
Hilton Head Island Rentals

- From $235 per night (USD)
VRBO
Waterfront condo w/ private balcony, W/D and near beach + marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Port II Villas 1613 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $235 per night (USD)VRBO
- From $380 per night (USD)
Expedia
7643 Huntington: 4 Bed, 4 Bath, Lagoon Views, Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your perfect getaway in Palmetto Dunes, where this spacious two-story villa offers comfort, luxury, and stunn ...
From $380 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Premiere Marriott 2 BR Villa on Hilton Head Island, July 20-27
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Find tranquility at this beautiful resort situated on the oceanfront in Sea Pines. Embark on a romantic getaway, a trip ...
From $550 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Oceanside Stay - On 18th Hole, Near Harbortown!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Sea Pines on Hilton Head Island, South Carolina, is a premier resort community renowned for its luxurious ameni ...
From $422 per night (USD)Expedia
- From $890 per night (USD)
VRBO
145 Shell Midden ~ New for 2025! Spacious Home, Easy Walk to Beach!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
145 Shell Midden Lane | Brand New Build for 2025 Season! *6 Bedrooms | 6 Bathrooms *Sleeps 20 *4 Kings, 4 Double Beds, ...
From $890 per night (USD)VRBO
- From $472 per night (USD)
Expedia
RBC 2 Heritage Golf Week 2-BR resort Hilton Head Island - AC, WiFi, fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this lovely resort in Hilton Head Island with free golf package included. This charming property features 2 b ...
From $472 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Experience luxury at Sea Pines 170 Fairwood Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sleeps 6 | 2 Bedrooms | 2 Bathrooms Dog Friendly | Harbour Town Pool Pass Lagoon Views | Beach Towels Provided Welcom ...
From $275 per night (USD)VRBO
- From $545 per night (USD)
Expedia
3BR 2BA condo,Hilton Head Island, SC. June 27-July 7, 2025 - 3 nite min
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Make yourself at home in this fabulous 3-bedroom, 2 bath Hilton Head Island retreat. This condo offers all you would exp ...
From $545 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Palmetto Dunes condo w/ shared pool, private W/D + beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Turnberry Village 261 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $326 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Spacious lagoon-view condo with tennis, outdoor pool, beach access, balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lighthouse Tennis 2384 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $166 per night (USD)Expedia
- From $265 per night (USD)
VRBO
2 Mi to Coligny Beach: Hilton Head Home w/ Patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Point Comfort Community | Quiet Neighborhood | Seasonal Pool Access | Near Bike Path The laid-back coastal lifestyle is ...
From $265 per night (USD)VRBO
- From $257 per night (USD)
Expedia
3 Min Walk to the Beach - Recently Renovated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term sn ...
From $257 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Direct Beach Front - Unreal Sunrises
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Direct Beach Front - This villa is just steps from the sandy beach and is nestled in a beautiful resort with three swim ...
From $198 per night (USD)VRBO
- From $253 per night (USD)
Expedia
2 Bedroom 2 Bath Recently Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Minutes Walk to Beach - Escape to your very own paradise just steps away from the pristine white sands of the beach. O ...
From $253 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Beachfront Complex - 2025 Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
7 Minute Walk to Beach - Welcome to your freshly remodeled (2025) beachfront paradise! This stunning second-floor villa ...
From $205 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Cozy Sea Pines condo near Beach, Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom, 2-bath villa in Sea Pines Resort offers serene views of the Atlantic Dunes Golf Course and is steps from ...
From $221 per night (USD)VRBO
- From $257 per night (USD)
VRBO
2BDR Waterfront in Captains Quarters with Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Set within the Captains Quarters Villas community in Shelter Cove Harbour, Egret Watch offers the perfect blend ...
From $257 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Spacious Condo Indoor Outdoor Pool, Hot Tub, Tennis, Pickleball walk to Beach !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New to the Rental Market! Ocean Walk Resort offers indoor, outdoor pools, hot tub, tennis and pickle ball courts. E ...
