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Family-friendly holiday rentals in Wailuku

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wailuku family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Guest house in Haiku-Pauwela
4.93 out of 5 average rating, 143 reviews

Maile Bungalow- County Licensed

DianaRating, 5 stars2 months ago
Margit’s place was perfect for my daughter and I. She had everything we needed, extra towels, sheets, full kitchen for cooking, cleaning supplies, a separate laundry room, a cooler, beach chairs and beach toys; which my daughter loved. Her place was very peaceful and BEAUTIFUL and I definitely enjoyed sipping coffee on the porch every morning. You can tell she definitely goes above and beyond to provide a great experience for her guest. She was always very responsive. I didn’t know a tapping sound on the glass was due to geckos in the area, but she and her husband came over first thing in the morning to check in. I will come back here next time I’m back in Maui 🏝️🩵
Guest favourite
Apartment in Wailuku
4.82 out of 5 average rating, 119 reviews

Maui is OPEN! Come and visit your Oceanfront condo

TanyaRating, 5 stars1 week ago
Joe was the most helpful and informative host I've ever had the pleasure to work with. He made you feel like family. His local maintenance man was also helpful and friendly. The view was fantastic with lots of sea turtles swimming in the water in front of the condo. I also loved the constant breeze. Ma'alaea is a little bit away from the hustle and bustle but a 10 to 15 minute drive to everything. We would most assuredly stay here again.
Guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 133 reviews

Incomparable Maui Sunset condo, includes all taxes

DanRating, 5 stars1 month ago
First and foremost was the excellent, prompt communication with the host. Kyra always responded to any questions, and offered suggestions that encouraged us to explore the beautiful island. The condo itself has everything one would expect, from a very comfortable bed, to a fully equipped kitchen, BBQ's cleaned daily in the beautifully maintained grounds, and a short walk to the beach. Also, with a security guard present, one feels very safe. Definitely recommend!
Top guest favourite
Apartment in Kihei
4.92 out of 5 average rating, 173 reviews

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

ScottRating, 5 stars4 days ago
This condo was a gem in Maui! We loved how close it was to the Wailea shops and restaurants, but also great beaches (5 minute drive or 15 minute walk) and had a ton of beach gear provided. The pool was very close to the unit as well which is great with young kids and parking spot is right out front of the first floor unit. Spotless condo and awesome stay all around!
Superhost
Apartment in Kihei
4.79 out of 5 average rating, 389 reviews

Tropical Resort Across Beach With Turtles!

LaurenRating, 5 stars2 weeks ago
Wonderful Airbnb! Katie was very responsive, helpful, and kind. It was a plus for us that this place had a washer dryer, because we didn’t want to check bags. Had beach towels, umbrellas, and boogie boards for us to use as well!
Guest favourite
Apartment in Kihei
4.88 out of 5 average rating, 142 reviews

Convenient, Comfortable Sunny Kihei 1BR Beach Pool

JustonRating, 5 stars2 weeks ago
All 5 Stars from CROSIER family.. Brandon place was great. When arriving everything was clean and accommodating! Would stay here again and suggest it! Mahalo!Great place for a family of 4 .!!!!!!!
Guest favourite
Apartment in Kihei
4.79 out of 5 average rating, 527 reviews

60% Off! Romantic Bliss Maui <300 Steps to Beach!

AlexyRating, 5 stars1 week ago
My stay in Kihei was exactly what I needed—peaceful, comfortable, and effortless. The space was beautifully maintained, with everything I needed to fully unwind. The lanai offered stunning views that made mornings and evenings especially memorable. I couldn’t have asked for a better setting to relax and recharge. Highly recommended Tracy & Marco’s place.
Guest favourite
Cottage in Haiku-Pauwela
4.83 out of 5 average rating, 210 reviews

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

GwennRating, 5 stars1 week ago
The house itself is beautiful and unique. The location is great. It is somewhat remote and generally with easy access to small towns and beaches within 10 to 15 minutes. The host was helpful and responsive. Hot tub was great and access to the pool was easy.

Family- and pet-friendly home rentals

Guest favourite
Apartment in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars1 month ago
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!
Guest favourite
Guest house in Wailea-Makena
4.97 out of 5 average rating, 89 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

CarrieRating, 5 stars1 month ago
Has an awesome view with a relatively short walk to the beach. (We actually saw sea turtles there!!) The location was not far from wherever we wanted to go. The beds were comfy (a big plus for us after multiple back surgeries), as was the sectional sofa. Plenty of room for us to hang out. The kitchen was well stocked and having a washer/dryer available was extremely helpful. I may have missed this in the posting, but the first floor is a separate rentable area than the second floor. Luckily no one was in the first floor so we basically had the place to ourselves. We'd definitely stay again and had a wonderful time!!!
Townhouse in Kihei
4.92 out of 5 average rating, 86 reviews

Maui Beach House

VanessaRating, 5 stars2 months ago
The stay was special to say the least. It was private and the walkable beach was quiet and beautiful. The town of Kihei has everything you need with close stores, restaurants, gas stations and snorkel rental. The house was perfect for our family with a space our child could sleep free of noise from the rest of the house while we were awake so we could enjoy the ocean from the porch and the jacuzzi tub. Would definitely stay again while on Maui!
Guest favourite
Home in Makawao
4.87 out of 5 average rating, 52 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

