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

Shelley Frost

Amazing Rental Services

Through the wonderful Randy, I arranged for two condos at Kihei Kai Nani for one week this past July. Randy was so helpful in giving us a price that allowed for my sister to have her own condo - she is a special education teacher, and the pricing was perfect for her budget. The condo my husband and I stayed in was clean and well stocked with beach supplies. When we had an issue with the cable and television, Randy was right on top of it and solved the problem with a phone call. I cannot recommend Randy and Tropical Bound highly enough. As we travel to the islands frequently, I will ALWAYS book through Tropical Bound. Thank you, Randy, for being such an excellent host!

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

Courtney Lahue

Amazing Rental Services

Randy generously managed to book us a room for four at Kihei Kai Nani very last minute during our stay in Maui back in November. We had a blast! The location was excellent - the beach was across the street (great for sunsets), restaurants and grocery stores were within walking distance, and the staff of the resort were very helpful. The condo was clean, sizable, safe, and well-stocked. Randy was always available if we had questions and promptly provided us with tips for the area. I recommend Maui Man Condo Rentals to anyone looking to enjoy a relaxing and stress-free vacation in Maui!

Silvio Marco Brovero

Amazing Rental Services

We rent (from italy) 9 days in Aston kaanapali, what I have to say: PERFECT All staff of maui man was very cooperative proposing by mail us different solutions. thanks for this great experience if we will return in MAUI no doubt you will be my choice,

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!