Starboard Building at Captain's Quarters- gated
The Pearl looks out over the Intracoastal waterway
Looking from the boardwalk across Broad Creek- at Disney
Off the Starboard elevator-stairway at end of this hallway-turn left to enter The Pearl
Wheelchair accesible

The Pearl at Shelter Cove in Palmetto Dunes Resort

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(38 reviews)

$1,327.56 USD total for 4 nights

Sep 22 – 26, 2026

Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water

Captain’s Quarters on the Water

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(49 reviews)
$250/ night(excl. fees & taxes)
View of Living Area from Dining Area and Kitchen
2nd Bedroom sleeps 3
Living Area - new sofa (May 2026) not pictured here
Living Area
Living Area- new sofa (May 2026) not pictured here

Seashells by the Sea at Hilton Head Resort

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.88(67 reviews)

$515.61 USD total for 3 nights

Sep 22 – 25, 2026

Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.87(77 reviews)

$954.60 USD total for 4 nights

Sep 28 – Oct 2, 2026

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.85(73 reviews)

$954.60 USD total for 4 nights

Sep 27 – Oct 1, 2026

Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental

Hilton Head Vacation Rental

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$299/ night(excl. fees & taxes)
Living Area
Private Patio with Grill
Queen's Grant Community Pool
Unlock Hilton Head – Guest-Only Deals on Excursions & Rentals
Your Stay with MyStay

701 Queen's Grant

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$816.55 USD total for 3 nights

Sep 27 – 30, 2026

Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Spacious Living Room with Fresh Coastal Design & Vaulted Ceilings
1 of 5 Community Pools Steps from Villa!
Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Queen's Grant Aerial Views

789 Queen's Grant

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$955.69 USD total for 3 nights

Oct 4 – 7, 2026

HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort

HHI TIDE 21 at Hilton Head Beach & Tennis Resort

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(201 reviews)

$686.57 USD total for 3 nights

Sep 28 – Oct 1, 2026

3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf

3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.82(11 reviews)
$196 – $813/ night(excl. fees & taxes)
Welcome to The Carolina Condo! A newly remodeled beach boutique-style condo.
Follow the boardwalk through the dunes and let the day slow down. Your toes-in-the-sand moment is just ahead. Our condo is just steps to the beach!
Check out the ocean view! Breath in the fresh ocean air and take it all in from the second floor balcony!
Bright and open living room with brand new 65" TCL Roku Smart TV. Stream your favorite shows or watch cable TV. Ocean views from the sofa!
A bright, coastal kitchen with quartz countertops, stainless steel appliances, and everything you need for easy vacation meals.

Brand New Lux Condo - Ocean View! Steps to Beach!

1 bedroom·1 bath
Hilton Head Island • South Carolina
$141 – $768/ night(excl. fees & taxes)
Ocean front pool. There are two pools, including a kiddie pool. Beach front bar next to this pool.
Path to the beach a two minute walk. Our condo is fully renovated. Hilton Head Beach and Tennis Resort is a trolley stop as well!
Hallway looking at the door to outside of the condo
Triple bunk bed. Full size bed on the top. And two twin beds on the bottom.
TV in bunk room

Beach and Tennis Resort. Family Friendly

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(46 reviews)

$820.00 USD total for 3 nights

Sep 25 – 28, 2026

HHBT c258
HHBT c258
HHBT c258
Wireless charging on every end table! Smart TV and new furniture added march 2021.
HHBT c258

HHBT c258

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.83(188 reviews)

$610.00 USD total for 3 nights

Sep 22 – 25, 2026

Picture yourself having your morning coffee on our balcony!
This is a beautiful stroll to the beach. Fiddler's also has 2 private beach entrances.
Taken at Folly Field Beach at sunrise. I love seeing dolphins from the shore!
Our kitchen is stocked with a Starter supply of kitchen products: Paper towels, dish soap, dishwasher tabs, etc.
Our newly renovated kitchen! New appliances, quartz countertops, frosted glass backsplash!

Fiddler's Escape-Chilled Pool, Walk to Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(108 reviews)

$852.50 USD total for 3 nights

Sep 22 – 25, 2026

Beautiful sunrise on Folly Field Beach, just 2 blocks from the condo. Only about 5 min walk to the ocean!
Miles and miles of white sandy beaches.
Wow Factor! Folly Field Beach Renovated Cute Clean
Welcome to your vacation! Beach, pools, tennis, hot tub, clubhouse, barbeque grills, picnic tables.... all for you to enjoy.
Just a 5 minute walk to Folly Field Beach! Beach chairs, Beach buggy included

Wow Factor! Folly Field Beach Renovated Cute Clean

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.67(51 reviews)

$642.85 USD total for 3 nights

Sep 22 – 25, 2026

Welcome to "Tygers On The Beach", providing you with everything you need to relax and unwind on Hilton Head Island!
Relax on the comfy brand new living room set while you stream your favorite shows on the 65” TV. Cable TV is provided on this TV only, you'll need to bring your streaming passwords to sign into th
Pamper yourself using the makeup table with touch control lighting. For your convenience, USB charging ports are on the lamps in both bedrooms.
Picture yourself in this Olympic size heated/ cooled pool, enjoying the provided beach towels. Pools are open March 1- Nov. 1.
Relax or nap on this super comfortable Brand New recliner. Purchased November 2023.

