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

Kailua Hotel with Pool

  • 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 Hotel with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Kailua hotels with a pool

1. Paradise Bay Resort

Paradise Bay Resort
Kahaluʻu
  • Scenic poolside serenity beckons at this waterfront retreat with mountain panoramas.
HK$1,133
HK$1,733 total
includes taxes & fees
1 Sept - 2 Sept
Paradise Bay Resort

2. The Kahala Hotel & Resort

The Kahala Hotel & Resort
Kahala
  • Drift through Hawaiian bliss at this oceanfront pool paradise with private cabanas and sunset cocktails.
HK$3,210
HK$3,811 total
includes taxes & fees
27 Sept - 28 Sept
The Kahala Hotel & Resort

3. Aqua Aloha Surf Waikiki

Aqua Aloha Surf Waikiki
Waikiki
  • Poolside paradise awaits at this Waikiki hotel, just steps from the beach and prime shopping spots.
HK$746
HK$1,212 total
includes taxes & fees
30 Aug - 31 Aug
Aqua Aloha Surf Waikiki

4. 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.
HK$1,325
HK$1,852 total
includes taxes & fees
15 Sept - 16 Sept
Ala Moana Hotel by Mantra

5. DoubleTree by Hilton Hotel Alana - Waikiki Beach

DoubleTree by Hilton Hotel Alana - Waikiki Beach
Waikiki
  • Dive into blissful relaxation at the 24-hour outdoor pool just steps from Waikiki Beach Walk.
HK$1,126
HK$1,662 total
includes taxes & fees
26 Sept - 27 Sept
DoubleTree by Hilton Hotel Alana - Waikiki Beach

6. Pagoda Hotel

Pagoda Hotel
Ala Moana
  • Float effortlessly at this island retreat's outdoor pool where comfortable loungers and shady umbrellas create a serene escape.
HK$949
HK$1,453 total
includes taxes & fees
27 Sept - 28 Sept
Pagoda Hotel

7. 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.
HK$1,005
HK$1,193 total
includes taxes & fees
2 Sept - 3 Sept
Ramada Plaza by Wyndham Waikiki

8. Hilton Vacation Club The Modern Honolulu

Hilton Vacation Club The Modern Honolulu
Waikiki
  • Take a dip in a tropical paradise with 2 inviting outdoor pools and cabanas for a stylish Hawaiian escape.
HK$1,026
HK$1,544 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Vacation Club The Modern Honolulu

9. 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.
HK$934
HK$1,416 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Waikiki by IHG

10. 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.
HK$2,052
HK$2,945 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Hawaiian Village Waikiki Beach Resort
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

Waikiki Beach Marriott Resort & Spa

Waikiki Beach Marriott Resort & Spa

10/10 Excellent
"The staff were wonderful there!"
Tyler 5-night trip
Posted less than an hour ago
Waikiki Beach Marriott Resort & Spa
Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

10/10 Excellent
"The breakfast was very good, there were a lot of options. We were offered fresh towels everyday and the staff were super helpful. I would stay here again!"
Gurleen Kaur 6-night trip
Posted 2 hours ago
Holiday Inn Express Waikiki by IHG
Waikiki Resort Hotel

Waikiki Resort Hotel

10/10 Excellent
"This cozy resort definitely leans into classic, old-school Hawaii charm rather than ultra-modern luxury. While the property shows its age and feels a bit outdated by today's standards, everything is well-maintained and clean throughout. Highlights & Amenities Property Vibe: Rustic and vintage, but warm and kept up nicely. Activities & Pool: Great guest activity schedule that adds a personal touch, alongside a clean pool and a simple game room that kept us entertained. Dining: The breakfast is fairly basic and could use some improvement, but it served its purpose well enough to get us fueled up for the day. Overall, it’s a solid, comfortable stay if you appreciate traditional Hawaiian hospitality over fancy modern upgrades."
Rachel 7-night trip
Posted 5 hours ago
Waikiki Resort Hotel
Hyatt Place Waikiki Beach

Hyatt Place Waikiki Beach

8/10 Good
"nice"
Sydney 4-night trip
Posted 6 hours ago
Hyatt Place Waikiki Beach
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

8/10 Good
"The hotel room was just fine. Everything was clean and well cared for. One of the two elevators was not functioning (nothing said about it at check-in, never asked why) so that made getting to your room/car with bags a 3-5 ride wait, as everyone was using the one elevator. The breakfast was great and what you would expect for a typical BW breakfast room. The one off-putting experience came with the morning shower and when moving the shower curtain, a massive cockroach dropped to the floor from in between the two curtains. Yuck."
Brent 1-night trip
Posted 6 hours ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast
Prince Waikiki

Prince Waikiki

10/10 Excellent
"Really great! Only bad thing was they didn’t allow for a late check out."
Sabrina 5-night trip
Posted 10 hours ago
Prince Waikiki
OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent
"Customer service not good"
Lisa 1-night trip
Posted 1 day ago
OUTRIGGER Reef Waikiki Beach Resort
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

10/10 Excellent
"Unbelievable doesn’t even begin to describe the property. We love the historical hotel and that they maintain its culture. The staff is a true example of what hospitality is all about! We came with our two kids and loved the direct access to the beach, the indoor staff and that we were all able to sit back and relax."
Kjersti 6-night trip
Posted 2 days ago
Moana Surfrider, A Westin Resort & Spa, Waikiki Beach
The Kahala Hotel & Resort

The Kahala Hotel & Resort

10/10 Excellent
"Excellent !!!!!! 10 out of 10"
Gregory 6-night trip
Posted 2 days ago
The Kahala Hotel & Resort

Frequently asked questions

What are some accommodation options with pools in Kailua?
Hilton Hawaiian Village Waikiki Beach Resort: Resort, 13-minute walk from Waikiki Beach Walk. Features 5 outdoor swimming 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. 'Alohilani Resort Waikiki Beach: Resort steps from Waikiki Beach. Provides 5 restaurants, an outdoor pool and a rooftop terrace. Sheraton Waikiki Beach Resort: Hotel steps from Royal Hawaiian Center. Features 2 outdoor swimming pools, a children's pool and 7 restaurants. Ala Moana Hotel by Mantra: Hotel, 1-minute walk from Ala Moana Center. Offers 2 restaurants, an outdoor pool and a full-service spa.
What is there to see and do in Kailua?
While you're in the area, consider exploring places such as Ala Moana Center, Waikiki Beach Walk and Waikiki Beach. Make a point to visit attractions such as 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 the local weather in Kailua into account can help you maximise your time at the pool during your trip. The hottest months are usually September and August, with an average temperature of 26°C, while the coldest months are February and March, with an average of 23°C. Average annual precipitation for Kailua is 451 mm.

Explore a world of travel with Expedia