Villa holiday rentals in Fripp 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.

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.

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

Fripp Villa | Golf Cart | Club Cards Available

328 John Fripp Villa - Golf Cart Included/Club Cards Available. Tidal Treasure is beautiful 2 bedroom, 2 bath rental. A golf cart is included with your stay. Sleeps 6. It offers an 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. 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.

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.

💎Direct Oceanfront Villa - Heated Pool Ocean View

Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly furnished, direct oceanfront, one bedroom, one bathroom, beautiful beach villa. Ocean Gem is located in Ocean Dunes complex, a private gated community, on South Forest Beach and only steps from the popular Coligny Plaza. You will enjoy the wonderful accommodations, heated pool, picnic area and spectacular views! Thank you

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

Escape at Seascape Villas, quiet beach getaway

Escape at Seascape! Secluded, three level villa provides a tranquil retreat. 3rd floor master suite for added privacy. Included beach cart and beach equipment makes a short walk to the beach convenient. Private, locked beach cabana with bathroom for Seascape guests. Close to Coligny plaza for shopping and dining. Natural lagoon setting gets you close to nature. Patio with gas grill. Two pools to unwind and relax.

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.