Apartment holiday rentals in Harbor Island

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Top-rated apartment 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, 233 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 welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

Apartment in Hilton Head Island

5.0 out of 5 average rating, 110 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

Top guest favourite

A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.

Apartment in Hilton Head Island

4.98 out of 5 average rating, 364 reviews

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

Panoramic 180° Oceanfront views the Moment You Open the Door! Beachfront Balcony Watch Sunrise/Hear the Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar/Grill KING BED FREE Pickleball, Tennis, Gym HGTV Designer Renovation Two 65" SmartTVs Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest RESORT Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop

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

4.99 out of 5 average rating, 80 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

A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

Apartment in Hilton Head Island

4.98 out of 5 average rating, 169 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Top 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

5.0 out of 5 average rating, 14 reviews

Island Retreat-Beautiful Condo w/ Ocean/Pool Views

Summer dates AVAILABLE for August & September! For those traveling in November we have OPENED dates October 30-November 21 (10-21 day stay) with additional DISCOUNTS! Please inquire if interested! Perfect time of year to explore the area! Enjoy a relaxing beach escape at the “Island Retreat" on Harbor Island! HUNTING ISLAND PASS & 2 bikes included! Guest Favorite with top reviews. We strive to be the best! Wake up to amazing sunrises & spectacular views overlooking the pool, dunes & ocean!

Guest favourite

A serene view of a vast marsh landscape is presented, featuring lush green grasses swaying gently in the breeze. The horizon is lined with trees under a bright blue sky adorned with scattered clouds. The foreground includes a wooden railing entwined with green foliage and vibrant flowers.

Apartment in Fripp Island

4.92 out of 5 average rating, 364 reviews

FRIPPIN' FANTASTIC! CONDO BETWEEN MARSH & BEACH

YEAR END SPECIAL! PRICES LOWER FOR THE REST OF THIS YEAR. Enjoy a little piece of heaven in my ideally located condo. Relax on the back deck while you drink your morning coffee and watch the marsh birds hunt for their breakfast. Then take a five-minute walk to the beautiful beach where you can stroll for miles. Renovated from top to bottom with new kitchen, flooring and furnishings in soothing and relaxing colors. No amenity cards available. Not suitable for children under 12-years old.

Top guest favourite

An aerial view captures a large pool shaped like a star, surrounded by lounge chairs. The pool area is complemented by umbrellas and seating, with a sandy beach and the ocean visible in the background under clear blue skies.

Apartment in Hilton Head Island

4.9 out of 5 average rating, 238 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March 2026 and completely redesigned from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa. Wake up to sunrise over the Atlantic, grab coffee on your private balcony, and walk to the beach in under two minutes. Spend the afternoon at Hilton Head’s largest oceanfront pool before ending the day with dinner and live music just steps from your condo. Beach chairs, wagon, pickleball, tennis, free parking, & close to the building's only elevator.

Top guest favourite

Binoculars rest on a wooden railing, overlooking a serene waterway where boats are docked. The background features calm waters reflecting a soft sunset, framed by lush greenery along the shore.

Apartment in Beaufort

4.95 out of 5 average rating, 359 reviews

Gorgeous Waterfront Battery Creek Retreat

Incredible water views from this top-floor, 1 bedroom / 1 bathroom cozy and well decorated end-unit condo in a gated community in Beautiful Beaufort South Carolina. Fully stocked kitchen, laundry room, pull-out sofa, comfy King-Size bed, private deck & more! Close drive to Downtown Beaufort, Bluffton and Hilton Head Island! Also visit Charleston and Savannah! Looking for a getaway? Or headed to Beaufort for a Marine Corps Graduation Ceremony at Parris Island? This is the perfect condo!

Top guest favourite

A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

Apartment in Hilton Head Island

4.96 out of 5 average rating, 374 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

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, 450 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

Apartment in Sea Pines

5.0 out of 5 average rating, 126 reviews

5 Star Location-Harbourtown-Walkable Area

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.