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, 221 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 charming farmhouse cottage is showcased, featuring a welcoming porch with rocking chairs. Lush plants are positioned on either side of the entrance, which is highlighted by a wooden door and decorative lighting. A well-maintained lawn contributes to the inviting exterior.
Cottage in Beaufort
4.98 out of 5 average rating, 315 reviews

Lovely Cottage in Beaufort w/ State Park Beach Pas

This adorable but well-appointed farmhouse cottage is located just a few streets from the heart of DT Beaufort, in the desired neighborhood of Pigeon Point, with easy access to the boat launch. Just a few blocks from Bay Street and the Marina, where great shopping and outdoor dining with breathtaking views of the harbor await. A relaxed and inviting space, style, and beauty combine to make this special cottage a much sought-after resting space for a memorable vacation with your loved one(s).

Top guest favourite
Home in Harbor Island
5 out of 5 average rating, 8 reviews

Gated Community - Golf Cart - No Gate Fees

If you’re looking for a comfortable, well-cared-for home near the beach where you can truly relax, this Harbor Island retreat is for you. Located in the quiet, lush section of the island, we offer peaceful privacy with easy access to the beach, pool, and fitness center just a short golf cart ride away. Thoughtfully designed and stocked with guests comfort in mind, this home is a welcoming space that feels easy from the moment you walk in. Hunting Island pass, golf cart and gate fees included.

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, 257 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, 236 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.

Top guest favourite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 205 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ Oceanfront Balcony 100% New Luxury Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

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.
Apartment 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.
Flat in Fripp Island
4.91 out of 5 average rating, 368 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!

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
Cottage in Saint Helena Island
4.99 out of 5 average rating, 110 reviews

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Popular amenities for Harbor Island holiday rentals