You are here

Vacation Rentals

Displaying 101 - 120 of 136 results matching your search criteria
Grid ViewView on Map
List View

Ruddy Turnstone 10

7th Row
4 Bedrooms
5 Bathrooms

10 Ruddy Turnstone ~ Sea Pines

Located on the beach path, this 7th Row Sea Pines beach home has 4 Bedrooms, 5 Full Baths, two large living areas, screened in porch perfect for dining outdoors, private swimming pool (can be heated for an additional charge),...

Wagon Road 51

Walk to Beach
4 Bedrooms
3 Bathrooms

51 Wagon Road ~ Sea Pines

Nestled among stately live oaks draped with Spanish moss and located on a large corner lot, 51 Wagon Road is a Sea Pines gem with single-level layout, two living areas, hardwood floors, Plantation shutters, covered veranda, private swimming pool...

S. Sea Pines Dr. 56

Walk to Beach
3 Bedrooms
3.1 Bathrooms

56 S. Sea Pines Dr. ~ Sea Pines

Located in the desirable South Beach area of Sea Pines with breathtaking views of a protected wildlife sanctuary sits 56 S. Sea Pines Drive. This spectacular home will appeal to the discriminating renter who seeks luxurious appointments...

N. Live Oak 24

Walk to Beach
4 Bedrooms
3.2 Bathrooms

24 N. Live Oak ~ Sea Pines

A beautiful Sea Pines home with a sophisticated, yet casual flair. This completely renovated 4 bedroom, 3 full and 2 half bath beauty offers a professionally designed interior with serene color palette right out of Coastal Living Magazine!...

N. Sea Pines 15

7th Row
3 Bedrooms
4 Bathrooms

15 N. Sea Pines Drive ~ Sea Pines

Located close to the Ocean Gate of Sea Pines, 15 N. Sea Pines Drive is a short walk to the beach and offers a private pool with paver decking, furnished Carolina Room, living room, kitchen, separate laundry...

Wood Ibis 18

3rd Row
3 Bedrooms
3 Bathrooms

18 Wood Ibis ~ Sea Pines

We are thrilled to welcome 18 Wood Ibis in Sea Pines to Destination Vacation! This beautiful 3 bedroom, 3 bath home has the look and feel of a beach cottage with professional updates throughout. Located 3rd Row Oceanside, 18...

Canvasback 16

4th Row
3 Bedrooms
3 Bathrooms

16 Canvasback ~ Sea Pines

16 Canvasback is a beautiful 3 bedroom, 3 bath beach home that is updated on a regular basis. Featuring a state of the art private pool, outdoor spa, screened-in porch, gourmet kitchen and wonderful location, this vacation home is seconds...

Scaup Court 09

Walk to Beach
3 Bedrooms
3 Bathrooms

9 Scaup Court ~ Sea Pines

9 Scaup Court offers vacationers the wonderful South Beach location and perfect blend of attributes to make your Hilton Head stay like no other. This beach house has a private swimming pool (can be heated for an additional charge)...

Turtle Lane Club 36

Oceanside
3 Bedrooms
3.1 Bathrooms

36 Turtle Lane Club ~ Sea Pines

Turtle Lane Club is one of the Island’s most popular vacation spots. The pristine beaches of the “Gold Coast" along Hilton Head's Atlantic coastline and the central Sea Pines location make the possibilities for fun endless. The oceanfront...

Lands End Road 05

Soundfront
3 Bedrooms
3 Bathrooms

5 Lands End ~ Sea Pines

5 Lands End is a beautifully updated home with 3 bedrooms, 3 baths and bedding for 6 guests. With brand new (2023) picture windows highlighting the gorgeous Calibogue Sound and new living and dining room furniture (2024), this vacation...

South Beach Club 1901

Soundfront
3 Bedrooms
3 Bathrooms

1901 South Beach Club ~ Sea Pines

1901 South Beach Club is a stunning 1st floor condo in the South Beach area of Sea Pines. Completely renovated from floor to ceiling in 2022, this beautiful villa feels brand new and offers a favorable floorplan with...

South Beach Club 1917

Soundfront
3 Bedrooms
3 Bathrooms

1917 South Beach Club ~ Sea Pines

1917 South Beach Club is a beautiful 3rd floor condo in the South Beach area of Sea Pines. Recently updated and under new ownership, the interior design has just the right amount of understatement to be elegant yet...

Wagon Road 14

Walk to Beach
3 Bedrooms
3 Bathrooms

14 Wagon Road ~ Sea Pines

14 Wagon Road in Sea Pines is a professionally designed home with open and bright kitchen, beautifully chosen colors throughout, updated bathrooms, screened porch and large swimming pool and spa. The beach is a short walk from the front...

Beachside 15

Walk to Beach
4 Bedrooms
4 Bathrooms

15 Beachside ~ Sea Pines

Located in the heart of South Beach in Sea Pines Resort, 15 Beachside is a beautifully updated cottage-style home with comfort and elegance for a memorable vacation. Hardwood floors, updated baths and an open kitchen with upgraded countertops and appliances...

S. Greenwood Dr. 345

Bike to Beach
4 Bedrooms
3.1 Bathrooms

345 S. Greenwood Dr. ~ Sea Pines

Destination Vacation is proud to offer 345 S. Greenwood Drive in Sea Pines. This beautiful home is on one level and features a formal dining area, living room, separate den (with desk, TV and sleeper sofa), full laundry...

South Beach Club 1903

Soundfront
3 Bedrooms
3 Bathrooms

1903 South Beach Club ~ Sea Pines

Located waterfront and across the street from South Beach Marina and the Salty Dog Cafe, 1903 South Beach Club is the perfect location to enjoy Hilton Head Island and South Beach. The first floor location provides beautiful views...

Scaup Court 05

Walk to Beach
3 Bedrooms
3.1 Bathrooms

5 Scaup Court ~ Sea Pines

If you are needing a peaceful break from the stresses of daily life, 5 Scaup Court is your destination. Located in the heart of South Beach in Sea Pines Resort, 5 Scaup Court offers 3 bedrooms, each with private...

South Beach Club 1907

Soundfront
3 Bedrooms
3 Bathrooms

1907 South Beach Club ~ Sea Pines

Located waterfront and across the street from South Beach Marina and the Salty Dog Cafe, 1907 South Beach Club is the perfect location to enjoy Hilton Head Island and the South Beach area of Sea Pines. The first...

S. Greenwood Dr. 335

Bike to Beach
3 Bedrooms
3.1 Bathrooms

335 S. Greenwood Dr. ~ Sea Pines

335 S. Greenwood Drive is a beautifully decorated Sea Pines beach home in a picturesque setting with landscaped pool area surrounded by nature preserve and golf course view in the distance. The home is set in a peaceful,...

Pages