Villa vacation rentals in Dataw Island

Beach Awaits You! Weekly Discounts!

Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach and pool. Enjoy the beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for two adults (max occupancy 3). Starter set of toiletries/towels provided. Laundry room on-site. Resort is located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays.

Pool + Ocean View + Walk to Beach | Captain Villa

Welcome to 326 Captain John Fripp Villa—a breezy ocean-view getaway just steps from the sand and a pool. With fiber Wi-Fi, coastal charm, and room for six, this villa combines comfort, convenience, and unbeatable island access. 🌴 Prime location - walk to beach & private pool 📺 Massive 70" smart TV for cozy movie nights 💻 Fiber optic WiFi - ideal for remote work & streaming 🎨 Freshly updated with new paint, flooring & furniture 🛏️ 2 bedrooms, 2 bathrooms - perfect for families or couples.

Prime Waterview! Hilton Head Shelter Cove Marina

Permit 073816 Enjoy easy access to everything Hilton Head has to offer from this centrally located Condo in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

3bd/2ba Pet Friendly, 3 pools, pickleball!

a beautifully renovated 3BR/2BA villa tucked away in the highly sought after Ocean Ridge Resort community of Edisto Beach. Guests will have access to the resort amenities which include 3 pools (one which is heated), a putt putt course, a playground, 2 tennis courts, 4 pickleball courts, a fitness center, and more! Another guest favorite feature of this home is the colorfully lit, screened-in tiki bar with a TV, perfect for enjoying a margarita while watching the game.

Fripp Villa-Golf Cart Included-Club Cards +

328 John Fripp Villa - Golf Cart Included/Club Cards Available. Tidal Treasure is beautiful 2 bedroom, 2 bath rental. A golf cart is included with your stay. Sleeps 6. It offers an open living and dining room area with an outdoor patio. The master bedroom porch peeks out at the pool area and into the eyes of wildlife. Just beyond our backdoor is a beautiful grassy courtyard and a two hundred yard walk straight to one of the most beautiful beaches in the Carolinas.

Walk to the Beach! Coastal Villa w Large Balcony!

Our newly renovated 2 BR/2 BA Fiddler's Cove villa is available for rent! Located on the quiet third floor, 24E is spacious and modern. The kitchen features new cabinets, quartz countertops, GE appliances, and floating shelves. Behind barn doors are the washer, dryer, and pantry. Updated bathrooms have new vanities and tile. The dining area includes a coffee/wine bar and seating for six. The living area has a queen sleeper sofa, side chairs, and a 65-inch TV.

Downtown Port Royal/min to Sands Beach/Parris Isla

Located in Historic, Peaceful Port Royal.. This home is just a short walk to a small beach and boardwalk, a short walk to the Shadow Moss Trail-17 miles of walking and biking path, as well as fabulous restaurants and quaint shops. just a short drive to downtown Beaufort(5 miles), harbor Island, Hunting Island(major Beach) and 2 miles to Parris Island. This home is a 2 bedroom 2.5 bathrooms. All bedrooms are located upstairs with their own on-suite.

The Fripp Flopp

Beautiful location on the back waters and canal of Fripp Island, SC, only 0.2 miles from the beach. Centrally located on the island with easy access to bike trails and short golf cart rides to anywhere on the island. The sunset and marsh views from this Tennis Villa are unforgettable and what puts this location on the map! This is our second home and our little piece of paradise that we’d like to share with those who will treat it as we do.

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Make the most of beachfront living at this sunny retreat. Our community is closer to the water than any other resort on the island. Pack the cooler and take a short stroll to the beach. Sea’ la Vie is a ground-floor (no stairs) unique escape destination with top-of-the-line comforts of any 5-star rental or hotel. Our villa has been renovated from top to bottom.

Little Palm Villa | Oceanfront

Welcome to Harbor Island! This seaside villa is located in a gated community that boasts three miles of serene, unspoiled, uncrowded coastline, perfect for exploring. Enjoy calming views of the Atlantic from just about anywhere in the home! Only steps from the beach & island amenities.

Sandy Toes Condos

Relax with the whole family at this peaceful place to stay. Our condo has beautiful views of the marsh and ocean. Harbor Island offers a beautiful 3 1/2 miles of white sandy beach. On the island you will also find tennis courts, pools, volleyball. Plus so much more!!!

2BR/2.5BA Direct Oceanfront Resort-Great Amenities

HIDDEN GEM! 2BR/2.5BA villa in private, highly sought after, direct oceanfront community of Island Head of Hilton Head featuring pools, tennis, pickleball, fitness center and more! 2 min walk (no streets to cross) to beach.