
Pet-friendly vacation rentals in Wailea, Wailea-Makena
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Top-rated pet-friendly home rentals in Wailea, Wailea-Makena
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Popular amenities for Wailea, Wailea-Makena pet-friendly home rentals
Pet-friendly house rentals

Pookela Paradise-Newly Renovated, Fantastic Views!
The house was great. Mark was phenomenal. One of the nicest hosts I’ve had the pleasure of meeting. It’s self service, which worked well for our crew, but make sure you know what that means before arrival. Views were exceptional. Would definitely recommend!!

Paia Comfort One bedroom North Shore beach house
Green turtle house was perfect. Clean, quiet and in a great location. Both Poni and Rick are amazing people, they treated us like family. We will definitely be staying here again and would recommend to all. 🤙 Poni and Rick

Oceanview Home with Private pool and hot tub
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!

The Artists House
The house was beautiful. It actually exceeded my expectations! It was well equipped in the kitchen and she even had beach chairs available for us to use. Of course we loved all the artwork (good job Jordanne) but every thing was well done and tasteful! I hope to go back.

Private Escape: Open Layout, Pool & 3 King Beds
Worked well for locals

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela’s place exceeded our expectations in the best way. It felt like a hidden gem, and honestly, we tried to extend our stay because we were enjoying it so much! Sadly, it was already booked (no surprise), but Pamela was super communicative and kind throughout, and we totally understood. This place has actually inspired us to build our future home with the same layout! Our check-in situation was a bit unique due to some schedule changes on our end, but Pamela went above and beyond to accommodate us. She made the process seamless, and the directions to get to the “Kula Jewel” were spot on—no guesswork needed. Pamela was kind enough to meet us in person and personally show us how to use the hot tub. Although we didn’t get a chance to enjoy the hot tub or pool this time around(amazing ocean and Maui valley views from here too!,) we’re already planning our next staycation and will definitely make the most of them then. Mahalo, Pamela!

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"
Great location. Had a minor issue, but Lisa was on top of it . Making sure we were enjoying our trip. Would recommend to anyone visiting Maui! Mahalo!

Ke Kīhāpai Bed and Breakfast
The house fit my family perfect and was definitely what I was looking for. Kili was really easy to work with and very quick on responding. Appreciate everything and by far the easiest to rent a house while on vacation. Thank you!!
Pet-friendly home rentals with a pool

Condo w/ Private Lanai, Ocean View & On-Site Pool!
The perfect spot to stay for an adventure filled Maui vacation. It is centrally located on the island where there are multiple food trucks, restaurants, and a grocery store in walking distance. The place is at an intersection of 2 somewhat busy streets but the street traffic was not heard inside. The apartment owner has a big map of Maui hanging up with about 20 suggested locations to visit which we found to be very useful as we did a 5-day self-guided tour of the island. I would stay here again for future Maui vacations.

Hale Kamaole 106: 1BR Oceanview | Pool
We had a lovley stay in 106! The kitchen was well equipped and tidy, the living space had excellent storage for our clothing and pantry items! Check in was a breeze and we had beautiful clean linens and towels. We loved the walk out patio and using the gas bbq! The unit was very walkable for restaurants and beaches! We received a welcome cooler and some goodies that made our stay extra special! :)

2 BR Condo in Paradise! Walk to beach, Kitchen, AC
Great stay! The location is walkable to the the beach and restaurants/shops via a nice pathway. The rooms were nice and there was lots of space. Patrese was very responsive throughout the stay. Would definitely stay again.

Hale Kamaole Maui's Hidden gem! Lower Condo~
the place is comfortable and has everything you need for a great stay. Gail was responsive and easy to communicate with for great local recommendations on restaurants and things to do. The location cannot be beat for beaches, turtles and fun in the sun.

Stunning Maui Views
Dan the man did an awesome setting up the surprise flowers, champagne and chocolates for our 9 year wedding anniversary. View was amazing, layout is perfect for 2 and hosting people to come over and hang out and enjoy the view. AC was cold and I would book this condo again. High recommend.

Puamana 80-4 Superior Garden View
We had a wonderful visit! This condo is clean and nice and extremely well located. Puamana is quiet and beautiful. Whalers was helpful and supplied us with extra blankets. Cannot recommend highly enough.

Breathtaking Location-Sugar Beach #129
This place is an absolute oasis. The freedom to walk a mere few steps directly into the Pacific Ocean was bliss. It wasn't cheap, but it was worth every dollar and I definitely intend to return some day. Highly recommend.
Private, pet-friendly home rentals

Mana Hale Vacation Rental
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!

Hawaiian Cozy Studio
We enjoyed our stay in Haiku. This rental is just a little ways out from the more populated town center, but conveniently walking distance to a grocery store, food trucks, and cafes. Our host, Ivana, was grateful and accommodating making our stay more enjoyable. It was nice to have a little kitchenette to meal prep and we loved gathering and eating the bananas offered from the land. Frogs, roosters, and neighbors ring through the air so bring ear plugs if sensitive to sounds.

Beautiful Views~
Great great great!! Location and communication were as good as it gets. Can’t wait to come back.

Great location, Oceanfront, adjacent Beach Park!
Great spot on the coast, one of the few with a beach and easy ocean access if you want to swim in the morning. Beautiful rainbows and whale watching each morning and the hot tub is nice if you have lower back problems. No a/c in the unit is the only curveball but tough to beat the location and natural beauty

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC
Great location, clean, and great communication

Oceanview Home with Private pool and hot tub
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!

Resort Style Studio- Walk to Beach, WiFi, AC
This Airbnb was very nice and cozy—just what I needed for a little getaway. It had everything I needed, and the atmosphere was peaceful and relaxing. A great spot to unwind and recharge. I’d definitely come back!

A New Piece of Paradise in Kihei # BBKM20150003
We thoroughly enjoyed our stay at Diane's. Great location, walking distance to the beach. Really enjoyed being able to relax and enjoy the evenings at the pool. Great place and would go back again.
Quick stats about vacation rentals that are pet-friendly in Wailea, Wailea-Makena
Total rentals
20 properties
Nightly prices starting at
$125 CAD before taxes and fees
Total number of reviews
460 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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