Maui, the second-largest island in Hawaii, is known for its stunning beaches and humpback whales that migrate here in the winter. But, there is, of course, more to see here. Haleakalā National Park will take your breath away with its waterfalls, pools, colorful crater, and a dormant volcano. Maui Ocean Center is the place to learn more about the local species of fish, and sea creatures such as stingrays and sea turtles are also exhibited here. Iao Valley State Park is another iconic attraction, luring travelers who yearn to see its unusual rock formation for themselves. What about places to stay? There are plenty and some of them even have swimming pools. Read on to know more about the best vacation rentals with private pool in Maui, Hawaii, for a great poolside vacation.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Oceanfront house with a hot tub, Paia (from USD 1908)
This house offers stunning vistas of the beaches of Paia and Spreckelsville, especially from the patio. Equipped with four bedrooms and four bathrooms, the house is ideal for six people.
Just a few steps away from the living area is the swimming pool that’s ready to offer you a relaxing time. There is also a hot tub on the property if you want to soothe your muscles after a day full of activities. Other available amenities include free wireless internet, a television, and a fully equipped kitchen.
Paia, Hawaii, United States
32.21 km (20.1 mi) from Haleakalā National Park
Top guest reviews
Host:
the timing was awesome as we beat the crowds and the staff were wonderfulthank you to the kind support of maui vacation propertiesLocation:
everything about the house and location was wonderfulthe ability to walk to town was greatthe house was wonderful and location were very goodabsolutely gorgeous so close to town did not want to leave housewe enjoyed being able to walk to paiaCleanliness:
it is clean and very comfortable to accommodate a big family (6 people)Read more reviewsAmenities & Room:
all the appliances worked well and the furniture was comfortablewe had the opportunity to see the beautiful sunrise and then afterwards had breakfast at the kula lodge
2. Spacious house with tropical gardens, Pauwela (from USD 946)
This house can accommodate a group of nine travelers as it comes with three bedrooms and five comfortable beds in total. You can start your morning with a refreshing dip in the outdoor swimming pool. Then, you can whip up a great breakfast in the well-equipped kitchen.
The gardens allow for a rejuvenating stroll, especially in the afternoon sun. Tropical flowers and fruits are abundant in the gardens. The rental also features an outdoor play area that is sure to excite the children.
Haiku, Hawaii, United States
28.27 km (17.6 mi) from Haleakalā National Park
Top guest reviews
Host:
claudia and kevin were great hostsclaudia and kevin super nice and helpfulclaudia and kevin the owners are extremely friendly and always ready to respond promptly should any problem ariseclaudia was an exceptional host who truly thought of everything to make our stay wonderfulthe house and grounds were amazing; the property owner and locals were helpful and welcomingLocation:
wonderful locationclose to beautiful beaches good food and shoppinghighly recommend a break at this island hideaway - which is close to everythingCleanliness:
the house was charming clean and well stocked - we lacked nothingthe house is very clean well apointed and decorated in a way that make you feel at homeRead more reviewsAmenities & Room:
a beautiful and comfortable house sitting on gorgeous grounds with expansive views towards the oceanour own pool our own orchard our own slice of paradise
3. Kula Jewel (from USD 594)
Kula Jewel promises a tranquil stay and offers magnificent views of the ocean and the mountains. Up to eight guests can be accommodated here. The outdoor pool is yours to use at any time. The pool is unheated and is not gated, so children using the swimming pool must be supervised at all times.
You are free to use both the indoor and outdoor grills to cook delectable meals. Numerous fruit trees grow on the property, including avocados, oranges, and lemons, and guests are free to have the fruits depending on the season.
Kula, Hawaii, United States
17.31 km (10.8 mi) from Haleakalā National ParkSuperhost
Accommodates: 7
Top guest reviews
Host:
pamela was a great hostpamela was an amazing hostpamela is an excellent hostvery sweet hostamazing experience with an awesome hostLocation:
love this quite location and pamela is very nice with her guests and communicablewonderful house very close to access road up to haleakalait is in a unique private location with a gorgeous viewi chose this place because it looks very relaxing and it was just thatpamela's home is in a great location to explore halekala national parkCleanliness:
the place was clean and the environments and the yard beautifulbeautiful spot very clean owner was very hands on with our stay and particularRead more reviewsAmenities & Room:
wifi was perfect as we continued to work remotely during our staygreat views and and very comfortable place for adults who have low talking voiceswe used the bbq to cook dinner and had breakfast with a wonderful viewthe best parts were the fresh flowers placed throughout the airbnb in nearly every roomto include the nearby pool which was both fridgid & exhilarating to swim in
4. Modern bungalow with a backyard, Kihei (from USD 405)
This bungalow invites you to relax on a spacious patio right before you plunge into the swimming pool for a refreshing swim. The kitchen is lovely and has hardwood floors and granite counters. The backyard makes an excellent spot for a relaxing stroll in the sun.
