Villa holiday rentals in Fripp Island

A bright and airy living space features a cozy seating area with a light grey sofa and armchair, complemented by a coffee table. The dining area includes a wooden table with white chairs. Large windows provide natural light and views of the greenery outside.

5.0 out of 5 average rating, 101 reviews

Chic Coligny walkable beach villa w/Pool

Just steps from beach, shops, tennis, dining & park - Discover your escape at our beautifully renovated 3BR, 3.5bath villa. Enjoy private bathrooms for each bedroom, fully equipped kitchen, tennis next door at Van Der Meer, and a private pool. Stroll your way to Low Country Celebration Park with children’s museum, playground and pavilion. Continue to shopping and dining at Coligny Plaza. Then, gain access to the ocean at award-winning Coligny Beach. Explore the best of HHI at your doorstep!

4.9 out of 5 average rating, 101 reviews

A calm beach scene is captured at dusk, featuring gentle waves lapping at the shore. The horizon showcases a soft gradient of colors, transitioning from deep blue to warm peach and pink tones. The tranquil sea reflects the fading light of dusk.

Villa in Palmetto Dunes

Spacious dog-friendly villa, walk to the beach

Welcome to your perfect family getaway on Hilton Head Island! This vibrant 3BR, 2.5BA luxurious villa is professionally decorated, accented with inviting, colorful coastal decor throughout. The villa offers a fully-remodeled kitchen, a spacious and comfortable living area with plenty of ways to relax and unwind. Outside, there is a large, private patio with a gas grill, an outdoor dining set and fast access to five community swimming pools and the beach. Snowbirds and long-term guests welcome

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, 118 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

4.92 out of 5 average rating, 36 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 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, 134 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.

4.97 out of 5 average rating, 31 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.

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.

4.99 out of 5 average rating, 119 reviews

Upscale Beach Villa w/ Indoor Pool

Why you’ll love this space: Fully renovated with high‑end appliances Indoor heated pool & hot tub Outdoor pool, renovated 2025 (Open April 1 - October 31) Tennis - & pickleball courts Approx 5 minute walk to beach; 10 minute walk to Coligny 320 Mbps Wi‑Fi with dedicated workspace Chef’s kitchen, washer/dryer, cypress ceilings Marble walk‑in showers & electric fireplaces Beach gear included (towels, chairs, wagon, toys) STR Permit No. 040546

4.93 out of 5 average rating, 27 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.

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, 126 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

Superhost

Villa in Palmetto Dunes

4.85 out of 5 average rating, 226 reviews

Beach Relax in Palmetto Dunes Families-Golf-Tennis

Beach & Golf: 7 min stroll to the beach views of the Golf course. Hickory Cove villa 2 Bedrooms + Loft, 3 Baths, (Sleeps 6-8) Beautiful Villa on the 18th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. This Villa is perfect for golfers, families and short term home office. Everything is less than 10 min walk: The Beach Robert Trent Jones golf course Palmetto Dunes Tennis Center The General Store The Dunes House

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!