Florida Keys Waterfront Condos For Sale on the Ocean Side of the Island / Oceanfront Condo Condominium Listings

Rare Corner Villa at World-Famous Hawks Cay - Your Island Life Starts Here!Heres your opportunity to own a corner slice of paradise at the world-renowned Hawks Cay Resort on beautiful Duck Key! Whether youre dreaming of a personal Florida Keys escape or looking to tap into a rock-solid vacation rental investment, this Villa delivers both lifestyle and income in one irresistible package.This bright and breezy 2-bedroom Villa has a freshly painted exterior, is stylishly furnished, and features granite countertops, stainless steel appliances, tile flooring, and more. But lets be real... the views steal the show. Step out to your back deck and youre just feet from a sandy beach area and a great place to launch your kayak. Sunset lovers, youre in luck--those westerly-facing decks (yes, upstairs and down) put on a nightly show that never gets old.This Villa Comfortably sleeps 4-6, making it perfect for friends, family, or your next round of paying guests. With a strong rental history and proven income, this Villa is truly turn-key--just start collecting bookings.And of if you decide to have the Villa managed by the Resort, youve got all the perks of Hawks Cay right at your fingertips: pools, spa, world-class Michelin Star dining, and that laid-back tropical island charm the Florida Keys are famous for.Ready to make island dreams (and rental income) a reality? Dont wait, make it yours today.

Coastal Escape in Ocean Pointe -Building 5 is the best located in the development!This beautifully updated 2BD/2BA condo in the highly sought-after Ocean Pointe development offers breathtaking views of the Atlantic Ocean and marina/harbor, with refreshing breezes year-round. Enjoy a well-maintained space with impact windows and doors, an oceanview balcony, and tasteful furnishings throughout.With 28 years of profitable rental history, this property offers robust short-term rental potential and flexible management options--whether you choose to manage it yourself or hire a property manager. The protected marina provides direct ocean access, with convenient Florida Bay access nearby.Exceptional amenities include a cafe/bar, Jr. Olympic heated pool and spa, lighted tennis and pickleball courts, playground, BBQ grills, beach, tiki huts, marina and trailer parking. Whether youre an avid fisherman or simply looking to relax on the water, this property is a true paradise to enjoy the Florida Keys!

Nestled just steps away from the Hawks Cay Resort Sunset Pool and the stunning ocean waters, this charming two-story townhouse offers the perfect blend of comfort and style.Discover the unique charm of Key West style architecture and experience the beauty of this pool front townhome. Featuring fresh interior paint, this home boasts a newly installed white quartz kitchen countertop that perfectly complements the white cabinets, stainless steel appliances, and tiled flooring throughout. This villa boasts two comfortably sized bedrooms, each with its own balcony. The primary suite overlooks the lush greenery of the Sunset Pool, offering peek-a-boo water views and an ensuite bathroom. An additional full bathroom is located in the upstairs hallway, while a convenient half bath can be found on the first level.This property is completely turnkey if you desire to manage it independently. Hawks Cay Resort offers an optional onsite management program with a complimentary club membership for their participants, allowing owners to enjoy all of the amenities offered throughout the property.Experience a resort lifestyle at its finest with this exquisite property. Dont miss your chance to make it your own!

**LOCATION, LOCATION! ** Discover a breathtaking oceanfront villa at Hawks Cay Resort! This exquisite two-bedroom end unit is flooded with natural light, creating an inviting atmosphere. As one of the resorts premier properties, it is conveniently located just steps from the marina and main resort area. Enjoy breathtaking views of the vibrant turquoise waters of the ocean and bay while staying close to all the excitement that Hawks Cay has to offer. And to top it off, rental dock options are available almost right outside your back door making this the ultimate waterfront retreat. Imagine yourself sitting back and relaxing on your porch, watching the beautiful boats come and go from the marina, or taking a leisurely stroll along the docks to Angler & Ale to savor in a spectacular gourmet lunch or dinner while overlooking the marina. Remodeled in 2016 and includes sleek granite countertops, stainless steel appliances, custom ceramic flooring and partial impact windows, this villa is in excellent condition and currently part of the resorts optional rental program, providing great income potential. New owners have the opportunity to enroll into the same rental program offered by the resort which will allow you to enjoy access to 61 acres of exceptional amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a childrens park and an endless array of watersports right at your doorstep. Whether youre looking for a fantastic investment property or a dream second home in a tropical paradise, this charming villa offers the best of both worlds. Dont miss your chance to own a piece of the world-renowned Hawks Cay Resort and make it yours today! Rental income available upon request.

