Find Hotels with a Pool in Wailea, HI from CA $795

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Check availability on Wailea Hotels with a Pool

Our top choices for Wailea hotels with a 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 CA $276
CA $1,153 total
includes taxes & fees
Mar 11 - Mar 12
Grand Champions

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 CA $4,336
CA $5,227 total
includes taxes & fees
Mar 7 - Mar 8
Fairmont Kea Lani Maui Villa Experience

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean, and comfortable facilities with kind staff. "
United States
Jae-Hyun
The price is CA $851
CA $1,102 total
includes taxes & fees
Mar 7 - Mar 8
Wailea Beach Resort - Marriott, Maui

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
The price is CA $3,711
CA $5,213 total
includes taxes & fees
Feb 13 - Feb 14
Grand Champions Condos by KBM

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,002 reviews)
"Room was nice and clean, staff was great. "
United States
Renalyn
The price is CA $670
CA $795 total
includes taxes & fees
Mar 2 - Mar 3
Residence Inn by Marriott Maui Wailea

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44 reviews)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is CA $2,756
CA $3,360 total
includes taxes & fees
Mar 3 - Mar 4
Ho‘olei Villas at Grand Wailea

Serene Maui Retreat Walk to Beach & Shops

Serene Maui Retreat Walk to Beach & Shops
Wailea
The price is CA $256
CA $1,140 total
includes taxes & fees
Mar 2 - Mar 3
Serene Maui Retreat Walk to Beach & Shops

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (214 reviews)
"Fantastic location, great staff. "
United States
Dillon
The price is CA $670
CA $829 total
includes taxes & fees
Mar 2 - Mar 3
AC Hotel by Marriott Maui Wailea

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 CA $449
CA $1,825 total
includes taxes & fees
Feb 17 - Feb 18
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"Service was good"
Canada
kathy
The price is CA $1,078
CA $1,368 total
includes taxes & fees
Mar 2 - Mar 3
Four Seasons Resort Maui at Wailea
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.

Choose what matters most at hotels with a pool in Wailea

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
May
December
CA $838
CA $513
Month
Price
January
CA $755
February
CA $838
March
CA $513
April
CA $458
May
CA $414
June
CA $485
July
CA $524
August
CA $444
September
CA $509
October
CA $492
November
CA $600
December
CA $951
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Wailea Hotel Reviews

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. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Provides 4 outdoor pools, a children's pool, and 4 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 Mokapu Beach and Polo Beach. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

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