Vacation rentals with outdoor seating in Hilton Head Island

5 out of 5 average rating, 89 reviews

Home in Sea Pines

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of HHI.

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.

4.97 out of 5 average rating, 198 reviews

Ocean View KING BED 65"TV Beach Bar Pickleball GYM

✨Airbnb Top Guest Favorite✨ Oceanfront Building Ocean & Pool View from Balcony Steps to Beach Bar & Pool FREE Gym, Pickleball Tennis Volleyball & More! 100% NEW HGTV Designer Renovation KING BED 75" & 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen/Spa Bath Top Floor WiFi 557 Mbps Elevator RESORT: No Resort Fees Huge Oceanfront Pool Tiki Beach Bar & Grille- Feb-Nov Sports Bar Bike Rental Gym & Tennis Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.

4.99 out of 5 average rating, 131 reviews

Ocean View KING BED 75"TV Beach Bar Pickleball GYM

✨Top Airbnb Guest Favorite Home✨ Ocean Views from Living Room & Balcony Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar FREE Pickleball, Tennis, Gym & More KING BED + 75" & 65" Smart TVs Expanded Bedroom HGTV Featured Decorator 100% NEW Luxury renovation Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

4.98 out of 5 average rating, 106 reviews

A serene waterfront scene features two boats navigating through calm waters, with gentle ripples created in their wake. Lush greenery lines the horizon, while a clear sky reflects the soft colors of the evening light. The tranquility of the setting showcases the natural beauty of the harbor.

Condo in Shelter Cove

Stunning Views in a Perfect Location!

Escape to Shelter Cove Harbour and enjoy Palmetto Dunes beach access! Dolphin Cove is a contemporary 1 bedroom villa in Captain's Quarters, with stunning views of Shelter Cove Harbour and Broadcreek! In addition to it's third floor premium location, this open living design has been completely remodeled with upscale furnishings and custom cabinetry. Located in a private gated community, Dolphin Cove is next door to Shelter Cove's quaint shops, local restaurants and numerous marina activities.

Home in Hilton Head Island

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, 119 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.

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, 357 reviews

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille 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 & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.

4.99 out of 5 average rating, 224 reviews

Few mins walk to beach 1st flr pools hot tub pball

Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.

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, 229 reviews

Oceanfront Luxury! KING BED Beach Bar & Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball 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 No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

4.83 out of 5 average rating, 36 reviews

An open living space is presented with vaulted ceilings and large glass sliding doors that provide a view of the lush outdoor landscape. A comfortable leather sofa and armchair are positioned around a glass coffee table, with soft lighting from a nearby lamp complementing the inviting atmosphere.

Condo in Sea Pines

SeaPines - Walk to Beach, Pet Friendly, Free Bikes

SeaPines-Another fantastic hidden gem in the Wildwood Spa neighborhood. Comfortable, clean and bright, this open concept two bedroom villa features a huge screened in porch to enjoy all year long. Vaulted ceilings, recently renovated baths, lovely new flooring, and an on site pool/tennis are just a few key features of this villa. Expanded sleeping options with a sofa sleeper in the loft and two twins in the guest. Golf views, sunny exposure, simple check-in and many complimentary amenities.

Cottage in Hilton Head Island

A two-story house is shown with a yellow exterior and a wide deck featuring two red umbrellas. The space underneath the deck is open, with parking for vehicles visible on a concrete driveway surrounded by green grass and landscaped areas.

4.96 out of 5 average rating, 114 reviews

Burkes Beach House - 2nd Row to Beach #023021

Our home is second row at Burkes Beach. Close to Palmetto Dunes Plantation Golf and Tennis , Port Royal Plantation Golf and Tennis. Convenient mid Island location. It is great for couples, solo adventurists, and families (not set up for toddlers and younger). Steps to the beach path and Chaplin Park, which has lit tennis courts, park and picnic areas. Walk or bike on beach to Coco's Beach Bar or Marriott Beach Bar. Open floor plan and under house parking. OWNER IS A LICENSED REALTOR.

