Villa holiday rentals in Dataw Island

Beach & Pool await you! Fall 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.

Prime Waterview! Hilton Head Shelter Cove Marina

Enjoy easy access to everything that Hilton Head has to offer from this centrally located Condo right 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 its many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

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.

Walk to the Beach, One Level Villa, COMFY beds

5-10 minute walk to the pristine Hilton Head beach, retreat to your spacious villa in Queen's Grant of Palmetto Dunes. With nearly 1500sq ft and lofted ceilings, you can spread out comfortably. New living room furniture that all reclines, amazing king green tea memory foam mattress in both bedrooms, and a fully stocked kitchen (blender, toaster oven, crock pot+.) The master and living room open up to a private back patio equipped with a grill, dining room table and beach accessories.

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Walk to Beach, Indoor Pool, King Bed, Hot Tub!

Why you will love this space: -Floor to ceiling complete renovation with high end appliances -Indoor heated pool and hot tub (renovated July 2025!) -Outdoor pool (renovated March 2025!), tennis court, pickleball courts -5-minute walk to beach, 10-minute walk to Coligny (approx) -320 mbps Wi-Fi and dedicated workspace -Chefs’ kitchen, washer-dryer, cypress ceilings -Porcelain and marble walk-in showers -Beach Items: towels, chairs, wagon, toys, backpack cooler -Electric fireplaces

Coastal Charm: Oceanview Condo on Fripp Island

Enjoy ocean views and resort perks in this 2BR, 2BA condo with a pool just steps from the back door! Optional amenity cards are available for purchase, granting access to Fripp Island's golf, pools, dining, and more. Relax on your private balcony, stroll to the beach, and explore island adventures like biking and wildlife watching. With a fully equipped kitchen, free Wi-Fi, and cozy comforts, this is the perfect base for your next coastal escape!

Hilton Head Retreat-Beach, Golf, Bike & Tennis

Welcome to our upper level end unit nestled in the gated Shipyard Plantation. After a day of exploring, golf, tennis, beach or shopping at Coligny Circle, the wrap around deck is a peaceful setting surrounded by lush low country foliage to wind down. Kids, keep an eye out for the occasional deer passing through. A short walk along a paved path lead directly to the beach. Saturday check in/out from April through August

38 Hickory Cove

Welcome to our luxury 3 bed/ 3.5 bath villa, nestled in the shady Hickory Cove Community inside of Palmetto Dunes! Take a 5 minute stroll to the private community beach, and after a long day in the sun, take a dip in the community pool located just steps from your back deck! This property was totally renovated in 2024 with brand new bathrooms, kitchen, flooring, paint, and more! It's the perfect home away from home!