Winter - "Snowbird" Rental Properties

Tired of the snow and ice?

Come spend a month or more on Hilton Head and enjoy South Carolina's mild winters.

Discounted monthly rates are available from October through March on select Hilton Head winter rentals. And you'll never have to scrape the windshields!

Call 1-800-845 7017 to find out which properties are available for your warm winter retreat.


Hilton Head Vacation Home Winter Rentals

Order Properties by:



Margaritaville

2 Bedroom 2 Bath plus Spacious Den, located in Palmetto Dunes, just an easy walk to the beach.

Entering Margaritaville you are greeted with floor to ceiling windows with a spectacular and peaceful lagoon view. The large open living room is great for families of all sizes and leads into...

Bedrooms: 2
Baths: 2
Area: Palmetto Dunes
Location to Beach :
Walk to Beach
Bed Sizes:
2 Q, 1 Slp

Dinghy

6 Bedroom 5 Bath Oceanfront home located in Palmetto Dunes Plantation.

Upon entering this spacious six bedroom, five bath oceanfront home on a corner lot in Palmetto Dunes you are struck by the beautiful Atlantic ocean views throught the floor to ceiling windows. You have access to the...

Bedrooms: 6
Baths: 5
Area: Palmetto Dunes
Location to Beach :
On the Beach
Bed Sizes:
4 K, 1 Q, 2 Tw, 2 Day

Ocean Dream

4 Bedroom 3 1/2 Bath Direct Oceanfront Home, located in North Forest Beach.

Comtemporary in design and elegantly furnished, with all it's windows and doors this home offers outstanding ocean views from just about every room of the house. The home features a bright open floor plan, and...

Bedrooms: 4
Baths: 3.5
Area: N.Forest Beach
Location to Beach :
On the Beach
Bed Sizes:
3 K, 2 Tw, 1 Slp

Eagle Watch

4 bedroom 3 1/2 bath Shipyard Plantation home located on the golf course, just minutes from the ocean.

Situated on the Galleon Golf Course in Shipyard Plantation, Eagle Watch has an open floor plan providing ample space and comfort for the vacationing family. This home receives direct...

Bedrooms: 4
Baths: 3.5
Area: Shipyard
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 4 Tw

Sealoft, 2071

2 Bedroom 2 Bath "Treehouse" located in Sea Pines Plantation, just a short walk to Harbour Town.

This vacation rental home is the cream of the crop with a panoramic view of the Calibogue Sound which is simply breathtaking. The landscape is first rate, the decor of the living area is bot...

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 Q, 2 Tw

Carolina Retreat

3 bedroom 2 bath home in Sea Pines, located a short walk to the beach.

This home is a true retreat from the hustle and bustle of daily life. Carolina Retreat offers a beautiful open floor plan which is great for families with children or active couples. This home is only one mile from...

Bedrooms: 3
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw

Night Heron, 40

2 Bedroom 1 Bath Home, Sea Pines Plantation, just a short walk to the ocean.

Located just inside the Ocean Gate to Sea Pines, this pet friendly Night Heron home is just a five minute walk to the beach and guests have access to an on-site community pool with private bathrooms.

...

Bedrooms: 2
Baths: 1
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
2 Q, 1 Slp

Avocet

3 bedroom, 3 bath Low Country home in the North Forest Beach area, is just 4 houses from the beach.

Just steps away from your front door, are the shops and restaurants of Coligny Plaza, and steps from your back door, is the beautiful Atlantic Ocean. This three bedroom, three bath home w...

Bedrooms: 3
Baths: 3
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw, 1 Slp

Sea Breeze*

4 Bedroom 5 1/2 Bath Oceanfront North Forest Beach Home.

**FREE Pool Heat.

Directly on the Atlantic Ocean, this home provides stunning views of the ocean. This elevated 3 story home offers an inviting floor plan with state of the art furnishings, attractive artwork and is fully ...

