Find Hotels with a Pool in Historic Kailua Village, HI

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

roomy lanai is over 20 ft wide.
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
9.4 out of 10, Exceptional, (108)
"Wonderful stay, in a lovely oceanfront condo."
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
Garden
Kona Seaside Hotel
2.0 star property
8.6 out of 10, Excellent, (1000)
"A simple, quaint, somewhat hidden hotel with a motel feel. The hotel was good for the price, significantly less expensive than other hotels in the area. The staff were helpful, in particular the front desk staff were very friendly, helpful and responsive. One member of the front desk staff, Rehna, was a joy to interact with and went out of her way to make my stay more comfortable and convenient. The room was clean with a simple set up. Plastic cups were provided for drinking and an ice machine...
Kona Seaside Hotel
View from property
Kona Reef Resort
3.0 star property
8.6 out of 10, Excellent, (166)
"We had a nice four night stay and we would come back again. Kitchen and beach access were good."
Kona Reef Resort
Exterior
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
3.5 star property
8.4 out of 10, Very Good, (1001)
"We asked for and were told we had late checkout at 2:00. They couldn’t accommodate 4:00, but for a fee could do 2:00. I okayed the fee. We got back from our massage in our last day and were locked out. We wasted 30 minutes of our paid for extra time to go down to the front desk to get it straightened out. The when we were back in the room a housekeeper walked in on me- naked , just out of the shower. Not the best way to end our trip. "
The price is AED 1,120
AED 1,417 total
includes taxes & fees
10 Jun - 11 Jun
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Exterior
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (1000)
"Amazing service, fabulous breakfast, immaculate property & rooms"
The price is AED 834
AED 984 total
includes taxes & fees
10 Jun - 11 Jun
Holiday Inn Express Hotel & Suites Kailua-Kona, an IHG Hotel
Exterior
Kona Reef, A Raintree Vacation Club Resort
3.0 star property
8.4 out of 10, Very Good, (312)
"The views on the balcony were awesome, you could relax and watch the surfers and boogie boarders. The private bedroom was perfect when you have people that are on different sleep schedules."
Kona Reef, A Raintree Vacation Club Resort
Exterior
Royal Kona Resort
3.5 star property
8.2 out of 10, Very Good, (2527)
"The views are amazing "
The price is AED 715
AED 952 total
includes taxes & fees
30 May - 31 May
Royal Kona Resort
Exterior
Castle at Kona Reef
3.0 star property
7.6 out of 10, Good, (602)
"This was our second time staying at the Kona Castle Reef . This oceanfront unit was comfortable, tidy and an excellent layout. Some of the lighting fixtures seemed dated and Could use replacement . Having the bbq’s there as an alternative cooking option was fantastic. We can’t wait to visit again next year and hopefully secure the same unit as we did this time ."
Castle at Kona Reef
Exterior
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
Don't see what you're looking for?
See all available properties in Historic Kailua Village
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.

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 6 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.
How many hotels with pools should I expect to find in Historic Kailua Village?
Expedia has 6 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.

Recent reviews of Historic Kailua Village hotels
Expedia verified reviews