Villa vacation rentals in Fripp Island

A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.

4.93 out of 5 average rating, 100 reviews

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.

5 out of 5 average rating, 29 reviews

A modern kitchen features a spacious marble countertop with seating for four. Well-appointed cabinetry and updated appliances are visible, enhancing the kitchen's functionality. Soft lighting illuminates the area, creating a welcoming environment for cooking and dining.

Villa in Shelter Cove

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.

4.9 out of 5 average rating, 30 reviews

An open living area showcases a blue sofa and two light chairs positioned around a low coffee table. A large flat-screen TV is mounted on a light-colored wall, complemented by a wooden bookshelf filled with various items. A dining area with white chairs is visible in the background.

Villa in Fripp Island

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.

The image captures a serene landscape featuring large trees framing a peaceful view of a waterway. A wooden swing is positioned beneath a pergola, providing a tranquil spot to relax and enjoy nature. Sunlight bathes the lush greenery and distant marshes.

4.93 out of 5 average rating, 45 reviews

2 Outdoor Pools + Beach Access |Sauna |Indoor Pool

This stylish, second story 1 bed/1 bath gem can sleep 4 with additional bunk beds and is located in a quiet, gated community. Near golf courses, shopping, and other attractions, this resort-style vacation rental provides access to 3 community pools, a hot tub, sauna, tennis courts, bbq areas, and more, for some much-needed relaxation after a day of exploring. If you are looking for a more low key evening, walk down to the on-site beach or cook a delicious meal in the fully-stocked kitchen.

4.9 out of 5 average rating, 114 reviews

The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.

Villa in Palmetto Dunes

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.

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.96 out of 5 average rating, 102 reviews

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.

5 out of 5 average rating, 13 reviews

The open living area features a spacious sofa surrounded by two armchairs and a glass coffee table. A large artwork decorated with soothing colors hangs on the wall, and a ceiling fan is visible above, enhancing the relaxed ambiance.

Villa in Fripp Island

Tidal Treasure - Fripp

328 Captain John Fripp Villa is a newly renovated 2 bedroom, 2 bath rental. Rental comes with a golf cart included with your stay. The villa sleeps 6 and includes 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.

Superhost

An outdoor patio area features a wooden swing and a round dining table with accompanying chairs. Sunlight illuminates the space, which is bordered by a wall with slatted openings. Windows allow views into the adjacent room, providing a bright and welcoming atmosphere.

Villa in Fripp Island

4.86 out of 5 average rating, 104 reviews

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!

Superhost

A bright living room features a blue sofa, a comfortable armchair, and a wooden coffee table. Large windows provide views of the surrounding nature, while a fireplace is positioned against a red-tiled wall. A flat-screen TV sits atop a wooden stand.

Villa in Palmetto Dunes

4.76 out of 5 average rating, 108 reviews

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

Two high-back chairs with striped fabric are positioned next to a small round table on the balcony. The railing provides a clear view of the ocean and palm trees in the background, creating a refreshing seaside atmosphere.

4.91 out of 5 average rating, 82 reviews

Breakers, Ocean Front Villa - Spectacular View

Beautifully decorated Breakers #235 villa featuring spectacular front/corner view; also overlooks the pool and the ocean. Enjoy sunrise to sunset, watch the surfers and the sunbathers at the beach or pool from the private balcony furnished with a chaise lounge and a dining table and chairs. In walking distance to several shops, restaurants, rentals, and entertainment.

An expansive view captures the resort grounds, featuring palm trees and lush landscaping. Several pools are visible among the greenery, with an inviting pond meandering through the area. The ocean is seen in the background under a clear blue sky.

5 out of 5 average rating, 9 reviews

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.