
Boggy Cut Rentals

- From $183 per night (USD)
VRBO
Updated Hilton Head Condo: Balcony, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Pack your bags for an unforgettable Hilton Head Island escape at this charming 3-bedroom, 3.5-bathroom vacation rental c ...
From $183 per night (USD)VRBO
- From $561 per night (USD)
Expedia
OCEAN VIEWS! OCEANFRONT HILTON HEAD VILLA WITH POOL ACCESS, BALCONY HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
SEACREST CONSTRUCTION NOTICE: Please be advised that the exterior roof project at Seacrest is scheduled to begin in earl ...
From $561 per night (USD)Expedia
- From $232 per night (USD)
VRBO
LUXURY REMODELED OCEAN FRONT #238 private balcony & gourmet kitchen & King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
ALL NEW EVERYTHING! Oceanfront/Beachfront parallel to ocean/beach with elevators. Hilton Head Island Condo. Oceanfron ...
From $232 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Wake Up On the Ocean and Across From Coligny Plaza! Aug Nights Reduced!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our top floor ocean front balcony leaves nothing between you and the sky to enjoy the morning sun or the evening stars. ...
From $219 per night (USD)Expedia
- From $394 per night (USD)
VRBO
404 Shorewood ~ Direct Ocean Front Villa | Walk to Shops & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Shorewood Oceanfront Complex | Oceanfront Views *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sof ...
From $394 per night (USD)VRBO
- From $1143 per night (USD)
Expedia
Castle by the Sea 7BR/8BA Luxury Home with Elevator
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
Castle By the Sea... Seven Bedroom, Eight Bath, Luxury Home with Elevator... North Forest Beach, 90 Yards to the Beach.. ...
From $1143 per night (USD)Expedia
- From $272 per night (USD)
VRBO
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 $272 per night (USD)VRBO
- From $751 per night (USD)
Expedia
Pet and Friendly Shipyard Home with 5 Beds/3.5 Baths Firepit and Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
3 Port Au Prince is a wonderful 5 bedroom, 3.5 bath, pet friendly home located in the gated community of Shipyard Plant ...
From $751 per night (USD)Expedia
- From $229 per night (USD)
VRBO
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 $229 per night (USD)VRBO
- From $266 per night (USD)
Expedia
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 $266 per night (USD)Expedia
- From $178 per night (USD)
VRBO
6 Sailmaster Commons - Updated 2 Bedroom Shipyard Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Features: - 1,535 sq ft - Gated Community Pool Access - (2) Parking Spots - Within the highly regarded Shipyard Plan ...
From $178 per night (USD)VRBO
- From $376 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 $376 per night (USD)Expedia
- From $376 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 $376 per night (USD)VRBO
- From $206 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 $206 per night (USD)Expedia
- From $392 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 $392 per night (USD)VRBO
- From $1248 per night (USD)
Expedia
Spectacular Oceanfront home with huge windows, panoramic views, and pool!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront stunner is lo ...
From $1248 per night (USD)Expedia
- From $206 per night (USD)
VRBO
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 $206 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott's Grande Ocean Resort 2BR 2 BA OCEANSIDE VIEW Luxury Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on Hilton Head Island, renowned worldwide for its exquisite golf courses, the resort offers a wide range of addi ...
Click For PricingExpedia
- From $191 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 $191 per night (USD)VRBO
- 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 Pricing
VRBO
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 $275 per night (USD)
Expedia
SeaPines, Completely Remodeled 2022, Pet Friendly, Two bicycles included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Space, function and style are on point in this beautifully remodeled two bedroom loft villa in Wildwood Spa. Take in the ...
From $275 per night (USD)Expedia
- From $378 per night (USD)
VRBO
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 $378 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Cozy and Stylish Night Heron Retreat with Lagoon View and Private Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away at the end of a private cul-de-sac in the serene Night Heron community, this charming 2-bedroom, 2-bathroom ...
From $281 per night (USD)Expedia
- From $580 per night (USD)
VRBO
6 Ruddy Turnstone - Private Sea Pines Home with Pool | Short Walk to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
6 Ruddy Turnstone | 5th Row Ocean Home *4 Bedrooms | 4 Bathrooms *Sleeps 9 *1 King, 2 Queens, 1 Twin, 1 Bunk Bed Set * ...
