Condo holiday rentals in Sea Pines

Find and book unique condos on Airbnb

Top-rated condo rentals in Sea Pines

Guests agree: These condos are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

Top Guest favourite

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.

Condo in Hilton Head Island

4.99 out of 5 average rating, 115 reviews

Luxury OceanView KING BED 75"TV Gym BAR Pickleball

✨Top 10% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe 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

Guest favourite

Condo in Hilton Head Island

4.74 out of 5 average rating, 118 reviews

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

Top Guest favourite

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 Hilton Head Island

4.98 out of 5 average rating, 134 reviews

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

This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

Top Guest favourite

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.

Condo in Hilton Head Island

4.97 out of 5 average rating, 215 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

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)

Top Guest favourite

A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

Condo in Hilton Head Island

4.98 out of 5 average rating, 164 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Top Guest favourite

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.

Condo in Hilton Head Island

4.96 out of 5 average rating, 346 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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! 💕

Top Guest favourite

A living area features a leather recliner sofa and a cozy woven coffee table. A light-colored accent chair and a lamp are positioned nearby. A television is mounted on a decorative cabinet, and three framed art pieces are displayed on the wall above.

Condo in Hilton Head Island

4.98 out of 5 average rating, 141 reviews

1st Floor, 1 BR Condo - Steps to Beach and Pool!

Renovated 1st floor, 1 BR getaway located across the street from the beach! Private deck overlooks community pool just steps from back door. Great location - plenty of restaurants, bars, shopping and grocery stores nearby. New appliances, smart TVs in living area and bedroom (cable in living room). Bedroom has a queen-size bed and brand new leather recliner sofa in the living room. Rental includes 2 beach chairs, cart and umbrella. Absolutely no pets and no smoking allowed.

Top Guest favourite

A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.

Condo in Hilton Head Island

4.99 out of 5 average rating, 186 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**

Top Guest favourite

Condo in Hilton Head Island

5 out of 5 average rating, 111 reviews

5 Star Location-Harbourtown-Walkable Area

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.

Guest favourite

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 Hilton Head Island

4.94 out of 5 average rating, 118 reviews

Ocean Views at Villamare, Right on 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!

Top Guest favourite

An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.

Condo in Hilton Head Island

4.98 out of 5 average rating, 189 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Guest favourite

A cozy living area is furnished with a pair of dark sofas and a coffee table. A red armchair adds a pop of color. Natural light fills the space through sliding glass doors that lead to an outdoor patio with seating, surrounded by greenery.

Condo in Hilton Head Island

4.92 out of 5 average rating, 111 reviews

No Stairs, 2/2 Condo, Easy Walk to Beach & Coligny

Enjoy a nice, relaxing stay at Surf Court Villa 65. With a community pool, beach access across the street, a half mile walk to Coligny, and Lowcountry Celebration park around the corner, you are ensured a good time. The 2 bed, 2 bath condo has no stairs which makes for an easy stay for those with small children and mobility challenges. The space offers all of the basics of home with the added incentive of beach life. Beach gear included.