Vacation rentals with a pool in Maalaea Bay

Find and book unique homes with a pool on Airbnb

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Popular amenities for Maalaea Bay rentals with a pool

House rentals with a pool

Top guest favorite
Home in Lahaina
5 out of 5 average rating, 18 reviews

Newly Remodeled Cottage

EmilyRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Kihei
4.95 out of 5 average rating, 22 reviews

Luana Kai C209

ShriyaRating, 5 stars4 months ago
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!
Superhost
Home in Haiku-Pauwela
4.91 out of 5 average rating, 11 reviews

Views and pool - escape reality

SidRating, 5 stars6 months ago
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!!
Guest favorite
Home in Kihei
4.93 out of 5 average rating, 29 reviews

Oceanview Home with Private pool and hot tub

EllenRating, 5 stars4 days ago
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.
Guest favorite
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars3 months ago
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 🙌🏻
Guest favorite
Home in Kihei
4.96 out of 5 average rating, 421 reviews

Stunning ocean view, heated pool at home by Wailea

TinaRating, 5 stars3 weeks ago
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!
Superhost
Home in Kaanapali
4.89 out of 5 average rating, 107 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars5 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!!!
Guest favorite
Home in Lahaina
4.88 out of 5 average rating, 26 reviews

Serene and Peaceful with Heated Pool

ArianeRating, 5 stars4 months ago
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

Guest favorite
Condo in Kihei
4.92 out of 5 average rating, 148 reviews

Beach Area Condo

TracyRating, 5 stars1 week ago
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.
Guest favorite
Condo in Kihei
5 out of 5 average rating, 17 reviews

A 5-Star Estate, Large Groups, Luxury Living

AngelaRating, 5 stars2 months ago
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!
Guest favorite
Condo in Lahaina
4.91 out of 5 average rating, 33 reviews

Discounted Rates! 305 Beautiful 2 bed/2 bath

SharonRating, 5 stars1 month ago
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!
Guest favorite
Condo in Kihei
4.89 out of 5 average rating, 130 reviews

Incomparable Maui Sunset condo, includes all taxes

MichaelRating, 5 stars1 week ago
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!
Superhost
Condo in Kihei
4.8 out of 5 average rating, 171 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

ChelseaRating, 5 stars2 weeks ago
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.
Superhost
Condo in Kihei
4.82 out of 5 average rating, 109 reviews

Family Friendly 2BR Condo Across from Beach w/ A/C

ZhanRating, 5 stars1 month ago
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.
Guest favorite
Condo in Lahaina
4.9 out of 5 average rating, 109 reviews

Remodeled Kaanapali golf resort 1500ft condo w/AC

KatelynRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Kihei
4.92 out of 5 average rating, 215 reviews

1br remodeled ground floor condo near everything

ShellieRating, 5 stars1 month ago
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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