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Kailua-Kona Vacations

Pack those stellar shades. We have Kailua-Kona vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Kailua-Kona – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Kailua-Kona vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Kailua-Kona

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Kailua-Kona vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Kailua-Kona well.

Kailua-Kona Flight + Hotel packages

Top Hotel Deals

See all 1,025 Properties in Kailua-Kona
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr, Kailua-Kona
    3.0 out of 5.0
     
     

    Royal Kona Resort is perched on the edge of Kailua Bay, just a 10-minute walk from the fishing village of Kailua-Kona. It’s 11 minutes on foot to Hulihee Palace, ...

    Royal Kona Resort$155

    Royal Kona Resort$155
    Sheraton Kona Resort & Spa at Keauhou Bay

    Sheraton Kona Resort & Spa at Keauhou Bay

    78-128 Ehukai St, Kailua-Kona
      4.0 out of 5.0
       
       

      Sheraton Kona Resort & Spa at Keauhou Bay is located near an active volcano, snow capped mountains, and marine activities. You can observe majestic manta rays ...

      Sheraton Kona Resort & Spa at Keauhou Bay$169

      Sheraton Kona Resort & Spa at Keauhou Bay$169
      Kona Seaside Hotel

      Kona Seaside Hotel

      75-5646 Palani Rd, Kailua-Kona
        2.0 out of 5.0
         
         

        Glass-bottom boat tours, snorkeling excursions, and deep-sea fishing are all within reach of this hotel located in Kailua-Kona Village, across the street from ...

        Kona Seaside Hotel$144

        Kona Seaside Hotel$144
        Kona Coast Resort

        Kona Coast Resort

        78-6842 Alii Dr, Kailua-Kona
          3.5 out of 5.0
           
           

          Arrayed on 21 tropical acres overlooking the ocean, this Big Island (Hawaii) condo resort is on the Kona Coast, adjacent to a 36-hole golf course. A beach is ...

          Holua Resort at the Mauna Loa Village

          Holua Resort at the Mauna Loa Village

          78-7190 Kaleiopapa Street, Kailua-Kona
            3.5 out of 5.0
             
             

            Located in Keauhou, adjacent to Keauhou Marina, Holua Resort at the Mauna Loa Village is a favorite of families and golfers and is close to shops, restaurants, ...

            Kona Reef Resort

            Kona Reef Resort

            75-5888 Alii Dr, Kailua-Kona
              3.0 out of 5.0
               
               

              Located in Kailua-Kona, this beachfront condo building is in the city center, just steps from Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Kona ...

              Courtyard by Marriott King Kamehameha's Kona Beach Hotel

              Courtyard by Marriott King Kamehameha's Kona Beach Hotel

              75-5660 Palani Road, Kailua-Kona
                3.5 out of 5.0
                 
                 

                Located on the water next to Kona Pier, Courtyard by Marriott King Kamehameha's Kona Beach Hotel is ideally situated for walking around Kailua-Kona village; ...

                Courtyard by Marriott King Kamehameha's Kona Beach Hotel$161

                Courtyard by Marriott King Kamehameha's Kona Beach Hotel$161
                Uncle Billy's Kona Bay Hotel

                Uncle Billy's Kona Bay Hotel

                75-5739 Alii Dr, Kailua-Kona
                  2.0 out of 5.0
                   
                   

                  Located in the heart of Kailua-Kona, this hotel is within 1 mi (2 km) of Mokuaikaua Church and Hulihee Palace. Kailua-Kona Wharf and Kona Community Aquatic Center ...

                  Uncle Billy's Kona Bay Hotel$133

                  Uncle Billy's Kona Bay Hotel$133
                  Royal Sea Cliff Kona by Outrigger

                  Royal Sea Cliff Kona by Outrigger

                  75-6040 Alii Dr, Kailua-Kona
                    3.0 out of 5.0
                     
                     

                    Lovely gardens, ponds, and waterfalls dot the grounds of Outrigger Royal Sea Cliff located cliff-side in Kona, just 2 miles from golf courses.

                    Royal Sea Cliff Kona by Outrigger$125

                    Royal Sea Cliff Kona by Outrigger$125
                    Kanaloa at Kona by Outrigger

                    Kanaloa at Kona by Outrigger

                    78-261 Manukai St, Kailua-Kona
                      3.0 out of 5.0
                       
                       

                      Set amid tropical gardens bordering a championship golf course, Kanaloa at Kona by Outrigger offers an oceanfront escape on Hawaii's southwest coast, 5 miles ...

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.