A couple sitting on a beach with clear blue water and small islands in the distance.

Find Hotels with a Pool in Kailua, HI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kailua Hotels with a Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
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.
NT$5,155
NT$7,700 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 hotel room with a city view, a sofa, a coffee table, and a desk with a chair.
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.
NT$3,801
NT$5,761 total
includes taxes & fees
Oct 11 - Oct 12
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 bed, a table, chairs, and a view of the ocean.
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.

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.
NT$5,389
NT$7,721 total
includes taxes & fees
Oct 19 - Oct 20
Ala Moana Hotel by Mantra
A high-rise hotel with a pool, beachfront, and fireworks display.
A high-rise hotel with a beach view, multiple balconies, and a pool area.
A balcony with a view of a beach and ocean.
A gazebo with a staircase, surrounded by a garden with various plants and flowers.

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.
NT$7,562
NT$11,045 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Hawaiian Village Waikiki Beach Resort
A pool area with lounge chairs, umbrellas, and a poolside bar.
A hotel room with a balcony, a sofa, a bed, and a painting.
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.

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.
NT$5,165
NT$7,722 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Waikiki Beach
A hotel with outdoor seating, a pool, and a prominent building with a triangular roof structure.
A hotel with a view of the ocean, palm trees, and a clear sky.
A hotel atrium with a stage for performances, outdoor seating, and a view of the surrounding buildings.
A covered outdoor seating area with a view of the ocean and a palm tree.

6. OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort
Waikiki
  • Sip tropical cocktails poolside at this Waikiki paradise featuring 3 hot tubs for blissful relaxation.
NT$8,660
NT$12,177 total
includes taxes & fees
Nov 8 - Nov 9
OUTRIGGER Reef Waikiki Beach Resort
A pool area with a water slide, palm trees, and lounge chairs.
A balcony with a view of the ocean, a city skyline, and a mountain in the distance.
A view from a balcony overlooking turquoise waters with boats, a beach, and a hotel building.
A coastal cityscape with high-rise buildings, a beach, and clear turquoise waters.

7. Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort
Waikiki
NT$7,790
NT$11,203 total
includes taxes & fees
Oct 25 - Oct 26
Sheraton Waikiki Beach Resort
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 bar area with a large TV screen, multiple bar stools, and a bar stocked with bottles and glasses.
A hotel room with a sofa, armchairs, a coffee table, a glass table, and a balcony with a view of the sea.

8. Hilton Waikiki Beach Resort & Spa

Hilton Waikiki Beach Resort & Spa
Waikiki
  • Luxury Waikiki poolside paradise elevates Hawaiian vacations with cabanas and cocktails.
NT$5,462
NT$8,187 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Waikiki Beach Resort & Spa
A poolside area with wicker chairs and a table with drinks.
A hotel lobby with a high ceiling, wooden paneling, and a central staircase.
A high-rise hotel with multiple floors, a beach in the foreground, and palm trees.
A spa room with two massage tables, a large potted plant, and a view of the beach.

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.
NT$8,577
NT$12,264 total
includes taxes & fees
Oct 10 - Oct 11
Hyatt Regency Waikiki Beach Resort & Spa
A hotel pool area with lounge chairs, a small pool, and tall buildings in the background.
A hotel lobby with a reception desk, a large decorative ceiling fan, and a geometric tile floor.
A hotel lobby with a reception desk, seating area, and a decorative ceiling.
A reception area with a stone wall, a counter, and two decorative golden leaves.

10. 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.
NT$4,002
NT$4,751 total
includes taxes & fees
Nov 2 - Nov 3
Ramada Plaza by Wyndham Waikiki
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

Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach

8/10 Good
"Overall is great place to stay"
Xinwen 5-night trip
Posted less than an hour ago
Hyatt Place Waikiki Beach
Ala Moana Hotel by Mantra

Ala Moana Hotel by Mantra

10/10 Excellent
"Very convenient for shopping and getting around."
Rose 1-night trip
Posted 1 hour ago
Ala Moana Hotel by Mantra
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent
"Great place. We would be back next year!"
Mirela 5-night trip
Posted 2 hours ago
Hyatt Regency Waikiki Beach Resort & Spa
Prince Waikiki

Prince Waikiki

10/10 Excellent
"Our families 2nd time staying here. It was beautiful. Staff were all great. The valets are funny & very helpful. Great location, especially if your adventuring out of Waikiki frequently. The view is beautiful. The pools are really nice. Highly recommend!"
Mariah 10-night trip
Posted 3 hours ago
Prince Waikiki
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good
"The hotel looks a little dated but reception and lobby were very nice. Free Breakfast was excellent. The bed was just ok as the mattress should maybe be upgraded. The air conditioning is the room 2as very noisy."
Brian 1-night trip
Posted 4 hours ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast
Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

10/10 Excellent
"10/10"
Cerobie 4-night trip
Posted 4 hours ago
Waikiki Beach Marriott Resort & Spa
Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

10/10 Excellent
"Breakfast was excellent, good variety including vegetables. Easy walk to the beach, quieter than beachfront hotels. Good bathroom. Room on floor 39 was good location. Lower rooms often had full elevators when wanted to go down."
Arthur 3-night trip
Posted 6 hours ago
Holiday Inn Express Waikiki by IHG
The Twin Fin Hotel

The Twin Fin Hotel

10/10 Excellent
"The rooms were very clean and the staff kept the beds made up and the room was cleaned every other day while we were out on our adventures and towels on stock and the ocean view was absolutely amazing!! The staff were kind helpful and respectful and also very friendly and fun to chat with the valet team was great and Austin on the valet team was very welcoming and friendly and great guy in general and Tye was also a great help and very friendly these guys do work very hard and they are great at their jobs always had our cars ready to go and when we got back they were all awesome at welcoming us back and checking in to see how we were and how our trips were all in all great guys!! The Mika at the front desk was very helpful and friendly and gave us all the kindness and friendliness she had to offer!! The beach was good we did travel to see other beaches too!!! But all in all our stay at the twin fin hotel was great!!!"
Sunshine Desiree 9-night trip
Posted 7 hours ago
The Twin Fin Hotel
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Restaurant would have been nice"
Darren 7-night trip
Posted 7 hours ago
'Alohilani Resort Waikiki Beach

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.

Explore a world of travel with Expedia