Hotels with Swimming Pools in Kailua

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Kailua Hotels with Swimming Pools

This weekend
Next weekend

Top Hotels with Swimming Pools in Kailua

Hana-Maui Resort, a Destination by Hyatt Residence

4.0 star property
9.0 out of 10, Wonderful, (986)
"This is one of the nicest properties we have ever stayed it. The view from the room was amazing and my kids loved the huge
pool
. The staff was very helpful and kind. It was a great experience and we wish we could have stayed longer."
Joseph
The price is S$801
includes taxes & fees
28 Aug - 29 Aug
Hana-Maui Resort, a Destination by Hyatt Residence

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (205)
"Amazing stay. The classes were wonderful, the hammocks in the whispering pines were lovely and the
pool
was amazing. The breakfast had fresh dragonfruit and pineapple, which was out of this world and the other options were delicious. "
Anonymous traveller
The price is S$591
includes taxes & fees
24 Aug - 25 Aug
Lumeria Maui Educational Retreat Center

Maui Beach Hotel

3.0 star property
7.2 out of 10, Good, (1080)
"Liked the ease of getting to it from the airport, the room didn't have a view like we hoped and was dated, especially washroom. Liked the property, it was pretty with lots of amenities, bocci & cornhole, great views, nice beach and
pool
area."
Gregory
The price is S$343
includes taxes & fees
12 Aug - 13 Aug
Maui Beach Hotel

Kohea Kai Hotel Maui

3.0 star property
8.6 out of 10, Excellent, (814)
"It felt like visiting a family member’s home…the room was clean, stocked, and homie. Very personable staff, friendly and helpful. There are comfortable amenities: a cool little
pool
, bbq and seating areas and you can borrow beach chairs, towels and ice chests. Nice continental breakfast items and very good coffee. It’s literally across the street from the beach in Kihei, great location, close enough to the eats but private and away from the bustle. Great value and would highly recommend to...
Daniel
The price is S$311
includes taxes & fees
24 Aug - 25 Aug
Kohea Kai Hotel Maui

Courtyard Maui Kahului Airport

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Staff were courteous and rooms were clean. Our bathroom door lock didn't work, forgot to tell them. Not a big deal though. Property is in a convenient location for shopping, food and other options. You can also drive to either sides of the attractions in the Maui from here. Very close to the airport and that makes it easier on the first and last day of your trips. Costco gas is also right next to the property. Hot tub and pools were also operational. Suggestions: Please keep free drip coffee in...
Prakash
The price is S$528
includes taxes & fees
5 Aug - 6 Aug
Courtyard Maui Kahului Airport

Hampton Inn & Suites Maui North Shore

3.0 star property
9.4 out of 10, Exceptional, (66)
"My stay at Hampton Inn & Suites was phenomenal! The check-in process was seamless, with friendly staff who made me feel right at home. The room was immaculate, spacious, and equipped with a comfy bed, modern amenities, and a great view. The complimentary breakfast was a highlight—fresh, varied, and delicious. The hotel’s facilities, including the
pool
and fitness center, were well-maintained and perfect for unwinding. Its convenient location made exploring nearby attractions a breeze. I...
adnan
The price is S$501
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn & Suites Maui North Shore

Maui Seaside Hotel

3.0 star property
8.8 out of 10, Excellent, (1205)
"We were very pleased with this property. The rooms were renovated and excellent. Great
pool
and great ocean views. The only suggestion would be the outside could use a coat of paint. It under sells the property. "
Greg
The price is S$390
includes taxes & fees
28 Aug - 29 Aug
Maui Seaside Hotel
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.

Top Kailua Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Kailua?
Maui Seaside Hotel: Features complimentary wireless Internet access, an outdoor pool and flat-screen televisions. Hampton Inn & Suites Maui North Shore: Offers buffet, an outdoor pool and complimentary wireless Internet access. Maui Beach Hotel: Provides a 24-hour fitness centre, an outdoor pool and LED televisions. Hilton Grand Vacations Club Maui Bay Villas: Features a children's pool, an outdoor pool and a snack bar/deli. Maui Beach Vacation Club: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
What is there to see and do in Kailua?
Enjoy a stroll along the shore at Hookipa Beach Park and Kuau Bay Beach. Discover sights such as Twin Falls, Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum during your stay.
When is the best time to book a hotel with a pool in Kailua?
Taking the local weather in Kailua into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and September, with an average temperature of 24°C, while the coldest months are March and February, with an average of 22°C. Average annual precipitation for Kailua is 1020 mm.