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

Tamera Wilkinson

Amazing Rental Services

Hands down the BEST vacation experience we have ever had!!! And we travel a lot! When I first reached out to them, I kinda knew EXACTLY what I wanted, and I was not willing to compromise. I think I told him that I wanted to sleep so close to the water that I would nearly wake up with salt on my face from the water. I wanted to hear the roar of the waves all night. He immediately said I know just the place for you. Boy, did they DELIVER!!!!! We stayed in Ka'anapali at the Mahana, in case you are looking for the same things. This was our first trip to the islands and it could not have been better. Randy and Sarah were always on the ball, quick to respond to my 1001 questions. They were very quick to offer suggestions when I asked and they were honest with their reviews of certain places. We are already planning 2 more trips to Maui and I will only book through Tropical Bound!

Amber Dawn Lebrun

Amazing Rental Services

We booked our condo through Maui Man this past June and honestly we will book again with him next year! We were super nervous, especially since it was our first trip with our soon to be one year old! He gave us so much information and was absolutely amazing to deal with! We talked with other travellers and from what we heard others paid, ours was by far the BEST price! He said we would catch the Maui bug and we totally did! Thanks Randy!

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

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

Keith Gibson

Amazing Rental Services

This is a great place to look for and rent a vacation condo. Sarah and Randy are great! Excellent communication, large inventory and great rates. Easy and friendly to work with! I won’t use any other place for my vacation rental on Maui.