South Beach Rentals
From $214 per night (USD)VRBO
Charming condo near Coligny Beach Plaza and private beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Seascape Villas 3230 The Space: Experience the ultimate island getaway at Seascape Villas 3230 in the hear ...
From $214 per night (USD)VRBO
From $188 per night (USD)Expedia
Recently Updated Resort Villa with WiFi & Pool - Quick Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Night Heron 18 The Space: This lovely freestanding villa is surrounded by the lush landscape of the Sea Pi ...
From $188 per night (USD)Expedia
From $250 per night (USD)VRBO
Tranquil condo with two outdoor pools, bike paths and beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Seascape Villas 3046 The Space: Nestled in the heart of Hilton Head, this charming condo offers the perfec ...
From $250 per night (USD)VRBO
From $248 per night (USD)Expedia
Inviting Condo with pool, tennis court and close to Coligny Plaza and Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Treetops 7705 The Space: Nestled in the heart of Hilton Head, this charming condo offers a perfect retreat ...
From $248 per night (USD)Expedia
From $194 per night (USD)VRBO
Lovely villa with central AC, and easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bluff Villas 1733 The Space: Harbor views and marina access are just some of the reasons why this Bluff Vi ...
From $194 per night (USD)VRBO
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Classic Ranch-Style with Private Pool & Spa, Near the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Shangri La The Space: Spend time relaxing in the private pool or spa at this charming beach house. Boastin ...
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From $260 per night (USD)VRBO
Coastal condo- close to Coligny Plaza, Beach with shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Surf Court #80 The Space: Experience modern comfort and convenience at this updated two-bedroom, two-and-a ...
From $260 per night (USD)VRBO
From $1467 per night (USD)Expedia
Secluded Sea Pines retreat with private pool, pool spa, & 3rd row beach access
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Summary: Royal Retreat The Space: Escape to this luxury estate boasting two separate poolside structures and abunda ...
From $1467 per night (USD)Expedia
From $338 per night (USD)VRBO
Relaxing condo with heated chilled pool, easy beach access, patio, & W D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Dunes Villas D4 The Space: Welcome to your newly renovated condo in the heart of South Forest Beach on Hil ...
From $338 per night (USD)VRBO
From $288 per night (USD)Expedia
Cozy Hilton Head townhome with shared pools within a short distance of beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Turtle Lane 4 The Space: This townhouse-style vacation home furnishes you with a picturesque view of the n ...
From $288 per night (USD)Expedia
From $264 per night (USD)VRBO
Two-story villa with 3 pools, tennis & bikes - walk to Coligny Plaza & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Treetops 5501 The Space: Scenically situated among tropical palmettos and moss-draped woodlands, this two- ...
From $264 per night (USD)VRBO
From $224 per night (USD)Expedia
Lush villa with on site pool, WiFi, private washer dryer & central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Forest Gardens 6 The Space: Located in the beautifully landscaped community of Forest Gardens Villas, this ...
From $224 per night (USD)Expedia
From $571 per night (USD)VRBO
Oceanfront Villa with kitchen, balcony, patio shared pool and trails
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Sound Villas 1454 The Space: Wake up to sweeping ocean views in this beautiful Sea Pines retreat—an inviti ...
From $571 per night (USD)VRBO
From $210 per night (USD)Expedia
Updated condo in beachfront complex with pools & hot tubs - walk to dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Carolina Beach Club 427 / Pineapple The Space: Soak up the sun and enjoy a perfect Hilton Head vacation f ...
From $210 per night (USD)Expedia
From $231 per night (USD)VRBO
Hilton Head Island condo with water-view patio, pool, & easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Seascape Villas 3205 The Space: Indulge in a dreamy Hilton Head Island getaway at this Seascape Villas con ...
From $231 per night (USD)VRBO
From $294 per night (USD)Expedia
Charming Coastal Villa with Pools, Hot Tub, Gym & Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Hilton Head Resort 4230 The Space: NOTICE: The hot water tub is down until further notice. Thank you for u ...
