Hilton Head, SC 2+ Bedroom Vacation Rentals
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Evian 285Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor the best of Hilton Head at this cavernous second-floor villa, located just steps from the...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 7
Windsor Court South 3508Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to your own beach heaven in this updated top-floor condo with spectacular...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 8
Unwind and Unwind at This Handsomely Updated 2 Bedroom, 2 Bathroom Vacation Rental on Hilton Head Island.Escape to this freshly refreshed, coastal inspired getaway, where modern comfort meets tropical appeal. Located in a peaceful area with vistas...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
This fourth-floor property vacation rental offers spectacular expansive vistas of the ocean from the living room, kitchen, dining, and master suite. The living room is well appointed with comfortable seating and vistas of the ocean. The Primary...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 5
You'll be glad you chose this phenomenal two bedroom villa with its freshly refreshed kitchen, floor, beds, linens and furnishings! The floor has been updated throughout the entire villa. The beds in both the primary and guest bedrooms are new...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 4
Beckenham 209Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor an memorable golf-and-sea getaway at this breezy, two-bedroom condo in Hilton Head's Port...
- Hilton Head
- 3 Bedrooms
- 2 Bathrooms
- Sleeps 8
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Appreciate high-end finishes, a chef's kitchen, sunroom, covered deck...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 18
A tropical setting, newly refreshed villa, completely loaded kitchen with all you need, huge 1400+ sq. ft. 2 story ground floor villa, cavernous, immaculate and well kept vacation home. COMPLIMENTARY bicycles COMPLIMENTARY wi-fi , enormous flat...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Upon entering, you'll notice numerous handsome updates including all-new luxury vinyl plank floor throughout! The kitchen was freshly completely refreshed and looks phenomenal! The kitchen features all-new stainless steel appliances, quartz...
- Hilton Head
- 2 Bedrooms
- 3 Bathrooms
- Sleeps 6
Tennismaster 303Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Seascape Villas 3040Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located beside a striking lagoon, this coastal-chic villa offers a enchanting getaway for...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Private, roomy villa in the Oceanfront Palmetto Dunes Resort. Beach chairs, umbrellas, and gear. Grille. Pools. 3 miles of private beach and an 11 mile lagoon ideal for kayaking.Many guests tell us our villa is the best place they have ever...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
Island Club 106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-story Hilton Head vacation rental is a cavernous hideaway. The entire townhouse is...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 5
*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Charming 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 7
Windsor II 2419Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you're looking to get away for fun in the sun, this Windsor II condo is the place to stay...
- Hilton Head
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 6
Fiddlers Cove 2KOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate a coveted top-floor location, set amid the handsomely maintained grounds of...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 6
HILTON HEAD ISLAND. This cavernous 3rd row home is located in the heart of Sea Pines, and is close to South Beach Marina and many island activities. The warm living room features a sectional couch, TV and decorative fireplace and a bathroom off the...
- Hilton Head
- 4 Bedrooms
- 5 Bathrooms
- Sleeps 8
Island Club 2103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break at the beach at this ground-floor, oceanfront condo in the peaceful, 27-acre...
- Hilton Head
- 2 Bedrooms
- 2 Bathrooms
- Sleeps 8