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Hotels with Swimming Pool in Kailua, Hawaii

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Check availability on Kailua Hotels with Swimming Pool

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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.
A resort with a pool, lounge chairs, and a wooden deck.
A serene waterfront property with a wooden deck, lounge chairs, and lush greenery.
A modern living room with a sofa, chairs, and a round table. It features large windows with a view of lush greenery and mountains.

1. Paradise Bay Resort

Paradise Bay Resort
Kahaluʻu
  • Scenic poolside serenity beckons at this waterfront retreat with mountain panoramas.
P10,150
P15,159 total
includes taxes & fees
Oct 14 - Oct 15
Paradise Bay Resort
A rooftop pool area with multiple sun loungers, a central pool, and a small tennis court.
A modern lounge area with wicker chairs, a round wooden coffee table, and a sofa.
A hotel room with a large window offering a view of the ocean, a bed, a chair, a small table, and a flat-screen TV mounted on the wall.
A compact room with a view of a cityscape and the ocean. It includes a microwave, a coffee machine, and a seating area with a view.

2. Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG
Waikiki
  • Splash into paradise at this Waikiki poolside haven with free cabanas and tropical cocktails.
P7,467
P11,317 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Inn Express Waikiki by IHG
A rooftop pool area with lounge chairs, a fire pit, and a view of a building.
A hotel room with a balcony, a wicker chair, a sofa, a table with a lamp, and a vase with flowers.
A balcony with wicker chairs, a table with breakfast items, and a cityscape view.
A rooftop lounge with white furniture, a fire pit, and hanging chairs.

3. Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra
Ala Moana
  • Sunshine-drenched pool oasis awaits with plush loungers just steps from Ala Moana shopping.
P10,609
P15,202 total
includes taxes & fees
Oct 19 - Oct 20
Ala Moana Hotel by Mantra
A beach with clear turquoise waters, a pier, and palm trees.
A water slide with a person at the bottom, surrounded by greenery and rocks.
Exterior
A high-rise hotel with a beach view, multiple balconies, and a pool area.

4. Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort
Waikiki
  • Dip into paradise with five sun-kissed pools at this oceanfront resort with private cabanas.
P14,855
P21,699 total
includes taxes & fees
Oct 31 - Nov 1
Hilton Hawaiian Village Waikiki Beach Resort
A pool area with lounge chairs, umbrellas, and a poolside bar.
A balcony with two chairs and a small table, overlooking a beach with buildings in the background.
A balcony with two chairs and a small table, overlooking a beach with the ocean and palm trees.
A hotel room with a balcony, a desk with a flat-screen TV, two beds, and a large window offering a view of the ocean.

5. Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach
Waikiki
  • Enjoy a splendid getaway at this Waikiki hotel with a refreshing pool and easy beach access, just steps from tropical adventures.
P10,170
P15,203 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Place Waikiki Beach
A rooftop terrace with white outdoor furniture, a pool, and a view of the cityscape.
A coastal cityscape with high-rise buildings, a beach, and a clear view of the ocean.
A hotel room with a sofa, armchairs, a coffee table, a glass table, and a balcony with a view of the sea.
A bar area with a large TV screen, multiple bar stools, and a bar stocked with bottles and glasses.

6. Hilton Waikiki Beach Resort & Spa

Hilton Waikiki Beach Resort & Spa
Waikiki
  • Luxury Waikiki poolside paradise elevates Hawaiian vacations with cabanas and cocktails.
P10,728
P16,082 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Waikiki Beach Resort & Spa
A swimming pool with lounge chairs and a building with balconies in the background.
A modern hotel with a prominent entrance, multiple floors, and a balcony area.
A modern hotel lobby with a central staircase, seating areas, and a reception desk.
A group of people performing a yoga exercise on blue mats in an indoor space with a tiled floor and wicker furniture.

7. OUTRIGGER Waikiki Paradise Hotel

OUTRIGGER Waikiki Paradise Hotel
Waikiki
  • Dive into paradise with this outdoor pool oasis featuring free cabanas and a relaxing hot tub.
P11,865
P17,066 total
includes taxes & fees
Oct 11 - Oct 12
OUTRIGGER Waikiki Paradise Hotel
A hotel pool area with lounge chairs, a small pool, and tall buildings in the background.
A hotel lobby with a reception desk, seating area, and a decorative ceiling.
A hotel lobby with a reception desk, a large decorative ceiling fan, and a geometric tile floor.
A reception area with a stone wall, a counter, and two decorative golden leaves.

8. Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki
Waikiki
  • Dive into the sun-splashed oasis with private pool loungers at this fitness-forward Waikiki escape.
P7,849
P9,317 total
includes taxes & fees
Nov 2 - Nov 3
Ramada Plaza by Wyndham Waikiki
A poolside area with wicker chairs and a table with drinks.
A spa room with two massage tables, a large potted plant, and a view of the beach.
A hotel room with a balcony, a sofa, a small round table with a vase of flowers, and two wall-mounted lamps.
A high-rise hotel with multiple floors, a beach in the foreground, and palm trees.

9. Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa
Waikiki
  • Dive into luxury at this oceanfront pool paradise, where poolside cabanas, sun loungers, and umbrellas create a serene retreat.
P16,850
P24,093 total
includes taxes & fees
Oct 13 - Oct 14
Hyatt Regency Waikiki Beach Resort & Spa
A poolside area with lounge chairs and umbrellas, overlooking the ocean at sunset.
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.
A modern living room with a view of the ocean, a sofa, a coffee table, and a dining area with chairs.
A spacious, modern living area with wooden flooring, a large sofa set, and a dining table.

10. Halepuna Waikiki by Halekulani

Halepuna Waikiki by Halekulani
Waikiki
P16,815
P19,961 total
includes taxes & fees
Nov 7 - Nov 8
Halepuna Waikiki by Halekulani
View all properties

Choose what matters most at hotels with a pool in Kailua

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Kailua Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

8/10 Good
"Lobby check in staff was rude. Bruce needs to be retrained on customer service skills. He sounded grouchy and over it just because we booked from a third party system instead of Hilton honors. Some people weren’t as helpful in directions such as the people selling timeshare properties. I asked to point out where the green lawn is and all I got was “over there”. Very dismissive. Cafe and market staff are however very friendly and helpful! They were trained well. Some parts of the hotel needs to be maintained more. Hotel room was clean and hotel was very spacious. Housekeeping was very nice and they made sure to change our towels daily. There were some cracks and dings on the property. The super pool was a little dirty and needs to be cleaned more. The paradise pool was great for the kids! All and in all we had a great experience despite some of the unfriendly staff and cleanliness of the property."
Maria Nieves 6-night trip
Posted 6 hours ago
Hilton Hawaiian Village Waikiki Beach Resort
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

8/10 Good
"Liked the central location. And the two pools and the coffee shop. Housekeeping was amazing and helpful. Bar drinks were lovely. Didn’t like that the bathroom door didn’t lock (broken?). Elevators usually very crowded."
Eva 7-night trip
Posted 7 hours ago
Sheraton Waikiki Beach Resort
Ilikai Hotel & Luxury Suites

Ilikai Hotel & Luxury Suites

10/10 Excellent
"The hotel is older but has been kept up. Recommend getting the oceanview rooms, the city view was noisy from outside traffic and people. Do not recommend eating from the Grille, it's not good food. Overall, I would recommend the hotel but just have realistic expectations."
Alicia 4-night trip
Posted 8 hours ago
Ilikai Hotel & Luxury Suites
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent
"Good location"
Jessica 5-night trip
Posted 9 hours ago
Hyatt Regency Waikiki Beach Resort & Spa
Hilton Garden Inn Waikiki Beach

Hilton Garden Inn Waikiki Beach

10/10 Excellent
"None"
DERRYL 5-night trip
Posted 11 hours ago
Hilton Garden Inn Waikiki Beach
Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

10/10 Excellent
"Everything was wonderful"
Tamara 3-night trip
Posted 11 hours ago
Ala Moana Hotel by Mantra
Prince Waikiki

Prince Waikiki

10/10 Excellent
"Property was well maintained Not their issue, but the Marina side filthy. Abandoned boats. Saw some rats climing around. I understand storm debris."
Michael 7-night trip
Posted 14 hours ago
Prince Waikiki
The Twin Fin Hotel

The Twin Fin Hotel

8/10 Good
"The location was great and it was exactly what I paid for. I have no serious complaints considering I just used the hotel to sleep. Everything was standard and will definitely be back if I need a place to crash"
Briana Annet 3-night trip
Posted 14 hours ago
The Twin Fin Hotel
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good
"Just be aware that the two story buildings (there is a tower building) do not have an elevator and it’s pretty difficult to carry your luggage up the steep stairs to the second floor of these buildings."
Holly 1-night trip
Posted 15 hours ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

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.

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