Hotels with a Swim-up Bar in Hawaii from $644

Rates for hotels with swim-up bars in Hawaii range between $644 and $2,237 per night. Whatever your budget, Expedia will help you find the perfect place to sip on your favorite cocktail without having to leave the pool!This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Order a cold beer or ask the mixologist to whip up a colorful cocktail at one of the 9 hotels with swim-up bars in Hawaii. Get set to paddle over to the bar, grab a seat and drink up!

You’ll discover some fabulous family-friendly hotels with a swim-up bar in Hawaii. If you’re on your way to Wailea, take a look at Wailea Beach Villas, A Destination By Hyatt Residence. With a swim-up bar and amenities like a nearby beach and a children’s pool, your group will enjoy putting their feet up at this 4.5-star property. Four Seasons Resort Maui at Wailea has a 5-star rating and is another top option in Wailea. Adults can relax with a cocktail in the pool while the kids make their own fun at this retreat, which features a children’s pool and a nearby beach. Once you’ve checked in to your room, it’s time to discover the best of Wailea. Make memories together at family-friendly attractions such as Wailea Beach and Keawakapu Beach North.

Whatever your budget and travel plans, we’ll help you find your ideal escape with a swim-up bar in Hawaii. Save money and look for an all-inclusive resort where you can work your way through the cocktail menu without even leaving the pool. Or splurge on a luxury hotel where a fancy swim-up bar is just one of the many nice perks. Our search filters make it a breeze to find an escape that’ll add some splashing great fun to your vacation!

With Expedia’s range of filters, searching for cheap hotels with swim-up bars in Hawaii couldn’t be simpler. Just narrow your search results by star rating, amenities and budget to see the best prices. Want another hot money-saving tip? Sign up for Expedia Rewards for access to member discounts. Then look forward to sipping exotic cocktails in your swimsuit.

Whether you like history, food, shopping or sightseeing, Hawaii offers it all, and more! The popular city of Wailea boasts plenty of attractions, including Wailea Beach, Keawakapu Beach and Kamaole Beach Park. If you’re staying in Poipu, Poipu Beach, Lawai Beach and Shipwreck Beach shouldn’t be missed.