From $294 per night (USD)Expedia
From $357 per night (USD)VRBO
Beachfront condo with large furnished balcony, pool & beautiful views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Beachside Tennis 1893 The Space: Enjoy views of the ocean and Calibogue Sound from this bright and welcomi ...
From $357 per night (USD)VRBO
From $198 per night (USD)Expedia
SeaSide Villa on Hilton Head Island, Steps to Ocean, Shops and Restaurants.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to your NEWLY LISTED perfect coastal getaway on Hilton Head Island’s beautiful Gold Coast in the Lowcountry. SeaS ...
From $198 per night (USD)Expedia
From $468 per night (USD)VRBO
10 Lawton Road: Sea Pines home with Private Pool. 3BD/2BT/Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Proudly hosted by Island Rentals of Hilton Head, this charming 3-bedroom, 2-bath private home in Sea Pines Resort offers ...
From $468 per night (USD)VRBO
From $215 per night (USD)Expedia
Good Day Sunshine! Perfect Couples Beach Oasis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This newly renovated OCEANFRONT condo is everything you will ever need! Popular south end location walking distance to C ...
From $215 per night (USD)Expedia
From $275 per night (USD)VRBO
Beautifully Remodeled Seascape Villa —Just a Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seascape 3018! This beautifully renovated 2-bedroom, 2-bath, two-story townhome offers the perfect blend of ...
From $275 per night (USD)VRBO
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Ocean Front View Hilton Head Island 2 bedroom Condo sleeps 8 w/ Golf access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Available July 8-11, 2026 (3 nights) Steps to the beach from your condo. Could technically sleep 8 but official number ...
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From $617 per night (USD)VRBO
Beachside 2BR Villa at Marriott’s Grande Ocean – Spacious, Sunny & Relaxing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a premium family getaway in this spacious two-bedroom villa at Marriott’s Grande Ocean on Hilton Head Island, S ...
From $617 per night (USD)VRBO
From $681 per night (USD)Expedia
Walk to Beach Club! ALL NEW! Open Plan, Renovated, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the 3BR/3.5BA BESTNEST at 540 Plantation Club Villas. Fully renovated, furnished, and newly outfitted in 2026 ...
From $681 per night (USD)Expedia
From $1406 per night (USD)VRBO
10 Wood Ibis: A NEW BESTNEST by Beverly Serral
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the 5BR/5.5BA BESTNEST at 10 Wood Ibis. Newly furnished and thoughtfully outfitted in 2026, this beautifully ...
From $1406 per night (USD)VRBO
From $467 per night (USD)Expedia
Modern Sea Pines Villa w/ Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
1406 South Beach Villa | Sea Pines Vacation Rental *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 1 Queen, Sleeper Sofa ...
From $467 per night (USD)Expedia
From $205 per night (USD)VRBO
Vitamin Sea—where relaxation, convenience, and coastal charm come together.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Vitamin Sea! A gorgeous, renovated villa in the IDEAL location for couples visiting Hilton Head Island. Park ...
From $205 per night (USD)VRBO
From $319 per night (USD)Expedia
2BR Bluff Villa w Balcony, Walk to Salty Dog!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: ✔️ Steps to South Beach Marina and Salty Dog ✔️ Five-minute walk to the beach ✔️ Private balcony with Calibo ...
From $319 per night (USD)Expedia
From $753 per night (USD)VRBO
HERITAGE WEEK Beachside 2-bedroom Hilton Ocean Oak resort in Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Hilton Head Island, enjoy what this 2-bedroom Hilron Ocean Oak Resort unit has to offer. The space features 1 ...
From $753 per night (USD)VRBO
From $200 per night (USD)Expedia
Walk to Beach: Hilton Head Escape w/ Pool Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished Deck | Near Golfing | 0.8 Mi to Celebration Park Find your next Lowcountry retreat at this Hilton Head Island ...
