Some info has been automatically translated. Show original language

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

Guest favourite
Condo in Kihei
4.82 out of 5 average rating, 105 reviews

Beautiful Ocean View Kamaole Sands

PaoloRating, 5 stars1 month ago
Wow. What an amazing place to stay in Kihei. Everything is within walking distance -- coffee shops, shaved ice, shopping and especially the beach! This condo is across the street from Kamaole 3, which has great sand, snorkeling, waves for bodysurfing and daily turtle sightings. We honestly didn't leave the square mile from the condo except for drives to Foodland for grocery shopping and poke. :) The condo itself was squeaky clean upon arrival, which is impressive considering the sand that is easy to track in. The condo had all the amenities we needed for our family of four and sleeping arrangements were easy with the upstairs master loft and the two beds in the proper bedroom. As this condo is on the top floor, it stays warm and there's not whole-condo air conditioning, especially if you're used to A/C that really cools off rooms, but humidity was never bad and we slept well. Just keep the patio and front door open for the cross-breeze in the morning and before bedtime. Mahalo!
Superhost
Apartment in Kihei
4.82 out of 5 average rating, 542 reviews

Hawaiian Paradise Escape Across Street from Beach

WayneRating, 5 stars5 days 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
Condo in Kihei
4.89 out of 5 average rating, 252 reviews

Luxury with a view at a reasonable price

SarahRating, 5 stars2 months ago
Ray and Elsa’s place was perfect for our Hawaiian get away! It is a quick walk across the street from a beautiful beach and quick drive to many more. Amenities listed in the condo, including fins, snorkels, water shoes, chairs, and more as well as activity recommendations from the hosts made for an easy adventure filled trip.
Guest favourite
Condo in Kihei
4.89 out of 5 average rating, 133 reviews

Incomparable Maui Sunset condo, includes all taxes

DanRating, 5 stars4 weeks 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!
Guest favourite
Condo 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.
Superhost
Condo in Kihei
4.79 out of 5 average rating, 388 reviews

Tropical Resort Across Beach With Turtles!

ConnerRating, 5 stars2 weeks ago
Katie was amazing. Such a wonderful place to start me and my friend’s birthday adventure.
Top Guest favourite
Condo in Wailea-Makena
4.98 out of 5 average rating, 167 reviews

Grand Champions 169 Beautiful 3 BR on the Fairway!

ErinRating, 5 stars2 weeks ago
We loved and had an amazing time staying at this 3bdrm condo. Was great to be on the golf course with a large lanai and beautiful views. Condo was stocked with beach gear and nice welcome basket. AC worked great. Walkable to restaurants and the beach!
Guest favourite
Condo in Kihei
4.94 out of 5 average rating, 127 reviews

Luxury Modern 2-Bedroom Condo, Amazing Ocean Views

ClariceRating, 5 stars2 weeks ago
We had a fantastic time in Kihei and all around Maui! The Knowles' condo was centrally located to a lot of great spots, many that were recommended by the Knowles. Our family enjoyed staying in the condo, which was well stocked with everything we needed. No details were missed here! There is also a beautiful view of the ocean from the lanai. Mahalo to the Knowles for their hospitality!

Family- and pet-friendly home rentals

Guest favourite
Condo 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
Guesthouse in Wailea-Makena
4.97 out of 5 average rating, 89 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

CarrieRating, 5 stars4 weeks 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!!!
Apartment 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.
Apartment in Kihei
5 out of 5 average rating, 9 reviews

Hale Kamaole Maui's Hidden gem! Lower Condo~

LindaRating, 5 stars2 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.
Townhouse in Lahaina
4.2 out of 5 average rating, 5 reviews

Puamana 80-4 Superior Garden View

RoseRating, 5 stars91 months ago
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.
Home in Lahaina
4.56 out of 5 average rating, 88 reviews

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

EricRating, 5 stars23 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!
Apartment 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

Guest favourite
Condo in Kihei
4.95 out of 5 average rating, 65 reviews

Gem near Keawakapu Beach - Privacy and Ocean Views

DrewRating, 5 stars1 month ago
Amazing spot and stay
Guest favourite
Bungalow in Kihei
4.92 out of 5 average rating, 133 reviews

Go for an Ocean Swim From a Fun Beach Villa

MariRating, 5 stars2 months ago
Gal’s place was wonderful. We enjoyed staying there taking Maui’s beauty and especially kihei’s in and then even extending our stay. We’d always come back and will definitely recommend his place. The place is just as pictured. We were grateful for the beach equipment and also that there was a washing machine and dryer that we could use. He and the staff of the place took really good care of us. Don’t hestitate - it’s really the place to be.
Guest favourite
Condo in Wailuku
4.99 out of 5 average rating, 184 reviews

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

MichaelRating, 5 stars1 month ago
The apartment was as advertised. Most everything was new or nicely updated. The view from the balcony was beautiful
Guest favourite
Apartment in Kihei
4.83 out of 5 average rating, 186 reviews

Maui View

SelmaRating, 5 stars1 month ago
The place was just as described. It was within walking distance to a really nice beach. The chairs/umbrella for the beach were great and we used them extensively. We really liked that the washer and dryer were in the unit so we had fresh towels when needed. Would definitely come back
Top Guest favourite
Condo 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!
Guest favourite
Condo in Kihei
4.83 out of 5 average rating, 229 reviews

Beachy Bright Maui Vista location

StephanieRating, 5 stars1 month ago
The location was perfect! Right in the middle of great restaurants & beaches. Also with comfortable driving distances to other beaches. Mary has in her binder & all throughout the condo, information & instructions- all very helpful. I will definitely book with her again!
Guest favourite
Condo in Lahaina
4.9 out of 5 average rating, 310 reviews

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

MeganRating, 5 stars3 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.
Superhost
Apartment in Kihei
4.68 out of 5 average rating, 197 reviews

Maui Condo across fm Kam II beach

HRating, 5 stars4 weeks ago
KKN is a wonderful community to spend your vacation. The staff are kind and take pride in their work. Beautiful, mature landscaping. Nice alternative to a sterile resort. Location is excellent and walkable to many beaches. Host was very kind and helpful. Condo is the perfect space for a couple. Had many luxury amenities - king size bed, A/C, beach accessories, 2 TV's. Perfect and affordable.

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

  • Total rentals

    1K properties

  • Nightly prices starting at

    $167 NZD 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