Holiday houses in Sea Pines

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Top-rated holiday rentals in Sea Pines

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

A spacious living area is visible, featuring two comfortable sofas and a coffee table. Large glass doors provide a view of the serene wooded surroundings, which enhances the natural light in the room. A wall-mounted television is positioned near a mirrored wall, adding depth to the space.

Condo in Hilton Head Island

4.78 out of 5 average rating, 55 reviews

SeaPines - Amazing Total Remodel, Pet Friendly

Space, function and style are on point in this beautifully remodeled two bedroom loft villa in Wildwood Spa. Take in the serene and private wooded view from the sliders of this two story gem in Sea Pines. Every surface touched- all new kitchen, baths, furniture, flooring, paint, appliances! Featuring a unique floorplan with both a living and family room, plus a loft, makes 604 Wildwood the most spacious in the neighborhood. Pet friendly, comfortable and centrally located-don't miss this one!

Top Guest favourite

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 Hilton Head Island

4.98 out of 5 average rating, 102 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

Superhost

A cozy living area features a light-colored sofa and armchairs arranged around a coffee table, with a flat-screen TV mounted on the wall. Large sliding glass doors provide views of the outdoor space, while soft lighting creates an inviting ambiance.

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

Hilton Head Sea Pines Golf Villa Near Beach

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ Atlantic Dunes Golf Course | 4-minute bike ride or less than 10 minute walk to Sea Pines Beach Club ⛳️ Save even more when you book 38 Lighthouse Road Villas and receive $300 in complimentary daily activities! *Short Term Rental Permit #30180

Top Guest favourite

Condo in Hilton Head Island

5 out of 5 average rating, 115 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.

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, 196 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.

Top Guest favourite

A bright living area is highlighted by a sleek electric fireplace and a mounted TV, creating a modern and inviting space. A comfortable sofa with decorative cushions provides ample seating. Natural light streams in through large windows, enhancing the airy feel of the room.

Treehouse in Hilton Head Island

5 out of 5 average rating, 18 reviews

Roxy’s Hideaway | Harbour Town Treehouse Oasis

Roxy’s Hideaway — brand new Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Top Guest favourite

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

Home in Hilton Head Island

4.96 out of 5 average rating, 56 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Luxe

Home in Hilton Head Island

5 out of 5 average rating, 7 reviews

44 Heritage, Sea Pines: Retreat on 11th Tee of HT

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

Guest favourite

Condo in Hilton Head Island

5 out of 5 average rating, 15 reviews

MyStay at 1029 Caravel | Lighthouse Views & Pool!

Escape to 1029 Caravel Court, a dreamy Harbour Town getaway with front-row marina views, a king-size zero-gravity bed, and luxe coastal touches. Sip wine on the balcony, stroll to shops, or unwind at the Harbour Town Pool, a 120-ft freeform pool, heated and cooled seasonally. Plush linens, beach gear, & 24/7 service make every moment effortless. Love, luxury, and lighthouse views—book now!

Top Guest favourite

A modern living area features a gray sofa adorned with decorative pillows, complemented by a round wicker coffee table. Light fills the space through large windows, with a balcony view visible in the background. A flat-screen TV and lamps enhance the inviting ambiance.

Apartment in Hilton Head Island

5 out of 5 average rating, 20 reviews

Penthouse flat in Sea Pines | Harbour Town

Welcome to 681 Mariner’s Way, a beautifully renovated 2-bedroom, 2-bathroom penthouse flat, now available for rent! Formerly a private residence, the unit is situated on the 4th floor, this modern unit offers an open floor plan, flooded with natural light, and stylish, professionally designed interiors—perfect for your Sea Pines Harbour Town retreat.

Top Guest favourite

A serene view of calm waters features a distant sailboat gliding gracefully across the horizon. Lush greenery and tall grasses frame the scene, with a palm tree located in the foreground, offering a glimpse of the natural coastal landscape.

Treehouse in Hilton Head Island

5 out of 5 average rating, 29 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Top Guest favourite

A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.

Condo in Hilton Head Island

4.95 out of 5 average rating, 192 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.