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Stewart Island Vacations

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

Hotwire can help you find your travel bliss with Stewart Island 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 Stewart Island

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 Stewart Island 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 Stewart Island well.

Top Hotel Deals

See all 7 Hotels in Stewart Island
South Sea Hotel

South Sea Hotel

26 Elgin Terrace, Oban
    2.5 out of 5.0
     
     

    Situated near the beach, this inn is 0.4 mi (0.7 km) from Observation Rock and 1.9 mi (3 km) from Ulva Island. Millars Beach is 1.2 mi (1.9 km) away.

    Stewart Island Lodge

    Stewart Island Lodge

    14 Nichol Road, Halfmoon Bay,, Stewart Island
      4.5 out of 5.0
       
       

      Situated in Oban, this luxury bed & breakfast is close to Observation Rock, Halfmoon Bay, and Ulva Island. Area attractions also include Millars Beach.

      Bay Motel Stewart Island

      Bay Motel Stewart Island

      9 Dundee Street, Oban
        3.0 out of 5.0
         
         

        Situated near the beach, this apartment building is 0.3 mi (0.6 km) from Observation Rock and 2.1 mi (3.3 km) from Ulva Island. Millars Beach is 1.1 mi (1.7 ...

        Greenvale Bed and Breakfast

        Greenvale Bed and Breakfast

        2 Petersons Hill Rd,, Oban
           
           

          Situated in Oban, this hotel is close to Observation Rock, Halfmoon Bay, and Ulva Island. Area attractions also include Millars Beach.

          Bluff Ocean Vista Motel

          Bluff Ocean Vista Motel

          152 Marine Parade, Bluff
            4.0 out of 5.0
             
             

            Situated on the waterfront, this bed & breakfast is 0.6 mi (0.9 km) from Stirling Point and 2 mi (3.3 km) from Bluff Lookout. Southland Hospital and Rugby Park ...

            Bradshaw House Bluff

            Bradshaw House Bluff

            34 Bradshaw Street, Bluff
              2.5 out of 5.0
               
               

              Situated in Bluff, this apartment building is close to Bluff Lookout and Stirling Point. Regional attractions also include Southland Hospital and Teretonga Raceway ...

              Foveaux Hotel

              Foveaux Hotel

              40 Gore Street, Bluff
                2.5 out of 5.0
                 
                 

                Situated in Bluff, this hotel is close to Stirling Point and Bluff Lookout. Regional attractions also include Southland Hospital and Teretonga Raceway Park.