From $200 per night (USD)Expedia
From $390 per night (USD)VRBO
Sunset Rentals | Ocean Dunes 121
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 121 Ocean Dunes! This beautifully outfitted, elevated 1st floor condo is an end-unit and located in the ocean ...
From $390 per night (USD)VRBO
From $216 per night (USD)Expedia
Renovated Poolside Villa 2BR • Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to this newly renovated, first floor, poolside villa, where comfort meets coastal charm. Enjoy all the ...
From $216 per night (USD)Expedia
From $383 per night (USD)VRBO
New to VRBO, Oceanwalk, Near Beach, Outdoor and Indoor Pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the beautiful beach in the southeast on Hilton Head island at our newly remodeled beach condo! Oceanwalk Oasis sle ...
From $383 per night (USD)VRBO
From $185 per night (USD)Expedia
Saltwater Pools - Walk to Beach & Coligny Plaza
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright & airy coastal retreat! 1-bedroom villa with queen bed, living room sleeper sofa, fully equipped kitchen, and in- ...
From $185 per night (USD)Expedia
From $215 per night (USD)VRBO
Beachside Bliss - Beachfront Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to Beachside Bliss, your beachfront retreat in Hilton Head Island! Enjoy ocean views right from your private pati ...
From $215 per night (USD)VRBO
From $530 per night (USD)Expedia
Stunning 2 Bedroom Partial Ocean View Suite- Ocean Oak Resort by Hilton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the sun-drenched shores of Hilton Head Island and experience the ultimate family-friendly retreat at Ocean Oak ...
From $530 per night (USD)Expedia
From $263 per night (USD)VRBO
Beachfront & Oceanviews - Steps to Pool/Beach/Coligny/Balcony - Couples Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Direct Beach Access - Oceanviews - Couples Coastal Beach Getaway! One Bedroom/One Bathroom Villa. Seaside Serenity HHI ...
From $263 per night (USD)VRBO
From $427 per night (USD)VRBO
Family Memories Are Made Better at Deer Run
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Relax with the whole family at this private and adorable 3 Bedroom, one level home just a short bike ride to the beach! ...
From $427 per night (USD)VRBO
From $284 per night (USD)VRBO
Location Matters! Walk to Beach & Everything Else!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
About this space ✔︎ 4 Minute Walk To The Beach✔︎ 5 Minute Walk To Restaurants & Shopping ✔︎ Great for Families/Couples ✔ ...
From $284 per night (USD)VRBO
From $168 per night (USD)Expedia
Xanadu Retreat - Near Coligny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Enjoy a relaxing stay at Xanadu Villas in this bright and comfortable Hilton Head retreat just steps from the ...
From $168 per night (USD)Expedia
From $327 per night (USD)VRBO
Renovated One-Level Walk to Beach 1 BR Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: A relaxing Hilton Head Island escape in South Forest Beach. This ground-floor condo at Cordillo Cabanas offers ...
From $327 per night (USD)VRBO
From $251 per night (USD)Expedia
Renovated 2BR First Floor Forest Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Your Perfect Coastal Escape in South Forest Beach! Experience the ultimate Hilton Head Island getaway in this ...
From $251 per night (USD)Expedia
From $617 per night (USD)VRBO
Marriott's Beachfront Monarch at Sea Pines Resort + Resort Amenities included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with Chairman owners! 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐌𝐨𝐧𝐚𝐫𝐜𝐡 𝐚𝐭 𝐒𝐞𝐚 𝐏𝐢𝐧𝐞𝐬 peaceful oceanfront resort tucke ...
From $617 per night (USD)VRBO
From $913 per night (USD)Expedia
Sunset Rentals | Elderberry 3
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This inviting four-bedroom, three-bath split-level is the perfect home base for your next family getaway. Just steps fro ...
