiance. Just a short...

Summary:Tennismaster 302The Space:*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin 11/1/2025.Welcome to your ideal coastal getaway in Hilton Head, SC! This beautiful condo is just a fast 10-min. drive or bicycle...

**Beginning April 1st, the spa will be temporarily closed to allow for core drilling of new plumbing. The construction phase is expected to take roughly three (3) weeks, weather permitting.**HILTON HEAD ISLAND. Main Sail – a extravagant villa...