Condo vacation rentals in Sea Pines

4.91 out of 5 average rating, 32 reviews

Fall Golf and Cozy Villa equals Perfect Escape!

Beautiful Quaint Villa in the Harbour Town area. Enjoy the wooded surroundings accompanied by a peaceful lagoon view. Outside you can relax on the private deck. The bedroom has 2 full size beds and a pullout couch is in the living area. The bathroom has a large walk in shower. Harbour Town itself is only 5 min by bike, 7 min to the beach, 45 sec walk to 2nd hole on Harbour Town GL. Private pool, pickleball (paddles inc) and tennis are on site. A gate pass is necessary to enter the plantation

5 out of 5 average rating, 19 reviews

Harbour Town Villa: Sleeps 6-Perfect for Families

Welcome to your serene retreat in the heart of Sea Pines Resort. This minimalistic 2-bedroom, 2-bath villa offers a peaceful escape just steps from the iconic Harbour Town Golf Links and Racquet Club. Ideal for families and couples, the villa is a short stroll from the Harbour Town Lighthouse, boutique shops, and waterfront dining. Whether you're sipping coffee on the private balcony or unwinding after a day of exploration, this villa is your perfect home base for a relaxed Hilton Head getaway.

A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.

4.74 out of 5 average rating, 120 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.

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.

5 out of 5 average rating, 105 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

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.

4.98 out of 5 average rating, 361 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 Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.96 out of 5 average rating, 220 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**

5 out of 5 average rating, 124 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.

A private balcony offers seating for two, complemented by a small table. Lush greenery surrounds the area, with views of a lagoon and trees draped in Spanish moss, creating a serene outdoor escape.

4.95 out of 5 average rating, 42 reviews

Sea Pines | Steps to Beach + Cozy Retreat

Relax in this peaceful Sea Pines retreat with serene lagoon views and a laid-back coastal feel. Start your mornings with coffee on the deck, then walk or bike to Harbour Town just minutes away for dining, shopping, and marina views. Spend your days at the beach, pool, or exploring scenic trails, with golf and tennis nearby. Pet-friendly and perfectly located, this cozy getaway is ideal for couples or small groups looking to unwind and enjoy Hilton Head.

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.

4.98 out of 5 average rating, 202 reviews

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

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.

A red and white striped lighthouse is visible, surrounded by boats docked in a harbor. A multi-storied building with a sloped roof stands in the background, complementing the maritime setting under a partly cloudy sky.

5 out of 5 average rating, 46 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

The bright living area features plush seating arranged around a circular coffee table. A ceiling fan and natural light enhance the space. Above, a loft area is visible, adding to the open feel, while light-coloured walls and a decorative area rug provide a welcoming ambiance.

4.83 out of 5 average rating, 35 reviews

SeaPines - Walk to beach, Free Bikes, Pool, Tennis

Relax and take in the natural beauty and friendly Southern charm of Sea Pines from this updated and inviting Wildwood Spa villa. With an amazing view of the Atlantic Dunes Golf Course, you'll spend plenty of time on the large deck with seating for 6. Remodeled kitchen and baths, updated furniture and all new kitchen appliances, this roomy villa is located perfectly close to everything and is just waiting for your family to arrive.

A cozy balcony setting is pictured, featuring comfortable seating and a view of the scenic marina. The iconic Harbour Town Lighthouse stands in the background, accompanied by moored boats and lush greenery along the waterfront. Bright blue skies enhance the tranquil atmosphere.