
Family-friendly holiday rentals in Maalaea Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maalaea Bay
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.
KitchenFamilyQuiet

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.
KitchenIndoor spacesCheckout

Groovy bright condo 2 bed / 2 bath South Kihei
Enjoy our home away from home! Bright Groovy Beach Condo offers you a naturally lit and engaging space to relax with two bedrooms each with their own en suite bathrooms (4th bed is the pull out sofa bed in the living room). Enjoy your morning coffee on the lanai and listen to the birds. Haleakala Shores is located 300 meters from world famous Kamaole Beach III. You are also located within a casual stroll (or snorkel or paddle board) north to Kamaole Beach II, I and finally Charley Young Beach.
Indoor spacesKitchenComfort

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.
Indoor spacesFamilyOutdoor spaces

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.
Indoor spacesFamilyBarbecue

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.
Indoor spacesFamilyView

Maalaea Beachfront Resort
Fully renovated 1st level beach front resort steps from the sand. The most centrally located beach front resort on Maui located in peaceful and quiet Maalaea. Wake up and walk miles of uninterrupted, pristine beaches along a national wildlife preserve. The secluded beaches bring peace to anyone looking for a little solitude, and for those looking to have a little fun, you can walk right down the street to Maui's only aquarium, along with a shopping center, funplex, bars and restaurants.
KitchenIndoor spacesTV

Adorable Gingerbread House Farm Stay, Makawao
This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013
KitchenIndoor spacesGetting around

Direct Ocean View!
Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in shower and AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean.
FamilyKitchenSleep quality

Maliko Retreat
NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.
KitchenIndoor spacesAir conditioning

Lovely Oceanfront Condo with pool
Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.
FamilyIndoor spacesParking

Kalani at Haiku Garden Cottages Farm Sanctuary
Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.
KitchenFamilyCheck-in
Popular amenities for Maalaea Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Ma'alaea Ocean Front • Whales, Pool & Hot Tub
FamilyIndoor spacesAccuracy

Oceanfront Getaway, Brand New, Steps To Beach
Indoor spacesFamilyGetting around

Family Oceanview | Beach Walks + Sunsets
KitchenFamilyPool

Hawaiian DreamTemple- Tropical Oasis BBPH20120004
FamilyKitchenAccess

Oceanfront Maui Escape for Two | Private Lanai
Indoor spacesKitchenNearby

Ocean front! Listen to the waves all day and night
FamilyKitchenSleep quality

*OCEANFRONT**PRISTINE Remodel*UNINTERRUPTED 180°
FamilyKitchenView

Oceanfront Condo with Pool and Jacuzzi
Indoor spacesFamilyLaundry
Family- and pet-friendly home rentals

Oceanview, Banana Bread, Hot Tub & Sauna near OGG
KitchenIndoor spacesSolo travel

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB
KitchenIndoor spacesLocation

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
FamilyIndoor spacesLayout

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
FamilyKitchenTV

Enjoy paradise living at the THERE Maui House!
FamilyIndoor spacesTV

Ocean View Superior Deluxe - 200
Indoor spacesKitchenBreakfast

Two Bedroom Green turtle House
Indoor spacesKitchenWi-Fi

Walk to Kam Beach! King Bed, Pools, Pet Friendly.
KitchenFamilyGetting around
Family-friendly home rentals with a pool

Oceanfront Maui - 2 King Suites, AC & Lanai
KitchenFamilyBeach

Makani A Kai A7 modern beachfront, pool, a/c, w/d
FamilyKitchenWi-Fi

Oceanfront Condo on magic Sugar Beach - Ocean View
KitchenFamilySleep quality

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
FamilyIndoor spacesCondition

Oceanfront, Ground Floor Condo Steps to Ocean
FamilyKitchenBarbecue

Stylish Kihei Condo in Oceanfront Resort Complex
KitchenIndoor spacesView

Oceanfront Spectacular Condo
KitchenFamilyHospitality

Oceanfront Bliss Pool & Stunning Views Hono Kai C3
KitchenFamilyGetting around
Destinations to explore
- Condo rentals Maalaea Bay
- Rentals with pools Maalaea Bay
- Waterfront rentals Maalaea Bay
- Beachfront rentals Maalaea Bay
- Rentals with a sauna Maalaea Bay
- Apartment rentals Maalaea Bay
- Rentals with beach access Maalaea Bay
- Rentals with a hot tub Maalaea Bay
- Family-friendly rentals Maui County
- Family-friendly rentals Hawaii
- Family-friendly rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach





