Holiday rentals with a pool in Maalaea

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Popular amenities for Maalaea rentals with a pool

House rentals with a pool

Guest favourite
Home in Kihei
4.94 out of 5 average rating, 32 reviews

Oceanview Home with Private pool and hot tub

BlainRating, 5 stars4 weeks ago
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.
Top Guest favourite
Home in Kihei
4.98 out of 5 average rating, 57 reviews

Centrally located and steps to the beach!

DonnyRating, 5 stars1 week ago
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!
Guest favourite
Home in Wailuku
4.97 out of 5 average rating, 30 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

HayleyRating, 5 stars2 weeks ago
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
Top Guest favourite
Home in Lanai City
4.96 out of 5 average rating, 101 reviews

The Artists House

JohnRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Kihei
4.96 out of 5 average rating, 432 reviews

Stunning ocean view, heated pool at home by Wailea

LeslieRating, 5 stars2 weeks ago
Sandra was very nice. The house was clean and exactly what we expected. She offered great suggestions when we asked for recommendations on places to visit. I would definitely recommend staying here.
Top Guest favourite
Home in Kula
4.92 out of 5 average rating, 347 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pi'ikeaRating, 5 stars4 days ago
Pamela was a fantastic host. She was responsive and so friendly. She truly loved the area and making guests feel at home. The space itself was such a dream. It had everything we needed and then some. The location and views were stunning. we sat on the porch almost every night just to take it all in. We loved staying at the Kula Jewel and would stay here again!
Superhost
Home in Kaanapali
4.88 out of 5 average rating, 109 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars9 months ago
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!!!
Superhost
Home in Maui County
4.79 out of 5 average rating, 38 reviews

Waterfall House with Ocean Views in Haiku, Maui

EllaRating, 5 stars3 months ago
Wow, what an amazing stay! The villa was absolutely stunning, with breathtaking views of the ocean, waterfall, and mountains. The private pool and hot tub were perfect spots to relax and soak in the scenery. We were delighted to discover a charming hidden nook upstairs overlooking the pool a delightful surprise! The bedroom was gorgeous, and while the outdoor shower took a moment to get used to, it turned out to be such a unique experience that we thoroughly enjoyed. Being nestled in a garden setting, we did encounter a few critters like cockroaches, spiders, lizards, and mosquito eaters, especially since we loved keeping the doors open to feel the refreshing breeze. It didn’t bother us much, though a quick sweep of some webs inside would have been appreciated. Now this is quite a drive from any towns/ restaurants so prepare in advance and stop somehwere before check in! Overall, the place was very clean, and our stay was incredibly peaceful. The tranquil garden and serene property mad

Condo rentals with a pool

Guest favourite
Condo in Wailuku
4.98 out of 5 average rating, 93 reviews

Dolphin Penthouse at Milowai

AshishRating, 5 stars1 month ago
We had a wonderful time staying here. The location is perfect if you plan on exploring the island. It's centrally located with easy access to the main road to other parts of the island. The location is beautiful with great views of the ocean and harbor. It is windier in that harbor so hold on to your hats. The unit was easy to access, thanks to a dedicated elevator, clean, had lots of towels, and full of useful beach items (i.e. coolers, chairs, ice packs in the freezer, etc.) Our family would definitely stay here again!
Top Guest favourite
Condo in Kihei
5 out of 5 average rating, 197 reviews

Cozy Beach Condo Ocean & Mountain View’s

JayneRating, 5 stars1 month ago
Cheryl’s place was beautifully decorated and so very clean. We loved the view from the balcony and the sound of the waves. We saw some spectacular sunsets too. The furniture and bed was very comfortable. She supplied us with all you could need. We enjoyed the use of the washer and dryer too. The pool was very clean and we enjoyed walks on the beach several times a day. Everyone at the complex was very friendly and wonderful to talk too. Thank you for allowing us to stay in your lovely home. We will treasure the memories we made there.
Guest favourite
Condo in Kihei
4.97 out of 5 average rating, 65 reviews

Hot Deals! Limited Availability- Maui Getaway

AndreaRating, 5 stars1 week ago
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
Guest favourite
Condo in Wailuku
5 out of 5 average rating, 7 reviews

Maalaea Kai 311 - Direct Ocean Front, Split AC

KatieRating, 5 stars17 months ago
This is a great condo. It is centrally located making it perfect for first-time visitors to Maui who want to explore most of the island. You will need a car, as there are limited offerings within walking distance. We loved morning coffee on the Lanai while watching whales frolic in the bay. The unit was clean, comfortable, and well-stocked with necessities. We found beach chairs and snorkeling equipment in the closet and there were even a few spices and other extras in the kitchen. Vacation Maui was an excellent host. They always responded to emails within a few minutes and sent help within an hour of our reporting an issue with the TV. We'll be back!
Superhost
Condo in Wailuku
4.65 out of 5 average rating, 229 reviews

Maalaea 5star Oceanfront Milowai- just remodeled

IsaacRating, 5 stars1 month ago
Great place to stay, beautiful view of the ocean and the heated pool is a great amenity. Had everything we needed to be able to cook breakfast. One small improvement could be the size of the hot water heater, because the hot water ran low after about 12 minutes. Other than that we loved the place and would definitely stay here next time we are in Maui. Highly recommended!!
Guest favourite
Condo in Wailuku
4.95 out of 5 average rating, 88 reviews

Oceanfront Spectacular Condo, New Listing

PaytonRating, 5 stars3 weeks ago
Had a wonderful stay here. Has a beautiful view of the ocean and walkable distance to the beach. We will definitely be back!
Top Guest favourite
Condo in Wailuku
4.92 out of 5 average rating, 64 reviews

Aloha Love! LUANA MOANA Signature Oceanfront Maui

CarlosRating, 5 stars2 months ago
The best condo I have ever stayed in. Top quality furnisher and decor. The beds were amazingly comfortable. The best part of our trip to Maui was waking up and drinking coffee while watching a beautiful sunrise and then coming home to a glass of wine while watching sea turtles constantly passing by. Love the stay. It is an amazing private place to just relax and forget about everything else. Denise responded to my questions within 20 mins. every time. Have nothing negative to say about this place nor about Denice. I truly doubt I can be lucky enough to find another listing like this one. Definitely recommend. Already planning on coming back. Thank you Denice! You are one of a kind!❤️
Guest favourite
Condo in Wailuku
4.98 out of 5 average rating, 89 reviews

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

JackRating, 5 stars2 days ago
We enjoyed our stay at this condo. Wenqi was extremely responsive and helped answer any questions. The Airbnb itself was very clean upon arrival, the views were great, and it was in a good location for daily adventures. It was a great central point which made traveling to any area of Maui manageable. This particular area had consistently high winds which created a nice breeze on the lanai. We saw upwards of 20+ sea turtles swimming right in front of the condo during our stay. The A/C units and fan were strong. Overall, this was a great stay.

Quick stats about holiday rentals with a pool in Maalaea

  • Total rentals

    520 properties

  • Nightly prices starting at

    $134 NZD before taxes and fees

  • Total number of reviews

    26K reviews

  • Family-friendly rentals

    180 properties are a good fit for families

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    520 properties include access to Wi-Fi

Destinations to explore

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  4. Maui County
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  6. Rentals with pools