Snowbird Vacation Rentals
Warmer Winters Are Calling!!
As winter approaches, hundreds of travelers are preparing to move from the north to warmer climates. Seductive sunshine draws countless travelers looking to escape the long, cold winter. Everyone is looking to escape winter melancholy, and we are here to help! If you select any period over 28 days from the beginning of October to the end of February, you will receive our monthly discounts. Call 855-404-4678 for monthly rates; we can't wait to host you during your winter vacation on Hilton Head!
264 properties available
Outdoor Paradise Near Harbour Town - Kids and adults will enjoy splashing in the new private pool. The pool area includes an 8-person spa, in pool lounge chairs, pool side covered cabana with 65” TV, large patio with tables, chairs, and bar stools all surrounded by a fence. The pool and/or spa can be heated for an additional charge. Enjoy your morn
Put yourself in the center of it all in this charming and newly renovated 1-bedroom Forest Beach Villas! Enjoy the community pool and on-site tennis courts! Located in one of Hilton Head Island's most historic neighborhoods and often referred to as the original downtown by the locals, this centralized location features dozens of shops, restaurants
Welcome to 101 Fairway Lane Villas, a beautifully updated, single-level 2-bedroom, 2-bath retreat in Sea Pines, where comfort meets Lowcountry charm. Located just across Sea Pines Drive from the beach path, you’re only a five-minute walk from the soft Atlantic sands with no need to drive or hunt for parking.Inside, a light-filled sunroom stretches
Steps from the emerald tides of the Atlantic, 108 Breakers offers a refined coastal sanctuary where the rhythm of the ocean sets the tempo for your stay. Warm wood flooring stretches across the bright interior, catching the soft Carolina sunshine that filters through blue patterned curtains. This North Forest Beach villa serves as an elegant gatewa
Lovely Single-level End-unit Villa with Pool, Tennis, and Pickleball exclusive to complex.Great convenient location! Just a short half-mile walk to the world-renowned Harbour Town. Explore its shops, restaurants, and beautiful sunset views over Calibogue Sound. Also, the villa is just minutes away from The Shops at Sea Pines. Take the free trolley
Kick off your shoes and get into the holiday spirit at 26 Hollyberry Lane. This just-renovated 3 bedroom and 2 bath home is located inside Sea Pines in the Greenwood Forest community and boasts a community pool and recreation facilities for your group of 10. The spacious open layout with plenty of natural light is both cheery and calming. A fully
Welcome to 36 Bradley Circle, a breathtaking third-row ocean home that captures the beauty, charm, and elegance of Hilton Head Island. This six-bedroom, six-bath retreat offers everything you need for an unforgettable coastal getaway. Perfect for families and groups of up to 19 guests, it delivers a seamless blend of comfort, sophistication, and co
Bright, cheery and beautifully updated, this villa is new to the rental market. Be among the first to enjoy this lovely vacation retreat with your family! Miles of sandy beaches, fantastic amenities, and fun for all ages – it is waiting for you at 20 Hilton Head Beach Club, a delightful 2 bedroom/2.5 bath villa in the heart of Forest Beach, and o
Welcome to 26 Spinnaker Court, a newly renovated coastal retreat in the heart of Sea Pines on Hilton Head Island, now proudly part of the Host2Coast collection. Perfectly positioned just moments from Harbour Town Golf Links and the iconic Harbour Town Yacht Basin, this home places you at the center of one of the island’s most sought-after destinati
Welcome to 28 Surf Scoter, your unparalleled beachside paradise located just 100 steps from the Atlantic. This expansive, beautifully appointed home blends upscale finishes with thoughtful amenities, creating a luxurious retreat for large groups or multi-family stays! Outside, the property greets you with a lushly landscaped oasis featuring a priva
Welcome to 1701 Shipmaster! This is an updated 3-bedroom and 2.5-bathroom villa located in the Shipyard community. It offers access to great amenities such as an outdoor pool, tennis court, and private beach and beach club. The villa has a spacious living and dining area with views of the lush island locale, which makes hosting game or movie night
Have you ever dreamed of sunning, dining, entertaining, or stargazing on a rooftop deck at your island destination? 20 Ocean Club is where that dream comes true! Also, strong Wi-Fi makes this the perfect location to stay awhile, work/school remotely, and then head to the beach or enjoy other island adventures. This beautiful villa provides an almo
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