From $913 per night (USD)Expedia
From $304 per night (USD)VRBO
Sunset Rentals | Treetops 6101 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Treetops 6101, your perfect dog-friendly retreat in South Forest Beach! This well-appointed 2-bedroom, 2-bath ...
From $304 per night (USD)VRBO
From $834 per night (USD)Expedia
Elegant Sea Pines Getaway Near the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Escape to luxury at 24 Red Cardinal, a stunning Hilton Head Island retreat. This 4-bedroom, 4.5-bathroom villa ...
From $834 per night (USD)Expedia
From $206 per night (USD)VRBO
Beautiful Oceanview 1 BR Sea Side Villas
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Enjoy the best of Hilton Head Island from this cozy 1-bedroom, 1-bath villa in Sea Side Villas, located in the ...
From $206 per night (USD)VRBO
From $1610 per night (USD)Expedia
New Pool! minutes to Hilton Heads best beaches, 7 Grey Widgeon Sea Pines
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
True Southern Living at its finest! This gorgeous Sea Pines home with an open floor plan, ideal indoor/outdoor living, t ...
From $1610 per night (USD)Expedia
From $302 per night (USD)VRBO
Beautiful 2-bedroom villa in charming Hilton Head Island South Carolina!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your new oasis Oceanwalk 416! Discover the beauty of Hilton Head Island from this fabulous 2-bedroom villa. T ...
From $302 per night (USD)VRBO
From $531 per night (USD)Expedia
Beautiful Oceanfront Home w/ Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
39 Lands End | Waterfront Vacation Villa *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 2 Twins, Double Sleeper Sofa *3 ...
From $531 per night (USD)Expedia
From $317 per night (USD)VRBO
3BR Sleeps 8, Walk to Beach, Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: ✔️ Walk to Coligny Beach Park and Coligny Plaza ✔️ Sunny community pool for effortless afternoon dips ✔️ Thr ...
From $317 per night (USD)VRBO
From $218 per night (USD)Expedia
Relax in Comfort: 2-Bedroom Hilton Head Condo -Your Island Getaway Awaits!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated 2 bedroom, 1 bathroom, 2nd floor unit. Condo offers an open floor plan. The living area features TV, Sofa, t ...
From $218 per night (USD)Expedia
From $577 per night (USD)VRBO
Pool, Hot Tub, Fairway Views & Quick Bike Ride to Beach | Loblolly Retreat
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Loblolly Retreat by AvantStay! Tucked beneath a canopy of Lowcountry pines and moss-draped oaks, this Hilton ...
From $577 per night (USD)VRBO
From $1054 per night (USD)VRBO
Luxury 2BR Beachfront Villa – Marriott’s Monarch at Sea Pines - Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover coastal relaxation at its finest in this 2 Bedroom Oceanfront Villa at Marriott’s Monarch at Sea Pines, located ...
From $1054 per night (USD)VRBO
From $524 per night (USD)VRBO
Daufuskie Oasis 6BR Family Home - Beachfront
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: Largest house on Ave of Oaks on Daufuskie Island featuring 6 bedrooms, each with a private ensuite bathroom. I ...
From $524 per night (USD)VRBO
From $384 per night (USD)Expedia
1586 Lagoon Villa, Pet Friendly,Hosts 8 in Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Proudly hosted by Island Rentals of Hilton Head, this charming Sea Pines villa offers the perfect blend of comfort, rela ...
From $384 per night (USD)Expedia
From $260 per night (USD)VRBO
Poolside Villa Walk To The Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Hilton Head Beach Club Villa #42. Your Home Away from Home! This 2BR 1.5BA has a private back cour ...
From $260 per night (USD)VRBO
From $629 per night (USD)Expedia
Beautiful Home in the Heart of Sea Pines
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
10 Gunnery Lane | Short Bike Ride to the Beach **NEW TO PROGRAM IN 2026 *5 Bedrooms | 4.5 Bathrooms *Sleeps 12 *3 Kin ...
