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Find Hotels with a Pool in Kailua, HI

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Check availability on Kailua Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Kailua hotels with a pool

A swimming pool with a stone border, lounge chairs, and a covered seating area with umbrellas.

1. Paradise Bay Resort

Paradise Bay Resort
3.5 star property
Kahaluʻu
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Scenic poolside serenity beckons at this waterfront retreat with mountain panoramas.
The price is ₩191,520
₩293,038 total
includes taxes & fees
Nov 16 - Nov 17
Paradise Bay Resort
A resort with a pool, palm trees, and a beach view.

2. Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort
4.5 star property
Waikiki
8.4 out of 10, Very good, (10,112 reviews)
  • cleanliness
    Dip into paradise with five sun-kissed pools at this oceanfront resort with private cabanas.
The price is ₩314,361
₩459,189 total
includes taxes & fees
Oct 31 - Nov 1
Hilton Hawaiian Village Waikiki Beach Resort
A hotel with outdoor seating, a pool, and a prominent building with a triangular roof structure.

3. OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort
4.5 star property
Waikiki
9.4 out of 10, Exceptional, (3,122 reviews)
  • cleanliness
    Sip tropical cocktails poolside at this Waikiki paradise featuring 3 hot tubs for blissful relaxation.
The price is ₩393,242
₩545,513 total
includes taxes & fees
Nov 26 - Nov 27
OUTRIGGER Reef Waikiki Beach Resort
A rooftop pool area with lounge chairs, a fire pit, and a view of a building.

4. Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra
3.5 star property
Ala Moana
8.6 out of 10, Excellent, (3,581 reviews)
  • cleanliness
    Sunshine-drenched pool oasis awaits with plush loungers just steps from Ala Moana shopping.
The price is ₩215,275
₩310,624 total
includes taxes & fees
Nov 26 - Nov 27
Ala Moana Hotel by Mantra
A swimming pool with lounge chairs and a building with balconies in the background.

5. OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (1,914 reviews)
  • cleanliness
    Dive into paradise with this outdoor pool oasis featuring free cabanas and a relaxing hot tub.
The price is ₩212,962
₩315,750 total
includes taxes & fees
Nov 26 - Nov 27
OUTRIGGER Waikiki Paradise Hotel
A person lying on a surfboard in a pool with palm trees and hotel buildings in the background.

6. Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (3,871 reviews)
  • cleanliness
    Vibrant poolside retreat awaits with cabanas and tiki bar service amid 2 outdoor swimming pools and a relaxing hot tub.
The price is ₩290,736
₩438,120 total
includes taxes & fees
Nov 15 - Nov 16
Waikiki Beach Marriott Resort & Spa
A pool area with a water slide, palm trees, and lounge chairs.

7. Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort
4.5 star property
Waikiki
9.2 out of 10, Wonderful, (3,790 reviews)
The price is ₩491,595
₩665,016 total
includes taxes & fees
Nov 28 - Nov 29
Sheraton Waikiki Beach Resort
A swimming pool with water lilies and palm trees, surrounded by a covered area with a view of the sky.

8. Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (5,521 reviews)
  • cleanliness
    Dive into luxury at this oceanfront pool paradise, where poolside cabanas, sun loungers, and umbrellas create a serene retreat.
The price is ₩343,325
₩494,115 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Waikiki Beach Resort & Spa
A high-rise hotel with a rooftop pool and a view of the ocean.

9. Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG
3.0 star property
Waikiki
8.4 out of 10, Very good, (3,646 reviews)
  • cleanliness
    Splash into paradise at this Waikiki poolside haven with free cabanas and tropical cocktails.
The price is ₩158,009
₩239,498 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Waikiki by IHG
A resort with a swimming pool, beach view, palm trees, and lounge chairs.

10. The Kahala Hotel & Resort

The Kahala Hotel & Resort
5.0 star property
Kahala
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Drift through Hawaiian bliss at this oceanfront pool paradise with private cabanas and sunset cocktails.
The price is ₩769,985
₩914,066 total
includes taxes & fees
Nov 3 - Nov 4
The Kahala Hotel & Resort
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.
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Choose what matters most at hotels with a pool in Kailua

Breakfast included
Hot tub

Top Kailua Hotel Reviews

The Twin Fin Hotel

The Twin Fin Hotel

10/10 Excellent
"clean room"
Haley 6-night trip
Posted 4 hours ago
The Twin Fin Hotel

Frequently asked questions

What are some accommodations with pools in Kailua?
Hilton Hawaiian Village Waikiki Beach Resort: Resort, 13-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. Sheraton Waikiki Beach Resort: Hotel steps from Royal Hawaiian Center. Provides 2 outdoor pools, a children's pool, and 7 restaurants. 'Alohilani Resort Waikiki Beach: Resort steps from Waikiki Beach. Features 5 restaurants, an outdoor pool, and a rooftop terrace. Waikiki Resort Hotel: Hotel steps from Waikiki Beach. Offers complimentary wireless internet access, an outdoor pool, and LCD televisions.
What is there to see and do in Kailua?
While you're in the area, consider exploring places like Ala Moana Center, Waikiki Beach Walk, and Waikiki Beach. 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.