Find Hotels with a Pool in Wailea, HI from CA $371

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Check availability on Wailea Hotels with a Pool

Our top choices for Wailea hotels with a pool

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Splash into paradise at this beachfront resort with 3 outdoor pools, a swim-up bar, and a thrilling waterslide.
The price is CA $1,408
CA $1,672 total
includes taxes & fees
Jun 7 - Jun 8
Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Plunge into luxury at this adults-only resort with a serene outdoor pool and beach shuttle service.
The price is CA $1,099
CA $1,386 total
includes taxes & fees
Jun 15 - Jun 16
Hotel Wailea, Relais & Chateaux - Adults Only

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, (1,001 reviews)
  • cleanliness
    Discover coastal luxury with 5 ocean-view pools where cabanas and loungers invite blissful relaxation beneath the Hawaiian sun.
The price is CA $1,276
CA $1,596 total
includes taxes & fees
Jun 15 - Jun 16
Andaz Maui at Wailea Resort - a concept by Hyatt

Grand Champions

Grand Champions
2.5 star property
Wailea
9.2 out of 10, Wonderful, (5 reviews)
  • cleanliness
    Wailea resort offers serenity with sun-drenched pool and hot tub, perfectly situated by golf greens.
The price is CA $74
CA $729 total
includes taxes & fees
May 20 - May 21
Grand Champions

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Triple the tropical fun with 3 outdoor pools, cabanas, and a swim-up bar at this Hawaiian beachfront haven.
The price is CA $1,524
CA $1,890 total
includes taxes & fees
Jun 1 - Jun 2
Fairmont Kea Lani Maui

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into paradise at this Hawaiian resort with 4 outdoor pools, a waterslide, and poolside cocktail service.
The price is CA $1,044
CA $1,336 total
includes taxes & fees
Jun 14 - Jun 15
Wailea Beach Resort - Marriott, Maui

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea
3.5 star property
Wailea
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Soak up the sun at this peaceful poolside oasis with free cabanas, hot tub, and just steps from Wailea Beach.
The price is CA $642
CA $762 total
includes taxes & fees
May 27 - May 28
Residence Inn by Marriott Maui Wailea

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, (1,016 reviews)
  • cleanliness
    Splashy paradise with 9 pools, a lazy river, and oceanfront views awaits at this luxury Hawaiian resort.
The price is CA $1,430
CA $1,787 total
includes taxes & fees
May 20 - May 21
Grand Wailea Maui, A Waldorf Astoria Resort

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea
4.0 star property
Wailea
9.2 out of 10, Wonderful, (248 reviews)
  • cleanliness
    Dive into Maui's magical poolside paradise with mountain views and sunset cocktails.
The price is CA $642
CA $802 total
includes taxes & fees
Jun 1 - Jun 2
AC Hotel by Marriott Maui Wailea

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.8 out of 10, Exceptional, (70 reviews)
The price is CA $368
CA $1,324 total
includes taxes & fees
Jun 1 - Jun 2
Ekahi Ocean View Escape and close to beach (21F)
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
Next month
August
February
CA $507
Month
Price
January
CA $771
February
CA $792
March
CA $668
April
CA $505
May
CA $525
June
CA $507
July
CA $503
August
CA $440
September
CA $443
October
CA $447
November
CA $495
December
CA $597
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?
Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 3 restaurants. Grand Wailea Maui, A Waldorf Astoria Resort: Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. 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. 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 Keawakapu Beach South. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

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