From $167 per night (USD)Expedia
- From $416 per night (USD)
VRBO
NEW LISTING! ACROSS THE STREET FROM THE BEACH! DOG FRIENDLY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
5 Bittern – Updated Coastal Retreat in North Forest Beach Welcome to 5 Bittern, a completely updated 3-bedroom, 2-bathro ...
From $416 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Family Villa w/ Private Deck, Steps to Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
-Private Deck w/ Dining -BBQ -Steps to Pool, Tennis, Golf, Restaurants, Beach -Pet Friendly Welcome to Queen's Grant 51 ...
From $325 per night (USD)Expedia
- From $788 per night (USD)
VRBO
10 Woodbine @ Sea Pines | Private Screened Pool | Steps to Beach | Golf Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
HOST & HOME presents...10 Woodbine Place! Escape to this luxurious 4-bedroom retreat in the heart of Sea Pines, Hilton H ...
From $788 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Coastal Retreat in Harbour Town - Pool, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The property is steps away from the Harbour Town Golf Links. The beach and Sea Pines Beach Club are just a short bike ri ...
From $278 per night (USD)Expedia
- From $220 per night (USD)
VRBO
2 Bedrooms at Brigantine Quarters 270
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 1 Number of bathrooms: 2 ...
From $220 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Lagoonside Luxury in Palmetto Dunes - Short Walk to the Beach, Pool Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway in the heart of Palmetto Dunes! This beautifully appointed 3-bedroom, 3.5-bathroom townhom ...
From $419 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Family Friendly! Close to the Pool! Short walk to beach!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-Bedroom Townhome in South Forest Beach – Steps from the Pool & Close to the Beach! Welcome to your perfect i ...
From $206 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Sleeps 8! 2 Mins to Beach, 3 BD 3.5 BR- Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3BR/3.5BA villa in Plantation Club, Sea Pines! Sleeps 8 with 4 Twins, 1 King, and a pull-out couch. Fully stock ...
From $275 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Experience luxury at Palmetto Dunes 302 Windsor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Sleeps 4 | 1 Bedrooms | 2 Bathrooms Steps Away from the Beach | Community Pool | Ocean Front Villa | Beach Towels Provid ...
From $250 per night (USD)VRBO
- From $272 per night (USD)
Expedia
1st floor- Steps to the beach, amenities included, pools, pickle ball, etc close
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
One of Hilton Head's Best! Fiddler's Cove 22D is a condo just a short walk to the beach. The Fiddler's Cove complex feat ...
From $272 per night (USD)Expedia
- From $394 per night (USD)
VRBO
6995 Muirfield: 4 Bedroom Sea Pines Villa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to your perfect getaway in the heart of Sea Pines—a spacious two-story villa offering stunning golf course and l ...
From $394 per night (USD)VRBO
- From $276 per night (USD)
Expedia
New Listing! Wonderful updated luxury 2 BR 2 BA w Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
NEW RENTAL PROPERTY! Beautiful lake view from this two bedroom and two bath end unit condo in Sea Pines Resort. Spectac ...
From $276 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Sea Pines Villa – 3BR, Pet Friendly - Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
456 Planation Club is a 3-bedroom, 3.5-bathroom villa nestled in the heart of Sea Pines, right on the Atlantic Dunes Gol ...
From $290 per night (USD)VRBO
- From $449 per night (USD)
Expedia
MyStay at 1105 SeaCrest - Oceanfront, Pools & Bar! | Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The sound of waves. The scent of salt in the air. The sun warming your skin. This isn’t just a vacation—it’s your Hilton ...
From $449 per night (USD)Expedia
- From $478 per night (USD)
VRBO
MyStay at 72 Off Shore | Renovated 4BR Beach House Near Beach, Golf and Tennis!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 72 Off Shore, a newly renovated 4-bedroom, 3-bathroom retreat tucked into a peaceful corner of Palmetto Dunes ...
