
Holiday rentals with a pool in Wailuku
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Top-rated rentals with a pool in Wailuku
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Oceanview Home with Private pool and hot tub
Excellent location, beautiful view, house was well stocked and the communication was terrific from both homeowner Steve alongside the property manager Walker. Speedy responses to any questions we had. Our family had a blast in Maui and would rent from Steve again. Steve also had great recommendations for local eating alongside a picturesque sunset spot. For our family of five, Steve's home was a winner.

Centrally located and steps to the beach!
Mike and Ashley were incredibly amazing and helpful. They really went above and beyond for us. Really appreciated the special touch they left us for our anniversary and will recommend them to and friends and family that visit Maui. Their place is beautiful and it looks even better in pictures. It is perfectly homey, private, and quiet, which was very nice but also close to the beach with a three minute walk couldn’t recommend staying with Mike and Ashley more. Thanks for helping make our anniversary trip special!

Maalaea Kai 307 - Maui Prime Oceanfront
We had the best time at this condo! It was quiet and clean and was exactly what we were hoping for! Don was incredibly responsive when I had questions or needed recommendations to rent baby gear! We had a great time and hope to Come back again

The Artists House
Jordanne's house was was perfect. Open and comfortable. Fully equipped kitchen. fenced in -making it feel private even out doors. good parking area. waking distance to restaurants or really anywhere in town.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela’s place is amazing! As a host Pamela was very welcoming and gave a great tour of her place. The view is beautiful and the pool and hot tub are perfect! We would definitely stay here again. Thank you Pamela!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
My husband and I greatly enjoyed our stay at Aloha Aku. The place was amazing. Being able to walk out onto the patio, cross the yard, and go right onto the beach was amazing. We also really enjoyed the bikes and kayaks we were able to borrow from the property—it was both fun and saved us a ton of money since we didn’t have to rent those things. The place was neat and pristine and had everything we needed. If it wasn’t in our suite, we were able to find it in the common room. Gary and Char are great hosts and all of their staff were super friendly and helpful. They had great recommendations for places to go and things to see. I HIGHLY recommend Aloha Aku for your trip to Maui. You will not be disappointed! If we ever get the opportunity to visit Maui again, we will stay here, no second thought about it!

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!

Private Hot Tub + Pool Access + AC - Star Lookout
What a beautiful setting and home! It was so easy to relax with the amazing grounds and yard. It was the perfect space for our family of 3. Our 5 year old could not get enough of the pool, the chickens and the abundant “nature treasures.” When we come back to Maui, we won’t hesitate to stay here again.
Condo rentals with a pool

Beautiful Maui Beach Condo Steps from the Shore!
I really enjoyed my stay here! Nick and Chelsea were very responsive regarding any questions I had. The location is near everything - beaches, shopping, restaurants. I also appreciated that there were ample amounts of parking. If you are planning on staying in Kihei, do not hesitate to book this spot! I will definitely be back!

Relaxing in Maui on Oceanfront View
We really enjoyed the proximity to the ocean surf. The are lots of things to do in Maui, but we enjoyed the condo so much we mostly just hung out. Thank you Bill for making this a great visit to Maui!

60% Off: Endless Summer Maui Only 300 steps 2beach
The rental was absolutely wonderful! Everything was as described, and we really enjoyed our time. Your suggestions for dining out and for beaches and snorkeling were awesome! Thank you again for wonderful service and for all the nice little amenities in the condo.

No Fee, Hale Kamaole - Kam 3 - Across from Ocean
Our stay at John's was great! Super close to a beach that had turtles in it and within a good walking distance to stores! Would stay here again

Hot Deals! Limited Availability- Maui Getaway
Kalea’s was alway available to answer questions very quickly. The condo was very well taken care of and had everything we needed. Loved the location and area much different than Kanapali as it’s much closer to other areas of the Island to explore. The lights and fan can be tricky at times but remember your own Hawaiian time. Mahalo

Oceanfront Maalaea Harbor Condo with pool
Definitely 5 stars for Breanna’s place! Location was great — it was private but had quick access to main roads. The unit was clean, spotless, and had everything we needed for a comfortable stay. Loved the small attention to details and the beach items that she had available. Breanna had very clear instructions for everything and was always quick to respond. We loved everything about our stay and we highly recommend!

NEW ROOM AC&Mattress! 0.1 mile to Beach&Downtown
Our stay was absolutely amazing. Revi is an excellent host friendly, responsive, and knowledgeable about Maui! Me and my other half were really able to enjoy our stay in Maui due to her unit being in such a great location. We loved the walkable distance from the beach, some great restaurants that were right next to us ! Also, access to the pool and use of the jacuzzi was unbeatable. Perfect way to relax after a long day of traversing the island. The unit was also very clean ! And although laundry is a shared area it was conveniently near the unit. Parking was also easy, any available spot (except handicap stalls) and there was many next to the unit. We are looking forward to staying here again when in Maui. Lastly, when I needed assistance due to my own error at the unit. Revi was quick to respond and was super kind when I reached out. I won’t forget her wonderful hospitality! Thank you again Revi ! Mahalo, Marie. H

WALK to beach & shops! Updated w/ AC
Ideal for the beach with shops and places to eat close by. Host was very helpful and the apartment was quiet, private, clean and spacious. I would happily come back.
Quick stats about holiday rentals with a pool in Wailuku
Total rentals
20 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
1.6K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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