
Vacation rentals with a pool in Hilton Head
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Top-rated rentals with a pool in Hilton Head
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1st flr villa few mins walk to beach pools & pball
Amazing vacation memories are waiting for you at our newly renovated 1st floor villa in Fiddlers Cove. STR Permit# 24587. It’s a 6-7 minute walk to Folly Field beach with private beach access and THE best sunrises. World class golf courses plus amazing restaurants are all close by. Enjoy our 2 pools, hot tub, racquetball, pickleball, and tennis courts and there is also a gym. Pools open March 1 - Oct 31, hot tub open year round. Hop on the scenic walking and bike paths and explore the island.
4.98 out of 5 average rating, 232 reviews
W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms
✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC
4.87 out of 5 average rating, 406 reviews
Steps to Beach, Pool, 5BR, Great Location
Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store
4.95 out of 5 average rating, 109 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!
4.98 out of 5 average rating, 320 reviews
98 Sandcastle Ct
98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.
5.0 out of 5 average rating, 123 reviews
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.
4.98 out of 5 average rating, 133 reviews
6 BR, Sleeps 26, Beach Time
Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312
4.99 out of 5 average rating, 117 reviews
Hilton Head Hidden Gem
Comfy 3rd floor walk up retreat. Calm decor. Screened balcony. Equipped kitchen. WIFI, beach chairs/umbrella, gym, pickleballl, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore a sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)
4.9 out of 5 average rating, 217 reviews
Oceanfront Luxe KING BED 65TV Beach Bar Pickleball
Panoramic 180° Oceanfront views the Moment You Open the Door! Beachfront Balcony Watch Sunrise/Hear the Waves 1 min walk to Beach! Beachfront Pool, Tiki Bar/Grill KING BED FREE Pickleball, Tennis, Gym HGTV Designer Renovation Two 65" SmartTVs Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest RESORT Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop
4.98 out of 5 average rating, 368 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.
4.99 out of 5 average rating, 453 reviews
Ground Floor Unit, Steps away from the Beach!
Fully updated villa located in Fiddlers Cove. This first floor, 2 bedroom/2 bath condo is just a short walk away to Folly Field beach. The fully furnished villa is just steps away to full access of 2 pools, hot tub, tennis courts, pickle ball and playgrounds. The HH bike trail is only a few feet away granting access to all the Island has to offer. The condo also includes a private back deck. Amenities include TV, WiFi, beach chairs, towels, outdoor grill and much more.
4.82 out of 5 average rating, 222 reviews
Spacious dog-friendly villa, walk to the beach
Welcome to 640 Queens Grant, your perfect family getaway on Hilton Head Island! This vibrant 3BR, 2.5BA luxurious villa is professionally decorated, accented with inviting, colorful coastal decor throughout. The villa offers a fully-remodeled kitchen, a spacious and comfortable living area with plenty of ways to relax and unwind. Outside, there is a large, private patio with a gas grill, an outdoor dining set and fast access to five community swimming pools and the beach.
4.9 out of 5 average rating, 104 reviewsPopular amenities for Hilton Head rentals with a pool
House rentals with a pool

Palmetto Dunes House: Private Pool, PDBeach, Golf
4.86 out of 5 average rating, 121 reviews
Cozy beach house w/Private Heated Pool near park
4.98 out of 5 average rating, 135 reviews
Large home, beach close, pool
4.94 out of 5 average rating, 238 reviews
Blue Sky Villa: Beach/pets/golf/tennis/pickleball
4.84 out of 5 average rating, 148 reviews
Palmetto Dunes Home on 1st Tee Fazio Golf Course
4.85 out of 5 average rating, 156 reviews
Private pool/spa : pool heat available : Kg master
4.98 out of 5 average rating, 123 reviews
Resort-Style Pool, Cute House 88 Steps to Sand
4.97 out of 5 average rating, 136 reviews
Apartment in Hilton head resort
4.9 out of 5 average rating, 105 reviewsCondo rentals with a pool

Ocean View KING BED 75"TV Beach Bar Pickleball GYM
4.98 out of 5 average rating, 212 reviews
Private comfy condo, steps away from the beach
4.96 out of 5 average rating, 123 reviews
*New* Easy Breezy at Hilton Head Beach & Tennis
4.9 out of 5 average rating, 240 reviews
Relax and Unwind at this Ocean Front Resort
4.76 out of 5 average rating, 156 reviews
Oceanfront Luxury! KING BED Beach Bar & Pickleball
4.97 out of 5 average rating, 238 reviews
Hilton Head Beach & Tennis Resort Ocean View!
4.91 out of 5 average rating, 291 reviews
Oceanside Resort - Private Beach Access - 3 Pools
4.97 out of 5 average rating, 119 reviews
Hilton Head 2br/2ba Condo -Newly Updated
4.83 out of 5 average rating, 158 reviewsOther vacation rentals with a pool

Piece of Paradise on Hilton Head Island
4.92 out of 5 average rating, 172 reviews
Heron Hideaway: lovely updated near-beach 2bd/2ba
4.96 out of 5 average rating, 158 reviews
Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway
4.95 out of 5 average rating, 179 reviews
Walk to Ocean | Pool | Large Bedrooms | Sea’Esta
4.99 out of 5 average rating, 153 reviews
My Blue Heaven, Direct Ocean Front View
4.98 out of 5 average rating, 172 reviews
HHI Tide 21: Family Friendly, 4 Min Walk to Beach
4.91 out of 5 average rating, 111 reviews
Gorgeous OCEAN Views! Resort Amenities & Beach!
4.94 out of 5 average rating, 160 reviews
Walk to the Beach, One Level Villa, COMFY beds
4.91 out of 5 average rating, 141 reviewsDestinations to explore
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Harbour Town Golf Links
- North Beach, Tybee Island
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