Discover your perfect island retreat at Sunset Village, nestled within the renowned Hawks Cay Resort on Duck Key. This charming 2-bedroom, 2-bathroom townhouse offers the ideal blend of relaxation and adventure, whether youre seeking a vacation getaway or a permanent coastal residence.The townhouse features four private balconies, each offering unobstructed views of the turquoise waters, ideal for watching stunning sunsets over the horizon. With 900 sq ft of living space, it comfortably accommodates up to 6 guests. The interior boasts a fully equipped kitchen, comfortable living areas, and tasteful decor, creating a welcoming atmosphere for guests.As a rental property with Hawks Cay you will have access to world-class amenities, including five pools, five restaurants, a full-service marina, a spa, and a fitness center. The townhouse is situated just steps away from the Sunset Pool, Hawks Cay Marina, and the secluded Sunset Beach, offering easy access to water activities like kayaking and paddleboarding.Whether youre seeking a serene escape or an investment opportunity, this townhouse provides the perfect setting to enjoy the laid-back island lifestyle of the Florida Keys.

This Condo grossed $27,175.62 in the first Quarter of 2025. Wow Oceanfront Views from this 2/2 Condo with TWO oceanfront balconies. Oceanfront Cafe & Pool bar are now back open !! Marina has direct ocean access and is naturally protected from the elements. Jr. Olympic pool with a 14 person Spa. Lighted Tennis & pickle ball courts. This Condo is being sold fully furnished !!

This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in furniture that complements the serene surroundings. Luxury vinyl tile flooring runs throughout, adding a touch of sophistication and durability. Relax on the porch while taking in spectacular sunsets, or launch a kayak from your back door for an easy adventure. A small, serene pocket beach is also just right around the corner. Whether youre looking for a second home or an investment, this villa offers great income potential through the resorts rental program, with daily rentals allowed making it a valuable waterfront property. Experience the best of paradise and embrace the Florida Keys lifestyle.

Welcome to your new vacation home at Hawks Cay! This beautifully remodeled two-bedroom oceanfront villa, updated in 2021, is set in one of the resorts most desirable locations. Whether you enjoy fishing, snorkeling, dining at nearby restaurants, or unwinding at the resorts full-service spa, everything is just a short walk away. The villa features a stylish coastal design, with luxury vinyl tile throughout and custom made built-in furniture crafted specifically for this space. As an end unit, it benefits from extra windows, filling the villa with natural light and creating a bright, welcoming atmosphere. The air conditioning system was replaced in 2022, ensuring modern comfort. Step out onto your back porch and take in the stunning marina views, where you can relax as boats sail in and out, a perfect way to spend the day. If youre thinking about renting, this villa offers strong rental income potential, as nightly rentals are allowed. Whether youre looking for your own private retreat or a smart investment, this property delivers fantastic value and a perfect opportunity to embrace the Florida Keys lifestyle. Come see it for yourself and start living your dream today!

Nestled in the desirable Sunset Village at Hawks Cay, this lovely waterfront villa offers a comfortable retreat. The property features two bedrooms and two bathrooms, along with granite countertops and stainless-steel appliances in the kitchen. Enjoy pleasant open water views.Outside, you can appreciate the turquoise waters and beautiful Florida Keys sunsets. This villa is conveniently located near Hawks Cay Resorts Marina, the Angler & Ale Restaurant, and the Marina Ship Store and is a short walk away to the resorts Sunset pool.This townhome presents a nice option for a second home, vacation getaway, or investment, with daily rental capability.Owners have the option to participate in the onsite management program offered by Hawks Cay Resort, providing access to five restaurants, five pools, a private childrens activity area, and more. This is a great opportunity to own your piece of paradise.

