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, 305 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 balcony featuring a small table with two chairs overlooks the ocean and a year-round heated pool. A book lies open on the table beside a decorative vase and binoculars. Lush palm trees surround the area, contributing to a serene coastal ambiance.

4.97 out of 5 average rating, 236 reviews

Lost Tiki Lounge TOP Floor Oceanfront 322 Breakers

This beautifully decorated top floor condo provides all the comforts of home. When you open the door, you will see breathtaking views of the Atlantic Ocean. It is located in the heart of the south end of the island steps away to restaurants, shopping and the pristine Coligny beach. The Lost tiki lounge is locally owned and managed. I inspect the unit prior to every guest to ensure it is spotless. I am always available for any needs during your stay, I hope to host you! (Reno happening Nov 2026)

A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.

4.98 out of 5 average rating, 122 reviews

1BR/2BA condo w/private beach access in Shipyard

This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

4.97 out of 5 average rating, 271 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!

An aerial view captures the villa and surrounding area, highlighting the proximity to the beach. The ocean is visible in the background, while the spacious grounds feature multiple buildings and a parking area. Nearby greenery enhances the coastal atmosphere.

4.93 out of 5 average rating, 135 reviews

Ocean View 1-bdrm. Steps to the Beach and Pool.

Enjoy the Ocean views from the balcony of this stylish 1-bedroom condo. Comfortable furnishing throughout. Perfect for a couple or small family. The condo sleeps 4 with a queen bed in the private bedroom, and a sleeper sofa. The kitchen is fully stocked with everything you need to prepare a meal. Enjoy dining outside as you enjoy the ocean view from the 2nd. floor balcony. The bathroom with tub/shower can be accessed from the bedroom or hallway. Beach chairs, umbrella, and cooler are provided.

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, 299 reviews

Ocean & Marsh View! KING BED 65"TV Bar Pickleball!

2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED + 2 Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs, Boogie Boards, Ice Chest, Noodles 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 24 Hour Security Trolley Stop

A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.

4.92 out of 5 average rating, 101 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

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.

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.

4.97 out of 5 average rating, 306 reviews

Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!

PANORAMIC OCEANFRONT VIEWS 🏝️1-2 min walk onto Beach🏝️ Beachfront Balcony ✨Top 10% of Airbnb✨ Next to Beach Boardwalk! HGTV Decorator 100% New Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT: 4 Boardwalks Huge Oceanfront Pool 3 Restaurants Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24/7 Security Trolley Stop

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.

4.98 out of 5 average rating, 155 reviews

My Blue Heaven, Celebrate Your Special Occasion

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.

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, 174 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 10% Home ✨ Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Umbrella, 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

Superhost

A large outdoor pool is surrounded by gray stone decking, featuring several lounge chairs neatly arranged along the perimeter. The pool's calm blue water reflects the overcast sky, with the resort buildings visible in the background, showcasing a welcoming atmosphere.