From $629 per night (USD)Expedia
From $269 per night (USD)VRBO
Bright Coastal Condo Near Beach & Coligny, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy an easy, relaxing Hilton Head getaway in this updated 2-bedroom condo in South Forest Beach—just a short 7-minute ...
From $269 per night (USD)VRBO
From $609 per night (USD)Expedia
Endless Tides – Marshfront Lands End Retreat | Pool Across Street | 500 Feet to Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Endless Tides - Marsh Views, Ocean Glimpses, Steps to the Beach & Pool 24 Lands End Court | Hilton Head Island, SC 29928 ...
From $609 per night (USD)Expedia
From $369 per night (USD)VRBO
Beachside 2BR Villa at Marriott’s Grande Ocean – Spacious, Sunny & Relaxing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a premium family getaway in this spacious two-bedroom villa at Marriott’s Grande Ocean on Hilton Head Island, S ...
From $369 per night (USD)VRBO
From $439 per night (USD)VRBO
Grande Ocean 2BR Courtyard Villa – Bright, Spacious & Close to Hilton Head Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy comfort, space, and coastal relaxation in this two-bedroom, two-bath Courtyard View villa at Marriott’s Grande Oce ...
From $439 per night (USD)VRBO
From $346 per night (USD)VRBO
Grande Ocean 2BR Courtyard Villa – Bright, Spacious & Close to Hilton Head Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy comfort, space, and coastal relaxation in this two-bedroom, two-bath Courtyard View villa at Marriott’s Grande Oce ...
From $346 per night (USD)VRBO
From $416 per night (USD)Expedia
Spacious,remodeled 3-bedroom 2.5 bath one level ground floor condo Coligny Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your home away from home in Hilton Head Island with 3 bedrooms. This fabulous condo features a king bed, queen bed, bunk ...
From $416 per night (USD)Expedia
From $642 per night (USD)VRBO
Tranquil 4-Bedroom Retreat in the Heart of Sea Pines w/ a private pool & spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Welcome to a beautifully desi ...
From $642 per night (USD)VRBO
From $394 per night (USD)Expedia
Waterfront Cove + Dock | Walk to Beach + Sea Pines | Heron's Rest at Port Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Mornings here start the way the Lowcountry intended — soft light over Braddock Cove, a great blue heron stalking the sha ...
From $394 per night (USD)Expedia
From $391 per night (USD)VRBO
New! Golf Views Updated Luxury 2 BR Fairways Walk to Beach Bikes & Beach Gear
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury updated 2 BR condo easy short walk to the beach in Sea Pines Resort. Wonderful layout with huge updated kitchen, ...
From $391 per night (USD)VRBO
From $1093 per night (USD)Expedia
Luxury Beach Retreat 1 Min. Walk To Beach, Pool, Hot Tub,Fire Pit, Game Room
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Heated Pool | Hot Tub | Kid & Pet Friendly | Beach Gear| Bikes |Game Room | Sleep 20 + Experience Hilton Head at Coast ...
From $1093 per night (USD)Expedia
From $351 per night (USD)VRBO
Beach Bungalow in Sea Pines' Night Heron Community
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway. 39 Night Heron is a freestanding home located in the quiet Night Hero ...
From $351 per night (USD)VRBO
From $284 per night (USD)Expedia
Stay in the Heart of Coligny/No Steps
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island House 117 is charmingly located to let you discover all Hilton Head Island has to offer. From cycling along breat ...
From $284 per night (USD)Expedia
From $213 per night (USD)VRBO
Poolside Ground Floor Villa w/Tennis /Pickleball- Walk to Beach & Coligny Plaza!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your next Hilton Head haven awaits at this vacation rental featuring upscale interior with modern furnishing. The locat ...
From $213 per night (USD)VRBO
From $640 per night (USD)Expedia
Cozy Dog-Friendly Cottage Near Salty Dog Cafe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to 'Cozy Dog-Friendly Cottage' on Hilton Head Island, where relaxation meets adventure! This charming c ...