From $478 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Great price for stay in Marriott Hilton Head resort. 2 bd- 2 bath Great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this fabulous condo in Hilton Head Island. This tranquil retreat features 2 bedrooms with a king and 2full b ...
From $330 per night (USD)Expedia
- From $983 per night (USD)
VRBO
21 Crabline Court @ Singleton Beach | Private Pool | Walk to Beach | Sleeps 24 | 40% off!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 24
HOST & HOME presents… 21 Crabline Court! Now officially 40% off through 11/24/25! Discover this spacious retreat in the ...
From $983 per night (USD)VRBO
- From $636 per night (USD)
Expedia
5 Mi to Beach: Spacious Home on Hilton Head Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 18
Historic Hilton Head Retreat | 1-Acre Marsh View | Cultural Charm | Family Friendly Step into Southern serenity at this ...
From $636 per night (USD)Expedia
- From $407 per night (USD)
VRBO
2208 Seacrest: Oceanfront Villa. 2 Bed. 2 Bath. Sleeps 8. Free Bikes. 2 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Say hello to your happy place—Oceanfront Seacrest Villa! This breezy, beachside escape is all about good vibes and ocean ...
From $407 per night (USD)VRBO
- From $385 per night (USD)
Expedia
RBC 1 Heritage Golf Week 2-BR resort Hilton Head Island-AC, WiFi, fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this lovely resort in Hilton Head Island with free golf package included. This charming property features 2 b ...
From $385 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Tennis & more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3423 Carolina Place is a stylish and comfortable townhome with 3 bedrooms, 2 bathrooms, a large living and dining space, ...
From $321 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Brand New LUX Townhome-Mins to Beaches, Game Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Coastal Luxury at 180 Olive Shell Court – Your Hilton Head Island Retreat Welcome to your dream vacation get ...
From $444 per night (USD)Expedia
- Click For Pricing
VRBO
Last minute PRICE DROP Sea Pines resort, 2-bedroom villa on the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spanning six oceanfront acres on Hilton Head Island’s renowned Sea Pines Resort, this resort offers a stunning setting a ...
Click For PricingVRBO
- From $248 per night (USD)
Expedia
Serene Lagoon-View Villa | Sea Pines, Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish Night Heron home. Recently renovated and ready to fit your family for an islan ...
From $248 per night (USD)Expedia
- From $203 per night (USD)
VRBO
GOLF COURSE VIEWS, PRIME SEA PINES LOCATION – WALK TO EVERYTHING!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Relax in this updated 2BR/2BA Sea Pines villa with stunning 180° golf course views. Just a short walk to the beach, golf ...
From $203 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Bright 3BR Villa in Sea Pines | Pool | Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sailor's Retreat at Ketch Court Villas! This modern 3-bedroom, 3-bath condo is nestled in the heart of Sea Pi ...
From $282 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Charming Direct Oceanfront Condo with All the Extras
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bozy’s Seaside Escape – Oceanfront Villa at Hilton Head Beach & Tennis Resort At Bozy’s Seaside Escape, the ocean isn’t ...
From $262 per night (USD)VRBO
- From $1546 per night (USD)
Expedia
2 High Water @ Palmetto Dunes | Heated Pool | Golf & Lagoon Views | Sleeps 26
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 26
HOST & HOME presents… 2 High Water @ Palmetto Dunes! Escape to 5,000+ sqft of pure bliss, designed to accommodate up to ...
From $1546 per night (USD)Expedia
- From $1297 per night (USD)
VRBO
23 Bradley Circle @ Bradley Beach | Ocean-View Deck | Private Heated Pool | Sleeps 20
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 20
HOST & HOME presents… 23 Bradley Circle! Discover luxury at its finest in this stunning brand new beach retreat just a 5 ...
From $1297 per night (USD)VRBO
- From $182 per night (USD)
Expedia
First Floor Coastal Retreat Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: The Spa on Port Royal Sound Unit 1122- First Floor newly elevated villa in the building closest to the beach! E ...
