July 1, 2019

America's Best Poolside Bars

Picture of Nick Cabugos
Nick Cabugos

Creative Director, Montecito Village Travel

Do you picture spending your dream vacation lounging in the sun with a drink in hand? If you answered yes, keep reading. When you're enjoying your well deserved time off soaking up the suns rays, the last thing you want to do is get up, put clothes on and head to the bar to refill your drink. So sit back and relax, we've picked our top luxury hotels that have incredible poolside and swim-up bars, so you don't even have to leave the pool area.

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Four Seasons Maui Wailea Hawaii Pool 

Serenity Pool, The Four Seasons Maui - Wailea, Hawaii

Dive into the refreshing waters of the adults-only Serenity Pool and be serenaded by an underwater music system. Come up for air, and specialty cocktails, at any of the freestanding and swim-up bars. With four bubble loungers, you may find yourself never leaving the 2,650-square-foot (246-square-metre) pool.

From its infinity edge, marvel at panoramic views of the island of Lanai and the West Maui mountain range. Glass mosaic tiles shimmer under the sun, and lush tropical gardens remind you that you are pleasantly far from home.

Should you decide to climb out, 60 poolside lounge chairs and casabellas are available. If you want a bit of shade, ask an attendant to add a hood to your chair. Borrow an e-reader for some light reading or spend the day and enjoy signature Four Seasons cuisine and poolside massages.

Four Seasons Preferred Partner Amenities:

  • Daily full American breakfast for two people
  • Spa credit of $100 USD or food and beverage credit of $100 USD
  • One category upgrade
  • Complimentary basic internet in all guest rooms
  • Complimentary premium internet in all suites

Vale Pool The William Vale New York

Vale Pool, The William Vale - Brooklyn, New York

Perched above Vale Park, Vale Pool is the longest outdoor hotel pool in Brooklyn and greater New York City. This 60 foot outdoor pool features snacks, light fare, and cocktails served poolside under the direction of award-winning Chef Andrew Carmellini.

Enjoy summer in the city poolside, and compliment it with their summery menu of light fare and cocktails by Chef Andrew Carmellini and NoHo Hospitality Group.

Explore Vale Terrace, a 5,000 sq. ft. immaculately landscaped open-air venue on the pool level, which provides natural shade, additional seating, and garden games.

Our Virtuoso Amenities:

  • Upgrade on arrival, subject to availability
  • Welcome amenity upon arrival
  • Complimentary A la carte breakfast for two daily 
  • $100 USD Food & Beverage credit
  • Early check-in/late check-out
  • Complimentary Business TOP speed Internet 

Rooftop Pool Miami South Beach

1 Hotel South Beach - Miami, Florida

Rooftop Pool:

At cloud level, 18 stories above the beach, the rooftop pool is the perfect grown-up retreat. Offering poolside cabanas, with an adults-only vibe, 1 Hotel South Beach is the only oceanfront hotel with a rooftop pool.

Center Pool:

Fun with family and friends. The 30,000-square-foot center pool has all the ingredients for a perfect day: cabanas, day beds and 180-degree ocean views. Take a dip in the pool-sized hot tub if it gets chilly. And on the main pool deck, SandBox serves fresh, America coastal style bites and drinks daily.

Our Virtuoso Amenities:

  • Upgrade on arrival, subject to availability 
  • Complimentary Full American Breakfast for two daily 
  • $100 USD Hotel credit 
  • Early check-in 
  • Guaranteed 4pm late check-out for Premium Suites and Penthouses
  • VIP Welcome Amenity
  • Complimentary Wi-Fi

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Palm Grove Pool Four Seasons Hualalai Palm Trees

Palm Grove, Four Seasons Resort Hualalai

Ambient music and cocktails made loungeside set the scene at this adults-only pool. Take a swim to the in-pool bench seating and bar for a cold Kona beer or a mojito before settling into one of the oversized hammocks or poolside chaise longues. Or spend the day in one of our Couples Nests: These private-lounge areas with spa treatments, personal attendants, snacks and cocktails are romantic sanctuaries for two.

Attendants are standing by to bring you food, drinks and chilled towels, arrange poolside massages and coordinate snorkelling lessons while you take it easy.

Four Season Preferred Partner Amenities:

  • Daily full American breakfast for two people
  • Spa credit of $100 USD or food and beverage credit of $100 USD
  • One category upgrade
  • Complimentary basic internet in all guest rooms
  • Complimentary premium internet in all suites

Windsor Court Hotel Pool and Sunset

Waterman Poolside Bar, Windsor Court Hotel - New Orleans

Enhance your rooftop pool experience at Waterman Poolside Bar, which opened in April 2018! Catch a game on one of the four flat-panel TVs, sample one of the six beers or 2 wines on tap, or dine al fresco.

Open year-round, the 65-foot saltwater escape invites you to swim morning and night, summer and winter. Soak up the sun in style as expertly mixed cocktails are sent straight to your lounge chair, or savor a signature dish by starlight while enjoying spectacular New Orleans skyline views. 

Our Virtuoso Amenities: 

  • Continental breakfast daily for up to 2
  • Upgrade on arrival, subject to availability 
  • $100 USD Resort/Hotel credit 
  • Early check-in/late check-out
  • Complimentary Wi-Fi 

Pool Sky

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