The Shipyard Rentals
From $268 per night (USD)VRBO
Poolside Beach Villa 2 bed 2 & one half bath-Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This pet friendly rental comes with the HH Island Rentals Advantage. Four beach chairs, a beach cart, four beac ...
From $268 per night (USD)VRBO
From $198 per night (USD)Expedia
Spacious Family or Couples Condo - Walk to Coligny Beach & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two floor, two bedroom, two and a half bathroom, 1500 sqft condo building in the TreeTops community near Coligny Beach w ...
From $198 per night (USD)Expedia
From $167 per night (USD)VRBO
Well-equipped condo w/furnished balcony, high-speed WiFi, shared outdoor pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Side Villas I 308 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $167 per night (USD)VRBO
From $465 per night (USD)Expedia
Peaceful Lagoon Views, New Furnishings, Near Coligny & Tiki — Great for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Perfect Beach Getaway in Hilton Head Island, SC Just Steps from the Ocean — Private Cabana Access Included! Welcom ...
From $465 per night (USD)Expedia
From $303 per night (USD)VRBO
Spring and Summer are on the way!! Beautiful 3BR 2BR Villa, Keyless, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you like dealing with really cool owners, and not going through an impersonal agency, if you like friendly service an ...
From $303 per night (USD)VRBO
From $192 per night (USD)Expedia
PEARL IN THE PALMS - SLEEPS 6,FREE BIKES, FREE WI-FI, POOL, TENNIS, GOLF & MORE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical setting, newly updated villa, fully loaded kitchen with all you need, large 1400+ sq. ft. 2 story ground floo ...
From $192 per night (USD)Expedia
From $190 per night (USD)VRBO
10%off 7 ngt Huge Ocean View,central air,elevator,pool,WIFI,one bedroom,sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
10% off any 7 night stay. 20% off 28 day stay or more. This condo 220 is the first condo on the side from a direct oce ...
From $190 per night (USD)VRBO
From $383 per night (USD)Expedia
336 Shorewood ~Enjoy Ocean Views from Private Balcony; Walk to Coligny Plaza!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Shorewood Oceanfront Complex | Just Steps to the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *2 Kings, Queen Sleeper Sof ...
From $383 per night (USD)Expedia
From $638 per night (USD)VRBO
9 Hunt Club Dr - 6 Bedroom home with Movie Theater, Ping Pong, and a Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
9 Hunt Club Dr Private Home in Palmetto Dunes New Flooring! Spacious 5 Bedroom, 3 1/2 Bathrooms King, King, Twin, Twin T ...
From $638 per night (USD)VRBO
From $639 per night (USD)Expedia
106 Windsor - Luxurious Condo with Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Key Features: - Over 1,400 sq ft of Open, Luxury Living - Steps from the Beach - Large Private Deck/Outdoor Living Space ...
From $639 per night (USD)Expedia
From $721 per night (USD)VRBO
Sunset Rentals | South Live Oak 25
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Rest and relaxation await at 25 South Live Oak on Hilton Head Island! This beautifully maintained 4-bedroom, 4-bathroom ...
From $721 per night (USD)VRBO
From $969 per night (USD)Expedia
424 Captains Walk has panoramic ocean views located in Palmetto Dunes.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
This fourth floor penthouse in Captain's Walk is the perfect setting for your next vacation. Upon entering the unit, gue ...
From $969 per night (USD)Expedia
From $189 per night (USD)VRBO
Rare central air conditioning, Close to Coligny, Oceanside Snowbirds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This is a NON-SMOKING one bedroom with queen size bed, one bathroom condo with 2 sofa style futon beds and two small bun ...
From $189 per night (USD)VRBO
From $238 per night (USD)Expedia
Stunningly Updated Villa with Tennis Access! Steps to Coligny
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The villas at Courtside are professionally managed by Vacation Time of Hilton Head and are best rented directly through ...
From $238 per night (USD)Expedia
From $136 per night (USD)VRBO
Condo Near Coligny Circle, Beach, & New Park; all within 1 to 2 Blocks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hilton Head Island's South End is home to a quaint 2-bedroom retreat where you can have the ultimate relaxing getaway. N ...
From $136 per night (USD)VRBO
From $171 per night (USD)Expedia
Surf Court 52 - Newly Remodeled - Ground Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular Ground Floor Fully Remodeled Condo - 2 Bedrooms Each with a King Size Bed & Two Full Baths. Living room TV u ...
