
Vacation 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.

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.

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

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

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!

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.

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.

Lovely Beachside Villa w/ Resort Amenities
Relax & Unwind at this 2 BR 2nd Floor villa at The Spa On Port Royal Sound, a private & secluded gated community on Hilton Head's scenic North End. A short stroll through beautifully landscaped gardens & lagoons, past the hammocks and koi pond, reveals Mitchellville Beach, where the Atlantic Ocean turns into the sound. The natural beauty of this unique beach draws avid birders & professional photographers. Offering 3 pools, hot tub, sauna, gym, Pickleballs &Tennis courts & grilling stations.

*New* Easy Breezy at Hilton Head Beach & Tennis
Newly renovated in March 2026 and completely redesigned from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa. Wake up to sunrise over the Atlantic, grab coffee on your private balcony, and walk to the beach in under two minutes. Spend the afternoon at Hilton Head’s largest oceanfront pool before ending the day with dinner and live music just steps from your condo. Beach chairs, wagon, pickleball, tennis, free parking, & close to the building's only elevator.

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.)

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

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.

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

Wonderful Island's Retreat (With Private Pool)

Palmetto Dunes House: Private Pool, PDBeach, Golf

Cozy beach house w/Private Heated Pool near park

Large home, beach close, pool

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Walk to beach - house w/private pool/spa, pets ok

Apartment in Hilton head resort

Private pool/spa : pool heat available : Kg master
Condo rentals with a pool

Hilton Head Beach & Tennis Resort Ocean View!

Private comfy condo, steps away from the beach

Oceanfront Luxury! KING BED Beach Bar & Pickleball

Relax and Unwind at this Ocean Front Resort

Island Club Condo: Beach, Pool, Gym, Pickleball

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

Ocean Overlook - The Ultimate Vacation Experience

Oceanview Luxury! King Bed 75"TV Pickleball & Bar
Other vacation rentals with a pool

Heron's Haven on Port Royal Sound, 2BR/2BA

Spacious Villa in Hilton Head Resort! STR#024945

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Walk to the Beach, One Level Villa, COMFY beds

Beach Front Resort - Ocean View King Bed

Heron Hideaway: lovely updated near-beach 2bd/2ba

Desirable Oceanfront Resort*End Unit*Bikes/Chairs
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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
- Tybee Beach Pier and Pavilion
- Edisto Beach State Park
- Bonaventure Cemetery
- Hunting Island State Park
- Shelter Cove Towne Centre
- Angel Oak Tree
- Wormsloe Historic Site
- Kiawah Beachwalker Park
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Owens-Thomas House
- Cathedral of Saint John the Baptist
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Seabrook Island Beach
- Henry C Chambers Waterfront Park





