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

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

Dawn

Amazing Rental Services

I will never use another company to book a place on Maui! Tropical Bound Condo Rentals saved our vacation this morning! We initially booked with another company and were awakened at 8 a.m. by demo in the condo right next to ours. Drills, pounding on the wall our bed is up against. Apparently an entire demo and reconstruction going on that will obviously last through our entire vacay. The management company we were using said they had not been notified. While they did immediately put in calls to the Maui Banyan office (angry that they had not been informed) after a few hours it felt like they weren't going to do anything. They kept telling me about other places that had openings that I could call, but then would mention that they were $100+ a night more than what I was paying. Obviously that would be on me. I had seen recommendations on Facebook for Tropical bound Condos, so I called and in less than an hour they hooked me up with a better place and gave me a generous rate. They are the real deal folks. Personalized, sincere care. So rare in today's online booking world. On future trips to Maui...this will be our first an only call for accommodations. Don't mess around with anyone else or VRBO...just give Tropicalbound a call. Bless you, my knight in shining armor!

Jo ann

Amazing Rental Services

Rating: ★★★★★ (5/5) "Randy and Sarah are beyond Amazing!!! I just booked another stay with them on Maui. They are not only in Maui....last year I booked a 2 week stay on Kauai with them. I feel complete safe and wonderfully taken care of when I go thru Tropical Bond Condo Rentals! Oh, and did I mention that they have the Best Deals and Pricing! Thank You! Jo Ann"

Elizabeth Gilbert

Amazing Rental Services

We booked with Maui Man as a last minute 25th wedding anniversary trip after our scheduled trip to the Virgin Islands got ruined twice. We couldn't have gotten luckier to find Maui Man condos. The condo had everything we needed and if I had a question Randy was quick to respond. When I thought I was locked out, the owner rushed to the condo. She ended up giving us recommendations for snorkeling and places to eat. Parking was right outside the condo and we loved the resort. I'm already planning our next visit. It's hard to find the kind of customer service we received!

Jamie Palmer

Amazing Rental Services

The condo was beautiful. Randy was super helpful getting it booked last minute. Everything was as promised. Thanks for the great trip. I've already referred some friends to Maui Man Condo Rentals. Keep up the great work.