From $171 per night (USD)Expedia
From $330 per night (USD)VRBO
6305 Hampton Place - Oceanfront with a coastal vibe.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom 2-bathroom Palmetto Dunes villa is just steps from the beach. A beautiful, coastal vibe flows throughout ...
From $330 per night (USD)VRBO
From $769 per night (USD)Expedia
Sunset Rentals | Epic Beach House | Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Epic Beach House is stunning 4-bedroom home located just a short walk from the beach. This home, which was completed in ...
From $769 per night (USD)Expedia
Click For PricingVRBO
Simple STUDIO 5 Min from BEST BEACH w Comfy Bed, Awesome Shower & Brand New AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a recently remodeled studio (aka a one room dwelling w a bathroom & kitchenette ) decorated with a hip surf theme ...
Click For PricingVRBO
From $1122 per night (USD)Expedia
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
BOTH master suite bathrooms beautifully remodeled in January 2024. New pool-area deck boards installed September 2024. W ...
From $1122 per night (USD)Expedia
From $338 per night (USD)VRBO
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated bathroom in 2024! This bright and airy oceanview villa offers everything you need for a perfect beach ge ...
From $338 per night (USD)VRBO
From $447 per night (USD)Expedia
Sunset Rentals | Lawton 45 | Dog Friendly | POOL ACCESS
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled among the trees in Sea Pines Plantation, 45 Lawton offers the perfect Hilton Head Island vacation home for those ...
From $447 per night (USD)Expedia
From $243 per night (USD)VRBO
BEAUTIFULLY RENOVATED VILLA WITH GOLF & LAGOON VIEWS NEAR BEACH HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This villa, which includes all new flooring, new furniture throughout, and all new Sealy mattresses on each bed (includi ...
From $243 per night (USD)VRBO
From $387 per night (USD)Expedia
Townhome style with lagoon Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
You'll be glad you chose this large villa with its many updates and easy walk to the beach! Updates include new floorin ...
From $387 per night (USD)Expedia
From $595 per night (USD)VRBO
Renovated home located on the golf course with a private pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled within the prestigiou ...
From $595 per night (USD)VRBO
From $180 per night (USD)Expedia
< 1 Mi to Beach: Condo w/ Community Perks in HHI!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Furnished Balcony | Community Pool | 1 Mi to Shopping | Snowbirds Welcome Spend a month (or more) in paradise when you ...
From $180 per night (USD)Expedia
From $243 per night (USD)VRBO
48 Ocean Breeze: Pet Friendly, Pool Views, Free Bikes, Tennis, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit has newly updated furnishings , bathrooms, and kitchen for 2024 Nestled beside one of three community pools, ...
From $243 per night (USD)VRBO
From $179 per night (USD)Expedia
Surf Court 30 - Updated 2 Bedroom Condo - Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This spacious condo has all the comforts of home and more! New Furniture and Upgrades throughout the Townhome. Unit in ...
From $179 per night (USD)Expedia
From $564 per night (USD)VRBO
1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Newly renovated kitchen, resurfaced pool & deck painted. New flooring, bedding and sofas. Come visit our lovely 4 Bedroo ...
From $564 per night (USD)VRBO
From $372 per night (USD)Expedia
501 Windsor Place ~ Enjoy 5th Floor Ocean Views from Updated 2br Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Windsor Place Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 7 *1 King, 1 Double, 1 ...
From $372 per night (USD)Expedia
From $160 per night (USD)VRBO
Loft Condo, short walk to beach & restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Conveniently located across the street from Coligny Plaza and 5 minute walk to the beach! This is the perfect location f ...
From $160 per night (USD)VRBO
From $267 per night (USD)Expedia
HIDEAWAY VILLA: Walk to Beach & Coligny, Pool & Tennis, 3BR/3.5 BA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Hideaway Villa, our beautiful 3BR/3.5BA villa, a short walk to the beach, Celebration Park, and Coligny resta ...
From $267 per night (USD)Expedia
From $317 per night (USD)VRBO
BEAUTIFUL OCEANVIEW VILLA WITH POOL, BEACH HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
SEACREST CONSTRUCTION NOTICE: Please be advised that the exterior roof project at Seacrest is scheduled to begin in earl ...
