Beginning of main content

Search Hotels in Kailua

Book on the go and pay later.

Search over 1,000,000 properties worldwide and 550 airlines worldwide

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Check Prices on Hotels in Kailua

Tonight 21 May - 22 May
This weekend 24 May - 26 May
Next weekend 31 May - 2 Jun

What are the top landmarks in Kailua?

Don’t miss these must-see sights and attractions

Haleakala Crater featuring tranquil scenes and hiking or walking

Haleakala National Park

From mountain peaks to forested valleys, from the Pacific coastline to a volcanic crater, this national park encompasses a great diversity of natural habitats.

Haleakala Crater which includes landscape views, desert views and mountains

Haleakala Crater

One of the best places in the U.S. to watch the sunrise is this impressive centerpiece of Haleakalā National Park, marking the birthplace of the island of Maui.

Kipahulu featuring mountains and landscape views

Haleakalā National Park

Haleakalā National Park is a well-known landmark worth seeing in Kula. Discover the area's mountain views and desert landscape.

Kihei Town Center Shopping Center, Kihei, Hawaii, United States of America

Kihei Town Center Shopping Center

You can enjoy retail therapy at Kihei Town Center Shopping Center during your visit to Kihei. Amble around this romantic area's beautiful beaches or experience its great live music.

Hamoa Beach, Hana, Hawaii, United States of America

Hamoa Beach

Why not spend a care-free afternoon at Hamoa Beach during your travels in Hana? Stroll along the seaside or discover the sunrises in this romantic area.

Pilates Maui, Kihei, Hawaii, United States of America

Pilates Maui

Enjoy a trip to Pilates Maui and popular activities such as snorkelling in Kihei. In the area, take in the great live music and beautiful sunsets.

Top 10 Hotels in Kailua

See all 1,182 properties in Kailua

Estimated price for 1 night/2 adults

Central Maui Hostel

Central Maui Hostel

197 N Market St, Wailuku, HI
  • Free cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 

Situated in Wailuku, this hostel is within a 10-minute walk of Kaʻahumanu Church and Bailey House Museum. Maui Nui Botanical Gardens and Maui Arts and Cultural ...

£111 per night for 2 guests

28 May-29 May
Central Maui Hostel£111
Hana Kai Maui

Hana Kai Maui

4865 Uakea Rd, Hana, HI
    3.0 out of 5.0
     
     

    Located in Hana, this beachfront condo is in the historical district and within 1 mi (2 km) of Hana Cultural Center and Fagan's Cross. Koki Beach Park and Hamoa ...

    Hana Kai MauiGet Rates

    Luana Kai Resort

    Luana Kai Resort

    940 S. Kihei Road, Kihei, HI
      3.0 out of 5.0
       
       

      With direct access to the beach, this Kihei condo is within a 10-minute walk of Waipuilani Beach, Kalepolepo and Waipuilani Park. Maui Nui Golf Club and Kihei ...

      Luana Kai ResortGet Rates

      Sugar Beach Resort by CRH

      Sugar Beach Resort by CRH

      145 N. Kihei Road, Kihei, HI
        3.0 out of 5.0
         
         

        Nestled on the beach, this Kihei condo is within 1 mi (2 km) of Maalaea Beach and Kealia Pond National Wildlife Refuge. Kalepolepo and Waipuilani Beach are also ...

        Sugar Beach Resort by CRHGet Rates

        Lumeria Maui an Educational Experience

        Lumeria Maui an Educational Experience

        1813 Baldwin Ave, Makawao, HI
          3.5 out of 5.0
           
           

          Located in the heart of Makawao, this spa hotel is within 6 miles (10 km) of Lower Paia Park, H.A. Baldwin Beach State Park and Kuau Bay Beach. Hookipa Beach ...

          £251 per night for 2 guests

          4 Jun-5 Jun
          Lumeria Maui an Educational Experience£251
          Maui Beach Hotel

          Maui Beach Hotel

          170 Kaahumanu Avenue, Kahului, HI
          • Free cancellation
          • Reserve now, pay when you stay
          2.5 out of 5.0
           
           

          Located in Kahului, this beachfront hotel is in the city centre and within a 15-minute walk of Queen Ka’ahumanu Center and Maui Arts and Cultural Center. Kanaha ...

          £104 per night for 2 guests

          27 May-28 May
          Maui Beach Hotel£104
          Nona Lani Cottages

          Nona Lani Cottages

          455 S. Kihei Rd., Kihei, HI
            3.0 out of 5.0
             
             

            Offering direct access to the beach, this Kihei cottage is within 1 mi (2 km) of Kalepolepo and Waipuilani Beach. Maalaea Beach and Maui Nui Golf Club are also ...

            £148 per night for 2 guests

            10 Jun-11 Jun
            Nona Lani Cottages £148
            Maui Seaside Hotel

            Maui Seaside Hotel

            100 W Kaahumanu Ave, Kahului, HI
            • Free cancellation
            • Reserve now, pay when you stay
            2.5 out of 5.0
             
             

            Situated near the airport, this hotel is within 1 mile (2 km) of Queen Ka’ahumanu Center and Maui Arts and Cultural Center. Maui Nui Botanical Gardens and Kanaha ...

            £143 per night for 2 guests

            30 May-31 May
            Maui Seaside Hotel£143
            Kauhale Makai - Maui Condo & Home

            Kauhale Makai - Maui Condo & Home

            938 S Kihei Road, Kihei, HI
              2.5 out of 5.0
               
               

              Situated near the airport, this condo is within a 10-minute walk of Waipuilani Beach, Kalepolepo and Waipuilani Park. Kihei Regional Park and Maui Nui Golf Club ...

              Kauhale Makai - Maui Condo & HomeGet Rates

              Sugar Beach Resort - Maui Condo & Home

              Sugar Beach Resort - Maui Condo & Home

              145 North Kihei Road, Kihei, HI
                3.0 out of 5.0
                 
                 

                Nestled on the beach, this Kihei condo is within 1 mi (2 km) of Maalaea Beach and Kealia Pond National Wildlife Refuge. Kalepolepo and Waipuilani Beach are also ...

                Sugar Beach Resort - Maui Condo & HomeGet Rates

                See all 1,182 properties in Kailua
                Map

                Learn about Kailua?

                Local experts explore every corner of Kailua for you

                10 tips to tackling Maui’s Road to Hana

                Experiencing the most out of your Maui journey

                Expedia Guest Author
                10 tips to tackling Maui’s Road to Hana. Opens in a new window.

                Kailua Hotel Reviews

                Expedia Verified Review
                5 out of 5
                We stayed 6 nights here and are very happy with our decision! The staff is very friendly. We had our breakfast every morning in the garden. They have brand new beach chairs, towels and umbrellas they will lend you for your stay which we used all the time. Rooms look like they were recently remodeled. The overall upkeep and cleanliness of this property was very good. Loved our time here!

                A verified traveller from Pittsburgh, PA stayed at Kohea Kai Maui

                Posted 2 days ago
                Open Kohea Kai Maui hotel guest reviews
                Expedia Verified Review
                4 out of 5
                The view was lovely as were the walks on the beach. The main office was not open to check in. I was not on the roster to check in and the person wasn't overly friendly or welcoming. She did take my number in case the room was ready early but I never got a call.

                A verified traveller stayed at Luana Kai Resort

                Posted 2 days ago
                Open Luana Kai Resort hotel guest reviews

                Travel to Kailua & Explore

                Explore Kailua with Expedia's Travel Guides to find the best flights, cars, holiday packages and more!