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Holiday rentals with outdoor seating in Hilton Head Island

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Hilton Head Island

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Bluffton

4.99 out of 5 average rating, 374 reviews

Bluffton Farm Cottage: Come for Summer Vacation

(STR21-00116) Located in the Old Town Bluffton Historic District, our charming cottage is a short walk from art galleries, boutiques, gift shops, restaurants, parks, historic houses, and the May River. Hilton Head Island beaches and bike trails, dozens of golf courses, two National Wildlife Refuges, a variety of coastal/ocean opportunities, and many outdoor activities are nearby. Only 35 minutes from Savannah, the cottage is ideal place for couples trips, friends getaways, or family vacations.

Guest favourite

Condo in Hilton Head Island

4.96 out of 5 average rating, 294 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!

Cottage in Palmetto Dunes

4.86 out of 5 average rating, 377 reviews

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers a perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Top Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 262 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach/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!

Top Guest favourite

Home in Palmetto Dunes

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.

Top Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 299 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

Top Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 147 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

Oceanfront Building! BIG Ocean Views Steps to Beach & Poo! ✨ Airbnb Top 10% Guest Favorite ✨ 100% NEW HGTV Designer Renovation! KING BED Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen & Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

Top Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 169 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

Top Guest favourite

Townhouse in Hilton Head Island

4.97 out of 5 average rating, 263 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.

Guest favourite

Townhouse in Hilton Head Island

4.97 out of 5 average rating, 133 reviews

Beachfront Resort Luxury Golf Pickleball Beach Bar

Gated Beachfront Golf Resort! Beach, Golf, Pool, Spa, Restaurants & Bars FREE Tennis & Pickleball – across the street! HGTV Decorator designed Panoramic Golf & Lagoon Views Big Wraparound Porch Huge Old Oaks dripping in Spanish Moss & Coastal Lagoons! Coastal Décor Sunny 1st Floor KING BED + 2 QUEENS 3 XL SmartTVs FREE: FAST WIFI & HD CABLE Roomy Kitchen Washer/Dryer Beach Cart, Chairs, Boogie Boards, Ice Chest Gas BBQ Walk/Bike to Beach Walk to Golf Club & Pub Close to Coligny

Condo in Hilton Head Island

4.77 out of 5 average rating, 195 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Freshly decorated in coastal decor, this beachfront condo sleeps up to 4 and is located right by Coligny, Hilton Head's chicest neighborhood. Freshly furnished unit includes a spacious king bed and queen sofa sleeper, both fitted with luxurious memory foam mattresses. Just a three minute walk to sandy beaches, and you can catch a glimpse of gentle tides from your own private balcony! The villa is full of amenities including beach chairs, beach umbrella, games and much more.

Top Guest favourite

Condo in Hilton Head Island

4.99 out of 5 average rating, 150 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Hilton Head Island outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Sea Pines

4.98 out of 5 average rating, 86 reviews

Governor’s Quarters: Stately Sea Pines Stay on HHI

Guest favourite

Home in Hilton Head Island

4.98 out of 5 average rating, 109 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

Guest favourite

Home in Sea Pines

4.91 out of 5 average rating, 148 reviews

Water Views Treehouse walkable to Harbour Town

Guest favourite

Home in Hilton Head Island

4.95 out of 5 average rating, 20 reviews

Modern Serenity - Steps to Beach and Coligny Plaza

Top Guest favourite

Home in Hilton Head Island

5 out of 5 average rating, 5 reviews

Modern Beach Escape | Private Pool~Steps to Beach

Guest favourite

Home in Hilton Head Island

4.86 out of 5 average rating, 372 reviews

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

Top Guest favourite

Home in Sea Pines

4.98 out of 5 average rating, 123 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Top Guest favourite

Home in Palmetto Dunes

4.96 out of 5 average rating, 136 reviews

Waterview - Spacious Ranch House - Walk to Beach

Apartment rentals with outdoor seating

Guest favourite

Apartment in Bluffton

4.83 out of 5 average rating, 161 reviews

Best of Bluffton

Top Guest favourite

Apartment in Bluffton

5 out of 5 average rating, 129 reviews

Charming carriage house in Bluffton

Apartment in Hilton Head Island

4.85 out of 5 average rating, 226 reviews

Priceless Ocean View, King Bed, Heated Pool

Apartment in Hilton Head Island

4.82 out of 5 average rating, 169 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

Apartment in Hilton Head Island

5 out of 5 average rating, 3 reviews

Sunny Studio! Steps from sand

Guest favourite

Apartment in Bluffton

4.93 out of 5 average rating, 179 reviews

One Bed Carriage Hse, Winnie's Corner in Old Town.

Top Guest favourite

Apartment in Palmetto Dunes

4.95 out of 5 average rating, 108 reviews

Gorgeous Hilton Head Beach Condo

Apartment in Hilton Head Island

4.85 out of 5 average rating, 102 reviews

Quiet Life by the Beach

Condo rentals with outdoor seating

Guest favourite

Condo in Hilton Head Island

4.89 out of 5 average rating, 197 reviews

Easy Breezy at Hilton Head Beach & Tennis

Top Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 116 reviews

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

Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 130 reviews

Ocean View 1-bdrm. Steps to the Beach and Pool.

Condo in Hilton Head Island

4.89 out of 5 average rating, 108 reviews

Modern Villa, Walk to Beach & Coligny Plaza

Guest favourite

Condo in Hilton Head Island

4.9 out of 5 average rating, 118 reviews

BEach HAPPY HHI Ocean view and steps to the Beach

Guest favourite

Condo in Hilton Head Island

5 out of 5 average rating, 72 reviews

THE SANDPIPER’s NEST Luxury direct Oceanfront

Guest favourite

Condo in Hilton Head Island

4.91 out of 5 average rating, 127 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

Guest favourite

Condo in Palmetto Dunes

4.94 out of 5 average rating, 126 reviews

Oceanfront Breathtaking Views

Quick stats about holiday rentals with outdoor seating in Hilton Head Island

Total rentals
2.4K properties
Nightly prices starting at
$30 AUD before taxes and fees
Total number of reviews
75K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
440 properties allow pets
Rentals with a pool
2.3K properties have a pool

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