Villa holiday rentals in Sea Pines

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.

4.98 out of 5 average rating, 51 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.

A spacious living area features a sectional sofa and cozy armchairs, creating an inviting space for relaxation. A colorful beach-themed artwork is displayed on the wall, and light fills the room through well-placed windows. The dining area is visible in the background.

4.93 out of 5 average rating, 104 reviews

Walk to Beach | Lagoon View | 2 Kings+Queen & Bunk

On Island Time is a beautifully renovated Lowcountry beach villa, perfect for relaxed family vacations. Walk to the beach, Lowcountry Celebration Park, shops, dining, and pickleball. Bright open main level with spacious living area, smart TV, lagoon-view balcony, fully equipped kitchen, dining for 8, half bath & washer/dryer. Three private bedrooms each with ensuite bath: two king masters and a third with queen + twin bunks. Sleeps 8. High-speed WiFi, keyless entry, pool access, and beach gear.

A tranquil balcony is seen with a small round table and a light-colored cup, overlooking a serene waterway surrounded by lush greenery. Palm trees and other foliage frame the scene, reflecting on the calm water as the morning light begins to illuminate the landscape.

4.91 out of 5 average rating, 33 reviews

Renters favorite!

This beautiful villa is a 1 bedroom, 2-bathroom villa that can accommodate up to 2 people and has beach access! This villa boasts a gorgeous kitchen with stainless steel appliances, and beautiful countertops and cabinetry. Walk out of the kitchen to the dining area. The master bedroom features a king size bed and a large sliding glass door for patio access! What a wonderful way to wake up!! The Master bed has a private bathroom with a walk-in shower, separate tub, and twin vanity.

The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.

4.97 out of 5 average rating, 119 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Luxe

5 out of 5 average rating, 9 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 equipped, and supported by your personal property concierge, available 24/7.

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.

4.92 out of 5 average rating, 116 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

Superhost

4.83 out of 5 average rating, 6 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.

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.

4.98 out of 5 average rating, 92 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!

A spacious living area features a large blue sectional sofa with decorative pillows, two matching armchairs, and a stylish coffee table. The room is illuminated by natural light from expansive windows, offering views of the surrounding greenery. A dining area with a chandelier is visible in the background.

5 out of 5 average rating, 11 reviews

1102 Harbour South Club Villa Harbour Town

Nestled in the heart of Harbour Town, this beautifully updated and professionally designed Harbour South Club Villa offers the perfect blend of luxury, comfort, and convenience. Whether you're visiting for the RBC Heritage, planning a golf getaway, or enjoying a family vacation, this exquisite villa is your ideal retreat. Community Pool Open April 1st-October 1st. Beach Access via the Sea Pines Trolley.

An open dining and living area showcases a large dining table with upholstered chairs beneath a stylish chandelier. Recessed lighting highlights the wood-paneled ceiling, while large windows offer views of the greenery outside, enhancing the bright and airy atmosphere of the space.

4.99 out of 5 average rating, 107 reviews

Walk to Beach, Indoor Pool, King Bed, Hot Tub!

Why you’ll love this space: Fully renovated with high‑end appliances Indoor heated pool & hot tub Outdoor pool (renovated 2025), tennis & pickleball courts 5‑minute walk to beach, 10 minutes to Coligny 320 Mbps Wi‑Fi with dedicated workspace Chef’s kitchen, washer/dryer, cypress ceilings Marble walk‑in showers & electric fireplaces Beach gear included (towels, chairs, wagon, toys) STR Permit No. 040546

Superhost

A bright living room features a comfortable light gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, complemented by a bowl of fresh fruit. Floor-to-ceiling sliding doors offer a view of the water and the Harbour Town Lighthouse.

4.83 out of 5 average rating, 6 reviews

Penthouse condo with sunset water views

🏆 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 ⛵️ Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views ⛳️ Save even more when you book 1041 Caravel Court and receive $300 in complimentary daily activities

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.