Vacation rentals with a pool in Hilton Head

A well-maintained swimming pool is surrounded by lounge chairs, offering a relaxing space for guests. Lush greenery and palm trees provide a natural backdrop. The building adjacent to the pool features large windows, allowing for ample light and a connection to the outdoor environment.

4.96 out of 5 average rating, 310 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!

A large swimming pool is surrounded by a spacious deck featuring multiple blue lounge chairs. Lush trees line the background, and a small building is visible nearby. The pool reflects the sky, creating a serene environment.

4.97 out of 5 average rating, 274 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!

A large pool area is surrounded by palm trees and lush landscaping. The pool features a shallow entry section and is enclosed by a secure fence. Lounge chairs are arranged around the pool, providing a relaxing atmosphere in a sunny outdoor setting.

4.96 out of 5 average rating, 306 reviews

Ocean & Marsh View KING BED 65"TV Bar Pickleball

✨ Airbnb Guest Favorite ✨ 2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED + Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs + Ice Chest Provided Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated w/24 Hour Security!

5 out of 5 average rating, 102 reviews

“Sea Clarity” Custom Remodel, Pool, Steps to Beach

Completely remodeled in 2022 with stylish functional design, top-notch appliances, and beautiful quartzite, our 2 BR 2 BA villa is ready for your arrival. Located at the north-end of Hilton Head Island in a beachfront gated community, our 3rd-floor villa offers you a relaxing place to unwind with all the comforts of home. Enjoy amenities including tennis courts, indoor & outdoor pools, hot tub, dry sauna, and exercise room. For quiet unspoiled beaches surrounded by nature, come to Sea Clarity.

4.98 out of 5 average rating, 156 reviews

My Blue Heaven, Long Term Rates Work on the Beach

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.

4.94 out of 5 average rating, 271 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

Townhouse in Hilton Head Island

The kitchen features white cabinetry with glass accents and a spacious granite countertop. A stainless steel sink is positioned near the window, while a variety of wine bottles and a tray of cookies are arranged on the countertop, adding functionality and a touch of comfort.

4.97 out of 5 average rating, 272 reviews

Hilton Head Villa With Golf View, Stroll to beach

Proudly selected by HGTV as one of nine “Wow Worthy Vacation Homes and Design on HHI”, alongside the 2020 HGTV Dream Home. This upscale home offers seamless in/outdoor living and a generous granite kitchen. During your stay, enjoy the comforts of home - from the plush sectional sofa and Smart TV's, to the hotel-like King bed and en suite bathroom in the master suite. Enjoy the indoor/ outdoor living of your own private villa in the exclusive Greens community of Shipyard Plantation.

Villa in Hilton Head Island

4.96 out of 5 average rating, 102 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

A spacious beachfront pool area is surrounded by palm trees and landscaping. Lounge chairs are arranged along the pool's edge, inviting relaxation. The clear blue water reflects the surrounding greenery, creating a tranquil setting for guests to enjoy during their stay.

4.97 out of 5 average rating, 180 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s ✨Airbnb top 5% Home ✨ Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

A spacious pool area is surrounded by lounge chairs, with the calm water reflecting the blue sky. Lush palm trees border the area, contributing to a relaxing atmosphere. A nearby building is visible in the background, showcasing multiple floors and greenery.

4.99 out of 5 average rating, 163 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**

An expansive pool area is featured, surrounded by lounge chairs and umbrellas. The clear water reflects the blue sky adorned with scattered clouds. Guests are seen enjoying various activities in and around the pool, with greenery visible in the distance.

4.99 out of 5 average rating, 396 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.

The pool area is surrounded by tall trees, providing a natural backdrop. The clear blue water reflects sunlight, creating a serene atmosphere. Lounge chairs line the pool's edge, and the clubhouse is visible in the background, contributing to a relaxing outdoor space.