From $640 per night (USD)Expedia
From $734 per night (USD)VRBO
Sea Pines Escape with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to 3 Willow Oak Road, a luxurious haven in the heart of Sea Pines on Hilton Head Island. This stunning ...
From $734 per night (USD)VRBO
From $289 per night (USD)Expedia
Newly Renovated Condo w/Pool 5 Min Walk to Beach & Coligny Beach Shopping/Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Premier Hilton Head Island location and unwind at this terrific condo. You are nestled with just a 5-minute walk to the ...
From $289 per night (USD)Expedia
From $275 per night (USD)VRBO
Charming Seascape Villa —Just a Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright Coastal Condo • Walk to the Beach • Pools • Near Coligny Welcome to Seascape 3212, your perfect Hilton Head geta ...
From $275 per night (USD)VRBO
From $1048 per night (USD)Expedia
Sunset Rentals | Gunnery Lane 4
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 4 Gunnery Lane, a quintessential Sea Pines home! This beautifully outfitted five-bedroom, five-and-a-half-bat ...
From $1048 per night (USD)Expedia
From $372 per night (USD)VRBO
25 Wildwood Rd: Pet Friendly Sea Pines Home. 3 Beds. 2 Bathrooms. Sleeps 9.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Proudly hosted by Island Rentals of Hilton Head, 25 Wildwood offers the perfect blend of comfort, style, and convenience ...
From $372 per night (USD)VRBO
From $847 per night (USD)Expedia
Luxurious Oceanside Home w/ Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
1 Green Heron | 5 Minute Walk to the Beach *5 Bedrooms | 6.5 Bathrooms *Sleeps 12 *3 Kings, 2 Doubles, 2 Twins *Large ...
From $847 per night (USD)Expedia
From $351 per night (USD)VRBO
2 Level Family Friendly HHI Oasis - 3 min to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Our unique 2 level condo over the lagoon is perfect for families and can comfortably sleep 4 adults & multiple kids. Onl ...
From $351 per night (USD)VRBO
From $901 per night (USD)Expedia
Very popular Hilton Ocean Oak Resort. 2BR/2B,great location. Come for New Years!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1200 sq. ft. Two bedrooms and 2 large bathrooms with walk-in showers, Master bath has a tub also. Master BR with King be ...
From $901 per night (USD)Expedia
From $754 per night (USD)VRBO
Marriott's Beachfront Grande Ocean Resort + Resort Amenities Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Book with Chairman owners! This beautiful oceanfront resort on Hilton Head Island is perfect for your coastal escape. Ac ...
From $754 per night (USD)VRBO
From $691 per night (USD)VRBO
Marriott's Beachfront Grande Ocean Resort + Resort Amenities Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Book with Chairman owners! This beautiful oceanfront resort on Hilton Head Island is perfect for your coastal escape. Ac ...
From $691 per night (USD)VRBO
From $701 per night (USD)VRBO
Charming remodeled 4th row House walk Beach, Coligny Plaza & Celebration Park!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A genuine vintage saltbox cottage tucked into the heart of Hilton Head's most coveted beach neighborhood, now comprehens ...
From $701 per night (USD)VRBO
From $424 per night (USD)Expedia
15 Lands End | Waterfront Living in Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to 15 Lands End — a beautifully positioned waterfront home in the exclusive Lands End community of Sea Pines. Ne ...
From $424 per night (USD)Expedia
From $493 per night (USD)VRBO
Bright, Secluded Family Home w/ Bikes, Complex Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful Coastal Living Near the Beach in Sea Pines 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Community Pool | Pet Friendl ...
From $493 per night (USD)VRBO
From $290 per night (USD)Expedia
5 Ocean Club Villas: Beachfront Complex, Ground Floor, Poolside, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Proudly hosted by Island Rentals of Hilton Head. This beautiful ground-floor villa offers the perfect blend of comfort ...
