The Best Hotels with a Pool in Wailea, HI from ￥4,754 in 2026

Q: What are some accommodations with pools in Wailea?

Grand Wailea Maui, A Waldorf Astoria Resort : Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Wailea Beach Resort - Marriott, Maui : Resort, 10-minute walk from Wailea Beach. Offers 4 outdoor pools, a children's pool, and 4 restaurants. Four Seasons Resort Maui at Wailea : Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui : Resort, 11-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 6 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt : Resort located near Wailea Beach. Offers 4 restaurants, 5 outdoor pools, and 2 pool bars.

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Our top choices for Wailea hotels with a pool

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Splashy paradise with 9 pools, a lazy river, and oceanfront views awaits at this luxury Hawaiian resort.

￥139,601 total

includes taxes & fees

Dec 5 - Dec 6

A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

2. Wailea Beach Resort - Marriott, Maui

Wailea

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

￥113,641 total

includes taxes & fees

Nov 29 - Nov 30

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

3. 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.

￥165,424 total

includes taxes & fees

Nov 7 - Nov 8

A resort pool area with lounge chairs, umbrellas, and palm trees.

4. Fairmont Kea Lani Maui

Wailea

Triple the tropical fun with 3 outdoor pools, cabanas, and a swim-up bar at this Hawaiian beachfront haven.

￥195,125 total

includes taxes & fees

Dec 1 - Dec 2

A resort pool area with sun loungers and umbrellas, surrounded by lush greenery and overlooking a body of water with a sunset in the background.

5. Residence Inn by Marriott Maui Wailea

Wailea

Soak up the sun at this peaceful poolside oasis with free cabanas, hot tub, and just steps from Wailea Beach.

￥86,094 total

includes taxes & fees

Nov 15 - Nov 16

A poolside lounge area with outdoor seating, a fire feature, and umbrellas providing shade.

6. AC Hotel by Marriott Maui Wailea

Wailea

Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.

￥89,103 total

includes taxes & fees

Nov 15 - Nov 16

A resort with multiple swimming pools, palm trees, and a view of the ocean.

7. 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.

￥169,117 total

includes taxes & fees

Nov 7 - Nov 8

A pool area with lounge chairs and umbrellas, surrounded by tropical plants and palm trees, overlooking a scenic view of the ocean and a mountain.

8. Hotel Wailea Maui

Wailea

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

￥189,674 total

includes taxes & fees

Nov 18 - Nov 19

A swimming pool area with lounge chairs and umbrellas, surrounded by lush greenery and palm trees.

9. Grand Champions

Wailea

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

￥76,013 total

includes taxes & fees

Nov 7 - Nov 8

A pool area with lounge chairs and a small pool, surrounded by palm trees and greenery.

10. Grand Champions by KBM

Wailea

Dive into poolside paradise in Maui's sun-soaked haven with white sand beaches just steps away.

￥145,927 total

includes taxes & fees

Nov 19 - Nov 20

View all properties

Compare popular hotels in Wailea

Property	Star rating	Guest rating
AC Hotel by Marriott Maui Wailea	4.0 star property	9.2 Wonderful 307 reviews	View
Wailea Beach Resort - Marriott, Maui	5.0 star property	9.0 Wonderful 1,000 reviews	View
Grand Champions	2.5 star property	9.2 Wonderful 9 reviews	View
Grand Wailea Maui, A Waldorf Astoria Resort	5.0 star property	8.8 Excellent 1,006 reviews	View
Residence Inn by Marriott Maui Wailea	3.5 star property	9.2 Wonderful 1,000 reviews	View

Top Wailea Hotel Reviews

A resort with a swimming pool, solar panels, and a view of the ocean.

Maui Coast Hotel

South Kihei

10/10 Excellent

Maui Coast Hotel was an ideal base in Kihei! It was centrally located right across the street from Kamaole I Beach, and while I wouldn't necessarily recommend staying anywhere in Kihei without a car, there were definitely places to eat and hang in walkable distance in both directions, and the hotel also offered a complementary shuttle service within a 3-mile radius. For those with cars, the plentiful free parking was a nice contrast vs the predatory parking fees at the Wailea resorts. The...

Anonymous traveler

Four Seasons Resort Maui at Wailea

Wailea

10/10 Excellent

First time in Maui and first time staying at the Four Seasons and the experience was awesome. Hotel and staff are very helpful and nice throughout our stay. Complimentary bottles of water and Nespresso coffee/tea available in the room. Also, complimentary juice and water available in the lobby.. Resort has a adults only pool section for those that want to relax and want a quieter environment. The beach is very clean. Staff is always there to help and setup pool/beach chairs. Food is pricy at the...

Mikey

Fairmont Kea Lani Maui

Wailea

10/10 Excellent

Christie

A swimming pool with a tiled deck, a lifeguard stand, and lounge chairs.

Kihei Ali'i Kai Condos with Free Parking

South Kihei

10/10 Excellent

Jennifer

A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.

Ho‘olei Villas at Grand Wailea

Wailea

10/10 Excellent

Anonymous traveler

A resort pool area with a waterfall, palm trees, and a building with balconies.

