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!

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!

Jaclyn Rincon-Lopez

Amazing Rental Services

Randy and Sarah, wow thank you for always being 1,000 + 10% responsive at all times during any and all situations. Without you our trip wouldn’t have been half as amazing. You made sure our accommodations were comfortable and tidy. I recommend you to every person traveling to the islands. Thank you again for making sure our accommodations were in our budget, the location was perfect and the cleanliness was on point!

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!