Destin Real Estate Search

Holiday Isle Homes and Condos for Sale

Holiday Isle is located on the west end of Destin Beaches and is a favorite for boaters and beach goers alike. With homes and condos located on the beach or the Harbor - this is one of the best locations to have both.

Latest Holiday Isle Homes and Condos for Sale

$995,000
3 Beds 3 Baths 1011521 MLS 1,576 SqFt.
Boat or beach - you don't have to choose. Set waterfront along the protected canals of the Destin Harbor, 109 Durango Road pairs a private boat slip with a 20,000-lb boat lift, currently accommodating a 35-foot boat, and walking distance to Holiday Isle's private beach access. Completely transformed by a local design team, this three-bedroom, three-bath waterfront townhome feels less like a typical townhouse and more like a curated coastal retreat designed around life on the water. Custom white oak cabinetry and millwork, Venetian plaster, Italian and Moroccan tile, quartz surfaces, designer lighting and fixtures, and rich Ipe decking create an elevated finish rarely found in this location at this price point. The first-floor primary king suite opens to a private waterfront terrace just steps from the boat slip and features a spa-like bath with jetted tub and separate shower. Custom white oak barn doors and fitted built-ins continue throughout all closets in the home, while an additional king suite with ensuite bath completes the first level. Upstairs, the home opens dramatically into a light-filled living, kitchen and dining space with wide-open sightlines and an unexpectedly generous sense of scale. The kitchen is anchored by mitered-edge waterfall quartz countertops, custom-milled white oak cabinetry and a striking marble backsplash, while Venetian plaster adds another layer of texture and refinement. A wall of glass doors extend the living space onto an expansive waterfront terrace that feels like a destination of its own. Multiple conversation and lounge areas create room for entertaining or unwinding, while a full summer kitchen with quartz countertops, built-in grill and refrigerator makes outdoor living effortless. Sleek glass railings preserve the open water views and reinforce the modern coastal aesthetic found throughout the residence. A flexible third bedroom adds a custom queen Murphy bed surrounded by built-in shelving and drawers, allowing the space to transition easily between guest accommodations and additional living space. But perhaps the greatest luxury here is how effortlessly the water becomes part of everyday life. Start the morning with coffee and a quiet cruise through the Destin Harbor. Spend the afternoon anchored at Crab Island, head offshore through East Pass for a day of Gulf fishing, or leave the boat behind and make the short trip to the beach. As the day winds down, take the boat out for a sunset cruise, pour a glass of wine and watch the harbor lights come alive. Few Destin waterfront properties bring together this level of design, private boating access and proximity to a private beach. A special harbor deserves a special residence. This is waterfront Destin living reimagined.

109 Durango Rd, Destin

$2,599,000
6 Beds 6 Baths 1010454 MLS 3,750 SqFt.
Experience the ultimate Destin lifestyle from this exceptional canal-front beach home in the highly desirable community of Holiday Isle. Spend your mornings enjoying Gulf views, or boating to Crab Island and your evenings relaxing after a day on the water. The property offers 90 ft of deep-water canal frontage and two covered boat slips with lifts, making it easy to enjoy everything Destin's boating lifestyle has to offer. Designed for effortless coastal living, the home features a fully covered and enclosed outdoor entertainment area ideal for gathering with family and friends and enjoying coastal breezes. The property includes two separate living spaces: the second-level main residence and a third-level lockout. Each has its own private entrance and can be enjoyed together or independently, offering flexibility for extended family, guests or vacation-rental opportunities. The main residence features four spacious bedrooms, four full bathrooms, an expansive living area, a gourmet kitchen with breakfast bar and a private office. The third-level lockout offers two additional bedrooms, two full bathrooms, a large living area and fully equipped kitchen with breakfast bar. The lower-level space offers room for storing beach gear, paddleboards, fishing gear and boating supplies, workshop. The private beach access is a very short walk away, while Crab Island and Gulf of Mexico are 15 minutes away by boat. This one-of-a-kind property captures the very best of the Destin lifestyle!

