Find luxury hotels in Kailua, HI

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Kailua Luxury Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Kailua Luxury Hotels

Top Kailua Hotel Reviews

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent
"The ocean/mountain/ground views were unique, and beautiful. Every staff member we interacted with was friendly, nice and went out of their way to be helpful. The bungalow was exceptional, with views, close to parking lot, and roomy. No TV. What a great idea."
Lynn 3-night trip
Posted 1 day ago
Hana-Maui Resort, a Destination by Hyatt Residence

Frequently asked questions

Are you looking for a luxury hotel for your stay in Kailua?
Use Expedia to arrange your flight to Kahului Airport (OGG) airport or Hana, HI (HNM) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a vacation, so we make it easy to get what you want to make your stay special. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Kailua offers.
When can I expect good weather in Kailua?
Planning for the weather is a good way to make your trip to Kailua relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kailua is 40 inches.
What's there to see and do in Kailua?
Experience Kailua and visit Twin Falls, Garden of Eden Arboretum, and Maui Garden Of Eden - Botanical Gardens & Arboretum. If you have a bit of extra time while you're in the area, you might want to check out Haiku Park and Hookipa Beach Park.