
Pet-friendly holiday rentals in Wailea, Wailea-Makena
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Top-rated pet-friendly home rentals in Wailea, Wailea-Makena
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Pet-friendly house rentals

Gingerbread House-Paia/North Shore Beaches
The Gingerbread House turned out to be a dream of a spot for our long weekend on Maui. Each morning we awoke before dawn to a peaceful serenity followed by the growing din of island bird calls. We had our choice of balcony or ground floor patio spots for coffee to watch the geckos flit about. A cozy interior awaited us each evening upon our return as a sea of stars filled the night sky away from the light pollution of modernity. A gem of a stay, and can't wait to return.

Pookela Paradise-Newly Renovated, Fantastic Views!
Our ohana had the best time at Pookela Paradise. Mark was extremely helpful and so much aloha. Our family was well accommodated and was so nice to have a place for us to stay in Makawao. Mahalo again Mark! We will definitely be back

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

The Artists House
Jordanne's house was was perfect. Open and comfortable. Fully equipped kitchen. fenced in -making it feel private even out doors. good parking area. waking distance to restaurants or really anywhere in town.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Staying at the Kula Jewel is nothing short of the perfect experience. Pamela made sure to personally welcome us, show us around and direct us to local shops. We should have just spent our entire time in Hawaii here, as the views and perfect design of the home gave us the experience of staying with a close friend. Stocked kitchen, great linens, pool and hot tub, bbq and all of the perfect details that make vacations special, Pamela really takes care in making her guests feel at home. The stunning interiors partner with the unique shape of the house, making the Maui landscape picturesque from sunrise to sunset. We will have a place to call our Maui spot when visiting from now on.

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!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
The airbnb was great, clean, easy access, and it came with its own parking space and patio. Overall pretty content with the place, it was comfortable for a group of 5 no complaints. And Emma was an awesome host! Super responsive, understanding, and let us check in early. She also gave us recommendations of nearby activites and restaurants which was a nice gesture. Overall happy with the airbnb, would stay here again.

Ke Kīhāpai Bed and Breakfast
Ke Kīhāpai was a very beautiful home well-equipped with everything to make staying here feel like home. The lanai was perfect for both an afternoon barbecue and our morning coffee. The breakfast that was graciously provided for us was a great start to our days as well. We were grateful that Kili let us in earlier than expected and even more grateful that she let us stay a little later. We will definitely recommend friends to stay here when in Maui and hope to come back.
Pet-friendly home rentals with a pool

West Maui Ocean Front Condo
Beautiful and tasteful renovated 60s condo, well kept and the garden, access to the mini beach is amazing. Well sized bedrooms with window AC and fans make the small amount of time you actually spend in there (because the garden is just so beautiful to spend evening and mornings) enjoyable. Would absolutely recommend!

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.

Paradise awaits! Hale Kamaole unit 175 South Kihei
This one-bedroom, air-conditioned condominium is a gem, offering exceptional comfort, cleanliness, and a truly relaxing atmosphere. From the moment we walked in, we were struck by how immaculate the condo was. It's clear the owners take great pride in maintaining a high standard. The decor throughout the unit is harmonious, with a pleasing color palette and a continuity in the decorations that creates a serene and welcoming environment. The comfortable furniture was an added bonus, making it easy to unwind after a day of exploring. The living room features a large TV equipped with most of the popular streaming app subscriptions, which was a nice touch for evening relaxation. One of the standout features for us was the bedroom. The king-sized bed provided the best sleep I’ve had in years! It came with a thick foam topper, which was heavenly. For those who prefer a different feel, the topper can be easily removed. Thanks, Gail. We are coming back next year.

Hale Kamaole 106: 1BR Oceanview | Pool
Lovely space and a lot bigger than I was expecting. Definitely a place I would book again and would recommend to others.

