Family-friendly vacation rentals in Kihei

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Popular amenities for Kihei family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Kihei
4.88 out of 5 average rating, 154 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

JennyRating, 5 stars4 weeks ago
It was a great home. It was in a central location to get to all the places we wanted to visit. We loved to just walk around the area, great food, great shopping nearby!!
Guest favorite
Condo in Wailea-Makena
4.95 out of 5 average rating, 318 reviews

A.R.A Retreats: The Curved Slab

Ji WonRating, 5 stars3 weeks ago
Great location. Very close to the shops at wailea and other resorts for restaurants. The unit was very spacious and loved the bathrooms. The beds were comfortable. Great for family stay.
Guest favorite
Condo in Kihei
4.87 out of 5 average rating, 219 reviews

Relaxing Ocean View; Cathedral Ceilings!

JohnRating, 5 stars1 week ago
We are grateful to have found Joanne's place. Her communication was great and the location was perfect for all we had planned. Would highly recommend!
Top guest favorite
Condo 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.
Guest favorite
Condo in Kihei
4.87 out of 5 average rating, 159 reviews

Gorgeous*Peaceful*Condo* Steps to beautiful beach

BriaRating, 5 stars6 months ago
April was perfectly communicative and responsive. She proactively solved an issue within a responsable amount of time and we found the rental to have everything we needed for a walkable beach trip in Kihei. The pool area was also quite nice with a public hot tub that we were able to use at different occasions when the families with loud children finally vacated the area. The location cannot be beat for thise who want to walk. The rental even had beach chairs and umbrellas that made our beach days more enjoyable.
Guest favorite
Apartment 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 favorite
Condo 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 favorite
Condo in Kihei
4.83 out of 5 average rating, 153 reviews

Ocean-view Maui Condo near Beach

JustinRating, 5 stars2 months ago
We really enjoyed our stay at Sam’s condo. It’s in a fantastic location in Kihei and just a few min walk from the beach. The condo is large, well-kept, very well stocked with everything you could need for a short or long stay. It was very quiet and private as well and Sam is very friendly and helpful.

Family- and pet-friendly home rentals

Guest favorite
Condo 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 favorite
Guesthouse 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 favorite
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
Apartment 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 favorite
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 favorite
Home in Kula
4.92 out of 5 average rating, 348 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

AndreaRating, 5 stars2 days ago
Pamela’s place is amazing! As a host Pamela was very welcoming and gave a great tour of her place. The view is beautiful and the pool and hot tub are perfect! We would definitely stay here again. Thank you Pamela!
Guest favorite
Apartment in Wailuku
4.88 out of 5 average rating, 242 reviews

2B/2B Cottage/Cozy/Central/Private/Historic town

RainerRating, 5 stars1 month ago
Clean and easy accom, Emma was easy to deal with. The place was relaxing. Outdoor shower a standout.
Top guest favorite
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 favorite
Condo 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!
Superhost
Condo in Kihei
4.79 out of 5 average rating, 177 reviews

Steps Away From The Best Maui Beach !

RobertRating, 5 stars1 month ago
The location was great! Right across the street to Kihei Beach and it’s beautiful sunsets. But a real plus are the extras you just can’t bring with you. Ice Chest, with a gel pack and enough ice trays to make ice for the cooler, beach chairs, bogie board, a few snorkel, googles, and fins. Thank you Scott for making our Kihei stay perfect.
Top guest favorite
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 favorite
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!
Superhost
Condo in Kihei
4.87 out of 5 average rating, 237 reviews

Ocean Bliss: Beach Condo - Walk to Everything!

RicardoRating, 5 stars1 month ago
This condo is where you want to stay at while in Maui. You will have absolutely everything you need to be comfortable and more. The floor plan is spacious, very well decorated with details that make you feel at home away from home. The kitchen has everything you need to cook and bake. The bedroom has a very comfortable bed, amazing views of the ocean, full closet with hangers and all sorts of things the host provides so you can enjoy yourself at the beach or parks. Things like a cooler, beach chairs, tennis balls and rackets, you name it, it’s in there. The bathroom is very practical and well designed too. The shower has amazing water pressure!! The lanai is one of the best parts, IMO. You can get to it through a glass door in the living room or the bedroom. The windows and glass doors are floor to sealing giving you natural light all day. I didn’t tun on the TV once, but there is one. I’m running out of space in this review and want to say so much more!! I’m coming back for sure!
Guest favorite
Condo in Wailuku
4.8 out of 5 average rating, 429 reviews

Romantic Beachfront Getaway

MeganRating, 5 stars4 weeks ago
The condo was perfect for the last part of our vacation. The beach was beautiful and we got the chance to swim a bunch and see some turtles!! It was so nice to have a full kitchen and be able to cook a little. Great location easy to find and Craig was incredibly helpful the whole time!! I would absolutely stay here again!!
Superhost
Condo in Kihei
4.78 out of 5 average rating, 165 reviews

Maui Vista Bldg 2 Grnd Flr - Bdrm AC. July Special

BradyRating, 5 stars5 days ago
We’ve stayed at Maui Vista 5 times in as many years and Brie’s place was the best! Clean with updated kitchen and living room. Convenient first floor access with lots of beach equipment. Just a 5 minute walk to the beach and 10 minute walk to local restaurants. Great place to stay!
Superhost
Condo in Kihei
4.78 out of 5 average rating, 100 reviews

Condo Ocean View 2BR, Beach, Pool, Tennis, WIFI

MaxieRating, 5 stars4 weeks ago
A great view of the ocean and all living support items, utensils, iron, coffee, condiments, iron, etc were like being home.

Quick stats about vacation rentals that are family-friendly in Kihei

  • Total rentals

    1.1K properties

  • Nightly prices starting at

    G$12,546 GYD before taxes and fees

  • Total number of reviews

    42K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

Destinations to explore

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