514 Vera Cruz Dr, Destin

$7,850,000
4 Beds 5 Baths 999201 MLS 5,192 SqFt.
Welcome to 609 Lagoon Drive, a yachtsman's dream, this harbor-front luxury legacy home offers an exceptional opportunity to own on prestigious Holiday Isle.Positioned on deep water with a private boat slip accommodating a 70+ foot yacht, this property encompasses 90 feet of waterfront footage ideal for those who embrace the boating and fishing lifestyle. For the beach enthusiast you are a quick 5 minute walk or short golf cart ride to the beautiful, pristine, white sand beaches. Spanning 5,192 square feet, this estate has been cherished as a family vacation home for almost two decades, designed for gathering, entertaining, and creating lasting memories. This home boasts beautiful hand selected white pine floors throughout, exposed hand hewn beams, chefs kitchen with commercial grade appliances, custom cabinetry and stunning harbor views from every floor. The master suite situated on the third floor offers his and hers walk in cedar closets, separate vanities, garden tub and a walk in shower. The french doors off of the master suite open directly to the luxurious covered balcony with panoramic views of the Destin Harbor to enjoy the beautiful sunsets over the water. A private study with fireplace directly off of the master suite and an elevator are just a few of the many amazing details that encompass 609 Lagoon Drive. Enjoy the convenience of the Destin Water Taxi right off your dock for evenings out, and waterside dining. Contact Catherine Williams to find out more details or for a private showing. Buyer to verify all dimensions

609 Lagoon Dr, Destin

$1,875,000
3 Beds 3 Baths 998328 MLS 2,308 SqFt.
Waterfront luxury meets effortless coastal living--this is the Emerald Coast dream, fully realized. 90 feet of prime waterfront, private boat slips, jet ski lifts, a resort-style pool, and deeded beach access within a short bike or golf cart ride. This is where boating days, beach sunsets, and effortless entertaining become your everyday reality. Launch from your private dock and be at Crab Island or in the Gulf in under 10 minutes. Whether it's boating, fishing, or dock-to-dinner nights via water taxi, this location delivers the ultimate coastal lifestyle. Offered turnkey and fully furnished, this home is ready to generate income or unforgettable memories from day one.Start your mornings with coffee and sunrise views from expansive wraparound balconies. Spend your days entertaining by the heated pool and spa, grilling on the deck, or unwinding fireside while casting a line from your private dockFirst level features two large garages, a bedroom, full bath, laundry, and a massive bonus space perfect for a game room, bunk room, or office. Second level showcases two spacious waterfront primary suites, each with private balcony access, en-suite baths, and walk-in closets The heart of the home is a generous open-concept kitchen and living area centered around a cozy fireplace--ideal for gathering after a day on the water. Whether you're building your investment portfolio, searching for a second home, or ready for full-time coastal living,The only thing missing is you. Schedule your private viewing now and experience it firsthand.

517 Osceola Dr, Destin

$3,950,000
5 Beds 6 Baths 914155 MLS 5,081 SqFt.
Welcome to 24 Norriego Road of the prestigious Holiday Isle waterfront community in Destin, Florida! This trophy property, a yachtsman's deep-water dream estate, was constructed new in 2014 and contains 5,000+ square foot of meticulous design and craftsmanship, 5 bedrooms with ensuite bathrooms, an elevator, a powder room serving guests located between the expansive kitchen and primary living room, and a full bath on the first floor adjacent to an area that could be flexible for the addition of an additional bedroom, bunk room, secondary media room, and/or game room, all oriented on a superior lot that offers sensational view corridors to the scenic bodies of water that surround this exclusive family compound. Spaciousness throughout the home, including the oversized garages, will.. comfortably and privately accommodate extended family to enjoy the irreplaceable lifestyle this property offers. There is such uniqueness of enjoying this spectacular estate and its private, waterfront pool, then boating to 'Crab Island', or perhaps the sensational fishing offshore in the Gulf of Mexico only minutes away from the oversized, deep-water dock, currently fitted with a 20,000lb boat lift; meanwhile others in your family can enjoy exclusive community beach access to one of the world's greatest beaches within approximately 1000' of this home's front door, which also accommodates golf carts. The finishes and features throughout are extraordinary, as the owner spared no expense whatsoever. Please inquire for further details and to schedule your private showing.

