Hilton Head, SC 2+ Bedroom Vacation Rentals

Stones Throw 30Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located less than a half-mile from Folly Field Beach, this roomy, family-friendly condo is...

*VILLAMARE PAINTING PROJECT TENTATIVELY SCHEDULED FOR SEPT 15, 2025 TO MARCH 30, 2026. Work will include stucco repair, balcony and ceiling enhancements, roof repairs, and painting. Guests can expect to see scaffolding in front of living room...

Fiddlers Cove 4BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This updated ground-floor 2BR/2BA villa has a fun beachy decor that will put you in vacation...

Golfmaster 501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from it all and soak up some island sun when you stay at Golfmaster 501. This pretty...

SUN, SAND, TENNIS AND GOLF!!Just what a dream vacation is made of!! Come join us at our Hilton Head villa for an memorable vacation...Unit is in Bldg. 3 (2nd floor) includes 2 bedrooms with TVs, living room with huge TV, entirely supplied kitchen...

Bluff Villas 1734Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make memories that will last a lifetime when you book this handsome bay-view condo. Located...

Welcome to your dream vacation home located in the heart of Palmetto Dunes Oceanfront Resort. This charmingly appointed 5-bedroom, 4.5-bath offers the ideal blend of coastal appeal, modern comfort, and outdoor serenity ideal for creating memorable...

Sutherland Court 1Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover Lowcountry luxury at this beautiful Hilton Head Island hideaway. Located between...

Wonderful luxury Sea Pines four bedroom home with private pool and spectacular vistas of the live oaks wrapping around the golf vistas. Handsome high ceilings with humongous kitchen and tons of living space outdoors. Oversize kitchen and dining area...

Mizzenmast Court 5Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched on the 16th hole of Harbour Town Golf Links, this island home will be just the place...

Hilton Head Resort 4313Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Hilton Head Resort, your ideal hideaway located in one of the most...

**While this rental is dog-friendly, only 1 non shedding dog under 40 lbs will be considered, let Island Getaway know if you are bringing a dog so the fee can be added. An additional non returnable fee of $150 will be in addition to the price...

Welcome to the BESTNEST at 60 Lawton Road in Sea Pines! Here's the skinny - just buzz us for more details: Our advertised prices are our very best rates and calendar shows real time availability. We encourage you to book online!• Charmingly...

Greens 170Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A enchanting island hideaway awaits at this two-bedroom villa, located in the exclusive gated...

Fazio 10Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the whole family to Hilton Head with this striking two-story villa steps away from the beach...

Come appreciate this one of a kind attractively refreshed unit. Everything from the walls in is new. The kitchen has been opened up and features a bespoke island, pendant lighting, shaker style cabinetry, stone countertops, high end appliances and...

Seascape Villas, Unit 3239Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The sun, sand, and surf are practically at your doorstep when you call this Hilton...

Plantation Club 464Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel Hilton Head to the fullest in this adorable condo sporting golf course vistas! From...