From $580 per night (USD)VRBO
- From $619 per night (USD)
Expedia
21 Canvasback ~ Peaceful Home with Screened Porch, Pool & Close to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
21 Canvasback | 3rd Row From the Ocean *4 Bedrooms | 4 Bathrooms *Sleeps 14 *King, 2 Queens, Queen Sleeper Sofa, 2 Set ...
From $619 per night (USD)Expedia
- From $206 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 $206 per night (USD)VRBO
- From $198 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 $198 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
Expedia
Sea Pines Villa on the Golf Course - great for families!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Through this centrally located villa’s double doors is an open floor plan with views of the verdant Heron Point golf cou ...
Click For PricingExpedia
- From $393 per night (USD)
VRBO
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)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 $239 per night (USD)
VRBO
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 $239 per night (USD)VRBO
- From $305 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 $305 per night (USD)Expedia
- From $309 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 $309 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 $424 per night (USD)
VRBO
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 $424 per night (USD)VRBO
- From $264 per night (USD)
Expedia
SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a relaxing Sea Pines vacation while staying at this beautifully decorated, two story villa with the most breathtak ...
From $264 per night (USD)Expedia
- From $282 per night (USD)
VRBO
SeaPines, Walk to the Beach Club, On site pool, Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful three bedroom Lighthouse Villa is part of the exclusive block 1, featuring the closest location to the Be ...
From $282 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Sunset Rentals | Treetops 7101 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
7101 Treetops is a beautifully remodeled 2 bedroom, 2 bathroom villa in South Forest Beach with resort style amenities a ...
From $246 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Ocean One 324 - Oceanside 3rd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Ocean One 324 is a private end unit 3 bedroom condo on the beachside, not facing the ocean but just steps to the sand! T ...
From $243 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront/Oceanfront Villa - Memorial Day Week! 26th-June 2nd - 2Bed/2Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Dune Villas - Direct Oceanfront - Beachfront Villa with heated pool The best beach on HHI is at your feet in this ...
Click For PricingExpedia
- From $176 per night (USD)
VRBO
Surf Court 67 - Updated 2 Bedroom Townhouse - Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Under New Ownership this unit has been completely remodeled. All new furniture, kitchen, bath updates, flooring & paint ...
From $176 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Updated condo in beachfront complex with pools & hot tubs - walk to dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Carolina Beach Club 427 / Pineapple Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $156 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Ocean One - 424 Oceanside 3BR/3Bath Condo Sleeps 10! Owner managed unit,Updated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Amazing property 3 br/3 bath Condo owner managed, pool, easy access to beach, next to tiki hut, parking private, we are ...
From $516 per night (USD)VRBO
- Click For Pricing
Expedia
3 bedroom villa in Hilton Head Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom and 3 bathroom villa with all amenities in Shipyard plantation Hilton Head Island. Outdoor pool, hot tub, spa, ...
Click For PricingExpedia
- From $667 per night (USD)
VRBO
Across St from Beach & Tiki Hut/1Block to Coligny Shops&Restaurants/Free Bikes
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
The location of this stunning lagoon view 2 bedroom/ 3 full bathroom villa is outstanding as it’s across the street from ...
From $667 per night (USD)VRBO
- From $253 per night (USD)
Expedia
5 Star Rating / Direct Oceanfront / Sweeping Views / Steps from Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2nd floor villa has a breathtaking unobstructed ocean view from the living room and master bedroom. Two bedroom sui ...
From $253 per night (USD)Expedia
- Click For Pricing
VRBO
5/11 / 19-5 / 18/19 Perfect Beach Resort One block from Ocean-N Forest Beach, HHI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Resort one block from the ocean at the best location in all of Hilton Head Island- N Forest Beach Walk across the ...
Click For PricingVRBO
- From $329 per night (USD)
Expedia
71 Gloucester-Dog Friendly with a 30 ft x 19 ft Pool & Golf Views.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful 3-bedroom, 3-bath home in the heart of Shipyard with an inviting open floor plan. Enjoy lovely golf course vie ...
