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!

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!

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!

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

Susan Guderyon

Amazing Rental Services

I recommend this company 100%! We stayed in Kihei mid-April at Maui Vista #321. Very clean, nice little view of the ocean, tradewinds were comfortable, only turned on the A/C once. Loved the refrigerator with ice maker, everything you'll need in the kitchen, directly across the street from Charlie Young beach, awesome place to snorkel with the turtles and watching the sunset. So many restaurants and shops within walking distance. BBQ'S were great, grounds very well kept and it was so quiet there. Rarely ran into people on the elevator. When we return we'll be booking the same place, hopefully won't take me 19 years to return to beautiful Maui. Thank you Randy!!