Welcome to
Tropical Bound

Explore beautiful vacation rentals throughout the Hawaii Islands with Tropical Bound Condo Rentals. For more than 30 years, we’ve been committed to helping visitors plan unforgettable vacations. With a range of properties to suit every budget and need, we're confident you'll find something you'll love!

We make vacations and getaways better

2k+

Properties

99%

Positive Reviews

Bryan Clark

Amazing Rental Services

The entire process from beginning to end was wonderful... The recommended condo was perfect... Just exactly what I was looking for and in my price range... Email and Phone communications were all handled quickly and professionally... I would totally recommend MauiMan to anyone who asks... Aloha

Steve Revell

Amazing Rental Services

First of all , sorry for taking so long. After trying by myself to navigate the waters of renting a Condo on Maui (no success), I was fortunate to find Maui Man . Randy and Sarah came through with an amazing Condo at a great price. Everything was done in a timely fashion and both were available to answer any and all questions for these Maui newbies. They are very knowledgable about where to go ,what to see, beaches,restaurants etc

Sean Gilmore

Amazing Rental Services

Would highly recommend Maui Man Condo Rentals. Randy took all the stress of finding a place to stay and got us just what we needed. A condo big enough for the five of us across the street from the beach in Kihei .He hooked us up with a car rental and and got us on an awesome snorkel trip. An all around great time had by the Gilmore family. Thank you again Randy. We will definitely be going back and booking through Maui Man Condo

Laura

Amazing Rental Services

Just got back from the Big Island and can't say enough about the ease of the process of renting through this company. Sarah was patient and thorough with all my questions and things I wanted and needed. Air conditioning and late check out!! I Def would not hesitate to use again, ans will tell others to use as well.

Valerie

Amazing Rental Services

We just arrived back home to Massachusetts after almost 3 glorious weeks (with our family of six) on the Big Island and Maui!!! Randy and Sarah of Tropical Bound set us up for a truly unforgettable family vacation!!! Randy took time to speak with us by phone, at the time of our booking, and was indescribably kind and accommodating in considering what locations and condos would be ideal for our family’s desires. He truly nailed it! Our condo on BI was so spacious and had everything we could want, and was only steps away from the two gorgeous pools - and the ocean -and close to town of Kona! With this as our “home base”, we explored all over BI. The magical highlight was the night snorkeling with mantas! The highlight of our Maui condo was location! We loved how accessible it was to Kamaole II Beach in Kihei and so many shops. Our kids (ages 10-16) had freedom to explore the area independently with no worries on our part. We saw the Haleakala sunrise, Road to Hāna, and our daughter celebrated her 12th birthday snorkeling at Molokini Crater! We cannot thank Randy and Sarah enough for their spot-on guidance! If we get back to Hawaii, rest assured we will be reaching out to book through them again! They really delivered! ???? We HIGHLY recommend Tropical Bound for anyone who appreciates personalized and exceptional service in finding your vacation lodging in Hawaii!