Hilton Grand Vacations Club Maui Bay Villas

North Kihei

10/10 Excellent

Samuel

Hotel Wailea Maui

Wailea

10/10 Excellent

For some reason because it had the word "Hotel" in its name I didn't have great expectations. However, the entire place is like a very high end NEW resort. The room was ridiculously nice. It was like a nice sized one bedroom apartment (NOT a studio). The oversized shower area is super cool with a rain shower head. The kitchen had Sub-Zero drawer fridge and freezer. It had a Nespresso machine with capsules (the best coffee you can drink!!). You would be hard-pressed to find a finer room...

Derek

AC Hotel by Marriott Maui Wailea

Wailea

10/10 Excellent

Anonymous traveler

Residence Inn by Marriott Maui Wailea

Wailea

10/10 Excellent

For not being a beachfront hotel this place is beautifully located in Wailea with AMAZING views, made me forget it wasn't on the beach. That being said we were close enough to the beach that it didn't even matter. The hotel provided a shuttle to wherever we wanted to go within a three mile radius which was super convenient. The staff at the hotel provided a warm aloha welcome including a shell lei. The shuttle drivers were very polite, opening doors, helping with bags and answering any questions...

Perez Family

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea

10/10 Excellent

This place is absolutely magical. Perfectly situated on the most beautiful oceanfront property among lush gardens and swaying palm trees. It indeed feels like an exclusive boutique hotel. The service was stellar, the plentiful and delicious buffet breakfast should not be missed, the spa is dreamy, and the pools and private beach are glorious. The only downside is that 2 of the 3 restaurants on-site are specialty, signature restaurants, leaving only one option for more standard fare, and the...

Michelle Mikesell

A swimming pool with lounge chairs and palm trees.

Courtyard Maui Kahului Airport

Kahului

10/10 Excellent

The hotel location was very convenient for our stay and easy access to all what you need - restaurants and groceries. Walking distance to Costco if you're its member and taking advantage of it, especially its gas price was much cheaper to the others when you have rental car like me. The hotel is very close to the airport, but I didn't feel much noise bothering my sleep there. Hotel parking is $10 per night for my stay. If you plan to do road to Hana and Haleakala national park, staying this...

Jiping

Wailea Beach Resort - Marriott, Maui

Wailea

10/10 Excellent

Great property overall...adult pool if you want to relax...family pool and a huge water slide for the kids. Poolside food was excellent...everything on the menu was fantastic! If u want a cheaper meal..walk up to the market..just above the hotel...a 2 min walk...they have everything..from sandwiches..pizza...poki..breakfast..all good and at a third of the price...if u have teens the market is the place to send them instead of poolside food at $20 an item... Snorkel equipment free(though we...

Dean

A resort with a swimming pool, palm trees, and ocean views.

Aston Maui Hill

South Kihei

10/10 Excellent

Pat

A pool area with palm trees, a beach view, and a building with a sign reading "Five Palms Beach Grill".

Mana Kai Maui- Official Onsite Rental

South Kihei

10/10 Excellent

The Mana Kai is a great place to stay in South Kihei with all that it has to offer. It's right on the water at the top-end of an amazing beach with fantastic access to all amenities. I love being able to go to the gym (that has great new equipment), come up stairs have breakfast, rent a paddle board then walk straight to the beach for the morning baptism in Maui's warm Waters all within the same property. The 5 Palms restaurant on property was great for everything from cocktails to fine dining...

Charlie

Hampton Inn & Suites Maui North Shore

Kahului

10/10 Excellent

Feb

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

10/10 Excellent

Fantastic resort. All staff were extremely helpful and friendly. Beautiful pool and beach. Rooms were great. Didn’t leverage restaurants as reviews were not stellar and far overpriced ($50 for a bowl of pasta?). Only negative is they felt understaffed. For example quick breakfast place to grab coffee, sandwich, etc was always busy with 10 people in line and took 30 mins. Poor staff their tried there best and super nice, but they needed more help as that’s a silly wait for coffee

Jason

A resort pool area with lounge chairs, a swimming pool, and a view of the ocean and mountains.

Maui Seaside Hotel

Kahului

10/10 Excellent

Jazmin

Frequently Asked Questions

What are some accommodations with pools in Wailea?

Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Features 9 outdoor pools, a children's pool, and a lazy river. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Offers 4 outdoor pools, a children's pool, and 4 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 6 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Offers 4 restaurants, 5 outdoor pools, and 2 pool bars.

What is there to see and do in Wailea?

Explore places like Wailea Beach while you're in Wailea. Surround yourself with nature at Ulua Beach and Mokapu Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

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Find Hotels with a Pool in Wailea, HI

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wailea hotels with a pool

1. Grand Wailea Maui, A Waldorf Astoria Resort

2. Wailea Beach Resort - Marriott, Maui

3. Four Seasons Resort Maui at Wailea

4. Fairmont Kea Lani Maui

5. Residence Inn by Marriott Maui Wailea

6. AC Hotel by Marriott Maui Wailea

7. Andaz Maui at Wailea Resort - a concept by Hyatt

8. Hotel Wailea Maui

9. Grand Champions

10. Grand Champions by KBM

Compare popular hotels in Wailea

Top Wailea Hotel Reviews

Maui Coast Hotel

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Wailea?

What is there to see and do in Wailea?

Explore a world of travel with Expedia