From $317 per night (USD)VRBO
From $175 per night (USD)Expedia
Breathtaking Oceanfront Views and Prime Island Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this beautifully updated 550-square-foot oceanfront villa, nestled in the highly sought-after Sea Side Villas ...
From $175 per night (USD)Expedia
From $202 per night (USD)VRBO
AWESOME AMENITIES!1 BDRM 1 BA OCEAN VIEW! 2 Bikes INCLUDED! #127
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
OCEAN FRONT complex and the condo has Ocean Views! Newer paint, newer flooring through out, newer ceiling fans, nice ...
From $202 per night (USD)VRBO
From $313 per night (USD)Expedia
OCEANFRONT Ground Floor Gem; Pristinely clean; Constantly updated; Steps to Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Owned and maintained by frequent travelers living locally on Hilton Head Island, this villa reflects our goal for provid ...
From $313 per night (USD)Expedia
From $174 per night (USD)VRBO
Half-Mi to Coligny Beach: Hilton Head Resort Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make the most of your East Coast escape while staying at this quiet 2-bedroom, 2.5-bath vacation rental situated just a ...
From $174 per night (USD)VRBO
From $264 per night (USD)Expedia
Newly renovated with the lowest rates you can find.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have completed renovating our beachfront condo with new granite counter tops, a freshly painted interior, new floorin ...
From $264 per night (USD)Expedia
From $249 per night (USD)VRBO
Beachfront/Oceanfront Hilton Head Island Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This Breakers beach/oceanfront condo is a great location for families; steps away from the complex pool with the beach a ...
From $249 per night (USD)VRBO
From $233 per night (USD)Expedia
706 Tanglewood: Just across from the beach! 2 BR 2.5 BA, Free Bikes, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful beach-oriented villa is in the heart of South Forest Beach! It's just a short walk to Coligny Plaza, the ...
From $233 per night (USD)Expedia
From $679 per night (USD)VRBO
3 Cottage Ct - 2 Min. Bike Ride or 9 Min. Walk to the beach. Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This beautiful 5 -bedroom, 5.5 bath Palmetto Dunes house has it all. A great open floor plan invites beach living at its ...
From $679 per night (USD)VRBO
From $253 per night (USD)Expedia
Sunset Rentals | Stayin' Salty | Seascape 3092
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This perfectly located 2 bedroom, 2 bathroom townhome will provide comfort and relaxation for all vacationers. 3092 Seas ...
From $253 per night (USD)Expedia
From $559 per night (USD)VRBO
7 Strath - Near Ocean Updated Cozy Home w/Private Pool - Great Rates!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
7 Strath Court in Palmetto Dunes - 4 Bedrooms with private pool and professionally managed by Luxury Rentals of Hilton H ...
From $559 per night (USD)VRBO
From $257 per night (USD)Expedia
Updated Luxury 3 BR Forest Beach Condo in Springwood Bikes & Beach Gear included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful updated luxury 3 BR flat with easy walk out to pool. Updated kitchen and bathrooms with brand new furniture. V ...
From $257 per night (USD)Expedia
From $874 per night (USD)VRBO
19 Pelican - Less than 3 minute walk to beach on beautiful HHI!
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 22
This Mediterranean seaside masterpiece has 7 bedrooms and 8.5 baths, and is located in the popular North Forest Beach ar ...
From $874 per night (USD)VRBO
From $177 per night (USD)Expedia
Top Floor Beachfront Condo~Coligny Beach~ Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Shark Shack is a one bedroom villa right on Coligny Beach in Hilton Head Island. There is private beach access and o ...
From $177 per night (USD)Expedia
From $357 per night (USD)VRBO
206 Windsor Place ~ 2nd Floor Villa | Oceanfront Complex | Just Steps from the
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windsor Place Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 1 Queen, Quee ...
From $357 per night (USD)VRBO
Click For PricingExpedia
Marriott Grande Ocean Lux Villa Oceanfront/2BR/2BA - Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Situated on the brilliant beaches of Hilton Head, SC is Marriott's Grande Ocean. Surrounded by unrivaled amenities, just ...
Click For PricingExpedia
From $471 per night (USD)VRBO
Screened in porch, private pool, gas grill, short walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This Hilton Head rental home features a screened in porch with vaulted ceiling and outdoor seating. There is a private ...
