Pet-friendly holiday rentals in Wailea-Makena

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Popular amenities for Wailea-Makena pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Paia
4.74 out of 5 average rating, 298 reviews

Gingerbread House-Paia/North Shore Beaches

RichardRating, 5 stars1 month ago
Great place and good location. 15 min ride to the airport and only a couple minutes to a beach or Paia. Communication was great and the car was a bonus and easier than other options. House is perfect for couples with everything you need right there, including chairs and a cooler for the beach. 🤙
Guest favourite
Home in Haiku-Pauwela
4.97 out of 5 average rating, 39 reviews

Charming Modern Home Stunning Scenery and Nature

CathyRating, 5 stars2 weeks ago
This is a beautiful home with lush gardens located just off the road to Hana, outside of Pa'ia. The host, Lizya, was helpful and super accommodating. She and her husband met us upon arrival, as they reside within the home, on the property. Although their residence is just beyond a locked pocket door on the main level and through another locked pocket door in the master bath, on the second floor, we didn't see or hear our hosts during our stay. We truly enjoyed our stay and took full advantage of the garden patio, incredible gourmet kitchen, gas grill and beautiful hot tub. Thanks Lizya!
Home in Makawao
4.84 out of 5 average rating, 44 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

ToryRating, 5 stars6 months ago
Mark's description of the place was exactly as delivered. Its a self service property, a wonderful one! We had the privacy we needed with our little one and Mark was available to answer any questions or help with anything we needed throughout our stay. We will certainly stay here again and highly recommend it!
Guest favourite
Home in Wailea-Makena
4.99 out of 5 average rating, 83 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

MashaRating, 5 stars2 months ago
We had an amazing stay at this beautiful house in Hawaii! The home is incredibly cozy, with thoughtful details that made us feel right at home from the moment we walked in. The décor perfectly captures the island vibe, creating a relaxing and inviting atmosphere.The house was spotless and well-maintained, with all the amenities we needed for a comfortable stay. The kitchen was fully equipped, the beds were wonderfully comfortable, and the outdoor space was a true highlight – perfect for enjoying the Hawaiian breeze and stunning views.The location was ideal, close to beaches, shops, and restaurants, yet tucked away enough to feel private and peaceful. It was the perfect spot to unwind after a day of exploring. We would absolutely stay here again and highly recommend this gem to anyone looking for a memorable Hawaiian getaway. Mahalo for an unforgettable experience!
Superhost
Home in Paia
4.72 out of 5 average rating, 141 reviews

Paia Comfort One bedroom North Shore beach house

MargaretRating, 5 stars8 months ago
A charming sweet Ohana in a great place by Paia. Poni was kind to let us bring our dog, so a true dog friendly as well. Don’t hesitate to stay! Just know, Hanna highway is not great for walking the do. so you’ll want to drive to a park. But there’s one very close with a lovely walking track. Great value!
Guest favourite
Home in Kula
4.92 out of 5 average rating, 318 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

DarrinRating, 5 stars3 days ago
What can I say, this is just a dream place. Kula is a beautiful town in Maui full of beautiful views and even has a few lovely restaurants and shops. Grab a rental car and everything you’ll want to do is in driving distance. The “Kula Jewel” has every single possible thing you could think of that you might need for a stay in Hawaii. From boogie boards, to bluetooth speakers, to an air frier it’s all there. Pamela is the best host we’ve ever experienced and Jim who’s right by the property is amazing as well! She’s super easy to reach and very helpful, and she thought of everything! If you’re lucky enough to have a chance to book this DO IT!
Home in Lahaina
4.56 out of 5 average rating, 88 reviews

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"

EricRating, 5 stars19 months ago
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!
Superhost
Home in Wailuku
4.85 out of 5 average rating, 59 reviews

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

PedroRating, 5 stars1 month ago
Beautiful location, host is accommodating and responsive.

Pet-friendly home rentals with a pool

Apartment in Kihei
4.81 out of 5 average rating, 26 reviews

Condo w/ Private Lanai, Ocean View & On-Site Pool!

ElisabethRating, 5 stars5 months ago
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.
Apartment in Kihei
4.57 out of 5 average rating, 28 reviews

Hale Kamaole 106: 1BR Oceanview | Pool

LisaRating, 5 stars2 months ago
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! :)
Flat in Kihei
5 out of 5 average rating, 7 reviews

Hale Kamaole Maui's Hidden gem! Lower Condo~

DRating, 5 stars69 months ago
Wonderful location, Gail is a great host and an awesome space. The bed is comfy, the wifi and kitchen are great. The community BBQ was an added bonus!!!! Would highly recommend this place to all!!!!!!!!
Superhost
Apartment in Kihei, Maui
5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

BrettRating, 5 stars6 months ago
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.
Apartment in Kihei
4.85 out of 5 average rating, 13 reviews

2BR dog friendly condo with furnished lanai, W/D

AnimeshRating, 5 stars1 month ago
Great condo in a great location in Kihei, well stocked with many eclectic things you may need during your stay. Beds were comfortable and the living room was spacious. Convenient parking nearby and great ocean views.
Apartment in Kihei
4.75 out of 5 average rating, 63 reviews

Authentic Ocean Views Two Bedroom Top Floor Condo

NathanialRating, 5 stars17 months ago
Comfortable, great location, great complex, all the amenities you’ll need, very responsive with questions, overall great stay!
Apartment in Kihei
4.62 out of 5 average rating, 119 reviews

Beach Across The Street! 2 Bedrooms!

