
Villa vacation rentals in Dataw Island
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Top-rated villa rentals in Dataw Island
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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.

Tidal Treasure-Fripp | Club Cards Available
328 John Fripp Villa - Resort Amenities/Club Cards Available - is a beautiful 2 bedroom, 2 bath rental. Rental comes with a golf cart included with your stay. The villa sleeps 6. It offers a spacious 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. Also, 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.

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.

First Floor Hilton Head Villa on lagoon near beach
Remodeled bathrooms and new flooring throughout make this a one of a kind villa!! Our villa is spacious, bright and breezy. Enjoy the nature while sitting on our covered deck overlooking the lagoon and golf course. We have the best view in Colonnade. Our first level Villa with parking right out the front door is very convenient. You'll appreciate how easy and quick it is to bring in luggage or groceries. The pool and Jacuzzi are just around the corner and it's a short walk to the beach.

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.

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.

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

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!
Popular amenities for Dataw Island villa rentals
Private villa rentals

106 Beachwalk, 5 Minute Walk To The Beach

Hilton Head Ocean Palms w/Golf Westin Resort&Beach

0.4 mi. to the beach! 3 bd/3 full ba w/golf cart!

First Floor Villa Tranquil Getaway by the Sound

721 Queens Grant: 3 Bedroom. 2.5 Bath Villa in Pal

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Ocean Cove Club: 3 minutes to beach

Indoor Pool + Beach Access | Sauna | Hot Tub
Luxury villa rentals

Oceanfront Luxury- Villamare 3524, Hilton Head!

Bradley Circle

Beachfront Escape with King Suite & Ocean Views

Peaceful 4BR Captain's Cove condo w/lagoon view/2

Pet Friendly, Tiki Bar, 3 pools, pickleball!

5th floor oceanfront villa with panoramic views

Dataw 3b/2b Waterfront Bluff Villa with Beach Pass

Bird of Paradise - an iTrip Hilton Head Home
Villa rentals with a pool

2BR with golf course views, on-site pool, & tennis

Affordable 2 br/ba Villa~*Newly remodeled baths*

8124 Wendover Dunes - Renovated in 2025! Walk to

Hilton Head Palmetto Dunes - 2026 Dates Available

2BR Villa Golf Views, Private Pool, Beach Nearby

3 BR/3 B Ocean Palms Villa with Westin Amenities

Tranquility in paradise Pet-friendly w/parking

Hilton Head 4/18-25 Beach/Tennis/Golf Lovely VILLA
Destinations to explore
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- Coligny Beach Park
- Savannah Historic District
- Charleston City Market
- River Street
- Forsyth Park
- Park Circle
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- Middleton Place
- Tybee Beach Pier and Pavilion
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Bonaventure Cemetery
- White Point Garden
- Wormsloe Historic Site
- Morris Island Lighthouse
- Gibbes Museum of Art
- Riverfront Park
- The Citadel