From $329 per night (USD)Expedia
- From $184 per night (USD)
VRBO
VitaminSEA-Beautifully Renovated,King,Bikes,Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish second-floor end unit, ideal for a couples’ beach getaway! This beautifully renovated condo features a peek of t ...
From $184 per night (USD)VRBO
- Click For Pricing
Expedia
2 Bedroom Springwood Villa- 1st floor & short walk to the beach!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bd/2 ba villa is located on the first floor of the building with a view of a peaceful lagoon. You will have acces ...
Click For PricingExpedia
- From $288 per night (USD)
VRBO
Cozy 2 bedroom with a gorgeous golf course view, 5 minute walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bath ground floor villa in Plantation Club is brand new to the rental market. Located on the 9th fairw ...
From $288 per night (USD)VRBO
- From $354 per night (USD)
Expedia
BEAUTIFUL VILLA WITH POOL, BEACH ACCESS, AND RENOVATED ROOMS HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to 27 Ocean Club — now newly refreshed and more inviting than ever! Whether you're planning a short getaway or a ...
From $354 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Ocean One 207- Oceanfront 2nd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 207 has a great open kitchen looking into the dining and living area with countertop seating in addition to th ...
From $243 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Courtside 81- Short Walk to the Beach- 2 BR 2.5 BA Updated Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEW FOR SPRING 2025. This nicely updated condominium has stone countertops, hardwood flooring throughout and has a brigh ...
From $169 per night (USD)Expedia
- From $419 per night (USD)
VRBO
STUNNING VIEWS! OCEANFRONT VILLA WITH POOL, BEACH ACCESS HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
51 Ocean Club is an oceanfront, ground floor, 2 bedroom, 2 bath villa and the perfect place to relax and get away from i ...
From $419 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Charming Beach Escape! Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience wh ...
From $250 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott Ocean Grande
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
With its gleaming white villas overlooking miles of gorgeous Atlantic beaches, Marriott's Grande Ocean resort transports ...
Click For PricingVRBO
- Click For Pricing
Expedia
Everything for everyone within walking distance - July 3 - 10 only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had book ...
Click For PricingExpedia
- From $358 per night (USD)
VRBO
Seacrest Villa Oceanfront Resort 2 bed 2 bath steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This condo includes the "HH Island Rentals Advantage" which provides four beach chairs, a beach cart, beach tow ...
From $358 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Walk to the Beach from this New Bright 2BR/2B condo in the <3 of The Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our beautiful condo has been recently updated with all new furnishing and tastefully decorated. Great Location! Park y ...
From $194 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Xanadu D3 - South Forest Beach Steps to Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vacation at one of the most sought-after Beaches on Hilton Head Island. Xanadu D3 - 2 Bedroom 2 Bath Villa is located on ...
From $152 per night (USD)VRBO
- From $750 per night (USD)
Expedia
STUNNING 5BR LUXURY VILLA ACROSS FROM COLIGNY BEACH & PLAZA HILTON HEAD
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
SEACREST CONSTRUCTION NOTICE: Please be advised that the exterior roof project at Seacrest is scheduled to begin in earl ...
From $750 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Charming Sea Pines Retreat – 4th Row from the Beach with EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect island escape in the heart of Hilton Head’s Sea Pines Resort. Located just four rows from the be ...
From $488 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Fabulous 4-bedroom home with new Pool near Coligny Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to our stunning 4-bedroom vacation home on Hilton Head Island, where you'll be just a 16-minute walk from the ser ...
From $506 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Beachwood Oceanfront 2 Bedroom 2 Bath Condo With Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located on one of the most desirable beaches on Hilton Head Island, Beaufort South Carolina, South Forest Beach! Walking ...
From $117 per night (USD)VRBO
- From $326 per night (USD)
Expedia
2 Bed/2 Bath Villa Centrally Located Near Coligny Beach, Rooftop Pool and Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HILTON HEAD ISLAND. North Shore Place is THE spot for vacationers who are looking to be in the center of activity in Hil ...