From $471 per night (USD)VRBO
From $215 per night (USD)Expedia
2 Bedroom and 2 Bath Condo unit in Ocean Walk villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Island: Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the u ...
From $215 per night (USD)Expedia
From $154 per night (USD)VRBO
Spacious 2-suite Condo 5-Minute Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our fully air-conditioned 1210 square foot villa includes all new stunning random plank flooring, 2 bedrooms, 2 bathroom ...
From $154 per night (USD)VRBO
From $454 per night (USD)Expedia
4 Pelican Street - 4 Bedroom Dog Friendly North Forest Beach Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A perfect family getaway awaits at 4 Pelican. The home is a 4-bedroom, 4-bathroom, ground-level home with everything yo ...
From $454 per night (USD)Expedia
From $351 per night (USD)VRBO
Sunset Rentals | Ocean Club 18
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Your perfect island oasis awaits at 18 Ocean Club! This second story, beautifully updated condo offers 3 bedrooms, 3 ful ...
From $351 per night (USD)VRBO
From $210 per night (USD)Expedia
Hilton Head Paradise - Waterside by Spinnaker Available 06/29 - 07/06 2024 only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spinnaker Resorts offers the season's best vacation rentals on Hilton Head Island. Enjoy the comforts of home in one of ...
From $210 per night (USD)Expedia
From $334 per night (USD)VRBO
408 Shorewood - Forest Beach - 2 Bed 2 Bath Oceanfront - Hilton Head Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 4th floor 2 bedroom, 2 bathroom condo is located directly on the oceanfront and offers stunning views of the Atlant ...
From $334 per night (USD)VRBO
From $192 per night (USD)Expedia
Reel Paradise-Beautiful escape! Bikes & Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Wake up to ocean views, walk to the beach, and ride along the coast on free bikes. Our cozy villa is made for couples, b ...
From $192 per night (USD)Expedia
From $442 per night (USD)VRBO
House w/ Private Pool Inside Sea Pines Resort!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Looking for endless on-site entertainment and room for your entire extended family? This expansive 6-bedroom, 4.5-bath v ...
From $442 per night (USD)VRBO
From $295 per night (USD)Expedia
Condo Patio is 6 steps down to POOL, NEVER use elevator Perfect 4 young families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
***Location....Location....Location. "Ocean Front Villa 430 at Captain's Walk is located in Building #2 on the 1st floo ...
From $295 per night (USD)Expedia
From $322 per night (USD)VRBO
Palmetto Dunes-Golf-Pickleball-Tennis- Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stays that are 2 weeks or more …. ask about our specials for pickelball and tennis ! ...
From $322 per night (USD)VRBO
From $658 per night (USD)Expedia
2 bedroom/2 bathroom Oceanfront Villa with Free Tennis Included, Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $658 per night (USD)Expedia
From $209 per night (USD)VRBO
Ocean views and easy access to the beach from 261 SeaSide Villas.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 261 SeaSide Villas is a beautifully updated second floor villa has a wonderful ocean view and has everything one ne ...
From $209 per night (USD)VRBO
From $369 per night (USD)Expedia
⭐Direct Oceanfront Private Villa - w/Pool and Beach view-Walk to Coligny Plaza⭐
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Hilton Head's Ocean Pearl Villa. Sit back, relax and listen to the crashing of the waves, while relaxing on t ...
From $369 per night (USD)Expedia
From $1151 per night (USD)VRBO
Palmetto Dunes Home on 1st Tee Fazio Golf Course
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful home located in Palmetto Dunes Resort. Deck with pool overlooking the first tee of Fazio Golf course with fant ...
From $1151 per night (USD)VRBO
From $203 per night (USD)Expedia
371 Sea Side Stunning Direct Oceanfront Views - Perfect SnowBirder Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Are you long overdue for an island vacation here in Hilton Head? Want to vacation in a freshly updated oceanfront villa? ...
From $203 per night (USD)Expedia
From $735 per night (USD)VRBO
3 Bayberry-Recently Updated and 3rd Row Ocean w/ Private HEATED Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Your Hilton Head Island vacation should be nothing less than spectacular in this luxurious private home that is also dog ...
From $735 per night (USD)VRBO
From $206 per night (USD)Expedia
Ocean view condo with BEST location on the island!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our unit is located on the first floor near the stairway for easy access. Also close to the elevator for bringing up lug ...
