
Family-friendly rentals near Maui
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Top-rated family-friendly rentals near Maui
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Upcountry Alpaca, Llama, and Rabbit working farm
Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Mana Kai 608: Oceanfront Remod! Summer now OPEN!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Spacious tropical oasis near beautiful beaches!
Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located across Kamaole 3 Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Unwind in paradise on two lush garden patios!

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Ka Hale Aloha (The Love Shack)
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

*Tropical luxury at South Maui Surf Shack*
South Maui Surf Shack is located in Maui Kamaole. New renovations (Feb 2022) 1bed (King) 2bath + Murphy bed (Queen), beach style condo, over 1050 sq feet! Our fully stocked kitchen gives you the ability to cook your meals or head to any of the nearby restaurants in Kihei or Wailea (we are on the border). You are in the center of it all with the best beaches & golf courses Maui has to offer. We are here to help with absolutely anything you need to make your trip memorable, fun & relaxing!

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)

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001
Forget your worries in this spacious serene space. Private air conditioned one bedroom cottage located on a 6 acre farm that is home to many rescued animals. A second bedroom can be made available for a fee please inquire prior to booking. Have as little or as much interaction as you wish. A fully equipped kitchen with a gas stove, full bathroom, a comfy bedroom a spacious living room w Smart TV and separate dining area. Wifi is also provided. Bikes available for two.

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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! 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
Popular amenities for family-friendly rentals near Maui
Family-friendly home rentals with a hot tub

Renovated Condo | 3 Min Walk to Toes in the Sand!

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Wailea Resort studio suite

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Maui is Open - Come Support the Locals

Boho Beach Retreat *OCEAN VIEWS*

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Updated 2-Bed Studio- Steps from the Beach/Shops

A jewel on Oceanfront & Breath Taking Views.

Hana Homestead by the Beach

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

Hana Maui Luxe Manini Cottage
Family-friendly home rentals with a pool

Luxury condo • 180° Ocean Views • Steps to Beach

A.R.A Retreats: Big Blue Pacific

Oceanview Maui Condo, Turtles, Whales, Rainbows

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Stylish Kihei Condo in Oceanfront Resort Complex

Seaside Serenity: Oceanfront 1BR Suite

Best Location in Kapalua, walk to beach, spacious

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
Family-friendly home rentals with wifi

Solar Cottage With Privacy & Panoramic Ocean Views

Private Luxurious Cottage

Adorable Garden Gingerbread House, Makawao

Charming Art Studio on a Scenic Mountain Slope

Locally-Owned Eco-Friendly Condo on Road to Hāna

Stunning Views, Great Location in a Private Studio

Oceanview Cottage away from heat! w/ County Permit

Honu Hideaway, Maui Kaanapali Oceanfront Penthouse
Quick stats about family-friendly rentals near Maui
Total rentals
5.1K properties
Total number of reviews
124K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
4.6K properties have a pool
Rentals with dedicated workspaces
3K properties have a dedicated workspace
Wifi availability
5.1K properties include access to wifi
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