Holiday houses in Harbor Island

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Top-rated holiday rentals in Harbor Island

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Top Guest favourite
The open-concept kitchen and dining area are visible, featuring dark cabinetry and a granite countertop. A dining table for four is positioned nearby, and stairs lead to the upper level. Soft blue walls complement the space, creating a calm atmosphere.
Condo in Saint Helena Island
4.98 out of 5 average rating, 219 reviews

Turtle Villa|Ocean Front/New DECK; B Building

Take in the lush, coastal beauty of the Carolina Lowcountry from our 2BR/2.5BA Cedar Reef Villas condo! Watch the glow of sunrise on the marsh & ocean without leaving your plush king bed. Play a game of tennis, then take a cool dip in one of the resort's pools within walking distance. Stroll to the beach via the Cedar Reef boardwalk access, or drive 3 miles to pristine Hunting Island State Park. Close out the day in nearby Beaufort with a date night dinner and a stunning sunset on the marina!

Top Guest favourite
A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.
Condo in Hilton Head Island
4.98 out of 5 average rating, 336 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Top Guest favourite
A serene bedroom is presented with a spacious bed dressed in white linens and accented with decorative pillows. Two lamps with textured bases flank the bed. A round mirror is mounted above the headboard, and a window offers views of the surrounding marsh.
Condo in Saint Helena Island
4.98 out of 5 average rating, 63 reviews

The Pink Pelican

Thank you so much for choosing The Pink Pelican, a coastal villa, located on Harbor Island and steps from the ocean. This private beach and community provide a family friendly and peaceful low country vibe. From the serene beaches, fresh seafood, and southern hospitality, it’s the perfect family vacation spot or romantic getaway. Also, the charming town of Beaufort is just minutes away where you can enjoy fine southern cuisine, shopping boutiques, and refreshing cocktails by the waters edge.

Top Guest favourite
The living area features a comfortable sectional sofa, accented by decorative pillows. A wooden dining table is set nearby, surrounded by tasteful artwork on the walls. Exposed wooden beams enhance the ceiling, and natural light filters through multiple windows.
Cottage in Saint Helena Island
5 out of 5 average rating, 255 reviews

Harbor River Cottage

Romantic cottage on three-acres surrounded by gorgeous South Carolina waterways with endless views on all sides! Cottage is dog-friendly, has a fully-fenced front yard and screened-in porch. Full kitchen, private parking, washer & dryer, 55" TV with DirecTV. A short 10 minute drive from Hunting Island State Park, and 20 minutes to Downtown Beaufort and all the major attractions. Cottage is beautifully furnished with custom pieces to make this your ultimate low country luxury getaway!

Top Guest favourite
The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.
Guesthouse in Saint Helena Island
4.99 out of 5 average rating, 235 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests may occasionally share the dock, screened-in porch, and swimming pool. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. Rest, relax, recharge - nap on a hanging bed; sleep well.

Guest favourite
A serene view features palm trees framing a well-kept pool area, with bright blue lounge chairs arranged nearby. The scene is complemented by a sandy path leading to the ocean, under a soft pastel sky during dusk.
Condo in Saint Helena Island
5 out of 5 average rating, 6 reviews

Island Retreat-Gorgeous Condo w/ Pool/Ocean Views!

Enjoy a relaxing beach escape to the “Island Retreat" on tranquil Harbor Island! Kick back and relax in this gorgeous remodeled condo! Wake up to amazing sunrises & spectacular views overlooking the pool, dunes & ocean! PRIVATE screened-in balcony. Building is being updated with new screened-in balcony, sliding glass door and windows! Perfect to take in the ocean breezes and enjoy morning coffee or evening cocktails. Plan your summer vacation early for your available dates!

Top Guest favourite
A cozy sleeping area features a queen bed dressed in soft linens, accompanied by decorative pillows. A framed mirror reflects natural light, while wall decor includes a crab-themed artwork and marine accents. A small nightstand with a lamp completes the serene ambiance.
Apartment in Fripp Island
4.91 out of 5 average rating, 367 reviews

Fripp Island Dog Friendly Getaway OPEN ALL WINTER

325 sq. ft. studio efficiency offers a central island location just 1 min. from the beach! Bed arrangements: 2 TEMPURPEDIC mattresses, one queen size bed/one full size sleeper sofa. Ideal for 2 but will sleep 4 very snugly. *Our affordable rates are in part because "amenity cards" may not be purchased and are not available by any means with this unit Cards are necessary to use restaurants/bars/pools/tennis & golf. * **Check out our 2nd pet friendly unit at 530 Sunsuite!

Guest favourite
A bright living area features a light-colored sofa adorned with nautical-themed throw pillows. A wooden coffee table sits in front of the sofa, and a piece of artwork is displayed on the wall. Natural light enters through sliding glass doors leading to a balcony.
Apartment in Saint Helena Island
4.88 out of 5 average rating, 17 reviews

Oceanfront Condo: Beach Paradise and Pools

Relax with the whole family at this peaceful place to stay. This is truly a beach lover’s paradise on Harbor Island. There are three pools, including a kiddie pool (open seasonally), an exercise room, large expanse of beach straight out your door, a playground, basketball and tennis courts, and more! This condo has two bedrooms upstairs (one with expansive views of the ocean). Go for nature hikes, paddle board, kayak and more. Right down the road from a state park.

Guest favourite
A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 118 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

Top Guest favourite
A modern treehouse structure is elevated on stilts, surrounded by lush greenery and palm trees. Large windows allow natural light to fill the space. A path of stepping stones leads to the front door, which is framed by tropical plants.
Home in Fripp Island
5 out of 5 average rating, 15 reviews

Marsh View Treehouse Retreat

Escape to this tranquil treehouse retreat on beautiful Fripp Island, where relaxation comes naturally. Nestled among the trees with stunning marsh views, this cozy hideaway offers the perfect setting to unwind and recharge. Spend your days soaking up the sun on the beach, exploring the island by bike or golf cart, swaying in the hammock, or savoring a good book and a cup of coffee in the breezy lanai. Leave the chaos behind and embrace the serenity of island life!

Top Guest favourite
An open living area is presented, featuring a light-toned sofa with decorative pillows and a natural fiber rug. A dining table with high-backed chairs is visible, alongside a console table and large windows allowing ample natural light. The space is designed for comfort and relaxation.
Condo in Saint Helena Island
5 out of 5 average rating, 50 reviews

Palmetto Corner — Ocean Views & Coastal Comfort

Wake up to ocean sunrises and wind down with marsh views at this bright, two-story corner condo on Harbor Island. With 2 bedrooms and 2.5 baths, it’s the perfect spot for a quiet getaway or a family trip to the coast. Big windows fill the space with light, and the open layout gives off easy, beachy vibes. Whether you’re sipping coffee on the deck or watching the tide roll in, Palmetto Corner puts you close to nature - and even closer to relaxed.

Top Guest favourite
A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.
Condo in Hilton Head Island
4.99 out of 5 average rating, 136 reviews

Beach condo with pool and stunning nature views

Your peaceful and stylish condo is on Hilton Head’s hidden gem beach, with nature views, lush landscaping, 3 pools, a hot tub, and tennis. This newly remodeled 2-bed/2-bath unit features lagoon and sea views, a screened-in sunroom, new LG appliances, quartz counters, a stocked kitchen, in-unit laundry, 65" TV in the living room, 58"/55" TVs in bedrooms, beach gear (cart, umbrellas, toys), 400 MB Internet—and no cleaning fee!

Popular amenities for Harbor Island holiday rentals