
Vacation rentals with a pool in Hilton Head
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilton Head
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Renovated- Private Beach Access- 3 Pools -King Bed
Recently remodeled top to bottom! 2 bedrooms, 2 baths, and a full kitchen! Located in the center of Hilton Head Island close to all the wonderful bike trails, restaurants, shopping, and famous golf! In a gated community full of amenities: - Boardwalk to the beach 🏖️ 🌊☀️🐚 - 2 outdoor pools (1 heated) 🤿 - Indoor pool (heated) ☔️ - Hot tub - Sauna 🧘 - 6 tennis & 2 pickleball courts 🎾 🏓 - Beachfront bar & grill 🍻 - Poolside bar & grill ⛱️ - Small fitness center 💪🏋️ - Sand Volleyball 🏐

Luxury Oceanfront! KING BED 65"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 1% 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

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.

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!

Beach Condo 5 Minute Walk to Folly Field Beach!
Our cozy coastal condo is the perfect location for any vacationer looking to play Hilton Head's world class golf courses, indulge in the Island's decadent cuisine, explore Savannah & Bluffton or just enjoy a peaceful beach getaway. This 3rd floor condo is only a 5 minute walk from a Private Beach, our community offers all the amenities necessary for a grade A stay. (The stairs are not steep) Including: Wet Bar/Coffee Bar 3 Roku TVs 2 Pools & Hot Tub Tennis/Pickle Ball Courts Cookware & Spices

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D
Welcome to "Tygers on the Beach" at Fiddler's Cove. This 1st floor fully equipped villa is 300 yards to the private beach access. The pristine beach is one of the least crowded on the island, making it ideal for families. Lounge in the heated pools, relax in the hot tub or play tennis/pickleball on site. Enjoy golf course views from the patio, king-size master bed and easy access to the bike trails, restaurants, and shops that make Hilton Head Island the perfect place to relax & unwind.

My Blue Heaven, Direct Ocean Front View
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.

Oceanfront Villa on Hilton Head Island!
This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

Oceanfront Breathtaking Views
Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .

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

Beach Front Resort - Ocean View King Bed
OCEAN VIEW-Amazing View-Beachfront 3 MINUTE WALK to the ocean Beachfront condo- Hilton Head Island Beach and Tennis Resort. - Hilton Head is the # 1 rated island by Conde Nast. A tropical landscape- miles of beaches, bike trails, restaurants, boating, fishing, and golf galore. Sleeps 4- 1 KING BED w/bunks in the same room Bunks are NOT twin-size; they are kid-size. Beachfront RESORT, private beach, three restaurants, beachfront pool, Tennis/Pickleball, fitness center & bike rental.

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**
Popular amenities for Hilton Head rentals with a pool
House rentals with a pool

98 Sandcastle Ct

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Resort-Style Pool, Cute House 88 Steps to Sand

Private pool/spa : pool heat available : Kg master

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Great spot for families, golf cart included

Encanto of the Lowcountry in Old Town Bluffton
Condo rentals with a pool

Gorgeous Ocean View 65"TV Pickleball BAR GYM!

Easy Breezy at Hilton Head Beach & Tennis

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

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

The Admiral's Roost~ Remodeling to King Bed Now!

Pool + Beach Views | Sauna | Indoor Pool

Luxe Hilton Head Beach Villa w/ Pool Views

Luxury KING BED 65"TV Bar FREE Pickleball & Gym
Other vacation rentals with a pool

Palmetto Dunes - Captains Walk, Penthouse View

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

Newly updated in Forest Gardens

Luxury Oceanfront! KING BED 75"TV Pickleball & BAR

NEW! Excellent Remodeled Best Beach & Tennis Villa

Jim's Direct Oceanfront 3BR Penthouse Villa

Beach Villa, stylish & gorgeous! Resort amenities!

Views 4U w/ Comfort Coastal Living - King - C344
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- Coligny Beach Park
- Savannah Historic District
- River Street
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Angel Oak Tree
- Tybee Beach Pier and Pavilion
- Wormsloe Historic Site
- Bonaventure Cemetery
- Coastal Discovery Museum
- Enmarket Arena
- Edisto Beach State Park
- Kiawah Beachwalker Park
- Savannah College of Art and Design
- Skidaway Island State Park
- Tybee Island Light Station
- Tybee Island Marine Science Center
- Cathedral of Saint John the Baptist
- Jepson Center for the Arts
- Chippewa Square
- Owens-Thomas House
- Old Fort Jackson
- Oatland Island Wildlife Center