JordanRating, 5 stars5 days ago
I was blown away - Cynthia was the best host I had, by far. My partner and I had a super stressful experience prior to booking her space; where we left Small Beach in the Makena beaches area, but instead of effectively navigating to the nearest parking lot, we ended up on a beautiful dry coastal hike that took us up a steep rocky cliff, which was gorgeous but, the way down was really a bit dangerous for me, so we took it extremely slow, and that resulted in us missing our flight home, with no later flights available that day. So, last minute flight changes and lodging option searching ensued. On a super last minute basis, with the sun going going, we secured Cynthia's space, thank goodness, and she even picked us up from the beach we popped out of, and helped us pick up some takeout on the way to the BnB because everything was closing. And last but not least, she was just the sweetest and most fun to talk to and get to know. Never have I appreciated a host so much! And her space was A+

Private, pet-friendly home rentals

Guest favourite
Home in Kihei
4.98 out of 5 average rating, 108 reviews

Mana Hale Vacation Rental

LisaRating, 5 stars1 month ago
The Mana Hale house is truly a diamond! As well seasoned Maui visitors, we have extensive experience with vacation rentals on the island and like to think that we have found our spot to rebook. The entire home was clean and stocked with all the amenities one could need. The property is beautifully landscaped with wonderful fruit trees surrounding the house - which we enjoyed in our breakfast and in our cocktails! The decks are very nice to relax on, Cassie was kind enough to come by and spray them off from time to time during our stay. Cassie is such a thoughtful and kind host, her hospitality & communication are top notch, I have never had a host REALLY care and take the time that she did. We love staying in the Wailea area, so the location & value of the property is incredible as we frequent the restaurants & beaches there. Mana Hale is conveniently set 1 straight mile with one stoplight and one stop sign away from the beach. It has a great neighborhood to walk thru as well.
Guest favourite
Cottage in Kihei
4.98 out of 5 average rating, 50 reviews

Maui Meadows Ocean View Cottage

KatiaRating, 5 stars4 months ago
My husband and I had a wonderful week in Tom and Denise’s cozy cottage… It is spacious and very comfortable (comfy bed, comfy couches, comfy chairs), the kitchen is well stocked, the balcony is great for reading a book or sipping a glass of wine in the evening… The carport keeps your car in the shade, therefore cool… Tom and Denise are great hosts, and quickly (very quickly !) respond to any questions you may have. The neighborhood is very quiet and safe, and close to beaches, restaurants, and grocery stores. We would love to come back anytime !!!
Guest favourite
Townhouse in Wailea
4.98 out of 5 average rating, 111 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

MoRating, 5 stars1 week ago
Our four-night stay for my niece’s wedding was perfect! This beautiful townhouse had everything you could possibly need—just like living in a home away from home. The breathtaking ocean views, lush gardens, and spacious layout made it feel like a dream. The three bathrooms were a huge plus, and the location in Wailea felt incredibly safe, which gave us peace of mind. On top of that, the host was incredibly responsive and made everything seamless. We only wish we could have stayed longer! Highly recommend!
Guest favourite
Apartment in Kihei
5 out of 5 average rating, 16 reviews

High-Floor Island Surf Condo | AC | Steps to Park

ThomasRating, 5 stars2 months ago
Dana and Sebastian’s place was absolutely perfect! It was beautiful, cozy, and spotless, with every amenity you could need for a relaxing vacation. The location is so convenient—there are an abundance of necessities just a short walk away - grocery stores, corner stores, restaurants, dessert spots, cafes, trinket dealers, really just anything you could hope for. Definitely check out South Maui Gardens right next door and the ocean/beach directly across the street!!! The home was incredibly clean and well-organized, with everything clearly labeled, making it easy to find whatever we needed. We especially enjoyed using the grill to cook steaks poolside—such a treat! This place truly has everything you could ask for, and we can’t wait to stay here again. Highly recommend!
Superhost
Home in Kihei
4.93 out of 5 average rating, 28 reviews

Oceanview Home with Private pool and hot tub

StevenRating, 5 stars1 week ago
Loved this house!!! Amazing views from the patio and lanai, would 100% stay here again!!! Steve was very responsive to all of our questions. Mahalo!
Guest favourite
Apartment in Kīhei
4.97 out of 5 average rating, 260 reviews

Paradise - owned and operated by Maui resident

AnoopRating, 5 stars3 weeks ago
Perfect location, just a short walk to the beach and quick drives to great restaurants. Yvonne and William were incredibly welcoming and made our stay even more enjoyable. The condo was spotless and had all the amenities and utensils we needed. The balcony views were absolutely stunning!
Superhost
Apartment in Kihei
4.86 out of 5 average rating, 105 reviews

Steps to Beach AC/Pool Views/Kitchenette/WiFi

PhilRating, 5 stars1 week ago
This rental was perfect for the two of us: location and price were great. The host and co-host were very responsive and always replied within minutes. The building and surroundings were quiet and welcoming. We hope to return to Maui next year and look forward to staying here again.
Superhost
Flat in Kihei
4.92 out of 5 average rating, 60 reviews

A New Piece of Paradise in Kihei # BBKM20150003

HectorRating, 5 stars13 months ago
Great place. We stayed 5 nights. Perfect location minutes away from some of Maui’s best beaches and centrally located to get to east west and north coasts of Maui. This space was great. Very clean and private. Felt like resort with pool and hot tub at our doorstep. A lot of beach accessories were also available for our use which was a huge plus. Would love to stay here again!

Quick stats about holiday rentals that are pet-friendly in Wailea-Makena

  • Total rentals

    20 properties

  • Nightly prices starting at

    £111 before taxes and fees

  • Total number of reviews

    430 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

Destinations to explore