Fiddler's Cove 13B 1st Floor, Heated pools, W/D

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(136 reviews)

$503.94 USD total for 3 nights

Sep 27 – 30, 2026

New Designer Direct BeachFront Condo w/Panoramic Ocean View!
RARE Expanded Bedroom w/KING BED & 65” SmartTV! Enjoy your downtime watching FREE NETFLIX & CABLE! (Prime, Hulu, etc. bring your passwords.)
Sunrise over the Ocean from your Balcony!
Largest Oceanfront Pool on Hilton Head Island w/Tiki Bar & Grill!
All new kitchen features full-sized stainless appliances, stone counters & custom backsplash! (Stocked with all common cooking utensils & supplies!)

Oceanfront Designer KING BED💙Beach Bar+2Pools GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.97(200 reviews)
$449/ night(excl. fees & taxes)
Sunset over HHI.... gorgeous sight
NEW Kitchen with farm sink, 42" cabinets. stainless appliances
Awesome TV pic when on HD channels. Bring your ROKU and Netflicks passwords too
ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo
Voted one of the 10 Best Beaches in the US

ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$290/ night(excl. fees & taxes)
Big Ocean & Pool Views from private 3rd floor balcony!
KING BED & 65" HD SmartTV with free Netflix & Amazon Prime! Rare enlarged bedroom!
100% New renovation by HGTV featured designer!
All new fully-stocked designer kitchen with full-size stainless appliances & marble backsplash!
Oceanview Designer! KING BED Bar! 65"TV Tennis GYM

Oceanview Designer! KING BED Bar! 65"TV Tennis GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(31 reviews)

$3,221.46 USD total for 7 nights

Oct 6 – 13, 2026

Panoramic Oceanfront Views the moment you open the door! All New Luxury condo designed by an HGTV featured decorator! Stunning unobstructed views of the Ocean, Pool, Coastal Marsh & Dunes!
An HGTV featured decorator just completed a 100% NEW renovation on April 2023 - featuring luxurious Coastal Décor, utilizing a soothing Sand & Sea Color Palette!
Oceanfront Balcony offers views of the Ocean and Beautiful Coastal Marsh with its Windswept Dune Trees!
Sunrise from your Beachfront Balcony!
KING BED in Expanded Bedroom! Highly Rated 12” Memory Foam Mattress. 65" SmartTV w/ FREE Netflix, Prime & Cable TV!

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.93(59 reviews)

$4,076.46 USD total for 7 nights

Sep 28 – Oct 5, 2026

Enjoy this Wide Ocean & Pool View from your Private Top Floor Balcony! Seating for 4 and plenty of Beach Gear are provided! Our Oceanfront Building is located on Hilton Head Island's Bradley Beach!
Largest oceanfront pool on Hilton Head Island! Tiki Beachfront Bar located to the right serves drinks and food!
Kid's will love the Resort's HUGE & shady playground!
Pool Bar Views!
KING BED in the Expanded bedroom! Other amenities include: Comfy 12" Memory Foam Mattress, Black-Out Sleeping, Ceiling Fan, 65" SmartTV, & USB Ports.

Ocean View KING BED 75"TV Beach Bar Pickleball GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina

$658.00 USD total for 3 nights

Sep 22 – 25, 2026

Entrance
Office Space in Entry Way
3rd full bathroom with washer and dryer
3rd Full bath with washer/dryer
Living room and dining area

Dunes House View

2 bedrooms·3 baths
Hilton Head Island • South Carolina
$330/ night(excl. fees & taxes)
Ocean Palms, Port Royal Village
Ocean Palms, Port Royal Village
Ocean Palms, Port Royal Village
Ocean Palms, Port Royal Village
Ocean Palms, Port Royal Village

Ocean Palms, Port Royal Village

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$2,036.00 USD total for 7 nights

Nov 14 – 21, 2026

2 bedroom 2 bath 4 min drive to beach
2 bedroom 2 bath 4 min drive to beach
2 bedroom 2 bath 4 min drive to beach
2 bedroom 2 bath 4 min drive to beach
2 bedroom 2 bath 4 min drive to beach

2 bedroom 2 bath 4 min drive to beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$2,950.00 USD total for 30 nights

Sep 22 – Oct 22, 2026