Hilton Head, SC 2+ Bedroom Vacation Rentals

Summary:Villamare 3322The Space:Feel the ultimate island hideaway at this impressive condo in Hilton Head. Ideal for bigger groups of friends and family, this bright and sunny getaway offers cavernous bedrooms and a full kitchen, ideal for whipping...

The adjoining living room features a couch and three comfortable chairs, a intelligent flat-screen TV, and two walls of windows with two slider doors to a wraparound balcony overlooking Calibogue Sound. The dining table seats six with additional...

Summary:Colonnade Club 152The Space:A ideal hideaway to the sunshine and bliss of Hilton Head Island awaits you at this airy getaway in the heart of all the action. Boasting nautical decor, a bright interior, and cathedral ceilings, this home away...

HILTON HEAD ISLAND. This roomy 3rd row home is located in the heart of Sea Pines, and is close to South Beach Marina and many island activities. The warm living room features a sectional couch, TV and decorative fireplace and a bathroom off the...

Come savor this handsomely modernized Hilton Head Island rental property! The kitchen features bespoke cabinetry, quartz countertops, and bar seating for three while coming entirely-equipped to meet your family's cooking needs. The living room is...

Summary:Tennismaster 1102The Space:*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin 11/1/2025.Recently modernized from top-to-bottom, this pretty, two-story townhouse features all-new floor, lighting, cabinets...

Summary:Lighthouse Tennis 2389The Space:Feel the ultimate coastal living in this gorgeous condo located within Sea Pines in Hilton Head, SC. With vaulted ceilings and an abundance of natural light, this 3rd-floor unit offers an open concept living...

Summary:Bluff Villas 1673The Space:Located right in the heart of South Beach, this 1,200 sq. ft. rental is just steps from the beach, a number of deluxe community amenities, stores, eateries, and so much more! Inside this rental, you'll find a...

Welcome to Your Hilton Head Island Retreat!Escape to this charmingly refreshed 2-bedroom, 2-bathroom top-floor condo in the highly charming Fiddlers Cove community. With a private gated setting, this home provides both tranquility and convenience...

Summary:Spa on Port Royal Sound 2219The Space:Settle down mere mins. from South Carolina's pristine beaches when you call this Spa on Port Royal Sound condo your next vacation destination! Located on a dead-end street, this private condo accepts you...

Summary:Tupelo CottageThe Space:Tupelo Cottage is a attractively modernized, pet-friendly home in the heart of Sea Pines Plantation. A cavernous floor plan, a huge outdoor space, and a private hot tub create a great place for rest and...

Summary:Hilton Head Resort 2417The Space:Escape to the island at this 2BR/2BA top-floor condo, located at the Hilton Head Resort and boasting direct walking access to the beach. Perks include a sleek kitchen, intelligent TVs, and a covered balcony...

Welcome to your coastal hideaway in the heart of Palmetto Dunes Oceanfront Resort. This elegantly refreshed 2-bedroom, 2-bathroom villa is located in the highly sought after Villamare complex and offers a ideal blend of island inspired appeal and...

This newly refreshed bungalow offers 3 bedrooms, 2 ½ baths and multiple living areas inside and out. The home is conveniently located on the beach path and a short walk will bring you to one of the most pristine and peaceful beaches on Hilton...

Incredible BEACHFRONT vistas from this 4 bedroom, 4 bath South Beach townhouse! The kitchen, with granite countertops and stainless steel appliances, is located on the first floor. The dining area is adjacent to both the living area and kitchen and...

Summary:Ocean EscapeThe Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool and spa that can be heated between Labor Day and Memorial Day for an additional fee of...

Summary:Beach Lagoon Villa 309The Space:Beach Lagoon Villa 309 - location is everything! This charmingly decorated three-bedroom Sea Pines villa is just a short and painless three-min. walk to the beach. As you enter through the private courtyard...

Summary:Shorewood 511The Space:Welcome to Shorewood 511, an exceptional oceanfront condo that has been completely modernized, restocked, and redecorated for 2023 to include all new TV, furnishings, beds, and inventory. Some of the closest...