Bedrooms: 4
Baths: 4.5
Area: N.Forest Beach
Location to Beach :
On the Beach
Bed Sizes:
3 K, 2 Dbl, 1 Slp

Night Heron, 49

3 Bedroom 2 Bath villa, located in Sea Pines Plantation, just a short walk to the ocean.

This freestanding townhouse villa features a view of the lagoon. The living room, dining room and kitchen are all open and feature access to the outside deck. The twin bedroom has access to a hall...

Bedrooms: 3
Baths: 2
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 Q, 4 Tw

Sunny Shores

6 Bedroom 5 1/2 Bathroom South Forest Beach located 3 rows from the ocean

This beautiful Hilton Head home is located third row from the ocean in South Forest Beach. Steps lead to the entry where you will find a kitchen, dining area, and 3 separate living areas and a 1/2 bath.

<...

Bedrooms: 6
Baths: 5.5
Area: S. Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 2 Q, 4 Tw, 1 Slp

Night Heron, 42

2 Bedroom 2 Bath Home, located in Sea Pines Plantation, just a short walk to the ocean.

Located just inside the Ocean Gate to Sea Pines, this pet friendly Night Heron home is just a five minute walk to the beach and guests have access to an on-site community pool with private bathrooms....

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 Q, 2 Tw, 1 Slp

Beachcomber

5 bedroom, 4 bath home in Sea Pines Plantation, 2nd house from the ocean.

Nestled in a quiet residential community of Sea Pines Plantation, this nicely decorated two story home is only steps away from the beach. The uniquely designed home has many features that's sure to please.

...

Bedrooms: 5
Baths: 4
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 1 Dbl, 4 Tw, 1 Slp

Shore House

4 Bedroom 2 1/2 bath Home, located in North Forest Beach, just one house from the Atlantic Ocean.

This beach home is for the economy minded vacationer. This moderately decored vacation beach home offers an excellent value for your vacation dollar. Located only minutes from the beach, th...

Bedrooms: 4
Baths: 2.5
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 Q, 1 Dbl, 2 Tw, 1 Slp

Shell Ring

3 bedroom 3 bath home in Sea Pines located in Carolina Place near Sea Pines Forest Preserve.

This 3 bedroom, 3 bathroom, pet-friendly vacation rental house is in a spectacular location, within biking distance of the beach and has a pool and tennis access. It's situated in the Carolina P...

Bedrooms: 3
Baths: 3
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 K, 1 Q, 2 Bnk, 1 Slp

Live Oak

4 Bedroom 2 1/2 Bath family beach home located in the North Forest Beach area, just 2 houses from the ocean.

The entry level floor of this home has a bathroom, two of the four bedrooms and the utility room with washer/dryer and an extra refrigerator. The bedding on this level consists...

Bedrooms: 4
Baths: 2.5
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Dbl, 4 Tw, 1 Slp

Hideaway

3 Bedroom, 3.5 Bath home centrally located in the Sea Pines Plantation

Hideaway is beautifully decorated with all new furniture in the spring of 2007. You are greeted by an open and inviting floor plan that is sure to please families and golfers alike. Upon entering the home you are gr...

Bedrooms: 3
Baths: 3.5
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw, 1 Slp

Oceanwalk

3 Bedroom 3 Bath Sea Pines Plantation Home, located just 3 houses to the ocean.

Tucked away in a private cul-de-sac, yet just 3 houses back from the beach and all the attractions of South Beach Marina Village is this comfortable one-level home. Completely renovated with a modern upbeat...

Bedrooms: 3
Baths: 3
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 2 Tw

Shangri La

3 Bedroom 3 Bath Home, located in Sea Pines Plantation, just 3 houses from the beach.

This fourth row, ranch style home is conveniently located in the heart of Sea Pines. From this home you are with in a short biking distance to South Beach Marina and Harbour Town. With its easy style...

