An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Search Hotels by Seaside Hotels in Kailua

  • 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 prices for these dates

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua Hotel Reviews

Maui Schooner Resort

Maui Schooner Resort

8/10 Good
"The unit was ok- needs a serious deep clean- shades were filthy, hair on the floor when we arrived.Pool looks larger in photos than reality. It was an ok place in a decent location, not sure I’d book it again. On the positive side: the beds were comfortable and new."
Rebecca 6-night trip
Posted 7 hours ago
Maui Schooner Resort
Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The location"
Enrique 7-night trip
Posted 19 hours ago
Maui Seaside Hotel
Hale Akua Garden Farm & Eco-Retreat

Hale Akua Garden Farm & Eco-Retreat

10/10 Excellent
"The visit was great. We stayed in the villa, the view was magical. The waterfalls on the property were accessable to walk down to and swim between the two. The night skies were unbelievable star gazing. The only thing it could use is air-conditioning. The nights were a little muggy just using fans."
Scott 3-night trip
Posted 3 days ago
Hale Akua Garden Farm & Eco-Retreat
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

10/10 Excellent
"We loved the three resident cats on the property and the whispering pine trees with hammocks. A very serene and peaceful place with nice breakfast buffet and real chill vibes. Cool wildlife too - geckos, anoles, toads, snails, and birds. Overall a lovely place. Best of all ... The staff was nice, helpful, and just all around great folks."
Emily 2-night trip
Posted 2 months ago
Lumeria Maui Educational Retreat Center
Kaiholo Hale

Kaiholo Hale

10/10 Excellent
"A lovely place to base a trip to Maui. The nearby beach looked great for kids. And it was a perfect spot to set off on the road to Hana. Close to the airport too!"
James 3-night trip
Posted 2 months ago
Kaiholo Hale

Explore a world of travel with Expedia