Holiday rentals in Dewees Island

Home in Hilton Head Island

5 out of 5 average rating, 9 reviews

100 5-star reviews don’t lie. ;)+Dog-friendly!

Welcome to the Palms at Mallard, your charming beach home away from home! Relax with the fam (+ approved fur babies) at this peaceful, well-stocked 8th row home. Only a 5-min. walk to the beach and ~1mi. away from Coligny Plaza’s shops, eats, and live music. You’ll love the location—close to it all, but nestled in a beautiful, fam-friendly neighborhood on a quiet culdesac. HHI has been named as The Best Island in the US 7x in a row—come see why so many return to the 🌴🌴 at 🦆 year after year. 🏝🥰

4.95 out of 5 average rating, 205 reviews

2bed/2ba ~Sleeps 7 ~ KING Bed ~ Restaurants ~CLEAN

Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets. Relax, You're in Paradise

4.93 out of 5 average rating, 100 reviews

Home in Isle of Palms

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

Cottage in Hilton Head Island

4.87 out of 5 average rating, 368 reviews

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.

4.97 out of 5 average rating, 119 reviews

Oceanfront Breathtaking Views

Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .

4.95 out of 5 average rating, 74 reviews

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!

4.89 out of 5 average rating, 205 reviews

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

5 out of 5 average rating, 20 reviews

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!

4.99 out of 5 average rating, 373 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Superhost

4.95 out of 5 average rating, 132 reviews

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!

4.94 out of 5 average rating, 135 reviews

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!