Bedrooms: 3
Baths: 3
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 2 Q, 2 Tw, 1 Slp

Lands End, 35

4 Bedroom 4 Bath Ocean & Sound View Duplex, located in Sea Pines Plantation.

The attractive shingled buildings and beautiful water views of Lands End will make you believe you've gone to Cape Cod by mistake! This soundfront two-story duplex is quite roomy and designed so that the livi...

Bedrooms: 4
Baths: 4
Area: Sea Pines
Location to Beach :
On the Beach
Bed Sizes:
2 Q, 4 Tw

Sealoft, 2016

2 Bedroom, 2 Bath "tree house" at Harbour Town in Sea Pines Plantation.

Located on "Deer Island" in Harbour Town, these unique "tree houses" offer a new and exciting way to spend your vacation! Each villa is octagonally shaped and elevated with beautiful landscape views and with some o...

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 K, 1 Q

Horner

3 Bedroom 3 Bath Home located in Sea Pines Plantation, just 5 homes from the beach.

The Horner home is a nicely decorated 5th row ranch style home that features a large deck and beautifully landscaped surroundings. Quite open and spacious, the living area is comfortably furnished and h...

Bedrooms: 3
Baths: 3
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 2 Tw, 1 Slp

Boardwalk

3 bedroom, 3 bath Palmetto Dunes Plantation home located just 3 houses from the ocean.

This ranch style house is located right next to the beachwalk, which makes for a very short walk to the beach. The amenities include a large living/dining area, separate from the kitchen, which opens ...

Bedrooms: 3
Baths: 3
Area: Palmetto Dunes
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw, 1 Slp

Dunn

4 bedroom 4 bath Sea Pines Plantation home located just 5 houses from the ocean.

This nicely decorated single level home allows easy access to the ocean. The home features a large living and dining area, which opens out to an exterior deck. The k...

Bedrooms: 4
Baths: 4
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 3 Tw

Cassina

4 bedroom 4 bath home in South Forest Beach, located the 3rd house from the ocean.

This large 3rd row home is packed with Lowcountry charm and is just a short walk to the beach! The house features two separate living areas. In the main living area...

Bedrooms: 4
Baths: 4
Area: S. Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 4 Tw, 1 Slp

Oceanwood, 108

3 Bedroom 2 Bath Home, located just 2 homes from the beach, in North Forest Beach.

This unique 3rd row unattached townhome offers the comfort of a private home without the seclusion and is only steps away from the beach and oceanfront complex pool. The decor is bright, cheery and the h...

Bedrooms: 3
Baths: 2
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw, 1 Slp

Lands End, 15

3 Bedroom 3 Bath Sound View Duplex Home, located in Sea Pines Plantation.

The attractive shingled buildings and beautiful water views of Lands End will make you believe you've gone to Cape Cod by mistake!

2008 brought a complete new look and feel to this home. The kitchen h...

Bedrooms: 3
Baths: 3
Area: Sea Pines
Location to Beach :
On the Beach
Bed Sizes:
2 K, 2 Tw

Night Heron, 56

3 Bedroom 2 Bath Home, located in Sea Pines Plantation, just a short walk to the ocean.

Located just inside the Ocean Gate to Sea Pines, this Night Heron home is just a five minute walk to the beach and guests have access to an on-site community pool with private bathrooms.

Th...

Bedrooms: 3
Baths: 2
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
2 Q, 2 Tw

Sea Escape

5 Bedroom 4 Bath Sea Pines Plantation Home, just 3 houses from the ocean.

Only steps away from the beach, Sea Escape provides a perfect gathering home for the extended family. The home features a spacious floor plan with an open kitchen, dining area, and large windows, allowing much sun...

Bedrooms: 5
Baths: 4
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 6 Tw, 1 Slp

Tee Time

4 Bedroom 3 1/2 Bath, located in Shipyard Plantation, just a short walk to the ocean.

Nestled on one of Shipyard's beautiful golf courses, this contemporary home will provide that much needed getaway! It is a short walk to the beach, as well as easily accessible to the many bike trail...

