Find Hotels with a Pool in Wailea, HI

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Check availability on Wailea Hotels with a Pool

Our top choices for Wailea hotels with a pool

Outdoor pool

Grand Champions

Grand Champions
2.5 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Best sleep I’ve had on vacation! This was easily one of our favorite stays in Maui. The unit was incredibly spacious and spotless, but the highlight was definitely the comfort level. The description wasn't kidding about the premium bedding—the memory foam mattress and Egyptian cotton sheets were heavenly after a long day of hiking and swimming. We loved starting our mornings with espresso on our private lanai, listening to the birds in the garden. The pool area is quiet and relaxing, never...
United States
Sophie
The price is NT$3,636
NT$20,882 total
includes taxes & fees
Jan 29 - Jan 30
Grand Champions
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is NT$113,574
NT$135,826 total
includes taxes & fees
Feb 20 - Feb 21
Fairmont Kea Lani Maui Villa Experience
Condo, 1 Bedroom | Pool

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is NT$9,177
NT$39,650 total
includes taxes & fees
Jan 24 - Jan 25
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
Outdoor pool

Grand Champions Condos by KBM

Grand Champions Condos by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
Grand Champions Condos by KBM
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,003 reviews)
"Clean, staff friendly "
United States
Thuan
The price is NT$19,818
NT$25,648 total
includes taxes & fees
Feb 6 - Feb 7
Wailea Beach Resort - Marriott, Maui
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,003 reviews)
"Beautiful Resort "
United States
JOANN
The price is NT$22,342
NT$28,570 total
includes taxes & fees
Feb 6 - Feb 7
Grand Wailea Maui, A Waldorf Astoria Resort
Outdoor pool, free cabanas, pool umbrellas

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (996 reviews)
"good location, good breakfast and friendly staff"
United States
Valeria
The price is NT$14,805
NT$17,575 total
includes taxes & fees
Jan 21 - Jan 22
Residence Inn by Marriott Maui Wailea
Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Service was good"
Canada
kathy
The price is NT$25,411
NT$32,227 total
includes taxes & fees
Feb 17 - Feb 18
Four Seasons Resort Maui at Wailea
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,005 reviews)
"The Andaz is just beautiful. We loved the location, the pool and the activities they offered. The only downside was the pool chairs were hard to get with so many people putting their stuff down and then disappearing all day. They could have enforced this better. But overall we would love to stay again!"
United States
Tracey
The price is NT$24,173
NT$30,557 total
includes taxes & fees
Feb 20 - Feb 21
Andaz Maui at Wailea Resort - a concept by Hyatt
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Wailea

Breakfast included
4 stars

Top Wailea Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Great staff and service "
Daisy 1-night trip
Posted 2 days ago
Four Seasons Resort Maui at Wailea

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. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Provides 3 outdoor pools, a children's pool, and 6 restaurants. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Features 4 outdoor pools, a children's pool, and 4 restaurants. Residence Inn by Marriott Maui Wailea: Hotel located near Wailea Beach. Offers a snack bar/deli, an outdoor pool, and buffet.
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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