Vacation rentals with a pool in Maui County

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Popular amenities for Maui County rentals with a pool

House rentals with a pool

Guest favourite
Home in Kihei
4.95 out of 5 average rating, 22 reviews

Luana Kai C209

ShriyaRating, 5 stars5 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, 29 reviews

Oceanview Home with Private pool and hot tub

EllenRating, 5 stars1 month 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 favourite
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars4 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, 424 reviews

Stunning ocean view, heated pool at home by Wailea

SusanRating, 5 stars2 weeks ago
We stayed at Sandra's villa for a week over spring break. To be honest, it was quite possibly the best place we've rented for a vacation home. It was clean, secluded and had amazing views. The grill was in great condition and we used it several times. A few minutes from restaurants, the beach and a good grocery store. We loved feeling surrounded by all of the trees and plants and hearing the birds all day long. Sandra communicated well and respected her guests privacy even though she lives close by. If you're looking for a nice quiet place with a pool and amazing views, this villa is a great choice.
Superhost
Home in Kaanapali
4.89 out of 5 average rating, 108 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars6 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 stars3 days 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! :)
Guest favourite
Home in Lahaina
4.93 out of 5 average rating, 108 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

JovanaRating, 5 stars2 weeks 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!
Guest favourite
Home in Haiku-Pauwela
4.86 out of 5 average rating, 43 reviews

Maui Tropical Paradise - Vacation Home In Haiku

MaxRating, 5 stars1 month ago
Highly recommend! This was the perfect home base for our family. The property was beautiful and equipped with everything that we needed. The host, Erich, was easy to communicate with and made sure our stay was a positive experience. We loved the vibe of this neighborhood and the location was perfect for getting around the island. 10/10 would recommend and stay here again.

Condo rentals with a pool

Superhost
Condo in Kihei
4.77 out of 5 average rating, 261 reviews

Condo-FULL AC-BEACH Kihei Maui

DebraRating, 5 stars2 weeks ago
This condo is equipped with everything you need to have a fantastic beach vacation. It’s all about the location! A quick walk to beautiful Charley Young Beach for swimming, snorkelling and sunset watching. Central to shopping and restaurants. Appreciated the owner’s responsive and thorough communication.
Superhost
Condo in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 starstoday
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
Condo in Lahaina
4.86 out of 5 average rating, 35 reviews

Discounted Rates! 305 Beautiful 2 bed/2 bath

SharonRating, 5 stars2 months 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 favourite
Condo in Kihei
4.89 out of 5 average rating, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

TahneeRating, 5 stars2 weeks 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
Condo in Kihei
4.8 out of 5 average rating, 176 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

JessicaRating, 5 stars2 weeks ago
Very reasonably priced, excellent communication, and just overall beautiful place.
Superhost
Condo in Kihei
4.84 out of 5 average rating, 253 reviews

Cozy Cute Condo | Maui Vista | Walk to The Beach

BradleyRating, 5 stars3 weeks 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
Condo in Lahaina
4.9 out of 5 average rating, 111 reviews

Remodeled Kaanapali golf resort 1500ft condo w/AC

CindyRating, 5 stars3 weeks ago
This property located at the Maui el dorado is lovely. Martin is a very responsive host to any inquires. Early walkable to whalers village. The properties cabana has indoor and outdoor seating with beach chairs and towels and refrigerator to store any items you bring. Golf carts can take you down to the cabana, which is about 3/4 of a mile walk. Otherwise, that Kanapali trolley can take you up and down the nearby hotel resort areas and Whalers Village. Would recommend
Guest favourite
Condo in Kaunakakai
4.95 out of 5 average rating, 78 reviews

Romantic Island Getaway on Beautiful Molokai

KarenRating, 5 stars3 weeks 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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