Villa holiday 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.

4.91 out of 5 average rating, 116 reviews

Beach Awaits You! Weekly Discounts!

Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach & pool. Enjoy beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for 2 adults. Starter set of toiletries/towels provided. Laundry room on-site. Located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays. Short Term Rental Permit # 022967

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4.91 out of 5 average rating, 35 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.

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5.0 out of 5 average rating, 16 reviews

Villa in Edisto Beach

3bd/2ba Pet Friendly, 3 pools, pickleball!

a beautifully renovated 3BR/2BA villa tucked away in the highly sought after Ocean Ridge Resort community of Edisto Beach. Guests will have access to the resort amenities which include 3 pools (one which is heated), a putt putt course, a playground, 2 tennis courts, 4 pickleball courts, a fitness center, and more! Another guest favorite feature of this home is the colorfully lit, screened-in tiki bar, perfect for hanging out and enjoying a beverage after a long day at the beach.

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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.

4.97 out of 5 average rating, 131 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.

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4.91 out of 5 average rating, 104 reviews

Oceanview | King Bed | Walk to Coligny | Bikes

Feel your stress melt away as the sound of the ocean welcomes you to Turtle Watch Villa. Nestled in the popular Seaside Villas community, this renovated 1-bedroom (518 sq. ft.) beachfront condo offers easy beach access, a side ocean view, and a rare King bed for a restful night's sleep. Whether you're enjoying a sunrise walk along the shore or relaxing after a beach day, Turtle Watch Villa is the perfect place to slow down, unwind, and embrace Hilton Head's laid-back lifestyle.

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4.97 out of 5 average rating, 29 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

Fripp Villa-Golf Cart Included-Club Cards +

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.

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4.92 out of 5 average rating, 26 reviews

A serene view of the sunset reflecting over the marsh, with tall grasses and calm waters in the foreground. The sky is painted with hues of orange and pink, framed by overhanging branches from the surrounding trees.

Villa in Fripp Island

The Fripp Flopp

Beautiful location on the back waters and canal of Fripp Island, SC, only 0.2 miles from the beach. Centrally located on the island with easy access to bike trails and short golf cart rides to anywhere on the island. The sunset and marsh views from this Tennis Villa are unforgettable and what puts this location on the map! This is our second home and our little piece of paradise that we’d like to share with those who will treat it as we do.

LocationOutdoor spacesWalkability

The image showcases a heated pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over some seating areas. A white fence encloses the pool area, with lush greenery and ocean views in the background, creating a tranquil outdoor environment.

4.93 out of 5 average rating, 123 reviews

💎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

ValueFamilyWalkability

4.98 out of 5 average rating, 104 reviews

A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.

Villa in Sea Pines

HHI South Forest beach/WLK TO BEACH, dining, pool

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

LocationFamilyLong stay

A comfortable seating area includes a cozy gray sofa with patterned throw pillows. A bamboo coffee table sits in the center, surrounded by natural light from sliding glass doors leading to a balcony. Vibrant green plants add a touch of nature to the space.

4.96 out of 5 average rating, 216 reviews

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.

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4.84 out of 5 average rating, 127 reviews

Location! Walk ToThe Beach, Dining and Shopping.

About this space ✔︎ 4 Minute Walk To The Beach ✔︎ 5 Minute Walk To Restaurants & Shopping ✔︎ Great for Families/Couples ✔︎ 1 King Bed + 2 Double Beds ✔︎ 2 Full Bathrooms ✔︎ Free Fast WIFI + 2 Smart TVs ✔︎ First Floor End Unit ✔︎ Fully Stocked Kitchen ✔︎ Beautiful Inground Pool ✔︎ Free Parking ✔︎ Very Close to Celebration Park ✔︎ Centrally Located ✔︎ Outdoor Deck

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