Find Hotels with a Pool in Historic Kailua Village, HI

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Pick from 41 Historic Kailua Village Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Royal Kona Resort
Pool
Royal Kona Resort
3.5 star property
8.2 out of 10, Very Good, (2493)
"We loved everything about this resort in our oceanfront room except for the bed. It was hard as a rock and we felt like we were sleeping on a board. Other than that everything else was top notch. "
The price is SAR 731
SAR 973 total
includes taxes & fees
30 Nov - 1 Dec
Royal Kona Resort
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Pool
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
3.5 star property
8.4 out of 10, Very Good, (1002)
"Our lanai overlooked the pool and beach. I spent a lot of time out there enjoying the sun, sunset, live music, and my favorite beverages."
The price is SAR 1,340
SAR 1,664 total
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Uncle Billy's Kona Bay Hotel
Outdoor pool
Uncle Billy's Kona Bay Hotel
2.5 star property
6.6 out of 10, (993)
"We did not stay at Uncle Billys hotel. It was closed but we were booked at a hotel 7 miles away "
Uncle Billy's Kona Bay Hotel
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
Pool
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean and very comfortable. Really good breakfast. Very courteous and understanding staff. Two blocks from old town. Two negatives: Limited parking (but, still, $10/night nevertheless). (Very) slow elevator."
The price is SAR 841
SAR 992 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
Beautiful Oceanfront pool and spa
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
9.4 out of 10, Exceptional, (116)
"Lovely oceanfront condo overlooking the beach. Well appointed and very comfortable. Easy walk to town and restaurants. We have stayed here a number of times before and we will again!"
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
Kona Reef Resort
Outdoor pool
Kona Reef Resort
3.0 star property
8.6 out of 10, Excellent, (169)
"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "
Kona Reef Resort
Kona Reef, A Raintree Vacation Club Resort
Outdoor pool
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.6 out of 10, Excellent, (378)
"Very good hotel, excellent personell"
Kona Reef, A Raintree Vacation Club Resort
Castle at Kona Reef
Pool
Castle at Kona Reef
3.0 star property
7.6 out of 10, Good, (616)
"Easy access "
Castle at Kona Reef
Kona Islander Inn Condos
Outdoor pool
Kona Islander Inn Condos
3.0 star property
6.2 out of 10, (125)
"The place was very nice and in a great location. I found it strange that the host came by an knocked on the door an hour after we arrived (I had to jump out the shower to answer) and then asked me 5 times to let her know when we planned on leaving via text and with a note even tho the listing said checkout is at 10 am. Was a bit overwhelming and unnecessary. "
The price is SAR 422
SAR 1,247 total
includes taxes & fees
17 Dec - 18 Dec
Kona Islander Inn Condos
Kona Islander Vacation Club
Pool
Kona Islander Vacation Club
2.5 star property
7.0 out of 10, Good, (312)
"We were in Unit #128 first floor. Pro's: staff was friendly. 1. Aliyah took the time to give us all the local places we would enjoy. 2. We had access to hot tub and pool area. They also have a grill area and shower area before you step in the pool. We had access to a laundry area on site. They was alot of animal and bugs on the property. A small Gecko entered our room.There is a roaming cat around the area. 3. The place is across the street to a beach area. The island seemed laid back with...
Kona Islander Vacation Club
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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Frequently asked questions

What's it like visiting Historic Kailua Village?
If lounging by a pool is your idea of a great vacation, you might want to think about walkable Historic Kailua Village, which has 5 places to stay with pools. While you’re here, you can explore attractions like Kailua Pier and Kailua-Kona Wharf, and then relax and unwind poolside at one of the accommodations in Historic Kailua Village that guests like for their pools.
What are some hotels with pools in Historic Kailua Village?
Royal Kona Resort: Hotel located near Kailua Pier. Features a full-service spa, an outdoor pool, and massages on the beach. PACIFIC 19 Kona: Hotel, 4-minute walk from Kailua Pier. Offers complimentary wireless internet access, an outdoor pool, and LCD televisions. Courtyard by Marriott King Kamehameha’s Kona Beach Hotel: Hotel, 3-minute walk from Kailua Pier. Provides 2 restaurants, an outdoor pool, and a full-service spa. Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel: Hotel, 9-minute walk from Kailua Pier. Features 9 beach bars, an outdoor pool, and continental. Kona Reef, A Raintree Vacation Club Resort: Condo located near Kailua Pier. Offers free self parking, an outdoor pool, and sun loungers.
How many hotels with pools should I expect to find in Historic Kailua Village?
Expedia has 5 hotels in Historic Kailua Village for your poolside break.
What is there to see and do in Historic Kailua Village?
Enjoy a stroll along the shore at Kamakahonu Beach and Keiki Beach. Discover sights such as Kailua Pier, Kailua-Kona Wharf, and Kona Brewing Company during your stay. Historic Kailua Village appeals to visitors with its beautiful island views, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Historic Kailua Village?
Taking into account the local weather in Historic Kailua Village is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 76°F, while the coldest months are February and January with an average of 72°F. The rainiest months in Historic Kailua Village are August, June, July, and May, with each month seeing an average of 11 inches of rainfall.