
Villa holiday 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.

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.

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.

Relax at the beach: Families-Golf-Tennis
Beach & Golf: 7 min stroll to the beach views of the Golf course. Hickory Cove villa 2 Bedrooms + Loft, 3 Baths, (Sleeps 6-8) Beautiful Villa on the 18th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. This Villa is perfect for golfers, families and short term home office. Everything is less than 10 min walk: The Beach Robert Trent Jones golf course Palmetto Dunes Tennis Center The General Store The Dunes House

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.

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!!!
Popular amenities for villa rentals in Dataw Island
Private villa rentals

Hilton Head Ocean Palms w/Golf Westin Resort&Beach

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

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

Oceanfront Luxury- Villamare 3524, Hilton Head!

3 BR/3 B Ocean Palms Villa with Westin Amenities

Tranquility in paradise Pet-friendly w/parking

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

Hilton Head 4/18-25 Beach/Tennis/Golf Lovely VILLA
Luxury villa rentals

3 Bedroom/3 Bathroom Vibrant and Fun Villa - Gated

Beachfront Escape with King Suite & Ocean Views

Coastal Villa w/ Pool Access, Bikes, Deck + BBQ

Oceanfront Sea Cloisters Penthouse | Pool Access

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

Stunning Ocean Views - Resort Access Included!

Sunrise Ocean Views | Sea Cloisters 2BR| Pool

Good Morning Sunshine - an iTrip Hilton Head Home
Villa rentals with a pool

The Magnolia - an iTrip Hilton Head Home

Golf, Sea & Sunshine - an iTrip Hilton Head Home

Hilton Head Palmetto Dunes - 2026 Dates Available

The Hilton Head Haven-golf views near pool & beach

Comfortable 3BR Golf Course View 1st-Floor

Multi Level, Island Club, Oceanfront Complex,

NEW LISTING***Southern Charm Villa /Pamletto Dunes

Kelly's 3BR at Ocean Palms-View over the 8th hole!
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
- Shem Creek Park
- Waterfront Park
- Middleton Place
- Tybee Beach Pier and Pavilion
- Hampton Park
- Angel Oak Tree
- The Charleston Museum
- Bonaventure Cemetery
- Wormsloe Historic Site
- White Point Garden
- Morris Island Lighthouse
- Rainbow Row
- Gibbes Museum of Art
- Magnolia Plantation & Gardens