From $326 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Jim's Direct Oceanfront 3BR Penthouse HHI Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
507 Shorewood is a 3 Bedroom Oceanfront end unit on the 5th floor and offers breathtaking, Panoramic Oceanfront Views. T ...
From $406 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Sea & Tee Time - Plantation Club Villa * REMODELED KITCHEN & ALL BATHS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Plantation Club Villas is situated on the Atlantic Dunes Golf Course inside Sea Pines. It is conveniently located just a ...
From $408 per night (USD)Expedia
- From $338 per night (USD)
VRBO
2209 SeaCrest is a bright and open 3 bedroom, 3 bath villa.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $338 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Sunset Rentals | Ocean Breeze 44 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Don't miss the opportunity to be among the first guests to stay in this fantastically updated 2 bedroom, 2.5 bathroom Oc ...
From $245 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Totally remodeled Oceanfront Villa! New Owner!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Belle Ile”! This villa has been beautifully updated by new owners! Beachwood Place is an amazing ocean-fro ...
From $350 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Chic 2BR Direct Oceanfront Condo 409 Shorewood Villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
409 Shorewood is a 2 bedroom, 2 bath, 4th floor villa, offering spectacular direct oceanfront views. You can watch the s ...
From $299 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Beautiful 1st fl/ no stairs-Steps to beach and pool-all beach supplies included
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*Heated community pool in fall/winter/spring/early summer and chilled in hot summer months!! Beautiful and meticulously ...
From $188 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Decks + Pool Access: Hilton Head Island Townhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Map out your East Coast beach retreat to this tastefully furnished 3-bedroom, 2.5-bath vacation rental nestled on the 5t ...
From $237 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Two-story end condo with private patio, grill, pool, & tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Harbour Master 103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $167 per night (USD)VRBO
- From $506 per night (USD)
Expedia
LUXURY POOL HOME! NEAR BEACH & COLIGNY IN SOUTH FOREST BEACH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Tell the kids they can bring their friends to this 4 bedroom, 3 bath Island getaway that comfortably accommodates 11 gue ...
From $506 per night (USD)Expedia
- From $512 per night (USD)
VRBO
LUXURY PENTHOUSE WITH OCEAN VIEWS, POOLS & WALK TO BEACH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
SEACREST CONSTRUCTION NOTICE: Please be advised that the exterior roof project at Seacrest is scheduled to begin in earl ...
From $512 per night (USD)VRBO
- From $236 per night (USD)
Expedia
LUXURY VILLA WITH POOL ACCESS NEAR BEACH, DINING & ISLAND ADVENTURES HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Can you imagine a lovely and relaxing home away from home to make your beach vacation memorable? Also, strong Wi-Fi eas ...
From $236 per night (USD)Expedia
- From $243 per night (USD)
VRBO
OCEANSIDE 2BR VILLA WITH POOL, STEPS TO BEACH, FAMILY-FRIENDLY HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The white sandy beach and ever changing ocean are practically at your front door in this oceanside 2 bedroom, 2 bath vil ...
From $243 per night (USD)VRBO
- From $294 per night (USD)
Expedia
OCEANVIEW 2BR VILLA WITH POOLS, BEACH ACCESS & WIFI AT SEACREST
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
SEACREST CONSTRUCTION NOTICE: Please be advised that the exterior roof project at Seacrest is scheduled to begin in earl ...
From $294 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Across St From Beach & Tiki Hut/1 Block to Coligny Restaurants&Shops/Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The location of this stunning Forest Beach Villas 426 lagoon view 3 bedroom penthouse villa is outstanding as it’s acros ...
From $344 per night (USD)VRBO
- From $380 per night (USD)
Expedia
OCEANFRONT 2BR VILLA WITH POOL, BEACH ACCESS & RESORT AMENITIES HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You deserve to spoil yourself with luxurious accommodations on your beach vacation! Also, strong Wi-Fi makes this the p ...
From $380 per night (USD)Expedia
- From $457 per night (USD)
VRBO
16 Hickory Lane - Pet Friendly, Short Walk to the Beach, South Forest Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
16 Hickory Lane - Beach-style Home, Short Walk to the beach, on South Forest Beach Welcome to this charming vacation ho ...
