Family-friendly holiday rentals in Harbor Island

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Top-rated family-friendly rentals in Harbor Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A charming A-frame structure is elevated on a wooden deck, surrounded by lush foliage. The entrance features a white door framed by large windows, allowing natural light to illuminate the space. A small staircase leads to the inviting porch with bright yellow chairs.
Treehouse in Saint Helena Island
4.99 out of 5 average rating, 151 reviews

"A" Secluded Quiet Oasis w/ Beach Pass

Detox You'll love this unique and romantic escape. Architectual design allows you to fully take in the view of the lowcountry marsh. The backdrop of the bed allows you to fall asleep to the majestic starry filled night sky! Soak your cares away with a bath that will surely relax and unwind you. The background is breathtaking! The outside shower allows you to take in the scenery while enjoying a hot shower. This is an "unplug" listing, no tv or internet access. Hunting Island Beach Pass included.

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, 222 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!

Guest favourite
A spacious dining table is set for six with woven placemats, clear glassware, and decorative centerpieces. The screened-in porch offers views of lush trees and marshland, with overhead pendant lights casting a warm glow over the setting.
Home in Edisto Island
4.98 out of 5 average rating, 134 reviews

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

Guest favourite
Flat in Fripp Island
4.87 out of 5 average rating, 349 reviews

Steps to Beach • Fripp Sunsuite + 2 Resort Cards

This cozy first-floor SunSuite is just steps from the beach boardwalk and includes TWO Fripp Island Resort Amenity Cards, giving you club access to pools, restaurants, fitness center, golf, tennis, and more. Perfect for couples or small families, this comfortable retreat sleeps up to 4 guests and is ideal for a relaxing beach vacation. Escape to the beauty of Fripp Island, South Carolina, where coastal charm, abundant wildlife, and peaceful beaches create the perfect Lowcountry getaway.

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
Home in Saint Helena Island
4.99 out of 5 average rating, 135 reviews

The Hampton House

CUSTOM BEACHFRONT HOME ON GORGEOUS LOW COUNTRY BEACH. Custom beachfront home with unparalleled views! Beautifully but comfortably decorated in low country beach style. All the comforts of home. Feels like your own private paradise. 4 bed 3 1/2 bath,Sleeps 12 with TWO King master en suites. Stainless Steel Kitchen, private boardwalk to the beach, Golf Cart, Kayaks, beach towels, chairs, umbrellas, 2 car passes... all included. Make memories that will last forever.

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 109 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

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, 55 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
Cottage in Saint Helena Island
4.99 out of 5 average rating, 119 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.

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, 273 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.

Guest favourite
A welcoming entrance sign displaying 'Harbor Island' stands prominently at the foreground, framed by lush green palm trees and vibrant flowering plants. The clear blue sky provides a bright backdrop, enhancing the lush, tropical feel of the island's atmosphere.
Home in Saint Helena Island
5 out of 5 average rating, 25 reviews

3BR Home - 2 blocks to beach, golf cart, pool

Welcome to the Kick Back Shack, a designer decorated home with 3 BR/2BA and lots of room to spread out and relax. Catch the sunsets from the screened porch, breakfast overlooking the tidal creek full of wildlife, read a book in the hammock. Create your dream vacation in a luxury rental in the peaceful gated resort of Harbor Island. New to Market.

Guest favourite
The beach property features a two-story design with a light-colored exterior and a green metal roof. Palm trees surround the home, enhancing its coastal appeal. A welcoming front porch is accessed by a set of stairs, with a friendly American flag displayed. Parking and well-manicured landscaping complete the view.
Home in Saint Helena Island
5 out of 5 average rating, 6 reviews

Oceanview Home with Pool, Courts & Beach Access

Nestled in a serene cul-de-sac, this stunning 4-bedroom, 3-bathroom beach property offers the perfect blend of coastal living and luxury. With sweeping ocean views from nearly every room, this home is just steps from the beach, providing easy access to the sand and surf right from your doorstep.

Popular amenities for Harbor Island family-friendly rentals