Bedrooms: 4
Baths: 3.5
Area: Shipyard
Location to Beach :
Ride to Beach
Bed Sizes:
1 K, 2 Q, 4 Tw, 1 Day

Sealoft, 2042

2 Bedroom 2 Bath "Treehouse" located in Sea Pines Plantation, just a short walk to Harbour Town.

This freestanding marshfront villa features expansive views of the water with lots of decking on which to sit and watch our amazing sunsets! The living room, dining room and kitchen are all...

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 Q, 2 Tw, 1 Slp

Seaside

4 Bedroom 4 Bath 2 Story Home, located in Sea Pines, just 3 houses from the beach.

This attractive contemporary two-story home is located just three houses back from the beach in Sea Pines Plantation. It is elevated off the ground with a carport underneath. The yard features a variety...

Bedrooms: 4
Baths: 4
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 4 Tw, 1 Slp

Sea Light

6 Bedroom 4 1/2 bath Home, located in North Forest Beach, just 3 houses from the Atlantic Ocean.

Decorated for vacation guest's enjoyment, and just steps to the beautiful Atlantic Ocean, Sea Light has something for everyone. With an open floor plan and large open windows, this home pro...

Bedrooms: 6
Baths: 4.5
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 1 Q, 6 Tw, 1 Slp

Crabline

5 Bedroom, 5 Bath home in Singleton Beach is a short walk to the beach

This home of 4500 square feet is professionally decorated with RALPH LAUREN furniture and furnishings. This nautically designed home makes your vacation an experience that you will never forget. The design of this ...

Bedrooms: 5
Baths: 5
Area: Singleton Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 1 Q, 4 Tw

Ibis

3 Bedroom 2 Bath Home located in North Forest Beach, just 1 Home from the beach.

This home features an open floor plan and a peek of the Atlantic Ocean. Only steps to the beach, the home is very bright and airy with a beautiful landscape. Upon entering the ground level, you will find a ...

Bedrooms: 3
Baths: 2
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 Q, 2 Tw, 1 Slp

Night Heron, 59

3 Bedroom 2 Bath villa, located in Sea Pines Plantation, just a short walk to the beach.

This freestanding townhouse villa features a view of the lagoon. The living room, dining room and kitchen are all open and all have access to an outside deck. The king bedroom has access to a hall...

Bedrooms: 3
Baths: 2
Area: Sea Pines
Location to Beach :
Walk to Beach
Bed Sizes:
1 K, 1 Q, 2 Tw

Sealoft, 2035

2 Bedroom 2 Bath Marsh View "Treehouse" in Sea Pines Plantation

This freestanding marshfront villa features expansive views of the marsh and water with lots of decking on which to sit and watch our amazing sunsets! The living room, dining room and kitchen are all open and overlook the...

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 Q, 2 Tw, 1 Slp

Sealoft, 2037

2 Bedroom 2 Bath Marsh View "Treehouse" in Sea Pines Plantation

This freestanding marshfront villa features expansive views of the marsh and water with lots of decking on which to sit and watch our amazing sunsets! The living room, dining room and kitchen are all open and overlook the...

Bedrooms: 2
Baths: 2
Area: Sea Pines
Location to Beach :
Ride to Beach
Bed Sizes:
1 Q, 2 Tw, 1 Slp

Egret*

4 bedroom and 4 1/2 bath ocean view North Forest Beach home is just 1 house from the ocean.

This elegantly furnished, multi-level home is a vacationer's delight. Gracious in design, this home provides enough room and privacy for just about any and everyone. The first floor consists...

Bedrooms: 4
Baths: 4.5
Area: N.Forest Beach
Location to Beach :
Walk to Beach
Bed Sizes:
2 K, 4 Tw

Hilton Head Rentals
Choose Your Rental Choose Your Dates
 
Advanced Search