From $457 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Welcome to oceanfront paradise-unit 108, just steps away to the beach and pool..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to paradise! Shorewood unit 108, Brand NEW to the rental market and just steps to the beach!!! As you enter this ...
From $355 per night (USD)Expedia
- From $873 per night (USD)
VRBO
Sea Pines Cottage 2 min walk to Beach! 5th Row. Pool, Hot Tub, Kids Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This perfect Island getaway home is 5th row from a semi-private beach SEA PINES! Walk from your vacation house only 2 mi ...
From $873 per night (USD)VRBO
- From $1449 per night (USD)
Expedia
Oceanside House Steps From Beach w/Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome to your new favorite Hilton Head experience. 50 Dune Lane offers all the comforts of home in the perfect vacatio ...
From $1449 per night (USD)Expedia
- From $279 per night (USD)
VRBO
“Sweet P By The Sea” 7 Ocean Gate Villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We think family vacations make for the best experiences and happiest memories ever! “Sweet P by the Sea” is all about he ...
From $279 per night (USD)VRBO
- From $362 per night (USD)
Expedia
55 Lawton: Pet Friendly, Modern Luxury, Remodeled Sea Pines Home. Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This Home Features: • 3 Bedrooms, 2 Bathrooms • Sleeps 8-10: 1 King, 1 Queen, Full over Full Bunk, Twin Trundle, Full D ...
From $362 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Walk to Coligny Beach Park: Coastal Oasis w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The ocean is calling and to Hilton Head Island you must go! This 3-bedroom, 2.5-bath vacation rental is well-appointed w ...
From $280 per night (USD)VRBO
- From $189 per night (USD)
Expedia
SunnyDaze-Steps to the Ocean king bed, Free bikes!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy an affordable beach escape in this oceanfront complex, just steps from the sand! This comfortable second-floor vil ...
From $189 per night (USD)Expedia
- From $220 per night (USD)
VRBO
New!! Luxury Updated 2 BR 2 BA Lagoon & Pool View Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Updated luxury 2 br condo with great pool and lagoon views. Wonderful luxury condo with new kitchen, new cabinets, new s ...
From $220 per night (USD)VRBO
- From $276 per night (USD)
Expedia
BEAUTIFUL 3BR VILLA WITH ROOFTOP DECK, POOL & BEACH ACCESS HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***Snowbird Rentals Accepted at a Discounted Rate*** Have you ever dreamed of sunning, dining, entertaining, or stargaz ...
From $276 per night (USD)Expedia
- Click For Pricing
VRBO
One Bedroom Luxury Condo, Hilton Head Island, SC (1983596)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Crest Surf & Racquet Club 3 Avocet Road, Hilton Head Island, Beaufort County, SC 29938 1 Bedroom Condo All of our o ...
Click For PricingVRBO
- Click For Pricing
Expedia
Hilton Head Island Beautiful 2 BR Plus - Partial Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Discover downtime done right at Ocean Oak Resort by Hilton Grand Vacations Club, offering the best of Lowcountry luxury ...
Click For PricingExpedia
- Click For Pricing
VRBO
OCEAN FRONT at Ocean Oak Hilton Grand Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover downtime done right at Ocean Oak Resort by Hilton Grand Vacations Club, offering the best of Lowcountry luxury ...
Click For PricingVRBO
- From $290 per night (USD)
Expedia
Charming Seascape Beach Getaway! Close to Coligny
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Updated Three-Bedroom Townhome with Private Balcony, Steps from the Beach! Welcome to your perfect beach retreat! This ...
From $290 per night (USD)Expedia
- From $1005 per night (USD)
VRBO
20 Egret - Southern Charm and Elegance
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
You have found Southern Charm and Elegance! 20 Egret is located just off North Beach Drive. This luxury, 6-bedroom hom ...
From $1005 per night (USD)VRBO
- From $305 per night (USD)
Expedia
SeaPines, Walk to the Beach Club, Golf view, 2 free bikes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Privately owned, spacious 3 bedroom 3 full bath villa, located just steps from two golf courses and a ten minute walk t ...
From $305 per night (USD)Expedia