From $206 per night (USD)Expedia
From $473 per night (USD)VRBO
Marriott Grande Ocean Resort, July 12-19, 2024. First-Class Luxury!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Treat your family to a remarkable vacation at Marriott's Grande Ocean. They are a brief walk from the beach, and near s ...
From $473 per night (USD)VRBO
From $546 per night (USD)Expedia
4th floor renovated oceanfront villa w/ panoramic pool, lagoon & ocean views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You're going to love this Cap ...
From $546 per night (USD)Expedia
From $477 per night (USD)VRBO
Direct Ocean Front First Floor 1BR/1Bath Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Oceanfront, remodeled, beachy feel condo. tub/shower, kitchen, granite, fully stocked kitchen, view as pictured. down t ...
From $477 per night (USD)VRBO
From $332 per night (USD)Expedia
209 Shorewood - Direct Oceanfront! Unbelievable views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully decorated with hardwood flooring and nautical blue and white furnishings, this 2-bedrooms, 2-bath second-flo ...
From $332 per night (USD)Expedia
From $320 per night (USD)VRBO
Lovely One Bedroom Condo with Atlantic Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Treat yourself with this nicely appointed one bedroom two bathroom condominium in prestigious Windsor Court! The kitche ...
From $320 per night (USD)VRBO
From $434 per night (USD)Expedia
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach **Roof Construction Project (Sept 2 – Nov 3, 2025 | Tim ...
From $434 per night (USD)Expedia
From $894 per night (USD)VRBO
Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 99 Dune Lane! This four bedroom, three bathroom home is located oceanfront in the Forest Beach area of Hilton ...
From $894 per night (USD)VRBO
From $236 per night (USD)Expedia
26 Hilton Head Cabanas: 2BR Villa Across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the perfect coastal retreat, just steps away from the beach, in this wonderfully updated and pet-friendly villa ...
From $236 per night (USD)Expedia
From $672 per night (USD)VRBO
Sandpiper by AvantStay | Historic, Character Filled Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sandpiper, an AvantStay home! Perfection doesn’t exist but this home is as close as it gets. Situated just s ...
From $672 per night (USD)VRBO
From $300 per night (USD)Expedia
WATERFRONT LUXURY VILLA WITH DOCK, BEACH & PET-FRIENDLY HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
"We really enjoyed our stay at this townhome. It has been beautifully redone. The kitchen is well stocked. There is plen ...
From $300 per night (USD)Expedia
From $699 per night (USD)VRBO
5508 Hampton Place - UPDATED Villa with Fantastic Oceanfront Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
5508 Hampton Place - Oceanfront in Palmetto Dunes - Updated with Fresh Paint, Updated Decor and More - Professionally ma ...
From $699 per night (USD)VRBO
From $192 per night (USD)Expedia
One of a Kind! High End Condo! 1 bed, 1 ba, Ocean View, 2 Bikes! #109
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Congratulations! You have found a gem! This condo has been completely remodeled with no expense spared. You will find no ...
From $192 per night (USD)Expedia
From $191 per night (USD)VRBO
Shore Fun-Beautiful, Many upgrades! w/Bikes&Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your Hilton Head getaway in this stylish 3rd-floor villa, fully remodeled and thoughtfully decorated for comfort a ...
From $191 per night (USD)VRBO
From $393 per night (USD)Expedia
New Listing Wonderful Updated Home. Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New Listing! Wonderful luxury vacation home with private pool and lagoon views. Luxury vacation home completely updated ...
From $393 per night (USD)Expedia
From $522 per night (USD)VRBO
July Specials - Enjoy Beach, Golf & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy our 2 bedroom villa with beautiful views of the 11th and 17th fairways of the famous George Fazio Golf Course from ...
From $522 per night (USD)VRBO
From $183 per night (USD)Expedia
Beautiful, Easy Ocean Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 BR townhouse condo. Beautifully furnished, 1 1/2 baths, full kitchen, DR and deck overlooking beautiful, partially sh ...
From $183 per night (USD)Expedia
From $474 per night (USD)VRBO
Newly updated oceanfront villa with pool, hot tub, fitness center & more!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5305 Hampton Place is a two-p ...
From $474 per night (USD)VRBO
From $387 per night (USD)Expedia
RENOVATED 3BD/3BA CONDO WITH ROOFTOP DECK & POOL STEPS TO BEACH & COLIGNY SHOPS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Have you ever dreamed of sunning, dining, entertaining, or stargazing on a rooftop deck at your island destination? 30 ...