From $182 per night (USD)Expedia
- From $605 per night (USD)
VRBO
Marriott's Harbour Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Overlooking scenic Calibogue Sound from within Hilton Head Island's Sea Pines Plantation, Marriott's Harbour Club is a c ...
From $605 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Marriott's Heritage Club 12 Free Rounds of Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts ...
From $715 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Marriott's Heritage Club 12 rounds Free Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts ...
From $715 per night (USD)VRBO
- From $559 per night (USD)
Expedia
Marriott's Heritage Club 12 Free Rounds of Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts ...
From $559 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Golf course view condo w/ pools, hot tub, gym, central AC - 1 block to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 4313 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $254 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Palmetto Dunes house w/ private pool, shared tennis courts + near beach & golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Hunt Club 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $411 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Second-floor condo with pool access, balcony - near Coligny Plaza & beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sands Village A2E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $208 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Spacious 3BR Sleeps 10, Minutes from Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
2318 Racquet Club is a rare opportunity in Sea Pines 3 BD, sleeps 8 and a pull-out couch sleeps another two. You can hav ...
From $267 per night (USD)Expedia
- From $880 per night (USD)
VRBO
Marriott's Monarch on the Beach at Sea Pines with a lovely \nGarden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover Marriott's Monarch at Sea Pines on Hilton Head Island, South Carolina. PGA-sanctioned golf courses. Many famil ...
From $880 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Marriott's Monarch at Sea Pines\nGarden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover Marriott's Monarch at Sea Pines on Hilton Head Island, South Carolina. Our vacation ownership resort is framed ...
From $660 per night (USD)Expedia
- From $754 per night (USD)
VRBO
Marriott's Heritage Club 12 Free Rounds of Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Toward the southern point of Hilton Head Island is Marriott's Heritage Club, one of three Marriott Vacation Club resorts ...
From $754 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Marriott's Monarch at Sea Pines \nGarden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover Marriott's Monarch at Sea Pines on Hilton Head Island, South Carolina. Our vacation ownership resort is framed ...
From $660 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Sea Pines 3BR Townhome w/ Balcony, 5 Mins to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this cozy 3BR, 3.5-bath condo in the heart of Hilton Head! Perfect for families or small groups, it features a ...
From $280 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Fairway Views & Beach in 5 Mins: 2BR in Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom, 2-bathroom villa nestled in Sea Pines Resort on the beautiful Atlantic Dunes Golf Course is just a stone ...
From $232 per night (USD)Expedia
- From $289 per night (USD)
VRBO
2 Bedroom in the center of the resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this charming 2 bedroom, 2 bathroom villa nestled in the heart of Palmetto Dunes Oceanfront Resort on Hilton ...
From $289 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Updated 3BR Sea Pines Villa | New Mattresses, Flooring & Central Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Forget your worries in this spacious and serene space, this holiday season. Book your family getaway at this spacious Se ...
From $383 per night (USD)Expedia
- From $652 per night (USD)
VRBO
NEW! 4 Elements Escape – Sea Pines Retreat, Steps to Beach & Trails
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
NEW! Nestled in the heart of Sea Pines, 14 East Garrison Lane invites you to experience something truly unique: a beach ...
From $652 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Sunset Rentals | 5 Rice Lane | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Rice Lane 5! This beautifully renovated 3 bedroom, 2 bathroom, dog-friendly Sea Pines home offers guests ampl ...
From $539 per night (USD)Expedia
- From $982 per night (USD)
VRBO
62 Dune Lane ~ 100 Steps to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
62 Dune Lane | Newly Renovated Beach Home ***NEW TO OUR PROGRAM! *5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom *Sle ...
From $982 per night (USD)VRBO
- From $2396 per night (USD)
Expedia
**NEW LISTING** Beautifully Updated OCEANFRONT Sea Pines Home - Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 28 Green Heron – a beautifully updated five bedroom, five bathroom OCEANFRONT Sea Pines home with a private p ...
