5550 Cypress Cottage Kiawah Island

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Great outdoor space in Cypress Point






New to the rental market in a popular community, Cypress Point. Cypress Point is a small, new build neighborhood with an enviable location and tranquil community pool. Luxury cottage living in the heart of Kiawah, this home enjoys contemporary design, understated stucco exteriors, and a copper roof—all in warm colors that reflect Kiawah’s natural landscape.

Its central East Beach Village location means this cottage has easy access to the beach, championship golf and tennis, The Sanctuary hotel, dining, shopping, and more.

This luxury four-bedroom cottage with three full and one-half baths features contemporary design, understated stucco exteriors, and a copper roof. Situated in the heart of Kiawah, this fully furnished home offers easy access to the beach, championship golf and tennis, The Sanctuary Hotel, dining, shopping, and more. Grand oaks and large pines create a neighborhood canopy, while a tranquility pool, bordered by a water feature and olive trees, offers a peaceful retreat in the center of the community.

Indoors, tasteful design elements such as arched doorways, coffered ceilings, and handsome Ipe mahogany flooring lend a classic sophistication to the interiors.

Clad in earth tones complemented by stone flooring that reflects Kiawah's natural landscape, the lower level opens onto a covered patio. This space is surrounded by a European-style walled garden with an outdoor fireplace and a majestic live oak as its centerpiece adding convenience for outdoor entertaining.

The main level enjoys an efficient, open floor plan that connects the living room, kitchen, dining, and a shiplap-wrapped sun room with ample space to move about and relax. The luxurious coastal-inspired living room features a 10-foot coffered ceiling, arched central beam detail, and large windows for a luminous and airy interior.

The bright gourmet kitchen is anchored by a center island with counter seating and velvety white granite countertops and features a tiled splash back and a suite of stainless appliances including a gas cooktop and a wine cooler.

Also on the main level is the primary suite which is accompanied by a dressing room. This space serves as a private retreat. Peaceful and spacious, the bedroom's graceful floor-to-ceiling windows welcome natural light, as does the secluded spa-inspired en suite.

Upstairs, three additional bedrooms complete this stunning home!

When you stay with ESPM for 3-21 nights you will receive a valuable credit of up to $280 (amount dependent on length of stay) to use toward beach gear, bikes, etc. Credit may not be available for last minute bookings, 48 hours notice is required.

As our guest, you will have access to 5 Championship Golf Courses – including The Ocean Course – the location of the 2021 PGA Championship; The Kiawah Island Resort Tennis Center - #1 ranked by Tennis Resorts Online; Free Wireless Internet Access;. Local Property Management staff is on hand in case of emergencies and their friendly, helpful, and knowledgeable staff can assist you with any needs throughout your stay. Guests do not have access to the Resort pools. No smoking and no pets allowed. Home only rents during peak season. Does have exterior monitors for your safety.

Upon booking you will be sent a rental agreement to review and complete online. Your booking is not confirmed until this document has been submitted.

TOKI license #RBL23-000212, max occupancy 10, parking for 2 vehicles max, fines issued by Town of $150 and up for additional vehicles and prohibited vehicles, guests are responsible for fines incurred.


  • Queen
  • Churches
  • Festivals
  • Marina
  • Restaurants
  • Winery tours
Dining Checkbox
  • Dining
  • Smart TV
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Shampoo & conditioner
  • Desk
  • Wifi
  • Free Wifi
  • Office
  • Desk Chair
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Table
  • Kitchen Island
  • Full Kitchen
  • Refrigerator
  • Coffee Maker
  • Ice Maker
  • Microwave
  • Toaster
  • Cookware
Leisure Activities
  • Beachcombing
  • Bird watching
  • Eco tourism
  • Horseback riding
  • Photography
  • Scenic drives
  • Sight seeing
  • Walking
Local Services And Businesses
  • ATM/bank
  • Babysitter
  • Groceries
  • Massage therapist
  • Medical services
Location Type
  • Near The Ocean
  • Deck / Patio
  • Outdoor Grill
Pool Spa
  • Communal Pool
Sports And Adventure Activities
  • Basketball court
  • Cycling
  • Deepsea fishing
  • Equestrian events
  • Fishing
  • Golf
  • Surf fishing
  • Surfing
  • Swimming
  • Tennis
  • Children welcome
  • Non smoking only
  • Pets not allowed
  • Wheelchair inaccessible
Suitability Chkbox
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • Private entrance
  • Dining Area
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Outdoor lighting
  • Deadbolt lock on entryway
  • Smoke detectors
  • Fire extinguisher
  • Emergency phone number: Medical
  • Emergency phone number: Police
  • Emergency phone number: Fire
Health And Safety
  • Enhanced cleaning practices
  • Clean with disinfectant
  • No-contact check-in and check-out
  • High touch surfaces cleaned with disinfectant
  • Towels and bedding washed in water that's at least 60sC/140sF
  • Central Air
  • Air Conditioning
  • Linens
  • Washer & Dryer
  • High Speed Internet
  • Nearby ATM
  • Nearby Post Office
  • Nearby FedEx
  • Nearby Bank
  • Nearby Medical Services
  • Nearby Grocery
  • Golf Course
  • Deck
  • Patio
  • Balcony
  • BBQ Grill
  • Gas Grill
  • Shared Pool
  • Screened porch
  • Secluded
Shorter Stays Allowed
  • Shorter stays allowed
  • Area - East Beach
  • DisplayRate - See quotes
  • LocationField - ESPM Vacation Rentals, LLC
  • Type - Cottage - Community Pool
  • View - Near Beach
Show All

Season Period Min.Stay Nightly Weekly Monthly
Peak Summer 7/6/2024 - 8/9/2024 7 $6274
Late Summer 8/10/2024 - 9/6/2024 7 $5558
Fall 9/7/2024 - 10/31/2024 4 $662 $4597 $18900
Winter 11/1/2024 - 11/22/2024 3 $467 $3197
Thanksgiving 11/23/2024 - 11/30/2024 7 $5367
Winter 12/1/2024 - 12/20/2024 3 $467 $3197
Winter Break 12/21/2024 - 1/2/2025 7 $5367
Winter 1/3/2025 - 3/14/2025 7 $3337 $13500
Spring 3/15/2025 - 4/4/2025 4 $762 $5297
Spring break 4/5/2025 - 4/25/2025 7 $6060
Spring 4/26/2025 - 5/21/2025 4 $744 $5297
Early Summer 5/22/2025 - 6/13/2025 7 $6697
Peak Summer 6/14/2025 - 8/15/2025 7 $7187


Wonderful Stay
We had a wonderful week stay here. Kitchen well stocked and house very comfortable and not too far from beach. Community pool was great addition too. Wish we could have used garage for beach gear but that was my only complaint.
amy g.
Jul 2024
Beautiful Kiawah Home
We loved our stay at 5550 Cypress Cottage. The house was lovely and very clean and had everything we could want for our beach week. There is wonderful outside area - covered porch and fire pit area too. We would definitely recommend this property. Easy bike ride to the beach.
Jun 2024

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