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

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.

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!

Sharon Shanklin

Amazing Rental Services

I rented two condos through Randy for myself and my family. I was very specific where I wanted to rent the condos and Randy came through for us! The vacation was perfect, it couldn't have been better! I'll be renting through Randy again!

Terry

Amazing Rental Services

#1-116 Maui Vista, We had a fantastic stay! The condo was beautifully renovated, clean, bright and very nicely furnished. The location is perfect and made everything easy to access. The hosts were amazing, very friendly, responsive, and so easy to deal with. Great pools, tennis and pickleball courts and a fun area to BBQ and mingle with other guests. Will definitely be back!!

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!