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Family-friendly vacation rentals in Paia

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Paia

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

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Condo in Wailea

4.83 out of 5 average rating, 144 reviews

Beautiful Palms At Wailea #608-2 BR/2 BA

Beautiful Palms At Wailea Condo, located in the heart of Wailea, surrounded by $mil.homes. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., 2BR/2Ba, wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

Condo in Kihei

4.89 out of 5 average rating, 125 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

Condo in Kihei

4.83 out of 5 average rating, 158 reviews

Awesome Maui home away from home. Covid Cleaned.

A/C throughout. Work desk with dependable wi-fi. 2 Cable TVs . Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. The pool, jacuzzi and BBQ area will be closed for renovation from July8- early October.

Townhouse in Lahaina

4.94 out of 5 average rating, 140 reviews

Awesome Beach Home - Elegant 3 bed w AC - Families

Spacious, Elegant Villa featuring sparkling white quartz kitchen, central air, luxury bedding, quality teak wood furnishings, theater 80-inch smart TV, two-car garage, beach gear, private lanai, and entertainment area with gas BBQ grill. Our beautiful home is directly across from the famous white sands of Napili Bay, where you can enjoy swimming, snorkeling with turtles, body surfing, stand-up paddle boarding, soaking up the sunshine, building sandcastles, and watching spectacular sunsets.

Cottage in Maui County

4.92 out of 5 average rating, 217 reviews

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

Condo in Wailuku

4.91 out of 5 average rating, 196 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Condo in Kihei

4.82 out of 5 average rating, 149 reviews

2 Bdrm/2 Bath Condo Steps to Kamaole III Beach

Close to parks, beach, restaurants, great views, art and culture. We have a fully stocked kitchen, entertainment center and lanai. We host couples, solo adventurers, business travelers, and families. Our high ceilings are open air, the rooms and bedrooms are not completely private (walls do not meet the ceiling). Condo is clean, we have beach towels, beach chairs, & WiFi!

Condo in Kihei

4.82 out of 5 average rating, 169 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

Condo in Kihei

4.94 out of 5 average rating, 106 reviews

Family Friendly Condo! Best Location!

Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Due to last minute cancellations, we are offering a HUGE DISCOUNT off our normal rates for our family friendly 2-bedroom, 2-bathroom (2 bathtubs) beach condo. If you are looking for the perfect place for your family to call home in Maui, this is it!

Condo in Kihei

4.86 out of 5 average rating, 264 reviews

Newly remodeled and close to beaches, shopping!

Newly remodeled condominium with all new furniture and appliances. Our condo is located within walking distance to restaurants and shopping. We are located directly across the street from Charlie Young Beach. Swimming pool and tennis courts, quiet location, nice views and plenty of parking. TA-143-927-7055-01

Apartment in Kihei

4.79 out of 5 average rating, 158 reviews

Beautiful Remodel Great Value Book Now!

This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to shopping and dining spots!

Condo in Kihei

4.79 out of 5 average rating, 127 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

My place is close to The BEACH, great views, restaurants and dining, art and culture. You’ll love my place because of the ambiance, the outdoors space, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Paia family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Lahaina

4.96 out of 5 average rating, 114 reviews

Oceanfront Modern & Spacious Condo near Kaanapali

Home in Kihei

4.88 out of 5 average rating, 146 reviews

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

Condo in Kihei

4.84 out of 5 average rating, 178 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

Condo in Kihei

4.91 out of 5 average rating, 128 reviews

WinterSale 3BR/2BA Villa with Ocean & Sunset views

Condo in Kihei

4.81 out of 5 average rating, 304 reviews

Ocean view studio. 1k ft from water!June $149 m-th

Apartment in Kihei

4.89 out of 5 average rating, 368 reviews

Tranquil Kihei 2 Bedroom Condo

Condo in Kihei

4.79 out of 5 average rating, 379 reviews

Tropical Resort Across Beach With Turtles!

Condo in Kihei

4.78 out of 5 average rating, 152 reviews

Maui Banyan - Remodeled Studio Across from Kamaole

Family- and pet-friendly home rentals

Condo in Lahaina

4.88 out of 5 average rating, 126 reviews

Beautiful Views~

Townhouse in Wailea

4.98 out of 5 average rating, 109 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Home in Wailea-Makena

4.99 out of 5 average rating, 83 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Home in Kihei

4.92 out of 5 average rating, 26 reviews

Oceanview Home with Private pool and hot tub

Home in Kula

4.91 out of 5 average rating, 308 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Apartment in Wailuku

4.87 out of 5 average rating, 231 reviews

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

Home in Paia

4.86 out of 5 average rating, 111 reviews

Two Bedroom Paia North Shore Beach House

Family-friendly home rentals with a pool

Bungalow in Kihei

4.93 out of 5 average rating, 122 reviews

Go for an Ocean Swim From a Fun Beach Villa

Apartment in Kihei

4.83 out of 5 average rating, 174 reviews

Maui Vista

Condo in Kihei

4.9 out of 5 average rating, 176 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

Condo in Kihei

4.82 out of 5 average rating, 265 reviews

Sea Views entire 1 Bedroom Apartment Poolside

Condo in Kīhei

4.97 out of 5 average rating, 257 reviews

Paradise - owned and operated by Maui resident

Condo in Kihei

4.89 out of 5 average rating, 105 reviews

Cute one BR ground floor. Long & short term rates

Condo in Kihei

4.79 out of 5 average rating, 164 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

Apartment in Kihei

4.75 out of 5 average rating, 60 reviews

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

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

Total rentals
30 properties
Nightly prices starting at
$240 before taxes and fees
Total number of reviews
2K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore