Find Hotels with a Pool in Wailea, HI from CA $709

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Top Wailea Hotels with a Pool

2 outdoor pools, free cabanas, pool umbrellas
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (154)
"Incredible! Excellent from start to finish!"
Wailea Beach Villas
View from property
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
9.8 out of 10, Exceptional, (159)
"Fabulous panoramic view, comfortable accommodations, well appointed condo, everything you could possibly need in the kitchen. Beautiful Lanai setting & comfortable furnishings. Dave was very responsive throughout our planning & while we were in the condo. Sure hope we get to come back some day. This is a keeper condo/vacation. Mahalo!"
The price is CA $376
CA $859 total
includes taxes & fees
May 28 - May 29
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Club Suite, 1 Bedroom
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great in everything "
The price is CA $1,360
CA $1,604 total
includes taxes & fees
Jun 7 - Jun 8
Four Seasons Resort Maui at Wailea
Beach nearby, sun loungers, beach towels
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
9.6 out of 10, Exceptional, (79)
"This unit exceeded our expectations! Everything we wanted or needed was there and the property was beautiful! Although we were in one of the condos farthest from the ocean, it didn’t matter! Views were amazing and walk was easy! I would highly recommend this property and hope to return again soon!!"
Luxurious Wailea Ekahi 45D! Close to Pools & Beach. 25 miles from fire area.
View from room
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1002)
"Complete luxe property, worth every penny and will definitely be staying there again. "
The price is CA $1,126
CA $1,408 total
includes taxes & fees
Jun 9 - Jun 10
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (949)
"My wife and I celebrated our honeymoon and loved the adults only atmosphere. It was a very quiet and intimate atmosphere. We would highly recommend this place as an adults only get away!"
The price is CA $1,228
CA $1,514 total
includes taxes & fees
May 27 - May 28
Hotel Wailea, Relais & Chateaux - Adults Only
5 outdoor pools, cabanas (surcharge), pool umbrellas
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, (1001)
"Absolutely loved our stay at the Andaz!!! One thing we did not enjoy was that it was $50/day for parking which we were not expecting. Breakfast was also $50/day (per person) along with a $50/day resort fee. Seemed like there wasn't much included in the price of the hotel. Overall, a stunning hotel and great service but we will these prices were a little more clear when booking."
The price is CA $1,179
CA $1,472 total
includes taxes & fees
Jun 1 - Jun 2
Andaz Maui at Wailea Resort - a concept by Hyatt
Property amenity
Residence Inn by Marriott Maui Wailea
3.5 star property
9.2 out of 10, Wonderful, (926)
"I really enjoyed the location of the property and how tranquil it felt being here. Also, the rooms were very spacious and came with everything we needed."
The price is CA $709
CA $837 total
includes taxes & fees
Jun 8 - Jun 9
Residence Inn by Marriott Maui Wailea
Exterior
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (468)
"Close to the beach and beautiful"
Wailea Ekahi - CoralTree Residence Collection
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (999)
"Amazing experience the beach was beautiful the sunset was amazing i loved it highly recommend it the vibe is amazing "
The price is CA $1,126
CA $1,408 total
includes taxes & fees
Jun 1 - Jun 2
Grand Wailea Maui, A Waldorf Astoria Resort
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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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Price trends for hotels in Wailea

Less expensive
More expensive
Next month
December
January
CA $613
Month
Price
January
CA $1,219
February
CA $618
March
CA $768
April
CA $1,129
May
CA $1,133
June
CA $613
July
CA $709
August
CA $554
September
CA $763
October
CA $517
November
CA $625
December
CA $485
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.

Wailea Hotels with a Pool information

 

Hotels with a Pool in Wailea

50

Highest price
CA $1,360
Cheapest price
CA $709
Number of guest reviews
8,281
Total number of hotels in Wailea
1,185

 

Frequently asked questions

What's it like visiting Wailea?
If lounging by a pool is your idea of the perfect getaway, you might want to think about romantic Wailea, which has 6 places to stay with pools. During your trip, you can explore sights such as Shops at Wailea and Ulua Beach, and then kick back and relax poolside at one of the accommodations in Wailea that guests like for their pools.
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 5 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children’s pool, and 4 restaurants. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Provides 4 restaurants, 5 outdoor pools, and 2 pool bars. Hotel Wailea, Relais & Chateaux - Adults Only: Resort located near Wailea Beach. Features 3 restaurants, an outdoor pool, and a full-service spa. Fairmont Kea Lani Maui Villa Experience: Resort, 12-minute walk from Wailea Beach. Offers 3 outdoor pools, a children’s pool, and 4 restaurants.
How many pool hotels will I find in Wailea?
Expedia has 6 hotels in Wailea for your poolside break.
What is there to see and do in Wailea?
Spend some time experiencing the great outdoors at Ulua Beach and Wailea Beach. During your stay, check out sights such as Shops at Wailea, Polo Beach, and Keawakapu Beach North. Visitors to Wailea speak highly of the natural attractions, including the beautiful beaches.

Recent Reviews in Wailea
Expedia verified reviews

Wailea Grand Champions - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

5/5 Excellent
"WiFi had issue and Technical support had to come to condo to repair. Master bathroom toilet had to been leaking and owner had to be contacted fir approval to be replaced during our stay and left us with 1 toilet to share for 24 hours. We had to inconvenience our invited guest with this situation. "
A verified traveller stayed at Wailea Grand Champions - CoralTree Residence Collection
Posted 3 days ago
Wailea Grand Champions - CoralTree Residence Collection