Hilton Head Snowbird Rentals
More to Enjoy This Winter
Escape the cold and embrace the mild temperatures, scenic shorelines, and laid-back lifestyle of Hilton Head Island. Whether you're searching for a cozy 1-bedroom villa by the beach or a spacious 7-bedroom retreat to host family and friends, our Hilton Head monthly rentals provide the perfect place to call home for the season. Enjoy access to top island attractions, from championship golf courses and picturesque bike trails to waterfront dining and boutique shopping. Whether you prefer outdoor adventure or a peaceful place to relax and unwind, our winter rentals cater to every type of traveler.
A Home Away from Home
Our Hilton Head winter rentals offer spacious floorplans, natural light-filled interiors, and tasteful furnishings, ensuring a comfortable and stylish extended stay.
- Spacious, Open-Concept Living – Many rentals feature large windows, vaulted ceilings, and inviting living areas designed for comfort.
- Fully Equipped Kitchens – Prepare your favorite meals with ease in a modern, well-stocked kitchen or explore Hilton Head’s fantastic restaurant scene.
- Modern Conveniences – Enjoy Wi-Fi, large flat-screen TVs, and cozy living spaces for entertainment and relaxation.
- Comfortable Bedrooms – Plush mattresses and spacious bedrooms provide the perfect retreat after a day of exploring the island.
Upgrade Your Winter Stay
Looking for something extra? Customize your winter escape with luxury amenities tailored to your lifestyle.
- Oceanfront Views – Wake up to the sound of the waves and unparalleled coastal scenery.
- Pet-Friendly Rentals – Bring your four-legged friend along for the adventure!
- Outdoor Showers & Heated Pools – Enjoy the ultimate comfort and convenience throughout your stay.
115 properties available
3 BEDS, 3 BATHSLuxurious villa located in ShipyardOpen layout from living area to dining roomFully equipped kitchen perfect for family mealsAccess to community poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 102 Golfmaster, your dream vacation home nestled in the beautiful Shipyard community on Hilton Head Isla
1 BEDS, 1 BATHFirst floor villa located on Forest beachPrivate balcony with breathtaking ocean viewsPerfect for a beach getawayWalking distance to shops, restaurants, and Coligny beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful one-bedroom, one-bathroom condo located in the North Forest Beach area of Hi
2 Beds, 2 BathsBuilding Construction from Sep 2024 - April 2025, subject to changeFifth floor villa located in Palmetto DunesBreathtaking ocean views from the living room and balconyKitchen with a raised countertop barConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welco
3 BEDS, 2.5 BATHSTastefully furnished villa located in Folly FieldThree flat-screen TVs for entertainmentFully equipped kitchen with stainless steel appliancesOnly a 5-minute walk to Folly Field BeachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hi
3 BEDS, 2.5 BATHSCOMING SOON! MAY 2025Tastefully furnished villa in Palmetto DunesDeck for outdoor enjoymentSteps away from pool, tennis courts, golf course, restaurants, and beachProvides a relaxing and peaceful getaway.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning three bedroom vacation home, nestl
2 BEDS, 2 BATHSStunning villa in prime location, Palmetto DunesSpacious rooms with comfortable furnishingsPrivate deck overlooking Fazio Golf CourseComplex pool and spacious sundeckXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your newly remodeled vacation home in Hilton Head Island's Palmetto Dunes community. This
2 BEDS/ 3 BATHSTastefully decorated villa with a peaceful atmosphereSpacious rooms with comfortable furnishingsPrestigious location with easy access to beaches, golf, and amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes
2 BEDS, 2 BATHSBeautiful first floor unitFully equipped kitchen with modern appliancesPrivate patio with outdoor grillShort walk to the beach, shops, and restaurantsXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Embark on an unforgettable journey to 118 Courtside Villa, a pristine 2-bedroom, 2-bathroom haven nestled in the heart of Hilton
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExtensive villa with ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience. The vil
3 BEDS, 3 BATHSPet friendly (Non-refundable pet fee, approved breed, size, and age)Spacious living room with cathedral ceilingPrimary bathroom with a private bathClose proximity to shops, dining, and beachXplorie - 2 Free Adult Bokes (Valid for stays from 3 - 21 nights)This lovely 3 bedroom-3 1/2 bathroom villa has the "feel of a home". N
1 BED, 1 BATHNewly renovated villa with modern and upscale furnishingsFully stocked kitchen with stainless steel appliancesShort walk to charming shops, delightful restaurants, and the iconic Harbourtown lighthouseXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Stoney Creek Villa 249, your ultimate relaxing and comfortab
2 BEDS, 2BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExquisite condominium with fresh, coastal decorationsOpen concept living and dining areaExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bed
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