5 out of 5 average rating, 3 reviews

Near Beach|Pool| Pickleball| WaterView|Island Club

There’s something special about slowing down here. Enjoy peaceful mornings on the balcony with coffee in hand and quiet evenings listening to the calming waterfall. Just minutes from the beach, our condo offers a relaxing coastal feel while still feeling like a peaceful retreat. Whether you’re soaking up the sun, enjoying dinner outside, or simply unwinding, this is the kind of place that makes you breathe deeper and stay a little longer.

5 out of 5 average rating, 4 reviews

Treehouse in Sea Pines

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

Popular amenities for Hilton Head Island outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Hilton Head Island

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 114 reviews

6 BR, Sleeps 26, Beach Time

4.98 out of 5 average rating, 106 reviews

The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.

Home in Sea Pines

Governor’s Quarters Pet Friendly, Fenced in Yard

5 out of 5 average rating, 66 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!

Home in Hilton Head Island

4.94 out of 5 average rating, 53 reviews

5BR Private Pool+Hot Tub+Sauna, 400 Steps to Beach

4.85 out of 5 average rating, 117 reviews

An outdoor area features a heated private pool surrounded by a spacious patio and lounge chairs. The home, with updated siding, has a shaded seating area and a barbecue grill. Lush greenery and colorful flowers enhance the tranquil ambiance.

Home in Palmetto Dunes

Palmetto Dunes House: Private Pool, PDBeach, Golf

5 out of 5 average rating, 5 reviews

Home in Shipyard

Shipyard Golf: Where Family Memories Shine!

5 out of 5 average rating, 5 reviews

Home in Shipyard

Coastal Fairways

4.97 out of 5 average rating, 160 reviews

A modern treehouse-like structure is elevated on stilts and surrounded by trees, providing marsh views. A wide wooden deck with railings leads to the entryway, where large glass doors invite natural light into the space.

Home in Sea Pines

Peaceful Harbour Town Treehouse with Marsh Views

Apartment rentals with outdoor seating

5 out of 5 average rating, 21 reviews

Apartment in Sea Pines

Harbour Town Marina Studio | Walk to Lighthouse

4.84 out of 5 average rating, 192 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

Apartment in Palmetto Dunes

A spacious living area features comfortable seating arrangements, including a cozy sectional sofa and armchairs. Large glass doors provide access to the balcony, with views of the outdoors. The room is bright, complemented by a flat-screen TV and decorative shelving.

5 out of 5 average rating, 46 reviews

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

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, 252 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, 195 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

4.75 out of 5 average rating, 20 reviews

High Tide - Beachfront Ocean View Retreat

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.

4.81 out of 5 average rating, 139 reviews

Quiet Life by the Beach

4.99 out of 5 average rating, 224 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

Condo rentals with outdoor seating

A spacious pool area is visible, bordered by sun loungers and palm trees. The ocean can be seen in the background, with glistening sunlight reflecting off the water. A clear blue sky enhances the inviting atmosphere of the outdoor space.

4.91 out of 5 average rating, 231 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

4.9 out of 5 average rating, 233 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

The living area features a neutral-toned sofa adorned with decorative pillows, accompanied by a wooden coffee table with woven storage. A coastal-themed chair and a round jute rug enhance the space. Natural light streams in through sliding glass doors, leading to a private balcony.

4.95 out of 5 average rating, 129 reviews

KING BED 1BR Oceanview Top Floor Villa

5 out of 5 average rating, 121 reviews

Condo in Sea Pines

5 Star Location-Harbourtown-Walkable Area

4.98 out of 5 average rating, 145 reviews

A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.

Condo in Shipyard

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

The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.

4.97 out of 5 average rating, 307 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

A bright living area features a light-colored sofa with a navy throw blanket. A glass coffee table stands on a patterned rug, while a tall lamp provides additional lighting. Art prints are displayed on the wall, and a balcony extends into the greenery beyond.

4.91 out of 5 average rating, 130 reviews

Modern Villa, Walk to Beach & Coligny Plaza

A spacious outdoor pool area is surrounded by palm trees and lounge chairs, with direct views of the ocean in the background. Clear blue skies and well-maintained landscaping contribute to a refreshing, open atmosphere.