Holiday rentals with a pool in Maui

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Popular amenities for Maui rentals with a pool

House rentals with a pool

Top guest favourite
Home in Lahaina
5 out of 5 average rating, 21 reviews

Newly Remodeled Cottage

SusanRating, 5 stars1 week ago
Look no more!! Vans place is absolutely stunning. We stayed here with our four kids & we cannot wait to return. The location is so peaceful and extremely spacious. Thank you Van for hosting our stay. We look forward to staying here again.
Guest favourite
Home in Kihei
4.95 out of 5 average rating, 22 reviews

Luana Kai C209

ShriyaRating, 5 stars6 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!
Guest favourite
Home in Kihei
4.93 out of 5 average rating, 30 reviews

Oceanview Home with Private pool and hot tub

JennieRating, 5 stars1 week ago
Steve’s place is great and he is an excellent communicator and very invested in ensuring his guests have a great experience. We loved watching the sunset from the deck and the pool and game room were both so fun for our family. Lots of pantry staples on hand as well as some yummy snacks to greet us. The location is private and peaceful and we loved all the beautiful Hawaiian plants and geckos in the yard. Thanks for a great stay!
Guest favourite
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars5 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 favourite
Home in Kihei
4.96 out of 5 average rating, 426 reviews

Stunning ocean view, heated pool at home by Wailea

EkoRating, 5 stars2 weeks ago
We were so thankful to stay at Sandra's lovely place. The villa was clean, comfortable, and had everything we needed. We were able to make meals, including using the bbq, and ate most of our meals on the deck and a few out by the pool. The pool was nice and warm, and we loved the outdoor shower. The entire space was very private. Sandra was gracious and accommodating with a special, last minute request, we highly recommend this stay to other guests.
Superhost
Home in Kaanapali
4.89 out of 5 average rating, 108 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars7 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 favourite
Home in Maui
4.97 out of 5 average rating, 232 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

AndreiRating, 5 stars2 weeks ago
We had the best time at the Star Lookout during our short stay in Maui. The private location, and amenities like the spacious hot tub, outdoor shower, and pool (which we never saw anybody else at) were above and beyond what was described. The location on the road to Hana is very convenient and near the twin falls and many other notable stops. The views from the cliff walk are one of a kind and this property is an absolute treasure. The communication from the host and the entire staff / team on property was outstanding and we felt very welcomed and right at home. We won’t be staying anywhere else when we’re on the Island as this place seriously has it all. Thank you for the best Maui experience! :)
Superhost
Home in Lahaina
4.93 out of 5 average rating, 108 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

JovanaRating, 5 stars1 month ago
My family and I absolutely loved our stay! The space was beautiful, comfortable, and just a short walk to the beach—which was a huge plus. We really appreciated that the home had everything we needed, from the kitchen to beach umbrellas, chairs, and more. The community was peaceful and welcoming, and parking was super convenient. It truly felt like a home away from home, and we were able to relax, connect, and make beautiful family memories. Highly recommend and would love to return!

Apartment rentals with a pool

Superhost
Apartment in Kihei
4.77 out of 5 average rating, 267 reviews

Condo-FULL AC-BEACH Kihei Maui

ElenaRating, 5 stars2 days ago
We had such great time during our short stay. The listing was just as described, with all the beach amenities provided, towels, chairs umbrella, etc. The location was right off the beach, yet very quiet during the night. Highly recommend staying here.
Superhost
Apartment in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars2 weeks ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Superhost
Apartment in Lahaina
4.86 out of 5 average rating, 36 reviews

Discounted Rates! 305 Beautiful 2 bed/2 bath

AubrieRating, 5 stars1 month ago
Great places to stay! Amazing views of the water where you can sit out and watch the whales and turtles. Host was amazing, we had a problem with a light (it turns out it was user error) but she sent the handyman out right away and he was very helpful. Highly recommend!
Top guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

TahneeRating, 5 stars1 month ago
The owners were so welcoming and proactive. They went above and beyond to ensure our stay was wonderful. They had some uncontrollable maintenance issue arise that they handled immediately and it did not disrupt our trip at all. The building and amenities were perfect. Our son loved exploring the beach and chasing crabs. Our daughter spent the evenings in the pool after our daytime adventures. We will be back and are so grateful to have experienced this slice of paradise.
Superhost
Apartment in Kihei
4.8 out of 5 average rating, 178 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

BrookeRating, 5 stars3 weeks ago
We were so happy with our stay. The location is great- right across the street from a nice beach area, close to fun restaurants and centrally located to everything we wanted to do in Maui. It was so nice having access to the beach chairs/umbrellas/beach toys and having everything we needed provided with the rental. Rebecca was great about giving us clear information and instructions, and responded quickly when we needed a response. We felt right at home and will definitely consider booking here again if we ever make it to Maui again!
Superhost
Apartment in Kihei
4.84 out of 5 average rating, 253 reviews

Cozy Cute Condo | Maui Vista | Walk to The Beach

BradleyRating, 5 stars1 month ago
This place is a great find as it is close to the beach and restaurants. The only thing was interacting with the security to get a parking pass. He was an older man who acted very unprofessionally towards me as I was asking for a parking pass. He would give unnecessary comments like: "Put this pass in your car. We live in America, so the driver's side will be on your left." Luckily, I don't get offended easily, but this is just a heads up. Juliana and the location is great though! So the rating is still high and the security does not effect this rating.
Superhost
Apartment in Lahaina
4.89 out of 5 average rating, 113 reviews

Remodeled Kaanapali golf resort 1500ft condo w/AC

SpencerRating, 5 stars2 weeks ago
We loved this place. the complex is not crowded at all. Lots of bbq grills and multiple pools. The best part is the beach. They have chairs and towels that you can check out for free at the beach so you don't have to haul them down. Just call the front desk and they send a free golf cart to take you down to the beach. The beach was amazing. Not crowded at all and it was an amazing beach. I would definitely stay here again.
Guest favourite
Apartment in Kaunakakai
4.95 out of 5 average rating, 78 reviews

Romantic Island Getaway on Beautiful Molokai

KarenRating, 5 stars1 month ago
We thoroughly enjoyed Teresa’s place. The condo is well appointed, clean, and has a spectacular view. The facilities at the complex are fantastic and the people warm and welcoming. We would definitely recommend to anyone looking to visit Molokai.

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