Monthly Rentals | Hilton Head Island
Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.
STAY WITH US THIS WINTER
Hilton Head Island has been voted the # 1 island in the United States three years in a row, and its no wonder why many people spend their winter months enjoying our pristine beaches, award wining restaurants, and one of a kind community bike trails.
The winter months of October-March are the perfect time to be in Hilton Head. The discounted monthly rates, less crowded roads, beaches, and bike paths, and the FRESHEST Seafood are just a few reasons why you should choose Hilton Head for your Winter getaway.
PRIVATE HOMES & VILLAS
We have over 225 of Hilton Head's best villas and private homes that decked out with amenities like pools, spas, tennis & pickleball facilities, bike rentals, community bike paths & more!
When you picture the ultimate Hilton Head Island vacation, you are picturing Forest Beach. This vibrant and highly sought-after area is the heart of the island's excitement, placing you right where everyone wants to be. Staying in Forest Beach means unparalleled convenience: from the beautifully updated Coligny Beach Park entrance to the abundant collection of shops, casual eateries, and restaurants, everything you need is just a quick walk or bike ride away. Enjoy endless fun without ever needing to use your car!
Escape to Shipyard Plantation, an 800-acre retreat that embodies beauty, tranquility, and the spirit of the Lowcountry. Tucked away on the island's desirable South End, Shipyard was expertly designed as one of Hilton Head's earliest communities to honor and integrate with the surrounding natural environment. Getting here is simple, with convenient access from both Highway 278 and Pope Avenue. Shipyard hosts championship golf and tennis facilities framed by majestic100-year-old oak trees, miles of scenic paths ideal for jogging, biking, or peaceful walks and an exclusive oceanfront beach club.
Looking for the perfect family community? Then look no further than Palmetto Dunes, famously named the "Number One Family Resort in the U.S." by Travel & Leisure magazine. This premier destination offers three miles of pristine sandy beaches, providing the ideal setting for all your coastal activities—whether it’s riding bikes along the shore, surfing, swimming, searching for seashells, or simply relaxing with a book. Beyond the ocean, the resort features three Championship Golf courses offering unparalleled play across the beautiful 11-mile lagoon system, which also doubles as a fantastic aquatic playground for guests to enjoy kayaking, canoeing, and fishing. Palmetto Dunes truly delivers a complete, high-quality family resort experience.
Sea Pines is Hilton Heads first planned community and the building block of today’s Hilton Head Island. Choosing to embrace our historical Oaks, the majesty of Sea Pines incorporates three championship golf courses, a 600-acre forest preserve, five miles of white sandy beaches, and plenty of tennis courts, swimming pools, an equestrian center, and bike paths to fill anyone of any age with an enjoyment of the outdoors.
Port Royal has something for everyone, whether it’s golfing at one of its three Championship golf courses, playing a match on one of the tennis courts, fishing in one of its salt or freshwater lagoons, exploring the Arboretum, discovering the many Historical Sites or finding all 19 beach walk paths with beaches on the Atlantic Ocean and Port Royal Sound. Port Royal is bound to keep you entertained while enjoying Hilton Head Island.
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