From $290 per night (USD)Expedia
From $566 per night (USD)VRBO
Newly Listed Family Coastal Golf Getaway w/ Golf Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Coastal Elegance with Iconic Harbour Town Golf Views 3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community Pool This excepti ...
From $566 per night (USD)VRBO
From $304 per night (USD)Expedia
Steps to Beach, Sleeps 9, Walk to Coligny, 2 Kings, Bunk Room, 3 beds. 2.5 baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Shore Beats Work, your Hilton Head Island getaway in the heart of South Forest Beach. Just a 4-minute walk t ...
From $304 per night (USD)Expedia
From $344 per night (USD)VRBO
Oceanfront Complex - New Rental - Steps to Beach/Pool/Coligny - Sleeps 6pp
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BRAND NEW to the short tem rental market, just opened the doors to guests in July 2026 to enjoy. Be some of our first ...
From $344 per night (USD)VRBO
From $556 per night (USD)Expedia
Newly renovated 3 Bedroom property with poolside views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled within the exclusive ...
From $556 per night (USD)Expedia
From $282 per night (USD)VRBO
2 Bedroom 2 Bathroom Condo - Completely Renovated Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ocean Walk 405 – Renovated Coastal Retreat Just Steps from the Beach Welcome to Ocean Walk 405, a beautifully decorated ...
From $282 per night (USD)VRBO
From $384 per night (USD)Expedia
Sunset Rentals | Plantation Club 437 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 437 Plantation Club, a premier vacation rental villa with sweeping views of Atlantic Dunes golf! This propert ...
From $384 per night (USD)Expedia
From $691 per night (USD)VRBO
Resort with 2 bedrooms and AC in beautiful Marriott Grande Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Concierge Realty is proud to present luxury villas at Marriott's Grande Ocean! ** Reservations are available in weekly ...
From $691 per night (USD)VRBO
From $203 per night (USD)Expedia
Sea Side Villas 258| | Beach View | Private Pool | Near Coligny & Sea Pines
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright, quiet, and super clean/well maintained 1BR villa with fresh paint and new furniture and a private balcony with b ...
From $203 per night (USD)Expedia
From $155 per night (USD)VRBO
Pelican Roost | Beach Views & Bikes Included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your coastal retreat at Seaside Villas on South Forest Beach. This updated 1-bedroom condo offers a relaxed, ...
From $155 per night (USD)VRBO
From $404 per night (USD)Expedia
The Ultimate South Beach Escape w/ Cove Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Ultimate South Beach Escape *2 Bedrooms | 2 Bathrooms *Sleeps 4 *2 Kings *3 TVs | Wi-Fi | Keurig *2nd Floor Villa w ...
From $404 per night (USD)Expedia
From $1065 per night (USD)VRBO
Sea Pines Home w/Views of Harbour Town Golf Course
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Fairway to Heaven Sea Pines Dream Home New Home for 2026 on the World-Famous Harbour Town Golf Course *2 Red Oak Road i ...
From $1065 per night (USD)VRBO
From $325 per night (USD)Expedia
Surf Court 46 - Updated 3 bedroom Townhouse - 1 block to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Surf Court 46 | Walk to Beach & Coligny Plaza | Pool | South Forest Beach Discover the perfect Hilton Head Island ...
From $325 per night (USD)Expedia
From $1145 per night (USD)VRBO
VISIT HILTON HEAD ISLAND -Travel & Leisure 2026 best beach town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Inviting Lowcountry retreat in Hilton Head’s coveted Sea Pines community with large, private pool. Tucked away at the en ...
From $1145 per night (USD)VRBO
From $450 per night (USD)Expedia
5 Pine Court: Pet Friendly Home in Sea Pines. 3 Beds, 2 Baths, Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Proudly hosted by Island Rentals of Hilton Head, this inviting three-bedroom, two-bathroom home is nestled within the pr ...
From $450 per night (USD)Expedia