Gurney’s Star Island Resort & Marina
32 Star Island Rd., Montauk
Gurney's continue its Montauk expansion with the new Star Island Resort & Marina. As the outrageously popular nearby Seawater property shows, the team at Gurney's just gets it. Their conversion of the old Montauk Yacht Club is stunning.
Address Upon Booking, Montauk
As the eye behind well-trafficked Montauk spots Ruschmeyer’s and Surf Lodge, interior designer Robert McKinley is no stranger to the beach town's mellow vibe and wild coastline. So it follows that just in time for the East End's summer crunch (when prime lodging books up months in advance), McKinley and his wife, Kate Nauta, have opened McKinley Bungalow, a sprawling four-bedroom ranch-style home available for rent (there's a three-day minimum). We love the design details here, like natural oak floors and exposed beams, vintage decorative objects mixed with mid-century modern furniture, and the open kitchen and living room that flow into one another, which makes for a lively communal space for families or weekend guests. The backyard, meanwhile, is storybook Hamptons, lined with seagrass and white hydrangeas, and it comes with a BBQ and communal table for outdoor meals. There’s also a stash of Shinola bikes (Ditch Plains, known for its long surf break, is just a five-minute ride away). And if you really love it, everything (yes, everything), including the linens and furniture, is entirely shoppable, should you want to bring some of those Montauk memories home with…
Hero Beach Club
626 Montauk Hwy., Montauk
This refurbished seaside retreat (formerly the Oceanside hotel) quietly opened in the summer of 2017 out in Montauk, a spot not exactly known for its blissed-out tranquility in the summer months. Here, along Montauk's Umbrella Beach, this thirty-four-room getaway features tastefully beachy furnishings imported from Bali, the kind of mattresses you'd happily spend the weekend lounging on courtesy of Tomorrow Sleep, and crisp linens from Hill House Home. (Several of the rooms also have balconies.) In the morning, there's a small breakfast setup (bagels, coffee) but not too many other frills—and that's kind of the point. The delightfully in-the-know hotel staff will help with everything from, say, setting you up with surf lessons to tipping you off to the best lobster shack in town. On the property, there's yoga on the lawn four days a week and there are plans to build out the wellness offerings further.
290 Old Montauk Hwy., Montauk
Thanks to a recent face-lift, this large resort in Montauk, which ranges along a prime slice of beach, is a good option, particularly if you have kids or a bigger group. Beyond a spate of great restaurants (Tillie's, Scarpetta, a coffee shop in the lobby), there's a kids’ club, a beach club, and all the amenities you'd expect from a big hotel, like free Wi-Fi, a gym, a pool, and a spa. It's also one of the area's only year-round resorts, which is great if you're hoping to make a visit during the quieter spring or fall months—just be sure to request a renovated room.
The Surf Lodge
183 Edgemere St., Montauk
City-dwellers looking to trade the swankiness of the Hamptons for something a bit more laidback generally head here. At its core, this lakeside escape caters to the surfer set, which explains the massive pileup of longboards.
The Crow’s Nest Inn
4 Old W. Lake Dr., Montauk
This fourteen-room hideaway is removed enough from the crush of Montauk crowds but an easy bike ride away from town when you need it. As for the design? It's the brainchild of hotelier Sean McPherson (of the Bowery and the Marlton fame), which means every detail has been carefully considered, from the crisp Indian-inspired John Robshaw bedding and shibori-dyed throw pillows to the fridges stocked with Tate's Bakeshop cookies and Wölffer Estate rosé. For families traveling together or those seeking a bit more space, the collection of David Pharaoh Cottages are a solid option as each has its own kitchenette, daily housekeeping, and a beach parking pass (clutch if you've ever brought a car out to Montauk in the summer). During the day, a small but thoughtful breakfast spread includes fresh berries, croissants, coffee, and a stack of New York Timeses; come evening, grab a table at the on-site Mediterranean-inflected restaurant, which serves up everything from curried vegetable ragout and blue crab claw tagliatelle to fresh whipped ricotta and local kale salad. Stop by Melet Mercantile, a jewel-box-size outpost of the vintage connoisseur's Manhattan outpost, for an expertly curated…
The Montauk Beach House
55 S. Elmwood Ave., Montauk
This is the kind of convivial, party-prone place you want to go with your whole crew—in fact, it's pretty much the heart of Montauk's social scene. Need proof? The events calendar is loaded with activities that range from morning zen sessions to live tattooing to poolside socials. If and when shuteye is required, the vintage-themed guest rooms are meant to be shared—plus, they're equipped with beds so fluffy you'll gladly sleep through prime pool time.
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