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!

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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.

4.9 out of 5 average rating, 119 reviews

Beach Awaits You! Low rates, snowbird 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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A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.

4.95 out of 5 average rating, 147 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

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4.91 out of 5 average rating, 141 reviews

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 Palmetto Dunes

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.

ValueFamilyOutdoor spaces

4.91 out of 5 average rating, 105 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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4.9 out of 5 average rating, 104 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 640 Queens Grant, 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.

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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

STR#024612 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

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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, 122 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

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A cozy living area showcases two comfortable gray sofas arranged around a wooden coffee table. A dining space with tall chairs is visible near a fully equipped kitchen. Large glass doors open to a private patio featuring outdoor seating and a red umbrella, providing a view of greenery.

4.91 out of 5 average rating, 126 reviews

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. STR Permit #: 028244

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Superhost

Villa in Palmetto Dunes

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

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4.86 out of 5 average rating, 230 reviews

4.97 out of 5 average rating, 110 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!

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