Villa holiday rentals in Dataw Island

Beach Awaits You! Winter 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.

Spacious dog-friendly villa, walk to the beach

Welcome to your perfect family getaway on Hilton Head Island! This vibrant 3BR, 2.5BA luxurious villa is professionally decorated, accented with inviting, colorful coastal decor throughout. The villa offers a fully-remodeled kitchen, a spacious and comfortable living area with plenty of ways to relax and unwind. Outside, there is a large, private patio with a gas grill, an outdoor dining set and fast access to five community swimming pools and the beach. Snowbirds and long-term guests welcome

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.

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!

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.

Ocean Palms Villa: Westin Access & Discounted Golf

Lots of space! Don't settle for a hotel room when you can stay in a villa that has all the benefits of The Westin Hilton Head Resort & Spa. Sunday to Sunday rental...avoid the Saturday traffic! Quiet location with a pool just steps off your back deck. Discounted golf available & tennis/pickleball included. 5 Pools to choose from. Short walk to the beach.

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.

COMPLETELY REMODELED 3 BR Great Location

300 YARDS TO THE BEACH. A beautiful completely remodeled 3-bedroom Town-home only 300 yards from the Folly Field Beach. Everything is NEW, FRESH, CLEAN- everything!!. Contemporary styling and design with a SPA feel. Treat yourself and your family with style & simplicity. DOGS OKAY!

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!!!