Vacation rentals in Kiawah Island

Island Paradise! Entire Villa

Welcome to Island Paradise! 2BR/2BA-Top Floor- Corner Villa -Direct Private Beach Access-2 Outdoor Pools-Heated Indoor Pool &Hot Tub-Lighted Tennis Courts-Spa-Fitness Center- Master Bedroom-1 King Bed, Guest-Twin/Full Bunk Bed &Twin Bed-Full Kitchen-Private Screened Balcony Hilton Head Resort is a family-oriented gated community with 24-hour security and amenities galore, a perfect get-away spot for creating lasting memories. Located just minutes from grocery stores, shops, and restaurants.

Steps from the beach: extraordinary home and yard

-The beach a few steps away: wander down just 300ft and you will feel sand on your toes or just relax in the hot tub -Outdoor living: Achieving the indoor/outdoor lifestyle isn't exactly easy but this house does it! Perfect for lounging, lazy afternoons and outdoor dinner. In the colder month enjoy the fire pit, smores time anyone? - Additional attached apartment can be added for more space and comfort -Idyllic family escape: It displays charm, character, and luxurious comforts for all ages

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated standalone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a fully stocked kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Hilton Head Resort, Direct Beach Access, 3 Pools

Come and enjoy the abundant amenities at Hilton Head Resort. The top floor condo, with private screened-in balcony, overlooks the Palmetto Dunes golf course and offers spectacular sunset views. The gated, centrally located resort has something for everyone! Stroll to the private access beach, lounge by one of the three pools (one indoor), enjoy a sauna or hot tub, have a cool drink at “Coco’s on the Beach”, play tennis on one of six courts, enjoy a bike ride, or do nothing at all!

Oceanside Beach Retreat

Modern Beach Condo with Ocean View Located in Hilton Head Beach and Tennis Resort Short walking distance to beach, pool side bar (Jamaica Joe's), and the beachfront pool Family friendly resort (playground, bike rentals, weekly activities) First Floor Condo Recently renovated One bedroom and one full bath Sleeps 6 people (2 bunk beds and pull out couch) Full kitchen (dishwasher, microwave, stove, coffee maker, dishes) Balcony with table and 2 chairs 2 public pools located on pr

Voted #1 Beach in the USA 2 new pools and hot tubs

5 Star Rating⭐️⭐️⭐️⭐️⭐️ Close to everything when you stay at our centrally-located condo. Steps from the Beach! Steps from the Pool! A fun and clean place to stay! 11-mile lagoon for kayaking, fishing. 5 miles of paved bike paths in Palmetto Dunes and Shelter 50 more miles of paths that surround and Island. 3 legend built golf courses. Robert Trent Jones, The George Fazio, Arthur Hills 24 dedicated Pickleball courts. 17 clay tennis courts. A wonderful place to be!

Stylish, Renovated Coastal Haven on Hilton Head!

Beautifully decorated condo on one of the most tranquil, serene, and natural beaches on on the island! Be prepared to take in amazing sunsets and sunrises. Open floor plan overlooking the pool. All appliances, fixtures, and furnishings are brand new and everything upgraded!! Master bathroom is absolutely gorgeous! Striking navy blue tile paired with white tiles and matte black fixtures. This villa offers modern and sophisticated charm in a casual coastal setting!

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

Relaxing Hilton Head Beach Getaway. 2 B/2 B

Great Vacation spot. Five minute walk to the Beach. Large 2 Bedroom and two new bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.