Book the Best Hotels with POOL in Kailua in 2026

Q: What are some accommodations with pools in Kailua?

Hilton Hawaiian Village Waikiki Beach Resort : Resort, 14-minute walk from Waikiki Beach Walk. Features 5 outdoor pools, a children's pool, and 9 restaurants. Hyatt Regency Waikiki Beach Resort & Spa : Resort, 1-minute walk from Waikiki Beach. Offers 4 restaurants, an outdoor pool, and a full-service spa. Prince Waikiki : Resort, 8-minute walk from Ala Moana Center. Provides 2 restaurants, 2 outdoor pools, and spa services. 'Alohilani Resort Waikiki Beach : Resort steps from Waikiki Beach. Features 5 restaurants, an outdoor pool, and a rooftop terrace. Sheraton Waikiki Beach Resort : Hotel steps from Royal Hawaiian Center. Offers 2 outdoor pools, a children's pool, and 7 restaurants.

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Our top choices for Kailua hotels with a pool

Outdoor pool, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Courtyard by Marriott Oahu North Shore

Laie

Beachside resort pool paradise with a waterfall feature and cabanas across from pristine sands.

CA $561 total

includes taxes & fees

Jun 15 - Jun 16

Studio Suite, 2 King Beds, Mountain View | Balcony view

Paradise Bay Resort

Kahaluʻu

Scenic poolside serenity beckons at this waterfront retreat with mountain panoramas.

CA $320 total

includes taxes & fees

Jun 17 - Jun 18

Luxury Beachfront Condo with View

Hauula

CA $1,155 total

includes taxes & fees

Jun 16 - Jun 17

Luxury Beachfront Condo with Ocean View

Hauula

CA $1,108 total

includes taxes & fees

Jun 16 - Jun 17

The Kahala Hotel & Resort

Kahala

Drift through Hawaiian bliss at this oceanfront pool paradise with private cabanas and sunset cocktails.

CA $981 total

includes taxes & fees

Jun 18 - Jun 19

1 Bedroom Suite, Oceanfront, 2 Double, Sofa bed, Kealohilani Twr, Corner room, Balcony | View from room

Waikiki Beach Marriott Resort & Spa

Waikiki

Vibrant poolside retreat awaits with cabanas and tiki bar service amid 2 outdoor swimming pools and a relaxing hot tub.

CA $516 total

includes taxes & fees

Jun 27 - Jun 28

Hilton Hawaiian Village Waikiki Beach Resort

Waikiki

Dip into paradise with five sun-kissed pools at this oceanfront resort with private cabanas.

CA $456 total

includes taxes & fees

May 31 - Jun 1

Diamond Head and Partial Ocean views with 2 Beds and Parking

Waikiki

CA $610 total

includes taxes & fees

May 30 - May 31

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Choose what matters most at hotels with a pool in Kailua

Breakfast included

4 stars

Top Kailua Hotel Reviews

Waikiki Resort Hotel

10/10 Excellent

"Great location and very helpful staff"

Hyatt Regency Waikiki Beach Resort & Spa

8/10 Good

"The good: Great location with just a walk across the street to the beach (yes they supply the chairs). 5 - 20 min walks to shopping (Target to H&M to Fendi) The staff is super friendly. The bad: unfortunately, the hotel is being renovated but they keep the renovations neat and out of the guests way and it didn't effect the pool, restaurants or stores. The really bad: if you want quiet get a high room it's super noisy some nights. Also we had issues with the hot water, not getting hot for 10minutes or the temperature fluctuating while showering."

Airport Honolulu Hotel, Trademark Collection by Wyndham

6/10 Okay

"Can't see paying for 2 bottles water,and coffee. Especially pool area hard for handicapped/disabled person.also paying for parking slot when don't have vehicle. Plus paying for extra person that not with you. ( that about $30 to $70 a day) paying for nothing."

Frequently asked questions

What are some accommodations with pools in Kailua?

Hilton Hawaiian Village Waikiki Beach Resort: Resort, 14-minute walk from Waikiki Beach Walk. Features 5 outdoor pools, a children's pool, and 9 restaurants. Hyatt Regency Waikiki Beach Resort & Spa: Resort, 1-minute walk from Waikiki Beach. Offers 4 restaurants, an outdoor pool, and a full-service spa. Prince Waikiki: Resort, 8-minute walk from Ala Moana Center. Provides 2 restaurants, 2 outdoor pools, and spa services. 'Alohilani Resort Waikiki Beach: Resort steps from Waikiki Beach. Features 5 restaurants, an outdoor pool, and a rooftop terrace. Sheraton Waikiki Beach Resort: Hotel steps from Royal Hawaiian Center. Offers 2 outdoor pools, a children's pool, and 7 restaurants.

What is there to see and do in Kailua?

While you're in the area, consider exploring places like Ala Moana Center, Waikiki Beach, and Waikiki Beach Walk. Make a point to visit attractions like Kailua Bay Beach and Kalama Beach Park. Visitors to Kailua speak highly of the natural attractions, including the beautiful beaches.

When is the best time to book a hotel with a pool in Kailua?

Taking into account the local weather in Kailua can help you maximize your time at the pool during your trip. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. Average annual precipitation for Kailua is 18 inches.

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