Hilton Head, SC Vacation Rentals

Hilton Head Cabanas 14Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take your coastal hideaway to the next level at this Hilton Head Cabanas condo! Located...

You'll appreciate the privacy and updates in this cavernous end unit in Wildwood Spa, a private little neighborhood just ten mins. on foot to the Sea Pines Beach Club. This Premier Property features two bedrooms and an added loft area with a trundle...

Located right on the Atlantic in the Sea Pines Plantation, 22 Black Skimmer Rd is frequently praised as a dreamy, family-friendly escape — the kind of place where you make lifelong memories. Guests consistently highlight its magnificant location...

You are certain to appreciate this modern and comfortable villa that is literally steps off the George Fazio golf course with sweeping vistas of multiple greens! The refreshed kitchen includes bespoke cabinetry, granite countertops and stainless...

Sealoft 2042Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor lush surroundings in a handsome treehouse that offers all of the amenities of modern life...

Seacrest 2304Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your dream vacation spot on elegant Hilton Head Island! Our ideally-located...

Tanglewood 1005Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in this freshly updated two-floor condo near the beach and leave all of your...

Turnberry Village 237Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Totally remodeled (August 2025) ! ! Welcome to your idyllic island getaway located in...

Dunes Villas D2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the humdrum of everyday life and discover a relaxing and sunny getaway unlike any other...

This Penthouse vacation rental has expansive vistas of Shelter Cove Harbour and Marina where you can see all the way to Broad Creek! This villa has over 2500 square feet of living space making it one of only a handful of true Penthouse condos in...

Seacrest 2106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Planned Roofing Project at SeaCrest. Please review the timeline and key impacts below.Building...

Sea Side Villas I 244Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You are long overdue for an island vacation here in Hilton Head, so make your way to this...

Anchorage 7485Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in The Anchorage at Shelter Cove, this enchanting condo features a plethora of amenities...

Escape to a Peaceful Retreat on Hilton Head IslandLooking for the ideal hideaway on Hilton Head Island? This elegantly refreshed 2-bedroom, 2-bathroom ground-floor villa in Evian at Shipyard offers the ideal combination of comfort, convenience, and...

Welcome to your ideal hideaway at this appealing two bedroom condo in Hilton Head! Located on the 2nd floor of Wendover Dunes, this gorgeous condo offers an ideal blend of comfort and convenience.Step into the comfortable living room, where you'll...

Beachwalk 190Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready for a calming, memorable vacation? This exceptional condo located in Shipyard has...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This striking 5-bedroom, 5.5-bathroom home is located in the heart of North Forest Beach. Ideally located, it features direct access to the pristine sandy...

Handsome ocean vistas are just one of the fabulous benefits to appreciate from this top floor Hilton Head Island, SC rental. Appreciate broad ocean vistas and you are just steps away from the beach. Sliding door opens to the balcony with ocean view...