From $387 per night (USD)Expedia
From $203 per night (USD)VRBO
Renovated lagoon view villa with balcony, WiFi, shared pools, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seascape Villas 3040 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $203 per night (USD)VRBO
From $573 per night (USD)Expedia
18 Heath Drive ~ Gorgeous 4BR Home with Pool/Hot Tub and Golf Course Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
18 Heath Drive | Beautiful Golf Course Views *4 Bedrooms | 4 Bathrooms *Sleeps 10 *2 Kings, 2 Queens, Queen Sleeper Sof ...
From $573 per night (USD)Expedia
Click For PricingVRBO
3 Bdrm, 3 Bth @ Port O Call Resort in yard, walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Terrific accommodations with easy beach access @ Port O Call Resort in Shipyard Plantation. 3 Bdrm, 3 Bth, Lvg Rm, Din ...
Click For PricingVRBO
From $186 per night (USD)Expedia
Hilton Head Beach Club - 3 Bedroom w/ a Private Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the forest beach area 2 1/2 blocks to the beach. This is an end unit on a cul-de-sac. This property feature ...
From $186 per night (USD)Expedia
Click For PricingVRBO
Two Bedroom Luxury Condo, Hilton Head Island (2037274)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom Condo 1 King Bed, 1 Twin Beds, 1 Sofa Sleeper – Sleeps 6 People Approx: 841 sqft What you'll love about Play ...
Click For PricingVRBO
From $238 per night (USD)Expedia
2201 SeaCrest Renovated 1 bedroom with space and function of 2 bedroom. Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Get the Spaciousness and Functionality of a Two-Bedroom at a One-Bedroom price.NOTE: Between September 2nd and November ...
From $238 per night (USD)Expedia
From $267 per night (USD)VRBO
Surf Court 48- 1 Block To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court 48 is a 2 bedroom, 2 1/2 bathroom two-story condo with a ground-level entry located in South Forest Beac ...
From $267 per night (USD)VRBO
From $270 per night (USD)Expedia
22 Ocean Club - 2 Bedroom Oceanfront Condo, courtyard view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to 22 Ocean Club a Oceanfront condo, with a courtyard view! 22 Ocean Club is a lovely two bedroom/ bathroom co ...
From $270 per night (USD)Expedia
From $358 per night (USD)VRBO
Barrington on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated beachfront villa in upscale Leamington neighborhood within world famous Palmetto Dunes. Second floor convenienc ...
From $358 per night (USD)VRBO
From $375 per night (USD)Expedia
2404 SeaCrest ~ Sea Crest Resort Oceanfront Complex | Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach **Roof Construction Project (Sept 2 – Nov 3, 2025 | Tim ...
From $375 per night (USD)Expedia
From $377 per night (USD)VRBO
1204 Sea Crest ~ Updated 2nd Floor Villa, Steps to the Beach and Coligny Plaza
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach **Roof Construction Project (Timeline subject to change ...
From $377 per night (USD)VRBO
From $201 per night (USD)Expedia
Beautiful Beachside Heated Pool! Close to Coligny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
The villas at the Breakers are professionally managed by Vacation Time of Hilton Head and offer the best booking experie ...
From $201 per night (USD)Expedia
From $341 per night (USD)VRBO
Charming 3 bedroom 3 1/2 bath home in beautiful Sea Pines.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Isle of Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $341 per night (USD)VRBO
From $187 per night (USD)Expedia
South Forest Beach · 5-Min Walk to Beach & Coligny Plaza · Full Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the delightful South End of Hilton Head Island and enjoy your ideal getaway at this snug 2-bedroom condo. Situa ...
From $187 per night (USD)Expedia
From $177 per night (USD)VRBO
Top Rated! 3BR/2BA Renovated Villa, Steps from Private Beach. Ideal for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enhance your vacation experience with our luxurious Villa, a spacious 1,600 sq ft three-story townhouse nestled in the c ...
From $177 per night (USD)VRBO
From $674 per night (USD)Expedia
10 Heath - Breathtaking Fazio Golf Course Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
This fantastic 5-bed, 5-bath retreat in Palmetto Dunes is the perfect family vacation home. Welcomed with large open liv ...
From $674 per night (USD)Expedia