Tropical Bound Condo Rentals
Hawaii vacation rentals

Maui & Hawaii Condo Rentals

4.9 out of 5 on Google Consumer Protection BC licensed 1-866-456-6284

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!

OUR CUSTOMERS
LOVE US 4.9 out of 5 · 84 Google reviews 95% recommend (37 reviews) Based on the opinions of 37 people

Trending Destinations

South Maui vacation rentals South Maui West Maui vacation rentals West Maui Kauai vacation rentals Kaua’i Big Island vacation rentals Big Island Oahu vacation rentals Oahu Molokai vacation rentals Molokai

Aloha Deals

Kulakane #207 $125/Night $225/Night
Kulakane #2075
3741 Lower Honoapiilani Rd, Kahana
Oct 27-Dec 5/2026
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Maui Vista #1-116 $169/Night $225/Night
Maui Vista #1-116 5
2191 South Kihei Rd, Kihei
Nov 6-Dec 10/2026 FREE Car
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Kihei Kai Nani #10-268 $175/Night $235/Night
Kihei Kai Nani #10-2684
2495 South Kihei Road, Kihei
Dec 2-26/2026
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We make vacations and getaways better

2k+Properties
99%Positive Reviews

Joceyln Petrie

No words can express the amazing service we get from Randy and Sarah when booking accommodations for our Maui trips. We have been using Mauiman condo rentals for over 15 years (maybe almost 20) and we have learned not go anywhere else (tried once....never again). This couple know what they are talking about and will work with your budget. I continually recommend them to anyone that asks about accommodations in Maui. Give them a try. You will not be disappointed. Mahalo!
Craig & Jocelyn Petrie

Valerie

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!

Kelly & Tim Tailleur

Can’t thank Randy & Sarah enough for the most amazing vacation! Absolutely perfect in every way. Condo was great , restaurants, beaches & great car rental. Only wish we were still there . Definitely staying longer next time ????????

Tamera Wilkinson

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!

Timothy Bee

Excellent customer service and very personal. Was so happy to find Randy and Sarah since they provided us with excellent accommodations all at a lower price then other companies providing the same service. Will definitely use their service again and recommend them to everyone

Bryan Clark

The entire process from beginning to end was wonderful... The recommended condo was perfect... Just exactly what I was looking for and in my price range... Email and Phone communications were all handled quickly and professionally... I would totally recommend MauiMan to anyone who asks... Aloha

Birgitt and Paul Van Wormer

We just stayed in one of Randy and Sarah's condos in Kihei/Maui and everything was absolutely amazing! We highly recommend renting through them. Everything from completing the rental contract to instructions, directions and check in & the condo itself was absolutely excellent. Great location and price and always there for you in case of questions. I hope I can return soon and work with this company again.

Ron and Carla Elam

Found out about Tropical Bound, from a FB page and was a bit apprehensive but after talking to Maui Man Randy, we knew we were in great hands! Excellent customer service, great condo right on the beach and pleasant pricing. We will definitely use this business again and recommend them each time as they know how to work with you to make an amazing vacation and answer all your questions! Mahalo and can't wait to come back.

Wide Range Of Properties

Find your perfect Tropical Bound rental with Tropical Bound Condo Rentals.

Hawaii's Best Rentals

People love to book with us online, We provide full service at every step.

Best Prices

Our prices are cheaper than at the booking offices right on site, we have many happy clients