Villa vacation rentals in Fripp Island

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Top-rated villa rentals in Fripp Island

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Guest favorite

The Ocean Palms sign stands prominently among lush greenery and flowering plants. Palm trees surround the area, enhancing the tropical ambiance. A pathway and adjacent building are visible in the background, suggesting proximity to the accommodations.

Villa in Hilton Head Island

4.86 out of 5 average rating, 28 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

**At check out, a $295 cleaning/amenity fee is charged to YOU by the Westin. No cleaning fees through Airbnb. Spacious 3 bedroom/3 bath villa steps to pool, beach and Westin amenities. This townhome comes with fully stocked kitchen and washer and dryer also in unit! 3 bedrooms includes 2 master suites (one up and one downstairs) as well as a 3rd guest bedroom set up as two twin beds that can be pushed together. Also pull out couches in living room. Private balcony overlooks one of the pools.

Top guest favorite

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.

Villa in Hilton Head Island

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.

Guest favorite

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

4.89 out of 5 average rating, 28 reviews

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.

Guest favorite

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.

Villa in Hilton Head Island

4.93 out of 5 average rating, 42 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.

Superhost

The open living space features vaulted ceilings with exposed beams, promoting an airy atmosphere. Two gray sofas are placed around a central coffee table on a patterned area rug. A sliding glass door leads to an outdoor area, while a wall clock and artwork add subtle charm.

Villa in Hilton Head Island

4.87 out of 5 average rating, 181 reviews

Coastal Charm - Beach, pickleball, golf, pets

Offered by owner /manager. Spacious airy 1 level town house w/no inside stairs. Kids and pets enjoy the open living space and backyard. Cook in the open Kitchen or BBQ on your private deck 100 ft from the community pool. Short walk /or call free Palmetto Dunes Resort seasonal dune buggy shuttle to beach , golf ( Trent Jones, Fazio, Arthur Hill), general store, outfitters rentals( bike, kayak, canoe, surf/paddle boards) pickle ball and tennis. Long term rental contact us fir pricing.

Guest favorite

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 Hilton Head Island

4.9 out of 5 average rating, 110 reviews

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.

Guest favorite

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.

Villa in Hilton Head Island

4.96 out of 5 average rating, 99 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.

Top guest favorite

An open dining and living area showcases a large dining table with upholstered chairs beneath a stylish chandelier. Recessed lighting highlights the wood-paneled ceiling, while large windows offer views of the greenery outside, enhancing the bright and airy atmosphere of the space.

Villa in Hilton Head Island

4.99 out of 5 average rating, 100 reviews

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

Top guest favorite

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

5 out of 5 average rating, 13 reviews

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.

Guest favorite

An expansive balcony features a cushioned sofa and side chairs, centered around a wooden coffee table. A glass-topped dining table is positioned nearby, suitable for outdoor meals. Light-colored flooring provides a pleasant contrast to the wooden railings and surrounding greenery.

Villa in Hilton Head Island

4.9 out of 5 average rating, 30 reviews

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.

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

4.85 out of 5 average rating, 103 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 Hilton Head Island

4.76 out of 5 average rating, 108 reviews

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