AmberRating, 5 stars4 weeks ago
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
Flat in Lahaina
5 out of 5 average rating, 4 reviews

Maui Westin Kaanapali Ocean Resort Studio

Marise and JonRating, 5 stars29 months ago
Robert was amazing to deal with! Great communicator, very accommodating of the guest, and seemed very genuine. The Westin at Kaanapali speaks for itself! It has everything…pools, great location, awesome beach front ! Had a great ocean view! And view of the pools! The room was very spacious. It was just two of us but we could have had two more people on the sofa bed easily. Small kitchen with full fridge and ice maker allowed for in room meal accommodations and cold refreshments. Spacious bathroom . It was five star plus! We had a hard time leaving… it was perfect and there is always so much to do in Hawaii.
Flat in Kihei
5 out of 5 average rating, 9 reviews

Hale Kamaole Maui's Hidden gem! Lower Condo~

LindaRating, 5 stars3 weeks ago
Beautiful condo, had everything we needed. Well stocked kitchen, condo was clean and comfortable. Air conditioning unit in living room and bedroom kept us cool and comfortable. Great location with park and beach right across the street and walking distance to lots of restaurants and shops. I'll definitely be coming back.
Top guest favourite
Home in Lanai City
4.96 out of 5 average rating, 101 reviews

The Artists House

JohnRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Paia
4.86 out of 5 average rating, 114 reviews

Two Bedroom Paia North Shore Beach House

MaureenRating, 5 stars4 weeks ago
The Turtle House was welcoming, comfortable, and spacious for four adults. Peacefully located between Paia and beautiful beaches, it was a perfect base. We especially enjoyed quiet mornings and lunches on the side porch.

Family-friendly home rentals with a pool

Guest favourite
Apartment in Kihei
4.88 out of 5 average rating, 180 reviews

Walk to the beach! Beautiful remodel! King bed!

DianneRating, 5 stars1 week ago
We had a wonderful stay! The location couldn’t have been more convenient—just a short walk to the beach, shops, restaurants, and a grocery store. It made getting around with my 7-year-old so easy and stress-free. The place itself was clean, comfortable, and felt like home from the moment we arrived. Jon was a fantastic host—very responsive, thoughtful, and accommodating. He provided clear instructions for everything and went above and beyond by offering great suggestions for kid-friendly activities we could enjoy during our stay. This was truly a perfect home base for our time in the area.
Guest favourite
Apartment in Kihei
4.87 out of 5 average rating, 405 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

SarahRating, 5 stars2 weeks ago
Our stay in Kihei was lovely. We enjoyed walking the quiet beach each morning and getting into town was easy from the Airbnb. We did not have any issues with parking on site despite a very late (overnight) arrival. It was a quick trip down from the airport as well.
Guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 173 reviews

Spectacular ocean views @IslandSurf July Spec $175

JavierRating, 5 stars1 month ago
My wife and I had a great time at Todd’s place. The location is great, lots of food trucks and coffee shops steps away from the condo. There is a friendly surf spot just in front of the condo. The condo is very well equipped with brand new appliances. I totally recommend this place!
Guest favourite
Flat in Kihei
4.9 out of 5 average rating, 131 reviews

Sugar Beach Resort #532 - Maui HI

RachelRating, 5 stars1 month ago
We came here for our 20th anniversary. The views and beach are unparalleled. It is a more private setting and not walkable to downtown Kihei. This was perfect for us because we just wanted a chill place to be. It is still very accessible to the entire island and Kihei is really easy to get to. We will absolutely stay here again when we come back to Maui!
Superhost
Apartment in Kihei
4.86 out of 5 average rating, 201 reviews

Studio w/Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

madisonRating, 5 stars2 months ago
Amazing host ! Couldn’t ask for a better stay ! Christina was super helpful and friendly , would highly recommend, will definitely be booking again next time we stay ! Can’t thank you enough x
Top guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 263 reviews

200 Steps from the Beach | Sunset views!

HallieRating, 5 stars1 week ago
Enjoyed our stay in Kihei ! Breathtaking view. A walkable neighborhood. The other beaches we checked out weren’t a far drive either. Communication was reliable when needed. Area was quiet. All the included beach items made our beach days super easy. Instructions for arrival and departure were clear and helpful.
Guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 117 reviews

Kihei Akahi C304-Newly Remodeled-Well Equipped-AC

MichaelRating, 5 stars1 week ago
Great stay. Very quiet and had all the amenities you need. Great location that is across the street from the beach and lots of restaurants and shops nearby. Would stay again if I got the chance!
Guest favourite
Apartment in Wailuku
4.85 out of 5 average rating, 292 reviews

Maui HI. 1br 1ba Oceanfront Condo

DeeDeeRating, 5 stars1 month ago
We had a wonderful and relaxing stay at Bob’s place. The view from the balcony was beautiful. Had everything we needed for our stay including beach gear. The condo was centrally located for everything that we did during our vacation in Maui. We would definitely stay here again .

Quick stats about holiday rentals that are family-friendly in Wailuku

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹6,020 before taxes and fees

  • Total number of reviews

    690 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailuku
  6. Family-friendly rentals