Vacation rentals with a pool in Hilton Head Island

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, 296 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!

The pool area is surrounded by lounge chairs and features a spacious pool with clear water. Tall palm trees provide shade, while the elegant building stands in the background under a clear blue sky. An umbrella is positioned for sun protection.

4.91 out of 5 average rating, 109 reviews

Luxury Condo King bed Pool &Ocean views hot Tub

Have a world class vacation experience. Luxury condo in Palmetto Dunes 5 star resort. Beautiful pool complex with grills, firepit, hot tub & decks with lounge chairs all overlooking ocean. Zero entry kiddie pool & playground. Bike, Beach chairs, beach buggy included. Private boardwalk leads to private beach and outdoor shower. Watch waves roll in and pool views from large balcony. Pool heated from mid March - April and mid October -November. Walking distance to Marriott and Omni hotels.

Apartment in Hilton Head Island

The outdoor pool area features a clear blue pool surrounded by sun loungers. Lush tropical palm trees and flowering bushes provide shade and greenery, while a privacy wall encloses the space. The sunlight reflects off the water, creating a serene atmosphere.

4.97 out of 5 average rating, 153 reviews

Fully Renovated 2 Bedroom Villa - Walk to Beach

Make yourself at home in this comfortable 2 story, ground floor Condo. Easy walk to the beach. Open concept living, dining and fully equipped kitchen and 1/2 bath on main floor. Chose either the comfy King or Queen bedroom with walk-in shower or bathtub of your choice. Private courtyard with Grill and outside seating. All this, in a setting of azaleas, palms and 20 steps to pool with stores and restaurants just 2 blocks away. Please note there is only 1 parking space available for your stay.

Home in Hilton Head Island

4.94 out of 5 average rating, 116 reviews

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

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, 303 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, 152 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.

Bungalow in Hilton Head Island

A private community pool is shown, featuring clear blue water. Lounge chairs are arranged around the pool's edge. Surrounding greenery provides a natural backdrop, contributing to a serene atmosphere.

5 out of 5 average rating, 120 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

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, 171 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

Townhouse in Hilton Head Island

Aerial view captures the lush greenery surrounding the property, with tree canopies creating a natural border. A highlighted path directs toward the beach, while the serene lagoon is visible nearby, surrounded by the abundant foliage and manicured landscape.

4.96 out of 5 average rating, 127 reviews

Beachfront Resort 2B Golf Pickleball Beach Tennis

✨Top 10% of Homes✨ Gated Beachfront Resort: Golf, Tennis, Pickleball, Pool, Restaurants & Bars! Gorgeous Sunny Villa w/Panoramic Lagoon & Golf View! Beautiful & Lush Scenery: Huge Old Oaks, dripping in Spanish Moss ●Stylish Coastal Décor ●Sunny 1st Floor ●KING BED Master ●3 XL SmartTVs ●FREE WIFI ●Fully Stocked Kitchen ●Walk-in Shower ●Washer/Dryer ●Beach Chairs, Boogie Boards & More! ● BBQ ●Keyless ●Gorgeous Walk & Bike Paths ●Close to Coligny! ●Walk to Shipyard Golf Club & Pub!!

A large outdoor pool is surrounded by lounge chairs and palm trees, providing a tropical ambiance. The water reflects the clear blue sky, while a portion of the resort building is visible in the background, enhancing the serene setting.

4.95 out of 5 average rating, 187 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, 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! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! 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**

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, 265 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.

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.