The Best Hotels with a Pool in Wailea, HI from NT$16,970 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.

A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

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Our top choices for Wailea hotels with a pool

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

1. AC Hotel by Marriott Maui Wailea

Wailea

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

NT$18,232 total

includes taxes & fees

Oct 25 - Oct 26

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

2. 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.

NT$41,541 total

includes taxes & fees

Nov 15 - Nov 16

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

3. Fairmont Kea Lani Maui

Wailea

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

NT$43,772 total

includes taxes & fees

Oct 23 - Oct 24

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

4. 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.

NT$31,265 total

includes taxes & fees

Oct 31 - Nov 1

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.

NT$17,616 total

includes taxes & fees

Oct 25 - Oct 26

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

6. 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.

NT$32,656 total

includes taxes & fees

Nov 16 - Nov 17

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.

7. Hotel Wailea Maui

Wailea

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

NT$36,502 total

includes taxes & fees

Oct 31 - Nov 1

A resort pool area with a hot tub, lounge chairs, and palm trees.

8. Villa, Garden View, 2-bedroom

Wailea

NT$52,075 total

includes taxes & fees

Oct 19 - Oct 20

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Choose what matters most at hotels with a pool in Wailea

Breakfast included

4 stars

Top Wailea Hotel Reviews

Hotel Wailea Maui

10/10 Excellent

"A hotel that spares no expense, every detail has been"

Wailea Grand Champions - CoralTree Residence Collection

10/10 Excellent

"Apartment was beyond our expectations. If you’re looking to stay somewhere that has everything you need, look no further. Super clean, beds are super comfy, views are incredible, location is perfect! The kitchen is stocked with everything you could possibly need. We travelled with our toddler, so to find Tupperware, coolers and ice packs made our day trips out with fresh snacks possible. The apartment also had an abundance of Tommy Bahama beach chairs. There were people in the apartment above us, and we didn’t hear them once. Lovely short walk to the pool, which was well maintained and clean. I would not hesitate to stay here again, and would recommend this place to anyone."

Wailea Beach Resort - Marriott, Maui

10/10 Excellent

"The location is great because it shares the same beach as the Grand Wailea and the Four Seasons and you can go to restaurants at all 3 resorts and the Shops at Wailea as well. Beautiful property and very attentive staff. Lunch and drinks are brought to you by the pool and we got very spoiled to that. :)"

Wailea Elua- CoralTree Residence Collection

10/10 Excellent

"We got this place for our honeymoon! It was amazing!!! 3 min walk to beach and 5 min to the shops. Place was very clean and well taken care of! We had everything we needed. Loved the patio area!! We will be back and try and book this place again. It was amazing!!"

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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