Grand Wailea, A Waldorf Astoria Resort Rating: 4.5 Pearls

The beautifully designed, 780-room Grand Wailea is awe-inspiring in its scale: It's got one of the top U.S. spas, a prime location on one of the best U.S. beaches, and nine pools -- including arguably the best one in Hawaii. Drool-worthy Feature: The massive main pool features tons of activities including volleyball nets, a waterslide, and a rope swing. Dive in!

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12 Amazing Pools to Hold You Over Til Summer (12 of 12)

 The beautifully designed, 780-room Grand Wailea is awe-inspiring in its scale: It's got one of the top U.S. spas, a prime location on one of the best U.S. beaches, and nine pools -- including arguably the best one in Hawaii.
Drool-worthy Feature: The massive main pool features tons of activities including volleyball nets, a waterslide, and a rope swing. Dive in!
The Gansevoort is without a doubt the sexiest resort on Grace Bay, and a large part of its appeal is thanks to its stunning pool surrounded by palm trees.
Drool-worthy Feature: The pool features four hard-decked islands. Though they require a reservation (with a fee attached), they include two lounge chairs, an umbrella, a table, chairs, and, of course, the envy of everyone else at the pool. An immaculate, art-filled property fronting Wailea beach, the Four Seasons stands at the pinnacle of the area's resorts, offering spacious rooms, a top-notch staff, and a slew of amenities -- including three high-design pools.
Drool-worthy Feature: Talk about VIP treatment; the poolside cabana staff refills guests' free (and automatic) glasses of ice water seemingly after each sip, and employees patrol the lounge chairs with cold towels and spray-bottles of Evian to spritz guests' faces. Built in 1926, the iconic Biltmore (a national landmark) brings timeless luxury to a hotel scene overwhelmed by skin-deep glitz. Though far from any beaches, it offers -- among many other luxuries -- an amazing pool.
Drool-worthy Feature: This 22,000-square-foot pool is the largest in the continental U.S. Actor Johnny Weissmuller, better known as Tarzan, used to be a swimming instructor at the pool many years ago. The Joule is one of the coolest -- and most luxurious -- hotels in Downtown Dallas. And it features one of the most talked about pools in the states.
Drool-worthy Feature: The Joule's cantilevered pool juts out over Main Street, so swimmers can get a glimpse of pedestrians below. La Reunion Antigua Golf Resort is an outstanding luxury pick located in the shadow of four volcanoes (two of them active) about 30 minutes from the colonial city of Antigua, Guatemala. Room have private patios with infinity-edge swimming pools, but the resort also has a main pool as well as a separate kiddy pool.
Drool-worthy Feature: These gorgeous volcanic views are hard to beat. This ornately designed Sunset Strip hotel, already an icon less than a decade and a half after opening, has an exclusive pool and poolside lounge, and more scene than even the Sunset Marquis.
Drool-worthy Feature: The white walls and hanging potted plants gives this pool a beachy feel -- despite it being several stories above bustling Sunset Boulevard. Some things at the Raleigh Hotel are vintage-bordering-on-dated; but not the stunning free-form pool.
Drool-worthy Feature: This pool (surrounded by vintage lounge chairs and umbrellas) became a Miami landmark when former swimmer and movie star Esther Williams leapt from its waterfall diving board in a sequined bathing cap. Opened in December 2008, the 2,034-room Encore is all about pure opulence, including the gorgeous European Pool.
Drool-worthy Feature: The classically elegant pool surrounds a unique outdoor casino. For a small hotel, this 54-room boutique has a lot to offer: great views of Arenal volcano, a lovely spa, a bar with an outdoor terrace, an on-site restaurant, and a beautiful pool.
Drool-worthy Feature: This hot springs pool features natural thermal waters that help guests relax and take in the scenery. Situated on more than 200 acres of picturesque land, The Ventana Inn & Spa looks like a rustic cabin nestled in the woods -- yet it features a long list of on-site amenities, including two pools.
Drool-worthy Feature: This pool is in a secluded spot for a reason -- it's the resort's clothing-optional pool. So "forget" your bathing suit and enjoy a dip au naturel. This 249-room hotel with flashy decor, lots of bars, and an outdoor pool is the uptown sister to the original, once wildly popular Hotel Gansevoort.
Drool-worthy Feature: The Gansevoort chain knows how to do their pools. One of only a handful of rooftop pools in New York, this is the only one that features a sexy pin-up mural. Plus, the pool has an underwater sound system and is a popular scene during the summertime. The beautifully designed, 780-room Grand Wailea is awe-inspiring in its scale: It's got one of the top U.S. spas, a prime location on one of the best U.S. beaches, and nine pools -- including arguably the best one in Hawaii.
Drool-worthy Feature: The massive main pool features tons of activities including volleyball nets, a waterslide, and a rope swing. Dive in!
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