Find Hotels with a Pool in Wailea, HI

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Wailea Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Wailea Hotels with a Pool

Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1017)
"Stunning resort!"
The price is ￥96,726
￥123,799 total
includes taxes & fees
Oct 21 - Oct 22
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (1002)
"Amazing resort! Friendly staff and beautiful location. Really fun pools and amenities."
The price is ￥76,090
￥99,810 total
includes taxes & fees
Oct 1 - Oct 2
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
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)
"Amazing location and service. Very beautiful "
The price is ￥125,273
￥156,551 total
includes taxes & fees
Oct 29 - Oct 30
Andaz Maui at Wailea Resort - a concept by Hyatt
Residence Inn by Marriott Maui Wailea
Outdoor pool, free cabanas, pool umbrellas

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (971)
"We had a great stay in Wailea. We were close enough to the beaches without having the chaos of so many tourists. Room was clean, breakfast was a great bonus and staff was friendly."
The price is ￥58,152
￥68,596 total
includes taxes & fees
Oct 4 - Oct 5
Residence Inn by Marriott Maui Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1019)
"Loved the resort very well kept & beautiful spa was the best too"
The price is ￥156,815
￥193,799 total
includes taxes & fees
Oct 26 - Oct 27
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1003)
"Beautiful resort. Everything was absolutely perfect. Room was impeccable. Staff were very friendly and accommodating. Pool and beach area were really nice. Will stay here again. "
The price is ￥112,865
￥133,135 total
includes taxes & fees
Oct 26 - Oct 27
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, sun loungers

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
The price is ￥135,673
￥168,859 total
includes taxes & fees
Sep 30 - Oct 1
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (570)
"We attended a wedding in Wailea and this was a great alternative to staying in a large hotel."
The price is ￥46,888
￥114,501 total
includes taxes & fees
Sep 30 - Oct 1
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (740)
"Property was beautiful, condo gorgeous, pools amazing, views awesome."
The price is ￥31,922
￥95,347 total
includes taxes & fees
Oct 1 - Oct 2
Wailea Grand Champions - CoralTree Residence Collection
Palms at Wailea Maui
Outdoor pool

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very Good, (512)
"A wonderful place to stay in Wailea!"
Palms at Wailea Maui
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.
View all properties

Top Wailea Hotel Reviews

Wailea Grand Champions - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

10/10 Excellent
"Very clean and comfortable. "
David 6-night trip
Posted 4 days ago
Wailea Grand Champions - CoralTree Residence Collection

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Provides 4 restaurants, 5 outdoor pools, and 2 pool bars. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Features 4 outdoor pools, a children's pool, and 4 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 3 restaurants.
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.