Maui Tropical Sunset - First Floor with The Extras
Misti was a wonderful host. Very responsive to any questions or queries we had. Great location with many amenities and restaurants within a short walking distance. And the King bed was quite comfortable and greatly appreciated. Most 1 bd/1ba condos on Maui utilize a queen size bed for some reason. Would book again anytime

Beautiful Top Floor Oceanfront Condo with A/C!
Don't pass this listing up!! It's amazing. You're staying ocean front and are walking distance to beaches, playgrounds, grocery stores, lots of food, snorkel rentals and more! We watched turtles, whales (in season), sunsets while relaxing on the balcony. We brought our 1 year old and had no issues; we rented baby gear from a local company. The main room has blackout curtains and we moved the coffee table to create a play area. We loved being able to walk to the beach in 2 minutes without having to pack everything up into the car. We even saw turtles while snorkeling right in front of the condo. There's boogie boards, snorkel gear, and sandcastle toys. The kitchen was fully stocked (glass Tupperware, foil, seasonings, oil, pans, pots, everything) laundry was a blessing, and AC worked well. We even did some remote work here and there was no issues. We absolutely loved staying here and can't wait to be back!

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.

Oceanfront Maui Condo, Walk to Beach, Shops, Cafes
We absolutely loved this place! It was clean, spacious and the views were amazing!!! Jaxton was very accommodating and responsive. We would 1000% stay again and we plan to!
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!

Maui Meadows Ocean View Cottage
We absolutely loved the cottage! Tom and Denise were very kind and gave us a lot of helpful information on activities and restaurants in the area. The cottage had great extras like snorkeling gear, beach towels etc. In the morning, we were woken up by the beautiful sound of birds which we will miss dearly back home! We were super happy a late check-out was possible as our flight was in the evening. Highly recommend booking with Tom and Denise (and their adorable dog), would 100 percent book again!

Beautiful Views~
Beautiful place and area. Right on the beach, which was amazing. Lots of towels, no need to bring your own shampoo, etc. as those are provided. Well stocked kitchen too. Beach chairs, etc. were also provided. Great trip! We will be back!

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC
The location is so central and the views are incredible!

Maui Full Oceanfront Paradise
Absolutely breathtaking view; our favorite part was sitting out on the balcony watching the turtles swim. It was clean and the kitchen had pots, pans, and cooking utensils which made it great for making meals at home. (We stopped at Costco after we left the airport and got supplies for most of the week.) Only two things less than ideal for us were the noise from the street to the bedroom (we didn't realize there was a noise machine in the closet to use!) and the bed size (full? double?). We are used to a king and it was a bit of an adjustment.. I fell off the bed at one point while distracted and sorely miscalculated where I thought the edge should have been. Ha! Only thing bruised was my ego... and being able to watch the turtles from the balcony all week definitely made up for it. We loved our stay.

Walk to Beach from Maui Banyan Resort- AC & WIFI
⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️I must say that I never ever EVER! give a review until the end of our stay, our shopping experience, Restaurants, ordering take out or uber but…. We are still here! This was the best experience we have ever had. The Maui Banyan staff, the well manicured grounds🌴🌺, 🥇location🗺️, great 🍽️🍹. Now, About The Hostess and her Crew….hands down the best there is or ever will be. We felt so comfortable, cared for, appreciated and respected the entire time, by everyone it’s ALOHA! So look no further 🌴😎🌊👙🩳🌈🏖️🍹🐚🤙🏽 & The best in hospitality. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Oceanfront 5th floor Views, Ma'alaea Bay
We stayed from June 5-12 and saw soooo many sea turtles from the lanai. Not sure if you can see them year round or just during this time, but it was a real highlight for us! We loved the 5th floor view, both rooms are very comfortable and accommodated two couples well. They have three AC units in the apartment that made it comfortable to sleep at night without getting too hot. The complex has a heated pool that is open until 9PM and scarcely used by others during our visit. They also had beach essentials like folding chairs, a cooler, umbrella, and towels that made our beach trips luxurious! We will definitely look to rent this place again for our future trips to Maui!

2B/2B Cottage/Cozy/Central/Private/Historic town
Clean and easy accom, Emma was easy to deal with. The place was relaxing. Outdoor shower a standout.
Quick stats about holiday rentals that are pet-friendly in Wailea, Wailea-Makena
Total rentals
20 properties
Nightly prices starting at
$150 NZD 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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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
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- Old Lahaina Luau
- Wailau Valley
- Papaloa Beach
- Mokulau Beach
- Kaulahao Beach
- Wailea Golf Club