From $2396 per night (USD)Expedia
- From $266 per night (USD)
VRBO
171 Seaside Villas: Ocean Views. 1 Bedroom. 1 Bathroom.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to coastal serenity in this beautifully appointed 1-bedroom, 1-bathroom oceanfront villa in South Forest Beach. L ...
From $266 per night (USD)VRBO
- From $276 per night (USD)
Expedia
2871 - Sleeps 8, Mins to Harbour Town, Pool & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Swallowtail is near everything you want to visit! 5 minutes away from Harbour Town, where you can enjoy the 5 star dinin ...
From $276 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Deluxe 3BEDR/3BATHR Cottage AUGUST 2nd - 9th on delightful Hilton Head Island.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
In addition to 2 king bed master suites and 2 twin beds, this gorgeous property offers a cozy living room with a sofa be ...
From $365 per night (USD)VRBO
- From $429 per night (USD)
Expedia
24 Shell Ring Seapines House by Beach House Boutique
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
NEW LISTING ALERT!!!! SNOWBIRD FRIENDLY | SEAPINES Here at Beach House Boutique Vacation Rentals we believe in providi ...
From $429 per night (USD)Expedia
- From $283 per night (USD)
VRBO
7min Walk to Beach| 100 steps from Coligny | Renovated| Overlooking Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
SNOWBIRD FRIENDLY | NEW RENOVATIONS: flooring throughout, furnishings and decor Sands Village at Forest Beach – Your I ...
From $283 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Oceanfront 1BR 1BA Hilton Head Resort Condo - Sleeps 6, Pool, Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your oceanfront oasis at Hilton Head Beach & Tennis Resort! This 1-bedroom, 1-bathroom resort condo comfortab ...
From $191 per night (USD)Expedia
- From $317 per night (USD)
VRBO
3-Bedroom Penthouse in Harbour Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps 8 | 3 Bedrooms | 2 Bathrooms Beautiful Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views 1040 Carav ...
From $317 per night (USD)VRBO
- Click For Pricing
Expedia
Studio at Village of Palmetto Dunes. Great Location, 5-minute walk to beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Village of Palmetto Dunes Studio includes private beach access at the Dunes House Beach Club, a 5-minute walk. Enjo ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Lagoon-View Retreat w/ Porch & Pool - Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Escape to 28 Kingston Cove, a serene 3-bedroom, 2-bath home in Hilton Head’s prestigious Shipyard community. Pe ...
From $225 per night (USD)VRBO
- From $1370 per night (USD)
Expedia
4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Escape to Island Bliss at "Slightly Shady" – Your Forest Beach Retreat Just a 3-minute stroll from the sand, Slightly Sh ...
From $1370 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Charming Villa - Golf & Beach Retreat at Links 8B!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to The Links Villas on Hilton Head Island, South Carolina! This private enclave offers a wealth of luxu ...
From $476 per night (USD)VRBO
- From $1426 per night (USD)
Expedia
Modern Serenity - Steps to Beach and Coligny Plaza
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Location cannot be beat! 3min walk to Forest Beach, 1min to 60+ shops & restaurants at Coligny Plaza. Completely remodel ...
From $1426 per night (USD)Expedia
- From $1025 per night (USD)
VRBO
COMING SOON BRAND NEW CONSTRUCTION | HEATED POOL| HOT TUB| LUXURY FURNISHINGS
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 26
NEW CONSTRUCTION COMING SOON!! Book your stay at 9 Sandcastle Court and indulge in a lavish coastal retreat that redefin ...
From $1025 per night (USD)VRBO
- From $297 per night (USD)
Expedia
3373 Lake Forest Villa, a spacious 2-bedroom retreat in the beautiful Sea Pines Community.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sleeps 6 | 2 Bedrooms | 2.5 Bathrooms Beautiful Lagoon Views | Access to Community Pool & Tennis Courts | Beach Towels P ...
From $297 per night (USD)Expedia
- From $787 per night (USD)
VRBO
Sunset Rentals | Red Oak 40
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
40 Red Oak is new to the luxury vacation rental market in the fall of 2024! This spacious, meticulously appointed 4 bedr ...
