Holiday rentals with outdoor seating in Hilton Head Island

4.98 out of 5 average rating, 160 reviews

A wooden boardwalk leads to a sandy beach, where beach umbrellas dot the shoreline. Soft waves lap at the shore beneath a clear blue sky with fluffy clouds, creating a serene coastal scene.

Townhouse in Shipyard

Beach Resort 2B Luxury Golf Lagoon View Pickleball

Gated Beach & Golf Resort! ✨Top 5% Airbnb Guest Favorite✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis – across the street HGTV Decorator designed Panoramic Golf & Lagoon Views! Big Porch Lush Landscape Tons of Wildlife Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FAST WIFI & CABLE Chef's Kitchen Washer/Dryer BBQ Beach Cart, Chairs, Boogie Boards, Ice Chest Walk/Bike/Drive to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle

A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.

4.96 out of 5 average rating, 342 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!

A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.

4.97 out of 5 average rating, 340 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

✨Top 1% Airbnb Home✨ PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony - Watch Sunrise / Hear Waves! Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Volleyball & More HGTV Designer Renovation KING BED + Two 65" SmartTVs Spa Bath Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

4.99 out of 5 average rating, 139 reviews

Home in Sea Pines

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

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

4.95 out of 5 average rating, 115 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

✨ Top 1% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool Hear the Waves Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball Top Floor w/Elevator 2 XL SmartTVs Fast WiFi 652 mbps Beach Chairs, Ice Chest & More Couples Retreat / Small Families RESORT: Oceanfront Pool w/Tiki Bar & Grille Sports Bar w/Pool Table 3 Restaurants Bike Rentals 2nd Pool Huge ShadyPlayground 3 BBQ Areas Gated 24/7 Security 4 Beach Boardwalks

A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.

4.97 out of 5 average rating, 210 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

✨Airbnb top 10% Home ✨ PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Oceanfront Balcony See & Hear the Waves! Sunrise over Ocean HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool w/Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Trolley Stop - April-Sept

A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.

4.89 out of 5 average rating, 111 reviews

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Villa in Hilton Head Island

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.96 out of 5 average rating, 113 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.

4.99 out of 5 average rating, 421 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.

A large, colorful turtle sculpture is seen in a natural outdoor setting. The turtle features a intricately designed shell in earthy tones and vibrant blue flippers, perched on a textured rock with white, oval shapes resembling eggs located at its base.

4.94 out of 5 average rating, 121 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

5 out of 5 average rating, 108 reviews

Condo in Sea Pines

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

4.94 out of 5 average rating, 116 reviews

The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.

Condo in Palmetto Dunes

Ocean Views at Villamare, Steps to the Beach!

Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!

Popular amenities for Hilton Head Island outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.

5 out of 5 average rating, 107 reviews

98 Sandcastle Ct

5 out of 5 average rating, 52 reviews

The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.

Home in Shipyard

The Caddyshack - Perfect Location!

4.91 out of 5 average rating, 124 reviews

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

Home in Palmetto Dunes

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

A dining area features a reclaimed wood table surrounded by cross-back chairs. A shelving unit holds decorative items and books. Natural light brightens the stylish living room in the background, where plush seating and tasteful decor can be seen.

5 out of 5 average rating, 27 reviews

Steps to the Beach - Perfect All-Season Getaway

5 out of 5 average rating, 28 reviews

A community pool area is surrounded by lush greenery, featuring a large swimming pool with a gentle slope and steps for easy access. Several lounge chairs are positioned around the pool, providing relaxation spots, while a shaded area with umbrellas is visible. Safety floats are present in the water.

Home in Sea Pines

Sea Pines Serenity!

A pristine pool area is surrounded by lush greenery, featuring a spacious pool and a relaxing spa. Poolside seating includes turquoise chairs and an umbrella. A dining table with outdoor chairs is situated nearby, all on a textured stone patio.

4.98 out of 5 average rating, 106 reviews

Private pool/spa : pool heat available : Kg master

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.87 out of 5 average rating, 386 reviews

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

A shaded balcony is furnished with two woven chairs and a small table, complemented by a decorative area rug. Lush greenery is visible beyond the railing, providing a natural backdrop, while large windows allow for ample light to fill the space.

