
Holiday rentals with a pool in Maui County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maui County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maui County rentals with a pool
House rentals with a pool

Luana Kai C209
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!

Views and pool - escape reality
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!!

Oceanview Home with Private pool and hot tub
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.

Kapalua Ridge 622 Luxe Ocean and Coastal Views
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 🙌🏻

Stunning ocean view, heated pool at home by Wailea
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!

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
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!!!

Private Hot Tub + Pool Access + AC - Star Lookout
A Private Paradise – Perfect for Families & Beach Lovers! ⭐⭐⭐⭐⭐ From the moment we arrived, our hosts were incredibly responsive and thoughtful, making us feel truly welcome with amazing treats. The property is a secluded safe haven, complete with a private cliff walk hike offering stunning views. Thoughtful touches like a high chair and pack and play made it perfect for families, and the beach gear (boogie board, chairs, umbrella, and cooler) meant we could fully enjoy the ocean without extra hassle. After adventurous days on road to Hana, we loved sinking into the extremely comfy bed for a restful night. This stay exceeded all expectations—we’d return in a heartbeat!

Beautifully Remodeled 3 Bedrooms/2Bathrooms
Beautiful property with a great pool and lovely location. It’s a 5-10 minute peaceful walk to the beaches across the street and resort restaurants/bars/coffee shops and 10-15 minute drive to grocery stores and shop plazas, and some really great beaches (Kapalua Bay Beach is gorgeous.) Was also so pleased with the ample amenities provided for the beach including chairs and snorkeling gear.
Condo rentals with a pool

Beach Area Condo
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.

Discounted Rates! 305 Beautiful 2 bed/2 bath
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!

Incomparable Maui Sunset condo, includes all taxes
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!

Luxury 2bd2bth Kihei Maui Condo Across from Beach
Great location and accommodation. Perfect for a family getaway.

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

Romantic Island Getaway on Beautiful Molokai
Teresa’s condo was wonderful. It was clean, well stocked and gave us a wonderful space to enjoy Molokai. The roosters do provide an early morning wake up call. But we turned on the oscillating fan and it provided enough white noise to drown them out. The island is loaded with chickens, so they are simply a part of the charms of this beautiful land. The views from the lanai are lovely - the sun rises over Maui and sets over Lanai. This complex is located about 10 miles from the main town of Kaunakakai. As others have pointed out, it requires a drive. But the views, the quiet charm and the lovely accommodations, for us honestly, were worth the extra mileage. Our only glitch was my own user error. Teresa sends very detailed check in instructions, but I failed to download them. Upon arrival, there is no cell service at the complex. I had no idea what the condo/key code number was. Totally my fault. We would not hesitate to stay here again.

Considered the Best Location Oceanfront on Maui
This place was so beautiful! The condo had everything we needed and being right next to the pool was an awesome bonus. It was clean and perfect for our family of four. We loved the courtyard and the easy access to the beach. We loved our stay so much and weren’t ready to go back home. We will definitely be back to Maui Sunset.

1br remodeled ground floor condo near everything
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!
Destinations to explore
- Rentals with pools United States
- Rentals with pools Hawaii
- Rentals with pools Maui
- Rentals with a hot tub Maui County
- Townhouse rentals Maui County
- Cottage rentals Maui County
- Rentals with a sauna Maui County
- Apartment rentals Maui County
- Pet-friendly rentals Maui County
- Resort rentals Maui County
- Villa rentals Maui County
- Rentals with outdoor seating Maui County
- Kid-friendly rentals Maui County
- Serviced apartment rentals Maui County
- Beachfront rentals Maui County
- Hotel rentals Maui County
- Rentals with breakfast Maui County
- Condo rentals Maui County
- Rentals with an EV charger Maui County
- Rentals with a fire pit Maui County
- Private suite rentals Maui County
- Rentals with beach access Maui County
- Boutique hotel rentals Maui County
- Rentals with an accessible height bed Maui County
- House rentals Maui County
- Rentals with a patio Maui County
- Monthly Rentals Maui County
- Family-friendly rentals Maui County
- Rentals with a washing machine and dryer Maui County
- Bed and breakfasts Maui County
- Waterfront rentals Maui County
- Guesthouse rentals Maui County
- Rentals with a kayak Maui County
- Fitness-friendly rentals Maui County
- Luxury rentals Maui County
- Rentals with pools Island of Hawai'i
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Maui County
- Wellness Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Art and culture Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Wellness United States
- Art and culture United States
- Sports activities United States