A king-sized bed, room-darkening shades, and a terrace are provided in the bedroom. The rental features a television, a coffee maker, and free parking facilities.
Kihei, Hawaii, United States
30.49 km (19.0 mi) from Haleakalā National ParkAccommodates: 4
Top guest reviews
Host:
the host and property manager were very responsive and friendlyshahaf the property manager was extremely helpful and he took care of everythinghost has this stay down to a science in terms of excellencecouldn’t have asked for a better hostthey also offered to help in any way they could and that was very kindLocation:
fantastic location and great placegreat location and very comfortable accommodationsthe location in kihei is amazingbeautiful and close to all the amazing things maui has to offerthis is a great location less than a minute walk to cove park and the beachCleanliness:
the unit was very clean when we arrivedthe villa was clean and the bed was comfortableit was sparkling clean and just as pictured in the listingour villa was very cozy and very cleanthe villa itself was clean comfortable well-provisioned and beautifully updatedRead more reviewsAmenities & Room:
it is a new apartment- with classy stylevilla 3 has a nice private patio which was perfect for morning coffee and the pool was greati arrived to find a perfectly ripe mango water and some chocolates in the kitchenmodern design and a nice full kitchenoutside amenities were beautifully done clean bright and comfortable
5. The Waterfall House, Haiku (from USD 1483)
This house sits on the edge of a cliff and has three cliffside decks where you can relish a beverage while listening to the thundering roar of Hanehoi Falls.
A soak in the hot tub might be the perfect way to start your day, and you can enjoy gorgeous views while soaking as the hot tub is situated by a gorge. When it gets hot during the day, have a swim in the outdoor pool and rejuvenate yourself. By the pool, there is a gas barbecue that you can use to cook hamburgers or steaks to sate your hunger.
Maui County, Hawaii, United States
21.91 km (13.7 mi) from Haleakalā National ParkAccommodates: 2
Top guest reviews
Location:
nice location -- very close to twin falls and already partway down the road to hanagreat location if you’re looking for something outside of the typical tourist trapshighly highly recommend this location for a memorable maui experiencetruly a unique beautiful and very special place i can't wait to come backCleanliness:
the house was exceptionally clean and the communication/experience with the on-site managers was spot onRead more reviewsAmenities & Room:
not only is there a private hot tub with an amazing view but also your own private poolthe views are breathtaking private pool and hot tub luxurious marble throughout the homehaving your own private hot tub and pool was a treat
6. Plantation-style house next to Charley Young Beach, Kihei (from USD 1102)
This house features a desirable location by Charley Young Beach. There’s also a heated saltwater pool on the property that guests can dive into for a refreshing swim.
The accommodation provides three bedrooms, of which the first is equipped with a king-sized bed while the second and third bedrooms have a queen-sized bed each. The rental offers a high chair and travel crib for the convenience of guests traveling with infants.
Kihei, Hawaii, United States
30.49 km (19.0 mi) from Haleakalā National ParkAccommodates: 6
Top guest reviews
Host:
they were great hoststhe property and host were excellentthe host was extremely accommodating and was able to fulfill our needs completelythe host and property managers were always easy to contact and they fixed and helped with anythingthe property manager is attentive and great to work withLocation:
we had a wonderful time in a great location with a 2 minute walk to the beachit’s convenient location makes it very simple to get around the island easilythe location is excellent with so many amenities close byeach bedroom has an ensuite bathroom making this an ideal location for family or couples traveling togetherloved the beach right across the street and the convenience of restaurants nearbyCleanliness:
super clean and comfy villavery clean place as described and showcased in the picturesthe villas were so clean so nice and modern no bugs great temperature controlthis place is wonderful the house was oh-so-clean and comfortablethe house is clean comfortable and feels like homeRead more reviewsAmenities & Room:
amazing stay the view the facility the pool and the beach were all a dream 11/10 experiencegreat pool setting great beaches near by and beach chairs providedhighly recommended for any larger parties wanting en-suite bathrooms for every bedroom
7. Bright house with a fireplace, Keokea (from USD 1386)
This house allows in plenty of natural light inside with its numerous large windows. The rental can accommodate up to four people who can sleep peacefully in the two bedrooms available on the premises.
