Condo holiday rentals in Harbor Island

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Top-rated condo 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, 229 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
Condo in Hilton Head Island
4.89 out of 5 average rating, 228 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, and 6 pickleball courts.

Top Guest favourite
A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.
Condo in Hilton Head Island
4.97 out of 5 average rating, 304 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Guest favourite
A covered patio area is furnished with two chairs and a table, offering a view of the water. Lush green grass and large trees frame the space, while Spanish moss hangs from the branches, creating a serene and natural setting.
Condo in Beaufort
4.92 out of 5 average rating, 301 reviews

Charming Coastal Casa on Beaufort's Battery Creek

Experience Coastal Lowcountry Living with Spanish Moss and Live Oaks from this Waterfront 1st-floor 1 bedroom / 1 bathroom delightful condo in a gated community in Beautiful Beaufort South Carolina. Fully stocked kitchen, laundry room, comfy Queen bed, pull-out sofa, patio space & more! Close 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 it!

Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 354 reviews

Oceanfront Luxury! KING BED Beach Bar / Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

Top Guest favourite
A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.
Condo in Hilton Head Island
4.99 out of 5 average rating, 221 reviews

Few mins walk to beach 1st flr pools hot tub pball

Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.

Guest favourite
A welcoming living area features comfortable seating, including a maroon sofa and two patterned chairs. A wooden coffee table occupies the center, while a light rug adds texture. In the background, a dining area with a table for six is visible, adjacent to the kitchen and staircase.
Condo in Beaufort
4.92 out of 5 average rating, 140 reviews

Shady Rest #4 (apt 15) near downtown Bft. and PI

Our fourth Air BnB property, Shady Rest #4, is located in a small, quiet, residential town home complex, minutes from historic downtown and only about 3 miles from Parris Island MCRD. It is approx. 1200 sq. feet of comfortable living space, with 2 bedrooms, 2 1/2 baths, a fully equipped kitchen, and a roomy living space with a sleeper sofa. We are experienced Air BnB hosts who have reached Superhost status due to our attention to every detail to make your stay a comfortable and enjoyable one.

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
4.99 out of 5 average rating, 72 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
Condo in Hilton Head Island
4.92 out of 5 average rating, 115 reviews

BEACH PATH At Hilton Head Beach and Tennis Resort

🏖🏖🏖 Book your Summer trip with us!!!! Experience the ultimate beach getaway at our charming villa located within the gated Hilton Head Beach and Tennis. This oceanfront property boasts the largest oceanfront pool on the island, beach volley ball , tennis courts, pickle ball, bike rentals, a playground, grill/picnic area and three delightful restaurants. Nestled-mid island, our villa is conventiently located two miles from Shelter Cove/Palmetto Dunes. Trolley pickup onsite.

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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 355 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 sun-filled sitting area features a light-colored sofa and accent chairs arranged around a rectangular table. Two round mirrors are mounted on the wall, enhancing the space. Sheer white curtains frame the windows, allowing natural light to illuminate the room.
Condo in Hilton Head Island
4.95 out of 5 average rating, 172 reviews

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States! Permit #044928

Superhost
A spacious studio condo is shown, featuring a cozy sleeping area with a patterned bedspread. Natural light enters through windows, illuminating the room. A small kitchen island is present, complemented by decorative plants and a seating area with a chair.
Condo in Edisto Island
4.87 out of 5 average rating, 202 reviews

A Room With a View. Recently Renovated Condo!

If you are looking for a comfortable, easy to access, quiet getaway, then you have found it. This pristine, recently refurbished studio condo has everything you need. Huge 12x12 deck offer additional outdoor space for relaxing. On the 9th green of the Plantation Course. Short walk or bike ride to the beach. You will love the location and the space. Very close to The Waters Edge coffee shop, Ella & Ollies, bike rentals. Sister property to All Inn on Edisto and Cozy Edisto Condo.

Popular amenities for Harbor Island condo rentals