Holiday rentals 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.
Apartment in Saint Helena Island
4.98 out of 5 average rating, 218 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 bright living area features large windows that offer views of the surrounding greenery. Natural light fills the space, highlighting a comfortable sofa and accent chairs. A wooden coffee table sits at the center, accompanied by a modern wall-mounted TV and decorative elements.
Cottage in Saint Helena Island
4.99 out of 5 average rating, 110 reviews

The Hideaway - Luxury Waterfront

Escape to this stunning hidden gem located in the heart of St. Helena Island. The Hideaway is a newly built, modern 2br 2ba waterfront cottage with unique architecture, breathtaking views, and luxury amenities, including an indoor sauna. Quietly tucked away amongst beautiful live oak trees and scenic saltwater marshes, this is the perfect place for you to rest, relax, and recharge. Conveniently located just minutes away from the beach, outdoor activities, shopping and excellent dining options.

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.
Apartment 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.
Guest house 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 will 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.

Top guest favourite
A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.
Apartment in Hilton Head Island
4.99 out of 5 average rating, 411 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

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.
Flat 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.
Flat 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.

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.
Apartment 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.

Guest favourite
Home in Saint Helena Island
4.92 out of 5 average rating, 13 reviews

Coastline Cottage

This property is located on Fripp Island. Come enjoy what this 1-bedroom cottage has to offer.This amazing gem features a breathtaking view from both the living room & the second floor master. It has a cabinet bed downstairs which is perfect for accommodating extra guests. The bedroom boasts a spacious comfortable king bed. It includes Wi-Fi, Golf Cart, Washer & Dryer. There are no amenity cards available with the rental of this property.

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.
Apartment 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!

Top guest favourite
The kitchen area features modern appliances, including a stove and refrigerator, against light cabinetry. A small dining table is positioned nearby, illuminated by natural light from multiple windows. Decorative elements like coastal-themed accessories enhance the inviting atmosphere.
Cottage in Saint Helena Island
4.89 out of 5 average rating, 264 reviews

Cute Cottage Next to Hunting Island.

Lovely 1-bedroom 1 bath cottage surrounded by 3 acres of quite peaceful lot. Ideal for a couple, or family with kids. Located short distance (0.4miles) from Coffin Point beach. Cottage has queen bedroom, futon bed, bathroom, kitchen, laundry, Wi-Fi, 2 smart TVs with Netflix. You have everything you need to enjoy the nature, and outdoor activities.

Popular amenities for Harbor Island holiday rentals