The swimming pool can be used daily and can be heated for an extra charge. The house also has a fireplace to create a cozy atmosphere during colder nights. The house’s gourmet kitchen is equipped with a toaster, an oven, and a microwave, along with other appliances for cooking.
Kula, Hawaii, United States
23.97 km (14.9 mi) from Haleakalā National Park
Top guest reviews
Host:
the owners were very helpful and attentive to our needsour hosts were excellent and also very respectful of our privacyhosts angie and keith were wonderful and attentive to all our needshosts keith and angie were wonderful and very responsivethe owners couldn’t have been more helpfulLocation:
very quiet and peaceful locationyou can also scoot around to kipahulu from the west and visit the park's beautiful location thereif you are looking for luxury relaxation and solitude in paradise this is the place for youthis is a top tier property in a great location with expansive uninterrupted ocean viewsRead more reviewsAmenities & Room:
the views are amazing and it is very peaceful out by the poolthe hot tub and pool were used daily and had the best viewsgreat hot tub heats quickly and the pool can be heated on requestthe troxel’s equipped the kitchen with cookware cutlery and seasonings intended to inspire the visitor’s inner chefthe beds are very comfortable and the entire house is very spacious
8. Expansive house with a pool table, Hana
This house features an outdoor swimming pool that’s surrounded by lush scenery for your relaxation. The property has more than 100 fruit tree varieties, beautiful birds, and egg-laying chickens on the premises. Five bedrooms are provided for accommodating ten people.
Other outdoor activities that guests can partake in on-site include playing bocce ball and croquet. There are a pool table and a bar inside the billiard room. You can organize a cookout using the gas grill with propane.
15.86 km (9.9 mi) from Haleakalā National ParkAccommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
rating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was more than helpfulLocation:
a wonderful quiet secluded property close to hanagreat beaches within 10 min drive and fabulous banana bread within walking distance (up a hill though)i was very happy with the locationi was very happy with the locationi was very happy with the locationCleanliness:
super clean and good mgmtit was clean and beautifulthe property has been kept in perfect condition and considering covid was spotless and we felt totally safethe vacation rental was very cleanthe vacation rental was very cleanRead more reviewsAmenities & Room:
cozy comfortable beds and technically 2 fully equipped kitchens (one by the pool) was greatthe house was comfortable and equipped with everything
9. Cozy house with a tiled deck, Kihei
This property has a beautiful swimming pool and also boasts an outdoor shower along with a large yard and a barbecue area.
The living room has a large TV with streaming services, convenient for when you just want to relax indoors. The tiled deck offers beautiful views of Haleakala and is a perfect place to relax in the afternoons.
Kihei, Hawaii, United States
28.7 km (17.9 mi) from Haleakalā National ParkAccommodates: 8
Top guest reviews
Host:
the management company is great easy to communicate with and exceedingly helpfuland kelly is so kindthe house is spacious and can host 8 guest comfortablyviktoria and her team were so responsive when we had questions or needed somethingabsolutely perfect host was amazing and the house was very spacious we will definitely stay againLocation:
its location is very convenient to interesting placebeautiful house in a close and convenient location to everything from grocery stores to eateries to beachesi highly recommend this locationthe location is very close to wailea so we were able to access that area very easilywe would definitely come back to this exact same place if we go back to mauiCleanliness:
the house was clean and beautifulsuper comfortable and clean house we loved everything about itthe house was very clean excpically with young children this was very appriciatedthe house is so cleaneverything was nice and cleanRead more reviewsAmenities & Room:
pool was great to relax by and the sunrise views each day were enchantingamenities in the pool-shed were great as well feedback: - we had sugar ants throughout the housethe kids loved the beautiful yard and poolpool + backyard exceeded expectations we all agreed we would returnbeds common areas were very comfortable and alot of relaxing places to lounge around
10. Quiet house with an outdoor barbecue grill, Wailea
This house promises a quiet stay as it is nestled on the end of a street. Guests can watch the sunset while sipping their favorite drinks on the main floor deck. The outdoor barbecue grill can be used for a cookout.
When swimming in the outdoor pool, be sure to take the pool toys with you to add more fun. There is a large relaxation area by the pool that’s equipped with lounge chairs. Additional features that guests have access to include an indoor kitchen, an outdoor private shower, and a flat-screen television with surround sound and a DVD player.
Wailea, HI, US
Have a great poolside vacation in Maui
Can’t wait to explore Maui and create beautiful memories? You can start with booking one of your favorite vacation rentals with a pool from the above list. Head on over to your accommodation in Maui and have a great poolside vacation in Hawaii.
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