Holiday rentals with a pool in Hilton Head

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Top-rated rentals with a pool in Hilton Head

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 323 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach

Guest favourite
A spacious bedroom features a comfortable bed dressed in a patterned coverlet, accompanied by crisp white towels. Soft lighting is provided by bedside lamps. Decorative accents include a branch art piece on the wall and a small shelf displaying coastal-themed items. Natural light filters through a window with sheer curtains.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 223 reviews

CLEAN ~ KING Bed ~ Restaurant on-site ~ Sleeps 7

Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets. Relax, You're in Paradise

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.
Apartment in Hilton Head Island
4.96 out of 5 average rating, 321 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 favourite
A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 326 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Top guest favourite
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.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 280 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!

Superhost
A wooden boardwalk extends across sandy terrain, leading towards a serene coastal view. Lush green grass is visible on both sides, with a calm ocean horizon meeting a partly cloudy sky above.
Flat in Hilton Head Island
4.86 out of 5 average rating, 116 reviews

Quiet Life by the Beach

This beautiful poolside unit in a quiet gated community, completely renovated in June 2019, is located just steps from the beautiful beach of Port Royal Sound. This first floor condo has a fully equipped kitchen with quartz counter tops, vinyl plank floors, all new appliances and is just a very short walk to the beach. The bathroom has quartz countertop and a tub & shower combo. You'll find two TVs (one with streaming options), washer/dryer, dishwasher and free WiFi in condo and on the resort.

Superhost
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.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 109 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

Top guest favourite
A well-appointed living area showcases a blue sofa and a matching loveseat, paired with a wooden coffee table. Soft lighting from side lamps enhances the space. A kitchen area is visible in the background, featuring wooden cabinetry and modern appliances, while a decorative oar is mounted on the wall.
Flat in Hilton Head Island
4.93 out of 5 average rating, 192 reviews

(6) Location! Walk to beach and shops at Coligny

Location Location Location! Park your car and do not start it! Just renovated walk to beach / restaurants / shops / grocery across the street, if you have been to Coligny Plaza you know there are way too many places to list, but we love that the Frosty Frog and Piggly Wiggly are two of MANY places right across the street! Unit has a queen in one bedroom and two twins in the other, the sofa also pulls out to a queen as well, Roku TV, youtubetv logged in! 2 car max per unit per association.

Top guest favourite
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 favourite
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.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 277 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

Guest favourite
A cozy living area is furnished with a neutral-colored sofa adorned with teal accent pillows. Wooden side tables with lamps flank the sofa, while a rectangular coffee table is highlighted with a tray and a decorative item. Nautical-themed decor is displayed on the walls.
Apartment in Hilton Head Island
4.85 out of 5 average rating, 166 reviews

Charming HHBT vila- pickleball, gym, pools, beach!

Enjoy the rustic charm in this cozy condo with an ocean view located just steps from the beach, restaurants, bars, pools, playground, tennis courts, bike rentals, & fitness center- all available for you to enjoy. Located at Hilton Head Beach & Tennis Resort, you’ll feel safe and comfortable in this gated, lush community. We love Hilton Head Island and all it has to offer, and we truly hope you will too. Our goal is to make you feel as relaxed and as comfortable in our villa as we do.

Guest favourite
A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 224 reviews

Oceanside Beach Retreat

Modern Beach Condo with Ocean View Located in Hilton Head Beach and Tennis Resort Short walking distance to beach, pool side bar (Jamaica Joe's), and the beachfront pool Family friendly resort (playground, bike rentals, weekly activities) First Floor Condo Recently renovated One bedroom and one full bath Sleeps 6 people (2 bunk beds and pull out couch) Full kitchen (dishwasher, microwave, stove, coffee maker, dishes) Balcony with table and 2 chairs 2 public pools located on pr

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