Ocean view from your balcony? Check. Private community beach? Check. Beachside restaurant? Check. Live your best Florida Keys life at Ocean Pointe! With on-site boat storage and a private community ramp, this is a boater/fishermans paradise. This split floorplan 2 bed/2bath unit features an open kitchen overlooking the living room with a view of the mangroves and ocean. Enjoy an active lifestyle with tennis courts, an oversized brilliant blue community pool, scenic waterfront picnic areas to grill your fresh catch, and more! With BOTH ocean and bay access via Tavernier Cut, you will enjoy ALL that the Florida Keys have to offer!

LOVE AT FIRST SIGHT! This is an Unbelievable opportunity to own a TURN KEY unit at The Palms of Islamorada. Endless views of the Atlantic Ocean including Alligator Reef Lighthouse from the balcony or the over 200 feet of seawall. Unit comes completely furnished - ready to move in or rent. Conveniently located within walking distance to fine dining with sunset views, marinas and dive opportunities. All you need to settle into this exceptional unit are your personal items. Everything is done and ready for you. All furnishings, linens, kitchen essentials and artwork are included. There are two large bedrooms both with king size beds. The master suite features a full wall of built-in closets and drawers hidden behind attractive sliding cabinet style and mirrored doors. The ensuite bath is completely updated featuring a Jacuzzi jetted bathtub, large tiled stall shower, and a double vanity - your own PRIVATE spa! The 2nd bedroom area has a king bed, full closet, private updated bathroom and pocket door for a private experience for your guests. The kitchen has everything...updated cabinets in todays colors, new Cambria quartz countertop and all newer stainless-steel appliances. You will love having your own new Bosch stack front loading washer and dryer in the unit. The kitchen offers casual dining with 4 bar stools for casual dining at the counter and youll love the hand carved teak dining table for more formal dining. The living room seating provides a cozy place to relax after a hard day of fishing and diving. The balcony overlooking the ocean presents endless views of the ocean and comfortable outdoor furnishings. Hurricane impact certified. Passed the Milestone inspection. Covered parking space. EVERYTHING is included!!The Palms is one of the most sought-after condo complexes in the Islamorada area due to the unparalleled ocean views. There have been very few units for sale in the past several years. Now is your opportunity to own one!

WELCOME TO THE TROPICS! Now at a NEW PRICE! This is a gorgeous property in the Hawks Cay Resort! It comes with its own private hot tub! This beautiful tropical inspired villa will transport you to the islands! Inside youll find a well-equipped kitchen with granite countertops and stainless appliances. There is a 1/2 bath on the first floor for convenience. Private patio lets you relax waterside as the boats cruise by in the canal! Choose to rent the villa privately or through the resorts rental program . Great passive income producer.

Discover this stunning Village at Hawks Cay 2-bedroom, 2.5-bathroom property boasting breathtaking canal-front views in Duck Key. Recently refreshed with the sophisticated New Era paint theme, the interior features a bright and airy ambiance with white kitchen cabinets, elegant white quartz countertops, and remodeled bathrooms for a modern touch. Enhanced with impact windows and sliders installed in 2022, as well as a shuttered front door for added wind protection. The HVAC system was replaced in 2020, featuring heat to ensure year-round comfort. Relax and unwind on the upper and lower balconies, perfect for soaking in serene water views and watching boats glide by. Whether youre seeking a weekend getaway in the Florida Keys or a lucrative investment property with rare daily rental income potential, this gem is the ideal choice for you!

Fantastic Marina View on Duck Key! Located just steps from Angler & Ale restaurant and a new marina store. This spacious condo is fully furnished with 3 bedrooms, 2 baths, and a separate vanity. The large L-shaped screened porch is in addition to the interior 1364 SF and includes the following features and upgrades: split floor plan; floor-to-ceiling patio doors overlooking the porch and marina; granite countertops; S/S appliances; new kitchen cabinets; impact windows and patio doors; luxury waterproof vinyl flooring in large bedrooms; a newer washer-dryer combo; and a screened storage room on the ground level. This is the perfect place to enjoy leisure time and take advantage of the great rental opportunities offered in the Keys. The property can be used by you and your family and friends and/or rented nightly yourself or with a rental management company you choose. Now is the time to make your dream of owning a property in the Keys come true! Call today!

