Vacation rentals in Harbor Island

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Top-rated vacation rentals in Harbor Island

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Top guest favorite
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, 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 favorite
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, 332 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! 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 favorite
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 288 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!

Top guest favorite
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 favorite
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 favorite
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.
Guesthouse 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 favorite
A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.
Condo in Hilton Head Island
4.99 out of 5 average rating, 172 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Top guest favorite
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.
Apartment 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 favorite
A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 117 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

Guest favorite
The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.
Condo in Hilton Head Island
4.95 out of 5 average rating, 112 reviews

Ocean Views at Villamare, Right on the Beach!

Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!

Top guest favorite
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.
Condo 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 favorite
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 vacation rentals