See all properties
Entire home

Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes

Hilton Head Island vacation home in Sea Pines area

Choose dates to view prices

Photo gallery for Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes

A waterfront property with multiple buildings, docks, and boats.
A beach with sand dunes and tall grasses.
A house with a swimming pool, surrounded by trees and a patio area.
A beachfront property with a sandy pathway leading to a multi-story building, surrounded by lush greenery and palm trees.
A wooden deck with outdoor tables and chairs, covered by yellow umbrellas, and a brick wall in the background.

Reviews

9.0 out of 10
Wonderful

Entire home

5 bedrooms5 bathrooms5400 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Hilton Head Island, SC
  • Place, South Beach
    ‪8 min walk‬
  • Place, Baynard Cove
    ‪3 min drive‬
  • Place, Calibogue Sound
    ‪5 min drive‬
  • Airport, Hilton Head Island, SC (HHH)
    ‪22 min drive‬

Room options

You may also like

Ad
Exterior

Holiday Inn Express Hilton Head Island by IHG

South End
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
8.4 out of 10, Very Good, 713 reviews
$125 nightly
The price is $137
Sep 8 - Sep 9
Total with taxes and fees
Holiday Inn Express Hilton Head Island by IHG

About the neighborhood

Hilton Head Island

Sea Pines stay.Within a 15-minute walk of this Sea Pines vacation home, you'll find South Beach and Calibogue Sound. Stoney-Baynard Ruins and Atlantic Dunes by Davis Love III are also within 2 miles (3 km).
View more Vacation Homes in Hilton Head IslandOpens in a new window

What's nearby

  • South Beach - 8 min walk - 0.4 miles
  • Baynard Cove - 3 min drive - 1.1 miles
  • Calibogue Sound - 5 min drive - 0.8 miles
  • Harbour Town Golf Links - 9 min drive - 3.1 miles
  • Harbour Town Lighthouse - 9 min drive - 3.1 miles

Getting around

  • Hilton Head Island Airport (HHH) - 27 min drive

Restaurants

  • ‪Beach Club at The Sea Pines Resort - ‬6 min drive
  • ‪The Quarterdeck - ‬9 min drive
  • ‪Harbour Town Bakery & Cafe - ‬8 min drive
  • ‪The Salty Dog Cafe - ‬20 min walk
  • ‪Loggerhead Landing - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes

A Sea Pines Legacy Home for Longer Island Escapes

5 Bedrooms | 5 Bathrooms | Sleeps 10 | Peaceful Backyard Oasis

Located in the heart of Sea Pines on Hilton Head Island, The Hamilton is a beautifully furnished 5-bedroom, 5.5-bath legacy home available for extended monthly stays from November through April.

With over 5,400 square feet of refined living space, this thoughtfully designed home comfortably accommodates up to 10 guests—perfect for families or couples looking to settle into coastal life for a season.

Just seven rows from the Atlantic Ocean, this beach-oriented home invites you to relax, recharge, and enjoy Hilton Head at your own pace. The Beach Walk is conveniently located behind the street, and the bike path out front makes exploring a breeze. Ride just a mile to the iconic Salty Dog Café or head three miles to the charming shops and waterfront of Harbour Town. The Hamilton's setting is truly special—nestled along a peaceful lagoon with private views and beautifully manicured grounds.

Step inside and discover warm, coastal-inspired interiors, multiple gathering spaces, and quiet nooks to unwind. The spacious kitchen and dining areas are perfect for entertaining, while multiple decks and patios allow you to soak in the Lowcountry air. Enjoy a game of pool, grill out on the deck, or take a dip in the heated pool (available by request for an additional fee). With amenities like air conditioning, laundry, and ample room to spread out, every detail has been considered for your comfort.

Included With Your Stay:
• Private Pool (Heat Optional for an Additional Fee)
• Game Room w/ billiard table
• Access to the Sea Pines Trolley
• Access to Sea Pines Beach Club Beach Access (Labor Day - Memorial Day)
• Starter amenities and keyless entry
• Sea Pines Community Guidelines

Sleeping Arrangements:
Bedroom 1: 1x King Bed
Bedroom 2: 2x Twin Beds
Bedroom 3: 1x Queen Beds
Bedroom 4: 3x Twin Beds
Bedroom 5: 1x Queen Bed

Why Book with Hilton Head Properties R&R?
We go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.

Permit #042884

Similar properties

Pool
Pup Friendly, 2nd Row Ocean Home w/ Pool
Sea Pines
  • Pool
  • Hot tub
  • Kitchen
  • Washer
4.7 out of 5, Exceptional, 8 reviews
Pup Friendly, 2nd Row Ocean Home w/ Pool

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Separate dining area

Entertainment

  • Stereo
  • TV

Outdoor areas

  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 5,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Primary renter must be the minimum age of 25

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

814407

Frequently asked questions

How close is Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes to the airport?

This vacation home is 12.3 mi (27-min drive) away from the Hilton Head Island Airport (HHH) airport, the closest popular airport to the property.

Does Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes to the beach?

This vacation home is a short 6-minute walk from South Beach and 3.5 mi (10-min drive) from Coligny Beach. Don't forget your sunscreen!

Does Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes?

No, there is no casino at this vacation home.

What time is check-in at Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes?

Check-in begins at 4:00 PM.

Is there free parking at Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes?

Free parking is not available at this vacation home.

Does Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes have a pool?

Yes, there's a private pool.

Does Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes have a spa?

There are no spa services available at this vacation home.

How close is Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes to downtown Hilton Head Island?

This vacation home is 4.2 mi away from Hilton Head Island.

Monthly Rental Dream • 5BR Sea Pines Home on Lagoon | Private Heated Pool, BBQ, Bikes Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

9.0/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Shana kay s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a awesome time, beautiful home in a peaceful neighborhood..we were so relaxed we extended an extra day!
Stayed 5 nights in Sep 2025
Verified review

8/10 Good

REBECCA T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have been visiting Hilton Head for more than 15 yrs. This is the 4th house we have stayed in. We chose it primarily for the back yard. Unfortunately, a gator kept us from enjoying fishing in the pond as much as we would have liked. The size of the house was great for us. The location was great since we usually stay on this street. The house needs more furntiure. There were 8 of us this trip and the dining room table is the only place we could all gather. That is perfect for dinners but not for relaxing.
Stayed 7 nights in Sep 2025

Explore More Ways to Travel with Travelocity