White sand oceanfront condo with breathtaking blue Ocean views constructed in 2023 with weekly rentals permitted. You deserve to live the island dream in this stunning, oceanfront condo, perfectly positioned in the heart of the Middle Keys. This modern coastal retreat boasts 10-foot ceilings, impact-rated windows and doors, and an open floor plan designed to maximize natural light and sweeping ocean views. The oversized balcony will extend your living, dining or just relaxing to gaze at the beautiful ocean views and meticulous grounds. Featuring two spacious ensuite bedrooms, this home offers both comfort and privacy--ideal for full-time living, a vacation getaway, or a weekly rental investment. Enjoy resort-style amenities including pickleball, golf, tennis, marina, playgrounds, and even a police department for peace of mind. Explore the city effortlessly--designed for walking and biking across 15 charming streets with access to Sunset Park, dining, shopping, and a convenient post office. Whether youre fishing, diving, snorkeling, or simply soaking in the views, this location is a paradise for outdoor lovers. Just 5 minutes to Marathons Executive Airport, 1 hour to Key West International Airport and 2 hours to Miami International Airport, this property offers a rare combination of convenience and tranquility...come home to Key Colony Beach, the heart of the Florida Keys!

Oceanfront condo with stunning ocean views !!This Top Floor D model with TWO oceanfront balconies has beautiful ocean views from the living room and the Owners suite !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !! And food too !! Marina is direct ocean access and naturally protected from the elements. Lighted tennis and Pickle ball courts , Beach with tiki huts and gazebo to watch the water colors change. Rentals grossed: 66k in 2022, 52k in 2023 and was remodeled in 2024 for a few months and still did over 46k.

Fabulous top floor location with spectacular ocean views! This spacious condo has tile floors throughout and a lovely open terrace to enjoy the ocean view and breezes. Both bedrooms are spacious and the primary bedroom opens to the oceanfront terrace. The Palms of Islamorada is conveniently located close to the downtown Islamorada area. You are only minutes from enjoying shopping in the boutiques and galleries and eating in numerous restaurants that are very close by. The Palms has an oceanfront pool, hot tub, assigned parking with plenty of guest parking, 2 gyms as well as kayak and paddleboard storage. A fantastic view of Alligator Lighthouse is included at no extra cost.

***Seller Financing now an option! ***Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the Sportfishing Capital of the World. Condo Features -This spacious King Bed Suite offers a large living room area with a pull-out queen bed, a grand bathroom with walk-in shower and soaking tub, a fully equipped kitchenette, and a private screened in porch with views of the lush landscape and large coconut palms. This exceptional income-producing property allows nightly rentals. Owners use their units up to 28 days a year and receive a monthly check for the remainder of the time. Its a hands-off income generator!The Resort -Enjoy 27 acres of Islamorada oceanfront that include 3 world class restaurants, 2 open-air tiki bars, 1,200 of private beach, 525 fishing pier, 2 family pools, 1 adults only pool, beach and pool side cabanas, 9 hole golf course designed by Jack Nicklaus, 6 sports courts, 15,000 sqft of event space, valet parking, 24 hour shuttle service, concierge service, on site boat trailer parking, watersports activities, fitness center and Camp Cheeca.

This Condo Grossed $26,156.54 in the first quarter of 2025. Oceanfront Cafe is now open !! Pool Bar too.Top Floor in Building 4 , impeccable and professionally decorated , everything has been updated in this Condo. This 2/2 Condo has a WOW Ocean view in a very secluded location of the the building. Jr. Olympic pool with a 14 person Spa. The newly remodeled Pool Bar is now open !! Direct ocean access Marina, Lighted Tennis and Pickle ball courts, beach area , 69 acres of Ocean front enjoyment.

Stunning Condo in Marathon - Fully Furnished & Move-In Ready! Live the dream in this beautifully updated 2-bedroom, 2-bath Treasure Cay condominium located in the heart of the Florida Keys. This top-level unit offers elevator access, spacious interiors, and modern finishes throughout. The primary suite features a large walk-in closet, en-suite bathroom with luxurious zero-entry shower and double vanities.Enjoy resort-style amenities including a rooftop deck, swimming pool, spa, tennis and pickleball courts, and your very own private boat slip and 13,000lb boat lift. Expansive garage with extra storage and workshop area - a rare find! Only 1/2 mile from Coco Plum Beach--perfect for embracing the Florida Keys lifestyle. Sold fully furnished and turnkey--just bring your suitcase and start enjoying paradise!