Find & compare hotels with pools in Wailea-Makena, HI

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Whether you’re traveling for vacation or business, nothing says “relaxation” quite like floating on an inflatable raft. For water-lovers like you, finding a hotel with a pool in Wailea-Makena is a must-do on the itinerary. From cannonballs to gentle wading, Travelocity will help you snag the perfect hotel so you can cool off however you need to.

Booking hotels in Wailea-Makena with a pool doesn’t mean you have to sacrifice your room amenities, either. You’ll still receive the same tender loving care from the friendly staff, fresh towels to dry off with, and tasty room service at your beck and call.

Wailea-Makena hotels with a pool are perfect for everyone from a solo traveler looking to get some exercise first thing in the morning to a big family who needs to keep the kiddos entertained. Many of these accommodations also offer a hot tub, so you can soak away any stress in the warm bubbles.

If you’re worried about prices, Travelocity won’t leave your wallet hanging out to dry. Book your hotel with us and rely on the Travelocity Price Guarantee to get the most affordable rates. You’ll soon be splashing around and exploring a new city, all from the home base of an affordable hotel.

Wailea-Makena hotels essential information

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Recent Wailea-Makena hotel reviews by fellow wanderers

Mana Kai Maui- Official Onsite Rental

5 out of 5

Posted 6 hours ago

Travelocity Verified Review

"We stayed here on our honeymoon, and it was a wonderful experience! The view from our lanai overlooked the ocean, and our room was clean and had AC. The resort is also just a few steps from the beach, which makes it an even better experience!The staff were really friendly, and the BBQ area was clean and easy to use since they get it heated up for you! If you’re looking for a place that’s beautiful, filled with kind people, and has special fuzzy visitors, then look no further! They currently have renovations going on and cannot wait to see how it ends up looking after they are done. Definitely will be back."

A verified traveler stayed at Mana Kai Maui- Official Onsite Rental

Grand Wailea Maui, A Waldorf Astoria Resort

2 out of 5

Posted 16 hours ago

Travelocity Verified Review

"Over rated, out dated and in desperate need of a renovation. Stains on comforter, black mold in shower, bathtub drain handle broken and the worst was toilet paper, same as a porta potty."

A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!"

A verified traveler stayed at Hotel Wailea, Relais & Chateaux - Adults Only

Andaz Maui at Wailea Resort - a concept by Hyatt

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"This was the most incredible stay! I cannot even express how incredibly gorgeous and breathtaking the property is; everywhere you look it is mesmerizing. The staff was top notch, the amenities were so great, and the breakfast was lovely. We looked at many resorts in Wailea and I can confidently say that after staying at the Andaz there is no competition. We even ate at the Four Seasons and were not wowed because we just loved Andaz so much! LOL The only thing we didn’t love was the Alfredo and Parmesan fries at Andaz but everything else was pretty tasty. The room was also fantastic; everything was fully stocked daily if you requested them to service your room. There is even an Ohana lounge after checkout that has showers, complimentary drinks, etc. which was incredible for us! We checked our luggage and enjoyed the property alllll day because of that additional lounge access amenity. Paddle boarding on the ocean and the outrigger was also so cool, and there were so many different options of water equipment that you could easily check out even without booking a session. I have to say this was 10/10 and we have already discussed making Andaz our yearly getaway. It is unmatched. What a perfect and romantic getaway, ugh! I am sooo sad to even leave!"

A verified traveler stayed at Andaz Maui at Wailea Resort - a concept by Hyatt