Some info is shown in its original language. Translate

Family-friendly holiday rentals in Wailea-Makena

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Wailea-Makena family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Apartment in Maalaea
4.96 out of 5 average rating, 129 reviews

Spectacular Oceanfront views!

MarissaRating, 5 stars2 weeks ago
Beautiful space- views and ocean front sounds of crashing waves were amazing. And so much sea turtle activity. Never stayed in a place with such a well stocked kitchen with pans and cooking implements. First rate. Very quiet area and a larger beach for swimming is a couple blocks walk away.
Superhost
Apartment in Kihei
4.88 out of 5 average rating, 187 reviews

Remodeled,Ground Level,King Bed,Walk To Beach

TamsenRating, 5 stars2 weeks ago
Really cute and well appointed space. Everything you could want in the kitchen. Bed and linens were very comfortable. I will definitely book again with Ted!
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!
Guest favourite
Apartment in Kihei
4.97 out of 5 average rating, 128 reviews

Tropical & Lush Paradise Vistas

TimRating, 5 stars17 months ago
An excellent place to stay on Maui. Was exactly as described and was perfect for my wife and me. Absolute gem and will stay again.
Guest favourite
Apartment in Kihei
4.9 out of 5 average rating, 183 reviews

Gorgeous New 1BR condo w Ocean View

PatRating, 5 stars1 month ago
Adams place was everything we hoped it would be and I checked out dozens in the area before we picked this one. Walkable (within 5 min) to many great restaurants and cool little shops for t-shirts and beachy wear at great prices. The beaches are pristine and start right across the street running in both directions. Watching the surfers was a daily activity as well as the watching the beautiful sunsets. The condo had all of the beach toys you might want and even though it's a one bedroom I can see a family staying here. Adam was responsive and got back to us almost immediately with the couple of questions I had.
Guest favourite
Flat in Kihei
4.87 out of 5 average rating, 300 reviews

3 minutes walk to the beach 2BR/2BA Top floor

MeganRating, 5 stars1 week ago
Mike's place is exactly as described. So close to the beach! He provides all sorts of things like beach chairs, a few beach towels, paddle boards a cooler, etc. Fully stocked kitchen with everything you could imagine that you need. He let us check in early which was a huge help! He's kind and fast on the replies. One thing to note, it can get toasty in the front bed room. He has a big fan which we used to suck in the air and that worked well! I highly recommend his place.
Superhost
Apartment in Wailea
4.83 out of 5 average rating, 146 reviews

Beautiful Palms At Wailea #608-May/June Discount

SusanRating, 5 stars3 months ago
Had a wonderful, relaxing stay at Elise and Bruce's condo. Explored different beaches (walkable and drive to), did some biking, hiking, many books read, weather perfect as it usually is in S Kihei, enjoyed sunsets at the pool, and cribbage matches on the lanai after a day outside. Appreciated some food staples already in the cupboards and Safeway store not far away. Tried a Bruce-recommended Sushi restaurant (Avo was the name, I believe in Wailea) which we liked and also pre-booked at Star Noodle in Lahaina to enjoy another wonderful asian meal, otherwise cooking in and at the condo community BBQ. Well set up for a small family and recommend it.
Guest favourite
Apartment in Kihei
4.88 out of 5 average rating, 142 reviews

Convenient, Comfortable Sunny Kihei 1BR Beach Pool

JustonRating, 5 stars1 week 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 .!!!!!!!

Family- and pet-friendly home rentals

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

Beautiful Views~

RebeccaRating, 5 stars3 weeks 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!
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
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!!!
Guest favourite
Home in Makawao
4.87 out of 5 average rating, 52 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

AmberRating, 5 stars3 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 Kula
4.92 out of 5 average rating, 347 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pi'ikeaRating, 5 stars4 days ago
Pamela was a fantastic host. She was responsive and so friendly. She truly loved the area and making guests feel at home. The space itself was such a dream. It had everything we needed and then some. The location and views were stunning. we sat on the porch almost every night just to take it all in. We loved staying at the Kula Jewel and would stay here again!
Flat in Lahaina
4.67 out of 5 average rating, 3 reviews

Kahana Falls resort on the beach,

Michelle Rating, 5 stars16 months ago
The resort is older but well maintained. Beautiful landscaping, friendly staff. nice pool area, BBQ & sand bottom hot tub. we did not have a lanai but there is a group BBQ area. I enjoyed the gym and the peaceful surroundings. The beach is across the street. All in all a wonderful vacation experience.

Family-friendly home rentals with a pool

Superhost
Flat in Kihei
4.82 out of 5 average rating, 542 reviews

Hawaiian Paradise Escape Across Street from Beach

WayneRating, 5 stars1 week ago
A++++++ owners, place was great for what we needed. Sleeps 2-3 comfy, might be able to squeeze in a 4th. Full mini kitchen, patio, pool/spa/BBQ’s, tennis courts. 1/4 mile walking distance to beach. Cute wildlife w/ birds & chicken all over property. Everyone was friendly. 5-10min from downtown Kihei shopping & grocery stores.
Guest favourite
Apartment in Kihei
4.85 out of 5 average rating, 138 reviews

Beautiful Resort Condo w/ AC @ Kam III Beach

SofiaRating, 5 stars2 months ago
Stayed here for the weekend after deciding to extend our trip. Really lucked out! This place is perfectly located — right across / walking distance to Kam III, a great beach, and a short drive to grocery stores, restaurants, and anything you need. The resort area was clean and friendly with a great pool, and the unit feels private and quiet. Didn’t hear anything but birds chirping. Perfect for families or couples. The unit is much bigger than it looks in photos! Super comfortable bed, nice clean shower, lovely lanai, and a huge kitchen stocked with everything you need. Thanks so much Rob, will definitely stay with you again on our next trip!
Guest favourite
Apartment in Wailuku
4.99 out of 5 average rating, 185 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

JenniferRating, 5 stars2 weeks ago
Our stay was wonderful. The accommodations were very comfortable and clean. The ocean view was beautiful and we enjoyed looking out over the water every night. I’d definitely stay here again!
Guest favourite
Apartment in Wailuku
4.95 out of 5 average rating, 107 reviews

All New Beachy Chic Remodel, Ocean front with AC

KasturiRating, 5 stars1 month ago
The place is amazing, centrally located. View is top notch, we saw turtles from our balcony almost everyday. Leslie was extremely responsive and accommodating.
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.
Top guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 110 reviews

Cute one BR ground floor. Long & short term rates

MelisaRating, 5 stars1 month ago
Is our second time at Lori’s place and it was amazing, you can walk everywhere (restaurants, beaches), make your own food and beach gear is so convenient to have. I hope to be back soon!
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 Lahaina
4.9 out of 5 average rating, 310 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

MeganRating, 5 stars4 weeks ago
Wonderful stay! Great location, quiet with ocean views, and a lovely breeze that really does mean no A/C necessary. Jennifer was super responsive and the place was perfect for us.

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

  • Total rentals

    1K properties

  • Nightly prices starting at

    ₹8,654 before taxes and fees

  • Total number of reviews

    25K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

Destinations to explore