The Best Hotels with a Pool in Wailea-Makena, HI from ￥67,184 in 2026

Panoramas Wailea-Makena, Hawai'i, Alalakeiki Channel Apple iPhone 5s

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Our top choices for Wailea-Makena hotels with a pool

Grand Champions

Wailea

Wailea resort offers serenity with sun-drenched pool and hot tub, perfectly situated by golf greens.

￥100,604 total

includes taxes & fees

Jun 14 - Jun 15

Four Seasons Resort Maui at Wailea

Wailea

Splash into paradise at this beachfront resort with 3 outdoor pools, a swim-up bar, and a thrilling waterslide.

￥179,503 total

includes taxes & fees

Jun 26 - Jun 27

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Plunge into luxury at this adults-only resort with a serene outdoor pool and beach shuttle service.

￥158,233 total

includes taxes & fees

Jun 23 - Jun 24

2 outdoor pools, pool umbrellas, sun loungers

Signature Residences at Maui Banyan

South Kihei

Wailea Beach resort offers aquatic paradise with 2 outdoor pools, hot tub, and sun loungers for relaxation.

￥80,730 total

includes taxes & fees

Jun 13 - Jun 14

4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

Wailea

Dive into paradise at this Hawaiian resort with 4 outdoor pools, a waterslide, and poolside cocktail service.

￥169,627 total

includes taxes & fees

Jun 15 - Jun 16

5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

Discover coastal luxury with 5 ocean-view pools where cabanas and loungers invite blissful relaxation beneath the Hawaiian sun.

￥172,347 total

includes taxes & fees

Jun 28 - Jun 29

Romantic 1 BR Condo with King Tempurpedic

Wailea

￥67,184 total

includes taxes & fees

Jun 19 - Jun 20

180 Degree Ocean View in Wailea! WE204

Wailea

￥111,091 total

includes taxes & fees

Jun 21 - Jun 22

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Choose what matters most at hotels with a pool in Wailea-Makena

Breakfast included

4 stars

Hotels with pools and free breakfast in Wailea-Makena

Fairmont Kea Lani Maui

Wailea

￥222,054 total

includes taxes & fees

Jun 30 - Jul 1

9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

￥164,250 total

includes taxes & fees

Jul 10 - Jul 11

Residence Inn by Marriott Maui Wailea

Wailea

￥98,014 total

includes taxes & fees

Jun 24 - Jun 25

Wailea Beach Resort - Marriott, Maui

Wailea

￥169,627 total

includes taxes & fees

Jun 15 - Jun 16

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

￥172,347 total

includes taxes & fees

Jun 28 - Jun 29

Fairmont Kea Lani Maui Villa Experience

Wailea

￥863,983 total

includes taxes & fees

Jul 8 - Jul 9

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5-star hotels with pools in Wailea-Makena

Fairmont Kea Lani Maui

Wailea

￥222,054 total

includes taxes & fees

Jun 30 - Jul 1

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

￥164,250 total

includes taxes & fees

Jul 10 - Jul 11

Four Seasons Resort Maui at Wailea

Wailea

￥179,503 total

includes taxes & fees

Jun 26 - Jun 27

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

￥158,233 total

includes taxes & fees

Jun 23 - Jun 24

Fairmont Kea Lani Maui Villa Experience

Wailea

￥863,983 total

includes taxes & fees

Jul 8 - Jul 9

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Top Wailea-Makena Hotel Reviews

Wailea Ekahi - CoralTree Residence Collection

10/10 Excellent

"We’ve stayed at Wailea Ekahi multiple times. It’s such a great place to stay. Their pool next to the beach is amazing! So many restaurants near by or you can cook or grill cause the rentals have full kitchen and grills! Highly recommend this place!"

Aston Maui Hill

8/10 Good

"Great location and walking distance to beach. We were at 1st floor so we could hear footsteps loud from above. Kids were running above us so it was annoying. Amenities were excellent. It was really nice that they had all these beach equipment such as beach towels, chairs, umbrella, carrying wagon, and body surfboard. It was also great that they had a full size refrigerator, stovetops, utensils, and plenty of dishes & cups. We also enjoyed the clean swimming pool and hot tub and relaxing at balcony. Front desk coffee was very good. Shower pressure was great. It was a perfect size for five of us. I heard that they spray pesticide regularly but I did kill one big cockroach in the kitchen. Cleaning staff did an excellent job of tidying up the beds, empty trash cans, and change towels. Everyone was very friendly and welcoming. Overall, it was great. Our family enjoyed the stay."

Wailea Beach Resort - Marriott, Maui

6/10 Okay

"It was overpriced facility compared to with neighbor hotels for what this hotel offered, I can’t believe a 5 star resort does not start room service until 5pm , also any kind of request from housekeepers took forever and occasionally forgotten. If you are looking for a luxury and memorable stat this facility is not for you for sure."

Mana Kai Maui- Official Onsite Rental

10/10 Excellent

"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."

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent

"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!"

Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent

"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!"

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Find Hotels with a Pool in Wailea-Makena, HI

Change your mind

Treat yourself

Be picky

Check availability on Wailea-Makena Hotels with a Pool

Our top choices for Wailea-Makena hotels with a pool

Grand Champions

Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

Signature Residences at Maui Banyan

Wailea Beach Resort - Marriott, Maui

Andaz Maui at Wailea Resort - a concept by Hyatt

Romantic 1 BR Condo with King Tempurpedic

180 Degree Ocean View in Wailea! WE204

AC Hotel by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

Choose what matters most at hotels with a pool in Wailea-Makena

Hotels with pools and free breakfast in Wailea-Makena

Fairmont Kea Lani Maui

5-star hotels with pools in Wailea-Makena

Fairmont Kea Lani Maui

Top Wailea-Makena Hotel Reviews

Wailea Ekahi - CoralTree Residence Collection

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