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
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Wailea Hotels with a Pool

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, (1001)
"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 NT$22,933
NT$27,052 total
includes taxes & fees
Oct 26 - Oct 27
Four Seasons Resort Maui at Wailea
Grand Champions
Outdoor pool

Grand Champions

2.5 star property
The price is NT$3,260
NT$15,083 total
includes taxes & fees
Oct 9 - Oct 10
Grand Champions
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, (1001)
"Amazing resort! Friendly staff and beautiful location. Really fun pools and amenities."
The price is NT$15,977
NT$20,890 total
includes taxes & fees
Oct 6 - Oct 7
Wailea Beach Resort - Marriott, Maui
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, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
The price is NT$28,680
NT$35,623 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Wailea, Relais & Chateaux - Adults Only
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, (1002)
"Stunning resort!"
The price is NT$19,654
NT$25,155 total
includes taxes & fees
Oct 21 - Oct 22
Grand Wailea Maui, A Waldorf Astoria Resort
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, (1000)
"Amazing location and service. Very beautiful "
The price is NT$23,207
NT$29,158 total
includes taxes & fees
Nov 4 - Nov 5
Andaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea
Outdoor pool

AC Hotel by Marriott Maui Wailea

4.0 star property
9.2 out of 10, Wonderful, (171)
"Great location, comfortable rooms."
The price is NT$9,082
NT$11,473 total
includes taxes & fees
Oct 7 - Oct 8
AC Hotel 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, (1001)
"Loved the resort very well kept & beautiful spa was the best too"
The price is NT$28,522
NT$35,437 total
includes taxes & fees
Nov 1 - Nov 2
Fairmont Kea Lani Maui
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, (972)
"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 NT$13,395
NT$15,801 total
includes taxes & fees
Oct 11 - Oct 12
Residence Inn by Marriott Maui Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
The price is NT$87,146
NT$104,582 total
includes taxes & fees
Oct 12 - Oct 13
Fairmont Kea Lani Maui Villa Experience
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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Great"
James Ronald 3-night trip
Posted 4 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

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. Andaz Maui at Wailea Resort - a concept by Hyatt: Resort located near Wailea Beach. Offers 4 restaurants, 5 outdoor pools, and 2 pool bars. Wailea Beach Resort - Marriott, Maui: Resort, 10-minute walk from Wailea Beach. Provides 4 outdoor pools, a children's pool, and 4 restaurants. Four Seasons Resort Maui at Wailea: Resort, 6-minute walk from Wailea Beach. Features 3 outdoor pools, a children's pool, and 3 restaurants. Fairmont Kea Lani Maui: Resort, 11-minute walk from Wailea Beach. Offers 3 outdoor pools, a children's pool, and 6 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.