The Best Hotels with a Pool in Wailea, HI from ￥84,388 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. Fairmont Kea Lani Maui : Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 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. Wailea Beach Resort - Marriott, Maui : Resort, 10-minute walk from Wailea Beach. Features 4 outdoor pools, a children's pool, and 4 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

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.

Yetish

￥178,449 total

includes taxes & fees

Jun 14 - Jun 15

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

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

Ann

￥160,322 total

includes taxes & fees

Jun 15 - Jun 16

Fairmont Kea Lani Maui

Wailea

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

Eric

￥235,855 total

includes taxes & fees

May 22 - May 23

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.

Robert

￥184,810 total

includes taxes & fees

Jun 15 - Jun 16

Outdoor pool, free cabanas, pool umbrellas

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.

Roca

￥88,186 total

includes taxes & fees

Jun 1 - Jun 2

Grand Champions

Wailea

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

Sophie

￥84,388 total

includes taxes & fees

May 21 - May 22

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.

Lisa

￥151,426 total

includes taxes & fees

Jun 12 - Jun 13

AC Hotel by Marriott Maui Wailea

Wailea

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

Laurie

￥92,841 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Wailea

Breakfast included

4 stars

Top Wailea Hotel Reviews

Residence Inn by Marriott Maui Wailea

10/10 Excellent

"Breakfast had great options, hot tub was hot and bubbly "

Wailea Beach Resort - Marriott, Maui

4/10 Poor

"I was not pleased with the way they handled our room check in . We got there at 3 then we was told our room was not ready , she tried to offer a different room which cost less then when I bought it up she tried to offer me 130. 00 we was way off from what I paid for my original room . Then we had to wait almost 5 hrs to check into our room . By that time we was sleepy and tired. Then we went to the infinity pool on the resort which was 250 pp and it was to include a massage . Well when we got there the massage lady left . Now I don’t want to make it seem if colored mattered but they definitely made us feel like it did being we was the only black people on the resort . So overall would I go back no "

Wailea Beach Villas

10/10 Excellent

"Stayed in a similar property before, Villas are located right on Wailea beach, behind the villas are the Shops @ Wailea that has restaurants, groceries, and many higher end shops. Brought the family and rented 2 villas. The one my wife and I stayed in was just remodeled with very nice contemporary furniture, art and all new kitchenware. Ocean views from the lanai. It's a great value for a family, We plan on returning again."

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent

"A hidden gem 💎 beautiful boutique hotel felt very private and secluded. Adults only made the stay very relaxing. Room was well clean and well appointed with amenities and air conditioning. Staff were very responsive overall to requests. Pool and gym both nice and not crowded. Multiple restaurants on property with main dining area servicing high quality fine food and wine. Highlight of the hotel is the fleet of Range Rovers used to shuttle guests around anytime. That was amazing service and made everything convenient. location is good but not on the beach but the shuttles made it easy. Hotel would benefit from a coffee shop and convenience store. Otherwise is was a solid 4.5 ⭐️⭐️⭐️⭐️"

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. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 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. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Features 4 outdoor pools, a children's pool, and 4 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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