24 Norriego Rd, Destin

$4,500,000
4 Beds 5 Baths 987848 MLS 6,104 SqFt.
NEW LISTING! Welcome to 612 Magnolia Drive, an exceptional waterfront estate oriented on the deep waters of the scenic harbor of Holiday Isle, an exclusive, and very rare, beach and boating enclave in Destin, Florida. This furnished deep-water residence on the canal yields ±6,000 square feet of luxuriously renovated living space, containing 4 bedrooms and 4.5 bathrooms, and an extraordinary combination of design, quality, craftsmanship, and functionality throughout. The expansive layout is enhanced by soaring ceilings and floor-to-ceiling windows that naturally illuminate the home while offering breathtaking waterfront vistas. Interior features include an elevator, dual laundry rooms, quartz countertops, custom cabinetry, Viking appliances, automated window treatments, Kinetico water softener, reverse osmosis drinking system, and tankless water heaters. The outdoor living area offers expansive entertaining spaces, a dock with 16,000-pound boat lift, and a heated saltwater pool that seamlessly integrates its indoor comforts with Destin's quintessential waterfront lifestyle. The rooftop deck, accessible by both elevator and spiral staircase, captures breathtaking 360° panoramic views of the Gulf of America, the Destin Harbor, Intracoastal Waterway, and Choctawhatchee Bay; the perfect vantage point for year-round sunrises and sunsets. The residents of Holiday Isle enjoy two private, gated points of access to the world-class beach, extremely reasonable annual Association dues of only $593.00 [currently] for 2025, and a lifestyle defined by convenience and proximity and access to sugar white sand beaches, world-class boating, fishing, dining, and shopping along the Emerald Coast of Northwest Florida. Destin's newest Publix just opened, within a 5-minute drive from Holiday Isle on Main Street. Please note documents available under the "Documents" tab. Private showings are by scheduled appointment only with a minimum (24)-hours of required advanced notice. The listing broker(s) must accompany all showings.

612 Magnolia Dr, Destin

$3,400,000
6 Beds 8 Baths 982229 MLS 3,172 SqFt.
Gross Rental Income of $195,000 in the First Year! Fully Furnished & Rental Ready / Unobstructed Gulf & Destin Pass Views / Private Rooftop Deck. Experience an extraordinary blend of luxury, breathtaking coastal beauty, and proven investment performance in this spectacular home overlooking the Destin Pass and the emerald waters of the Gulf of Mexico. Perfectly positioned on prestigious Holiday Isle, this fully furnished masterpiece offers more than 3,000 square feet of thoughtfully designed living space featuring 6 bedrooms, 6 full baths, and 2 half baths. Every detail has been carefully curated--from designer furnishings and premium finishes to expansive indoor and outdoor living spaces that capture breathtaking coastal vistas. Designed to impress both owners and vacation guests alike, the open-concept floor plan seamlessly blends elegant interiors with unforgettable views. Whether entertaining family and friends or welcoming guests, this home delivers a lifestyle every bit as remarkable as its location. Escape to your private rooftop oasis featuring comfortable lounge seating and panoramic views stretching across the Gulf and Destin Pass. Spend your days soaking up the Florida sunshine, watch boats navigate one of the Emerald Coast's most iconic waterways, and end each evening with breathtaking sunsets that paint the sky in spectacular color. Click for Beyond its stunning beauty, this property has already proven itself as an exceptional investment. The home generated a documented $195,000 in gross rental income during its first year, offering buyers the rare opportunity to own a luxury coastal retreat with an established history of outstanding rental performance. Whether you're searching for a premier primary residence, an extraordinary second home, or a proven vacation rental investment, this remarkable property offers an exceptional combination of new construction, panoramic water views, turnkey luxury, and documented income performance in one of Destin's most coveted beachside neighborhoods.

36 Gulf Breeze Ct, Destin

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