Find Hotels with a Pool in Kailua, HI from CA $186

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Check availability on Kailua Hotels with a Pool

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Kailua Hotels with a Pool

Hana-Maui Resort, a Destination by Hyatt Residence
Relax by the serene pool surrounded by palm trees and ocean views, with lounge chairs and umbrellas at your disposal.

Hana-Maui Resort, a Destination by Hyatt Residence

4.0 star property
9.0 out of 10, Wonderful, (986)
"Great hotel in a fun little town! Great staff. The hotel site was planned amazingly well especially in the 50’s when it was built "
The price is CA $689
CA $865 total
includes taxes & fees
Aug 29 - Aug 30
Hana-Maui Resort, a Destination by Hyatt Residence
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Relax by the serene pool surrounded by lush tropical vegetation and a wooden deck.

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (66)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is CA $1,985
CA $3,819 total
includes taxes & fees
Aug 11 - Aug 12
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Lumeria Maui Educational Retreat Center
Relax by the serene pool surrounded by lush greenery and a well-maintained hedge.

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (205)
"A wonderful, off-the-beaten path experience away from all the tourists. "
The price is CA $466
CA $664 total
includes taxes & fees
Aug 31 - Sep 1
Lumeria Maui Educational Retreat Center
Courtyard Maui Kahului Airport
Relax by the serene pool surrounded by lush tropical vegetation and lounge chairs.

Courtyard Maui Kahului Airport

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Nice quiet pool. Breakfast was good, best coffee! Close to airport, but didn't feel like a typical airport hotel"
The price is CA $479
CA $565 total
includes taxes & fees
Aug 30 - Aug 31
Courtyard Maui Kahului Airport
Maui Seaside Hotel
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

Maui Seaside Hotel

3.0 star property
8.8 out of 10, Excellent, (1206)
"Loved the beach and the airport shuttle!"
The price is CA $316
CA $406 total
includes taxes & fees
Aug 31 - Sep 1
Maui Seaside Hotel
Maui Beach Hotel
Relax by the resort pool surrounded by lounge chairs and umbrellas, with a palm tree and a building in the background.

Maui Beach Hotel

3.0 star property
7.2 out of 10, Good, (1084)
"Great value for the stay"
The price is CA $285
CA $368 total
includes taxes & fees
Aug 12 - Aug 13
Maui Beach Hotel
Hampton Inn & Suites Maui North Shore
Outdoor pool

Hampton Inn & Suites Maui North Shore

3.0 star property
9.4 out of 10, Exceptional, (67)
"Wonderful variety of breakfast foods Beds very comfortable Housekeeping did a fantastic job Front desk staff were so helpful and nice!"
The price is CA $422
CA $539 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Maui North Shore
Top Floor Beachfront Condo with Ocean view
Enjoy a refreshing swim with a view of the ocean from our rooftop pool surrounded by lounge chairs and a small table.

Top Floor Beachfront Condo with Ocean view

9.6 out of 10, Exceptional, (39)
"We enjoyed staying here. It was located around 30 min from everything we planned to do so it was so convenient. We loved relaxing and looking at the ocean too. It was nice and clean too. The owner and the property manager were very nice and very helpful. "
The price is CA $186
CA $606 total
includes taxes & fees
Aug 2 - Aug 3
Top Floor Beachfront Condo with Ocean view
Direct Beachfront Newly Remodeled!
Enjoy beach access and a relaxing atmosphere at this beachfront hotel, featuring a lawn area with lounge chairs and a swimming pool.

Direct Beachfront Newly Remodeled!

9.2 out of 10, Wonderful, (20)
"We had a wonderful stay at this condo. The place was clean, spacious and well stocked with basic items you need to cook a meal. Also had beach chairs, beach umbrellas, boogie boards, and cooler!"
The price is CA $462
CA $566 total
includes taxes & fees
Aug 3 - Aug 4
Direct Beachfront Newly Remodeled!
OCEANFRONT RESORT-Kihei Sands Beachfront Condo-B12
Relax by the ocean-view pool surrounded by lounge chairs and palm trees.

OCEANFRONT RESORT-Kihei Sands Beachfront Condo-B12

9.4 out of 10, Exceptional, (74)
"Great location, very comfortable living room and well equipped kitchen. "
The price is CA $329
CA $953 total
includes taxes & fees
Aug 2 - Aug 3
OCEANFRONT RESORT-Kihei Sands Beachfront Condo-B12
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

Maui Sunset

Maui Sunset

10/10 Excellent
"It was a great stay. It was really convenient to have the washer and dryer inside the room. We did have a problem with the washer as it broke down after a week but we were able to use another one from another room and the broken machine was changed a few days before our checkout. I'm highly recommending this place."
Aldwin 12-night trip
Posted 3 days ago
Maui Sunset

Frequently asked questions

What are some accommodations 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 center, 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 into account the local weather in Kailua is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kailua is 40 inches.