Villa holiday rentals in Fripp 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.

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.

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.

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

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.

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!

Shipyard, Beach, Golf, Tennis, Quiet End Unit

Located in the gated Shipyard Plantation that offers a private residential resort community with recreational facilities that include championship golf and tennis as well as a premier spa and wellness center. Paved paths throughout the 800 acre plantation provides trails for bikes and joggers. Lagoons, sunsets and Spanish moss provide a few of the beautiful backgrounds for picturesque settings. Saturday check in/out from April through August