You are here

Vacation Rentals

Share Results
Displaying 101 - 120 of 132 results matching your search criteria
Refine Search
Grid ViewView on Map
List View
Add to Favorites

Woodbine Place 08

4 Bedrooms
5 Bathrooms

Welcome to 8 Woodbine—your private Sea Pines escape designed for easy, memorable family vacations!

The standout feature? A stunning screened-in pool oasis you’ll never want to leave. This private outdoor retreat includes a saltwater pool, separate heated spa, outdoor TV, and comfortable lounge areas—all overlooking...

View Details
Add to Favorites

South Beach Club 1901

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...

View Details
Add to Favorites

Beachside 15

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...

View Details
Add to Favorites

Turtle Lane Club 36

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...

View Details
Add to Favorites

Beachside Tennis 1837

2 Bedrooms
2 Bathrooms

1837 Beachside Tennis ~ Sea Pines

Unique wrap-around balcony with 180 degree views of Calibogue Sound make 1837 Beachside Tennis a truly special vacation villa! 1837 Beachside Tennis is a 2 bedroom, 2 bath villa located in the charming South Beach community of Sea Pines....

View Details
Add to Favorites

Scaup Court 09

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)...

View Details
Add to Favorites

Lands End Road 05

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 new fully screened picture windows highlighting the gorgeous Calibogue Sound views, this vacation home offers the best of both worlds...

View Details
Add to Favorites

S. Greenwood Dr. 345

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...

View Details
Add to Favorites

Wagon Road 14

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...

View Details
Add to Favorites

South Beach Club 1917

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...

View Details
Add to Favorites

South Beach Club 1903

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...

View Details
Add to Favorites

Scaup Court 05

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...

View Details
Add to Favorites

Beachside Tennis 1899

2 Bedrooms
2 Bathrooms

1899 Beachside Tennis ~ Sea Pines

Beautifully renovated from floor to ceiling in 2026! This stunning top floor condo sets the bar for luxury living in Beachside Tennis. The water views from this elegant 5th floor condo set the scene for a perfect vacation. 1899...

View Details
Add to Favorites

South Beach Club 1907

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...

View Details
Add to Favorites

Lands End Court 04

3 Bedrooms
3 Bathrooms

4 Lands End Court ~ Sea Pines

Located in one of the most beautiful settings on Hilton Head Island with Cape Cod-style duplex homes and gorgeous water views, 4 Lands End Court is a beautifully updated home with 3 bedrooms, 3 full baths and bedding...

View Details
Add to Favorites

Lands End Court 06

3 Bedrooms
3 Bathrooms

6 Lands End Court ~ Sea Pines

Lands End is private, gated community in one of the most beautiful settings on Hilton Head Island with Cape Cod-style duplex homes and gorgeous water views. The location is a short walk to the South Beach Marina Village...

View Details
Add to Favorites

South Beach Club 1913

2 Bedrooms
3 Bathrooms

1913 South Beach Club ~ Sea Pines

Luxury two bedroom condo with stunning views of Calibogue Sound. Completely remodeled, 1913 South Beach Club is in a class of its own with a measured balance of upscale refinement and relaxed coastal comfort. This spacious condo is...

View Details
Add to Favorites

Beachside Tennis 1881

2 Bedrooms
2 Bathrooms

1881 Beachside Tennis ~ Sea Pines

The water views from this beautifully updated 5th floor Beachside Tennis villa set the scene for a perfect vacation. 1881 Beachside Tennis offers 2 bedrooms, 2 baths and bedding for 6 guests and is located in South Beach, one...

View Details

Pages