Family-friendly vacation rentals in Maui County

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Top-rated family-friendly rentals in Maui County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Kihei

4.96 out of 5 average rating, 390 reviews

Stunning ocean view, heated pool at home by Wailea

Last minute bookings 5 days before arrival, and week long stays are 10% off. Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Oct. 24 – 31

$927 CAD per night

Guest favourite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES! *** *** The Mahana is a HOTEL/RESORT Zoned Property, and all units are LEGAL Short Term Rentals, similar to other branded hotels like Sheraton, Marriott, Hyatt, etc. *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves.

Aug. 10 – 17

$589 CAD per night

Guest favourite

Cabin in Maui

4.98 out of 5 average rating, 172 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Jul. 14 – 21

$1,183 CAD per night

Guest favourite

Townhouse in Kihei

4.79 out of 5 average rating, 286 reviews

Kihei Bay Surf #149 / HI Taxes included in price

Kihei Bay Surf #149 is a first floor studio with patio and grass area. The unit is located across the street from the State Beach and the National Humpback Whale Sanctuary. Quiet split system A/C (no noisy window unit) 55 inch Samsung TV, DVD, Wireless and wired internet. Full Kitchen with all amenities. In addition, there is a large pool, hot tub, tennis court and gas grills in the pool area for your use. Free parking and no additional resort fees or taxes are added to your daily rate.

Jun. 26 – Jul. 3

$310 CAD per night

Guest favourite

Cottage in Haiku-Pauwela

4.99 out of 5 average rating, 164 reviews

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! The cottage can accommodate 2 adults and 2 children. Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

Jun. 18 – 25

$743 CAD per night

Guest favourite

Apartment in Kula

4.91 out of 5 average rating, 950 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Mar. 21 – 28

$264 CAD per night

Guest favourite

Condo in Maunaloa

4.97 out of 5 average rating, 235 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Aug. 11 – 18

$174 CAD per night

Guest favourite

Condo in Lahaina

4.92 out of 5 average rating, 381 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island and offers a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

Sep. 13 – 20

$285 CAD per night

Guest favourite

Cottage in Haiku-Pauwela

4.95 out of 5 average rating, 352 reviews

Explore Waterfalls and Beaches from a Tropical Haiku Cottage

Welcome to Haiku Garden Cottages (Permit#BBPH 2017/0002 SUP2 2016/0011). Our 2 acre Haiku property, is a tranquil spot for anyone wanting to experience the lush serenity of Maui's North Shore. Our cottages provide a unique opportunity to easily accommodate anything from a romantic retreat to a larger family gathering. We are conveniently located 25 mins from the airport at the start of the Road to Hana, and a 75 min drive to the top of Haleakala Crater.

Apr. 24 – May 1

$834 CAD per night

Guest favourite

Condo in Kihei

4.92 out of 5 average rating, 190 reviews

Beautiful & clean condo w/ excellent location

This condo is marked with special touches to accent the beauty of the location. The condo is beautifully decorated with local and tropical art and furniture. We value cleanliness, comfort, beauty and exceptional service and hospitality. Whenever we have the chance, we escape to our condo and feel the peace and tranquility the space and surrounding location has to offer. We return to our busy lives feeling refreshed and invite you to do the same.

Jun. 11 – 18

$310 CAD per night

Superhost

Apartment in Kihei

4.84 out of 5 average rating, 473 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

Apr. 1 – 8

$254 CAD per night

Guest favourite

Condo in Lahaina

4.95 out of 5 average rating, 110 reviews

Absolute Beachfront with Million-Dollar Views!

My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and downtown Lahaina. My place is good for couples, solo adventurers, and families (with kids).

Apr. 24 – May 1

$733 CAD per night