On the Market: Island Living Gets an Upgrade in These 5 Luxe Homes in Hawaii, Florida, Wisconsin, Maine and Washington

These phenomenally posh island listings in tiny enclaves from East to West offer scenic water vistas, proximity to sandy beaches and luxurious digs to boot.

7214 Alamoo Road, Hanalei, Hawaii, $4.45 million

7214 Alamoo Road
Photo by Mike Pooley

Located on more than a half-acre of pristine beachfront land with killer ocean views and the sort of ubiquitous island breezes that the Hawaiian islands are known for, this beautiful modern abode was recently updated to the highest standards, with bespoke finishes and a brand-new air conditioning system. The home is located centrally between charming Hanalei’s shopping and restaurants and popular attractions such as Haena State Park, Ke’e Beach and the picturesque Kalalau Trail along the Napali coast. 

79 Peabody Drive, Mount Desert, Maine, $7.8 million

79 Peabody Drive
Photo courtesy of The Knowles Company

On the market for the first time in more than 7 decades, this rarified harbor-front property boasts over 6 acres of fields, woods and primo shoreline. Ideal for large gatherings, the listing includes a vintage Peabody & Stearns 19-room manse that’s famous with the locals. It boasts twin white chimneys, a private guest cottage on a bosky peninsula, a charming carriage house with a storage barn and a private pier with multiple floats. 

2380 Green Bay Road, Washington Island, Wisconsin, $2.45 million

2380 Green Bay Road
Photo courtesy of Gordon’s North Star Realty

Heated and cooled by a geothermal system, this nearly 5,000-square-foot abode stands on an 11.5-acre property with more than 1,400 feet of private shoreline and three private islands. The home’s classic white gourmet kitchen overlooks an open living area with lofted ceiling and a stone fireplace. Ideal for parties of any size, the waterfront house has 4 bedrooms—including a master suite with a gas stove—numerous bathrooms, a lovely den, a sauna and a whirlpool. Also included are a three-car garage, and a handsome boathouse and a dock.

9821 Northeast Murden Cove Drive, Bainbridge Island, Washington, $2.328 million

9821 Northeast Murden Cove Drive
Photo by Jeffrey Coupland, Homeport Photography

Designed to showcase the jaw-dropping views of the Puget Sound and the downtown Seattle skyline, this shingle-style, 4-bedroom abode in the Rolling Bay neighborhood includes a spacious great room, a light-filled office, a cozy family room and a jumbo master suite with vaulted ceilings, a fireplace and a dressing area. The beautifully landscaped lot—over a third of an acre—features a large private patio with a pizza oven. Located a stone’s throw away from a community beach and near the ferry, this posh island property offers something for everyone. 

7822 Fisher Island Drive, Unit 7822, Miami Beach, Florida, $7.999 million

7822 Fisher Island Drive
Photo courtesy of The Jills Zeder Group

A generously sized wraparound terrace with unobstructed views of the ocean, beach and the Government Cut shipping channel is one of the many luxe features that distinguish this 2nd floor, 4,600-square-foot oceanside unit on Fisher Island. With marble flooring and Venetian plaster walls, the interior sports an open living and dining area with a wet bar, a chef’s kitchen and a separate family room. One of 3 bedroom suites, each with direct terrace access, the primary includes a spa-like bathroom with a glass steam shower and a sunken tub.


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Tate Gunnerson is a Chicago-based freelance journalist with an equal appreciation for natural beauty and good design. He is a passionate supporter of St. Jude Children’s Research Hospital and the National Kidney Foundation.

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