Vacation rentals in Harbor Island

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Top-rated vacation rentals in Harbor Island

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Top guest favorite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Condo in Hilton Head Island
4.98 out of 5 average rating, 165 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

SNOWBIRDS: Warm South Facing Balcony! ✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Pool 100% NEW HGTV Designer Renovation! KING BED FREE Gym, Pickleball, Tennis Basketball, Volleyball Two 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More! Marble Kitchen/Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Tiki Beach Bar & Grille (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

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
4.99 out of 5 average rating, 214 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, 322 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, 282 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, 103 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
A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.
Cottage in Beaufort
4.98 out of 5 average rating, 185 reviews

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

Top guest favorite
A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.
Chalet in Hilton Head Island
4.98 out of 5 average rating, 101 reviews

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Top guest favorite
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, 141 reviews

"A" Secluded Quiet Oasis w/ Beach Pass

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 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, 252 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 view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.
Condo in Hilton Head Island
4.95 out of 5 average rating, 278 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

Top guest favorite
The exterior of a charming guest cottage is visible, flanked by tall trees. A gravel path leads to steps with a railing, guiding to the entrance. Two chairs are positioned on the porch, inviting relaxation in a quiet outdoor setting surrounded by greenery.
Guesthouse in Beaufort
4.98 out of 5 average rating, 347 reviews

Buddy's Cottage near everything in Beaufort, SC

Who is Buddy? He was our black Labrador of 12 years. You'll see his photo as you enter. This well kept tiny home has a private bedroom, 1 full bathroom, a sleeper sofa , 2 TV's, a full kitchen and all the amenities of home. Downtown Beaufort is 2 miles away, Parris Island is less than 5 miles away. In a quiet neighborhood. Are coming for a fishing trip and bringing your boat? Come stay with us , we have room for your boat. You can flush your engine and rinse your boat down.

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