Vacation rentals with outdoor seating in Hilton Head Island

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Top-rated accommodations with outdoor seating in Hilton Head Island

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Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 166 reviews

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

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Dec. 28 – Jan. 4

$192 CAD per night

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 223 reviews

Ocean View Luxe! KING BED 65"TV Bar Pickleball GYM

Beachfront Building! Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! HGTV Featured Decorator Coastal Decor KING BED Expanded Bedroom 2 SmartTVs Private Balcony Beach Chairs, Umbrella, Boogie Boards, Ice Chest, Pool Noodles Full Kitchen Top Floor Elevator RESORT: No Resort Fees Huge Oceanfront Pool 2nd Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated/24 Hour Security Trolley Stop 4 Beach Boardwalks Bradley Beach

Nov. 10 – 17

$286 CAD per night

Superhost

Condo in Hilton Head Island

4.83 out of 5 average rating, 101 reviews

Salt Sand and Serenity! The great escape to HHI

Enjoy your time with family, friends & loved ones on the Number 1 Island in the Continental U.S! Hilton Head Resort has an abundance of amenities for you to spend your memorable moments. Our resort offers PICKLE Ball Courts, Two Outdoor Pools, Heated Pool. Hot-tub, Tennis Courts and PRIVATE BEACH ACCESS! There is also a tiki bar & grill on the beach where you can soak up the sunshine while sipping on a tropical cocktail. We welcome you to make yourself at home in our piece of paradise. Namaste!

May 8 – 15

$203 CAD per night

Superhost

Condo in Hilton Head Island

4.88 out of 5 average rating, 160 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our 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.)

Oct. 19 – 26

$196 CAD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 224 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

PANORAMIC OCEANFRONT VIEWS THE MOMENT YOU OPEN THE DOOR!! HGTV Featured Decorator! 100% Luxury Renovation KING BED (2) 65" SmartTVs Coastal Décor Expanded Bedroom Full Kitchen Oceanfront Balcony Beach Chairs, Umbrella, Boogie Boards , Ice Chest, Pool Noodles! Spa Bath RESORT: No Resort Fees Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rental 2cd Pool Gate w/24 Hour Security Trolley Stop Bradley Beach 4 Beach Boardwalks

Aug. 2 – 9

$814 CAD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 210 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 private balcony. Private 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!

Oct. 29 – Nov. 5

$269 CAD per night

Guest favourite

Condo in Hilton Head Island

4.91 out of 5 average rating, 281 reviews

Turtle Tracks, Hilton Head Island, SC

Walk to the BEACH! This newly remodeled 2 bedroom/2 bathroom villa is located in a gated community with 24 hour security & private access to one of the most beautiful beaches in HHI! Our condo, located in Building 1, is the closest building to the beach. Walk 400 yards via our boardwalk, over the marsh to a beautiful, uncrowded beach!. Included are tennis courts, 2 outdoor pools/1 indoor, 1 hot tub, track & weight room. Free WIfi. No pets or emotional support animals are allowed per HOA.

Nov. 23 – 30

$220 CAD per night

Guest favourite

Condo in Hilton Head Island

4.86 out of 5 average rating, 234 reviews

Shore To Please! Elegant couples retreat w/bikes

Stylish beach retreat: Enjoy ocean views and comfortable, Scandinavian design from this newly renovated villa located steps from the beach and within walking distance to many shops, restaurants & entertainment. This well-appointed villa features a beautiful, stocked kitchen, new flooring, walk-in shower and separate bedroom with a desk perfect for getting a little work done. Enjoy ocean-view dining on the balcony or at the kitchen island. There are beach chairs and 2 bikes for your use.

Nov. 20 – 27

$248 CAD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 121 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**

Dec. 26 – Jan. 2

$395 CAD per night

Guest favourite

Condo in Hilton Head Island

4.99 out of 5 average rating, 312 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.

Mar. 23 – 30

$274 CAD per night

Guest favourite

Condo in Hilton Head Island

4.95 out of 5 average rating, 228 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled - just last year! Adorable beach front condo located in Hilton Head Beach and Tennis Resort. Watch and listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within the resort where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rentals, and a newly renovated gym. It's all here! 😊The 2024 getaway your been waiting for! 😎

Nov. 8 – 15

$267 CAD per night

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 181 reviews

Lost Tiki Lounge TOP Floor Oceanfront 322 Breakers

Step into oceanfront comfort. This beautiful condo has all the comforts of home and is located in the heart of the south end of the island steps away to restaurants, shopping and the pristine Coligny beach. It’s the perfect place for a romantic beach getaway for 2. Upon entry you will see an incredible view of the ocean in this light and bright TOP floor Breakers condo.The condo is cleaned/managed by the local owner to ensure 100% satisfaction by my guests.

Dec. 14 – 21

$362 CAD per night