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Kihei Vacations

Pack those stellar shades. We have Kihei 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 Kihei – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Kihei 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 Kihei

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 Kihei 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 Kihei well.

Kihei Flight + Hotel packages

Top Hotel Deals

See all 1,299 Hotels in Kihei
Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei
    4.5 out of 5.0
     
     

    Set amid waterfall gardens and a meandering canyon of pools, this grand island resort is within a mile of championship golf, a tennis center, and upscale shops; ...

    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive, Kihei
      5.0 out of 5.0
       
       

      Located on Maui's sunny south shore, this resort faces the wide, crescent curve of Wailea Beach, with its sugar sands and calm waters. The Wailea Blue golf course ...

      Maui Coast Hotel

      Maui Coast Hotel

      2259 S Kihei Rd, Kihei
        3.5 out of 5.0
         
         

        Surrounded by shops and restaurants, this seven-story hotel is across the street from Kamaole Beach Park I, 3 miles from upscale Wailea, and 7 miles from Maui ...

        Maui Coast Hotel$250

        Maui Coast Hotel$250
        Wailea Beach Resort - Marriott, Maui

        Wailea Beach Resort - Marriott, Maui

        3700 Wailea Alanui Dr, Kihei
          4.5 out of 5.0
           
           

          Cradled against an oceanfront hillside, this expansive, low-rise Maui hotel lies a minute's walk from beaches and a quarter-mile from the Shops at Wailea; 3 ...

          Fairmont Kea Lani Maui

          Fairmont Kea Lani Maui

          4100 Wailea Alanui Dr, Kihei
            4.5 out of 5.0
             
             

            Set amid waterfall gardens, pools, and Polo Beach, this 22-acre oceanfront resort borders Wailea's 3 championship golf courses and is 1 mile (1.6 kilometers) ...

            Fairmont Kea Lani Maui$463

            Fairmont Kea Lani Maui$463
            Days Inn by Wyndham Maui Oceanfront

            Days Inn by Wyndham Maui Oceanfront

            2980 S Kihei Road, Kihei
              2.5 out of 5.0
               
               

              Set on a splendid stretch of sand 2 miles from Kihei, this low-rise hotel is 3 miles from the championship golf courses of Wailea Resort; Maui Ocean Center is ...

              Days Inn by Wyndham Maui Oceanfront$132

              Days Inn by Wyndham Maui Oceanfront$132
              Luana Kai Resort

              Luana Kai Resort

              940 S. Kihei Road, Kihei
                3.0 out of 5.0
                 
                 

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

                Castle Kamaole Sands, a Condominium Resort

                Castle Kamaole Sands, a Condominium Resort

                2695 S Kihei Road, Kihei
                  3.0 out of 5.0
                   
                   

                  Located within a mile of Kihei shops and restaurants, this 15-acre condo property is across from Kamaole Beach Park III and three miles from the championship ...

                  Castle Kamaole Sands, a Condominium Resort$125

                  Castle Kamaole Sands, a Condominium Resort$125
                  Mana Kai Maui

                  Mana Kai Maui

                  2960 S Kihei Road, Kihei
                    3.5 out of 5.0
                     
                     

                    Nestled on the beach, this Kihei condo resort is 0.1 mi (0.2 km) from Keawakapu Beach and 1.9 mi (3.1 km) from Wailea Beach. Kamaole Beach Park 3 and Kamaole ...

                    Mana Kai Maui$221

                    Mana Kai Maui$221
                    Wailea Ekahi Village, A Destination Residence

                    Wailea Ekahi Village, A Destination Residence

                    3300 Wailea Alanui, Kihei
                      3.0 out of 5.0
                       
                       

                      Located in Wailea, this beachfront condo building is next to a golf course and within 1 mi (2 km) of Ulua Beach and Wailea Beach. Mokapu Beach and Keawakapu ...

                      Top Flight Deals

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