4.98 out of 5 average rating, 123 reviews

Cozy beach house w/Private Heated Pool near park

Apartment rentals with outdoor seating

A light-filled living area features a cream-colored sofa with decorative cushions, complemented by a round wooden coffee table. In the backdrop, a mirrored wall enhances the spacious feel, while a vibrant beach-themed artwork adds a touch of coastal charm.

4.89 out of 5 average rating, 37 reviews

First Floor - 50 Yards to Sand- Partial Oceanview

4.83 out of 5 average rating, 178 reviews

An inviting living space is seen, featuring a light gray sofa and a coffee table, with soft lighting from the lamps. A dining table is positioned nearby, complemented by two modern bar stools at a counter. The kitchen area is visible in the background.

Apartment in Bluffton

Best of Bluffton

5 out of 5 average rating, 157 reviews

A living area features a comfortable sofa and stylish coffee table placed on a patterned rug. Natural light filters through the large window, illuminating the decor. A kitchenette with modern appliances is visible, along with sliding glass doors leading to an outdoor deck.

Apartment in Bluffton

Charming carriage house in Bluffton

A balcony table is set with two clear wine glasses and a single pink rose in a vase. Green foliage and palm trees frame a view of the ocean and beachfront, creating a serene atmosphere against a clear blue sky.

4.85 out of 5 average rating, 242 reviews

Priceless Ocean View, King Bed, Heated Pool

Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.

4.83 out of 5 average rating, 187 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

Apartment in Palmetto Dunes

The living area features a comfortable gray sofa and an armchair, providing ample seating. A flat-screen TV is mounted on the wall above a wooden console table, accompanied by decorative accents. Soft lighting is provided by a lamp, creating a cozy atmosphere.

4.94 out of 5 average rating, 152 reviews

Gorgeous Hilton Head Beach Condo

4.99 out of 5 average rating, 200 reviews

A spacious studio apartment is shown, featuring a king size bed draped in a patterned quilt. A dresser and lamp are positioned nearby, while a modern kitchen area is visible in the background. Natural light fills the room, highlighting the warm wooden flooring.

Apartment in Bluffton

Sunset on the May / Historic Old Town Bluffton

Superhost

A wooden boardwalk extends across sandy terrain, leading towards a serene coastal view. Lush green grass is visible on both sides, with a calm ocean horizon meeting a partly cloudy sky above.

4.83 out of 5 average rating, 124 reviews

Quiet Life by the Beach

Condo rentals with outdoor seating

4.88 out of 5 average rating, 129 reviews

A clear blue swimming pool is surrounded by lounge chairs and shaded by trees, offering a refreshing escape. The exterior of a three-story building is visible in the background, featuring multiple balconies and a neutral color palette.

Condo in Shipyard

Cozy Two Bedroom Beach Condo

A wooden swing is suspended under a pergola in a grassy area. The surrounding landscape features lush greenery and palm trees, with a bright blue sky and scattered clouds above, creating a tranquil outdoor setting.

4.89 out of 5 average rating, 196 reviews

A+ Condo! 2 Min to Beach~ Ocean View~2 Bikes! #109

Superhost

4.81 out of 5 average rating, 164 reviews

Beach Front Villa Oak Tree Lined Views to Water

4.97 out of 5 average rating, 35 reviews

Direct oceanfront, 1st floor, 65" TV, pools, golf

A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.

4.9 out of 5 average rating, 231 reviews

Oceanside Beach Retreat

4.94 out of 5 average rating, 136 reviews

The living area features a sectional sofa with blue and neutral throw pillows. A textured round coffee table sits in front, surrounded by two accent chairs. Decorative wall art, consisting of various woven circles, adds visual interest. Light from table lamps enhances the inviting space.

Condo in Palmetto Dunes

Oceanfront Breathtaking Views

The living area features a spacious sectional sofa arranged around a small coffee table. Natural light enters through the sliding doors, leading to an outdoor balcony. A decorative wall piece adds visual interest above the sofa, while a lamp and potted plant contribute to the inviting setup.

4.93 out of 5 average rating, 148 reviews

Cozy Condo•2/2•Bonus Loft•short walk to beach•Pool

A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.