Villa holiday rentals in Sea Pines

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Top-rated villa rentals in Sea Pines

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Top Guest favourite

A spacious living area is furnished with a light grey sofa and armchairs, accented by decorative pillows. Two lamps provide soft lighting on side tables next to framed artwork. Natural light filters in through a large window, enhancing the warm and welcoming environment.

Villa in Hilton Head Island

4.98 out of 5 average rating, 58 reviews

Heart of Sea Pines|Tranquil 3BR Retreat|Beach*Pool

Light & spacious Heritage Villa in the heart of Sea Pines steps from Harbourtown's 1st Hole. Welcoming 3 Master-BR Suite villa w/ cathedral ceilings & deck. Just a 5 minute walk from the world-renown Harbourtown w/ shops, restaurants and live music for all ages. 8 minute bike ride to Sea Pines Beach Club. Beautiful shared pool, golf, tennis & pickleball, bike trails, award-winning playground, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect Spring Break or family vacation.

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Top Guest favourite

A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.

Villa in Hilton Head Island

4.94 out of 5 average rating, 142 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

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Luxe

Villa in Hilton Head Island

5 out of 5 average rating, 12 reviews

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and supported by your personal property concierge, available 24/7. STR Permit Number: 075152

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Guest favourite

Villa in Hilton Head Island

4.91 out of 5 average rating, 104 reviews

Oceanview | King Bed | Walk to Coligny | Bikes

Feel your stress melt away as the sound of the ocean welcomes you to Turtle Watch Villa. Nestled in the popular Seaside Villas community, this renovated 1-bedroom (518 sq. ft.) beachfront condo offers easy beach access, a side ocean view, and a rare King bed for a restful night's sleep. Whether you're enjoying a sunrise walk along the shore or relaxing after a beach day, Turtle Watch Villa is the perfect place to slow down, unwind, and embrace Hilton Head's laid-back lifestyle.

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Superhost

Villa in Hilton Head Island

5 out of 5 average rating, 3 reviews

3BR Villa | Walk to Harbour Town & Marina

Stay in the heart of Harbour Town, just steps from the marina, lighthouse, shops, and dining. This charming villa offers a comfortable, coastal retreat perfect for couples or small groups. Enjoy easy access to Harbour Town Golf Links, scenic walking paths, and nearby beaches, all within minutes. With its unbeatable location and relaxed feel, this home is the perfect base for exploring Hilton Head and enjoying everything Sea Pines has to offer.

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Guest favourite

The image showcases a heated pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over some seating areas. A white fence encloses the pool area, with lush greenery and ocean views in the background, creating a tranquil outdoor environment.

Villa in Hilton Head Island

4.93 out of 5 average rating, 123 reviews

💎Direct Oceanfront Villa - Heated Pool Ocean View

Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly furnished, direct oceanfront, one bedroom, one bathroom, beautiful beach villa. Ocean Gem is located in Ocean Dunes complex, a private gated community, on South Forest Beach and only steps from the popular Coligny Plaza. You will enjoy the wonderful accommodations, heated pool, picnic area and spectacular views! Thank you

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Superhost

Villa in Hilton Head Island

4.75 out of 5 average rating, 8 reviews

Atlantic Dunes Golf View Getaway + Pool |Sea Pines

Welcome to 441 Plantation Club in Sea Pines Resort. This relaxing 2 bedroom, 2 bathroom villa overlooks the Atlantic Dunes Golf Course and offers the perfect blend of comfort and coastal living. Enjoy a fully equipped kitchen, bright open living space, and private balcony with peaceful fairway views. Just minutes from the beach, Harbour Town, biking trails, dining, and the community pool, it is ideal for a Hilton Head Island getaway.

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Top Guest favourite

A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.

Villa in Hilton Head Island

4.98 out of 5 average rating, 104 reviews

HHI South Forest beach/WLK TO BEACH, dining, pool

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

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Guest favourite

Villa in Hilton Head Island

4.93 out of 5 average rating, 101 reviews

Oceanwalk, Near Beach, Outdoor and Indoor Pool

Enjoy the beautiful beach in the southeast on Hilton Head island at our newly remodeled beach condo! Oceanwalk Oasis sleeps 6 and boasts two pools and an indoor hot tub. With two king bedrooms plus extra-long bunk beds, your family will enjoy plenty of space to kick back after a great day at the beach. Located just across the street from the beach near Coligny Circle, Oceanwalk Oasis is close to shops, restaurant.

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Guest favourite

A comfortable living area features a sectional sofa arranged around a glass-topped coffee table. A large television is mounted on the wall, and natural light fills the space from sliding glass doors that offer views of greenery outside.

Villa in Hilton Head Island

4.94 out of 5 average rating, 16 reviews

Great Blue Heron - an iTrip Hilton Head Home

Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on Hilton Head Island? Welcome to Great Blue Heron This freshly renovated & furnished Inland Harbour villa will help you de-stress, unwind and get back to your old self. As soon as you enter this home, the beautiful design & decor of this villa will welcome you and put you at ease.

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Guest favourite

A comfortable seating area includes a cozy gray sofa with patterned throw pillows. A bamboo coffee table sits in the center, surrounded by natural light from sliding glass doors leading to a balcony. Vibrant green plants add a touch of nature to the space.

Villa in Hilton Head Island

4.96 out of 5 average rating, 216 reviews

Private Beach on Sound | 3 Pools/Spa | Free Tennis

Make the most of beachfront living at this sunny retreat. Our community is closer to the water than any other resort on the island. Pack the cooler and take a short stroll to the beach. Sea’ la Vie is a ground-floor (no stairs) unique escape destination with top-of-the-line comforts of any 5-star rental or hotel. Our villa has been renovated from top to bottom.

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Guest favourite

Villa in Hilton Head Island

4.84 out of 5 average rating, 127 reviews

Location! Walk ToThe Beach, Dining and Shopping.

About this space ✔︎ 4 Minute Walk To The Beach ✔︎ 5 Minute Walk To Restaurants & Shopping ✔︎ Great for Families/Couples ✔︎ 1 King Bed + 2 Double Beds ✔︎ 2 Full Bathrooms ✔︎ Free Fast WIFI + 2 Smart TVs ✔︎ First Floor End Unit ✔︎ Fully Stocked Kitchen ✔︎ Beautiful Inground Pool ✔︎ Free Parking ✔︎ Very Close to Celebration Park ✔︎ Centrally Located ✔︎ Outdoor Deck

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