
Vacation rentals with a pool in Maalaea Bay
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Top-rated rentals with a pool in Maalaea Bay
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Popular amenities for Maalaea Bay rentals with a pool
House rentals with a pool

Newly Remodeled Cottage
Van’s place was amazing for my family and I! It was even better than photos and extremely spacious. The place was clean, walkable and was everything we needed. I really appreciated how quickly Van responded to any questions we had. Highly recommend!

Luana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!

Views and pool - escape reality
Great find!! Have stayed all over Maui over the years. Liked Haiku location with its feeling of island life vs resorts! Close to everything you need but also provides a location that is so quiet and beautiful you think you are the only person on the island. The property has everything you need for a great stay, views, space, and all the small needs of a home!!

Oceanview Home with Private pool and hot tub
Lovely and comfortable house with beautiful view of the sunset over the ocean. Steve and Walker were very responsive and helpful. Spacious and perfect for our family with a toddler.

Kapalua Ridge 622 Luxe Ocean and Coastal Views
Perfect location with beautiful beaches nearby. Not a lot of restaurants around but if you have a car - it’s easy to navigate. The view from the bedroom and living room is brilliant 😍 We really enjoyed the stay. Definitely recommend 🙌🏻

Stunning ocean view, heated pool at home by Wailea
Sandra's Wailea Villa is amazing! The space is both beautiful and very functional. The overall setting is so private, lush and peaceful. The birds sounds and the views are lovely. The location is perfect — an easy 5 minute drive to the beaches and restaurants. We will definitely be back!

#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!!!

Serene and Peaceful with Heated Pool
We were blown away by this property. The pictures don’t do it justice. What a gem. This is the perfect Maui retreat… the kitchen is fully stocked with spices and things. Highly recommend you explore the pantry before buying spices and oils at the grocery store. The primary room is spacious and comfortable, the secondary room is a bit smaller but still boasts a king size bed. Each room has a private bathroom. Everything was clean and airy and comfortable. This place is gorgeous and a great getaway for one or two couples. A would definitely book this place again and again and again.
Condo rentals with a pool

Beach Area Condo
What a great location! Karen’s condo was exactly as described, very clean, comfortable beds. We loved it so much we booked for next year. It is like a 4 minute walk to beach, she had beach chairs, toys and umbrella. There is a convenient outside shower in lower parking lot to wash off sand. We saw lots of whales breaching or tail slapping from beach, even a giant sea turtle would come sun itself. If you are planning on staying here, we found directions to actual condo confusing. We were hauling luggage and golf clubs up and down stairs. The easiest way to get to unit if you park in upper lot bring your luggage DOWN to The road to main entrance there is one set of steps to go down to unit.

A 5-Star Estate, Large Groups, Luxury Living
This townhouse was a spacious and beautiful place for our family to spend time together over the holidays. We enjoyed eating breakfast outside every morning and whale watching in the afternoons from the lanai. There is plenty of room to spread out as well as wonderful common spaces. The kitchen was well stocked and the townhouse had everything we needed for a trip to the beach (umbrellas, beach towels, beach chairs, cooler). There is plenty of room to spread out as well as wonderful common spaces. It was a 5 minute walk across the street the Grand Wailea and the beach walkway and a short drive to several beaches, golf course and shops. My daughter enjoyed the pool on property and my kids also worked out in the gym. There are codes to the property gate and to the townhouse. Our codes changed during our stay and that was somewhat confusing, but it all got sorted out. We loved staying here and you will too!

Discounted Rates! 305 Beautiful 2 bed/2 bath
The views were exactly as promised. It was our primary reason for booking here. The turtles were right out front every day and we saw so many whales jumping in the distance. We had everything we needed for our stay. Even though there was no air conditioning, the fans and breeze kept us comfortable. We enjoyed our stay very much!

Incomparable Maui Sunset condo, includes all taxes
This condo was the perfect spot for my wife and I to stay while we visited ALL of Maui. In a great location, had the pool to relax, activities to stay busy, and was in a location that made all of Maui accessible. They had all the necessities needed to make a beach trip worth it, and even tennis rackets that we were able to use on the private tennis courts. Countless time we said we were so happy with our choice of stay. We can only hope to make it back someday!

Luxury 2bd2bth Kihei Maui Condo Across from Beach
The place was clean and just as described. Rebecca was very detailed with her instructions which was very helpful. We were a 5 min walk from the beach and enjoyed the association pool as well.

Family Friendly 2BR Condo Across from Beach w/ A/C
An incredible location and quality furniture that we all appreciated when we arrived after long flights. Walkable to everything you could possibly need. Megan was extremely responsive and helpful. Hands down 10/10.

Remodeled Kaanapali golf resort 1500ft condo w/AC
Had a family of 6 adults and 2 kids, and it was just the right amount of space, very clean, and basic supplies were provided. The location was perfect. Walking distance to beach (or golf cart), the shops, and some restaurants. The private cabana and sight of whales from there was the best part! Would highly recommend for families! Thanks, Martin!

1br remodeled ground floor condo near everything
Property has 2 air conditioners (very happy with that). Kitchen stocked with almost everything you need. Place is small. Enough for two people (perfect for a couple). Pool was nearby and also the coin operated laundry (made it very convenient). No issues except for the loud dump truck early in the morning. Highly recommend! Marc was super responsive and answered all our questions. The place is under a HOA (lots of rules but they were all common courtesy rules). We enjoyed it!
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