From $787 per night (USD)VRBO
- From $982 per night (USD)
Expedia
Sunset Rentals | Planters Wood 48
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Planters Wood 48, a fully renovated 4-bedroom, 4-bathroom luxury home nestled in the highly sought-after Sea ...
From $982 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Experience luxury at 14 Kingston Road a home in the beautiful Shipyard area of Hilton Head Island.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Sleeps 9 | 3 Bedrooms | 2 Bathrooms Private Pool | 1 Mile to Private Beach Access | Gated Community| Pet-Friendly! (Dogs ...
From $396 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Walk to Beach- 2BR 2BA Villa - Fully Renovated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect Hilton Head Island getaway located on the top floor of a gated complex!Enjoy this 2-bedroom, 2-b ...
From $233 per night (USD)Expedia
- From $1029 per night (USD)
VRBO
Escape to the ultimate island getaway within the community of Palmetto Dunes
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to the ultimate island getaway in this recently renovated, luxury home. Experience Hilton Head Island like a loca ...
From $1029 per night (USD)VRBO
- From $383 per night (USD)
Expedia
309 Ocean One - COMPLETE REMODEL 2 Br Oceanfront Villa - Close to Coligny!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
309 Ocean One - South Forest Beach Fantastic 3rd Floor Oceanfront Villa - $250 Beach Gear Credit Included* as well as ou ...
From $383 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Pineapple Paradise Beach - 3BR 3BA - Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Pineapple Paradise, our stunning new 2025 vacation rental in Ocean Breeze Villas on Hilton Head Isla ...
From $335 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Golf course view condo near walking trails, Van der Meer & Shipyard beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Evian 237 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $190 per night (USD)Expedia
- From $654 per night (USD)
VRBO
Marriott's Barony Beach Club, available Aug 17-22, 2025, 2BR, 2BA, Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a fantastic villa in Hilton Head Island, steps from the ocean. This spacious 1300SF 2-bedroom, 2-bath retreat ...
From $654 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Marriott's Harbour Point - Hilton Head Island\n2 Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this phenomenal resort in Hilton Head Island. This cozy retreat features 2 bedrooms with a king bed, 2 twin b ...
From $160 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Spacious condo with patio, pool, walking distance to beach - near Coligny
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Cabanas 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $179 per night (USD)VRBO
- From $861 per night (USD)
Expedia
Sea Pines Beach Home with 4+BRs, Private Pool, Golf View & Short Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
22 W. Beach Lagoon offers a single-story layout with four bedrooms, four baths, great room with living room and dining ...
From $861 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Sunset Rentals | Night Heron 55
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
55 Night Heron is the perfect retreat for your next Hilton Head vacation. This 3 bedroom, 2 bathroom Sea Pines villa is ...
From $386 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Blue Moon Lagoon in HHI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This totally unique property is one of only seven residences that are privately snuggled up against the prestigious 600 ...
From $383 per night (USD)Expedia
- From $240 per night (USD)
VRBO
1803 Bluff Villas: 1 Bedroom. 1 Bathroom. Sleeps 4.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Get away and play in our coastal-chic Sea Pines villa—your peaceful hideaway with island adventures just steps away. Tuc ...
From $240 per night (USD)VRBO
- From $242 per night (USD)
Expedia
1-Bedroom Condo with Pool Access near Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Hilton Head Island and unwind in this comfortable condo at Players Club Resort. This charming unit offers all ...
From $242 per night (USD)Expedia
- From $240 per night (USD)
VRBO
2BR Loft Apartment near Hilton Head Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this welcoming 2-bedroom loft on Hilton Head Island, perfect for families or beach-loving couples. Nestled at ...
From $240 per night (USD)VRBO
- From $513 per night (USD)
VRBO
6961 Fairway One at The Sea Pines Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The true beauty of Sea Pines lies in the way it embraces its natural outdoor beauty, and few villas express that beauty ...
From $513 per night (USD)VRBO