Family-friendly vacation rentals in Paia

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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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Guest favorite

Cottage in Maui County

4.91 out of 5 average rating, 195 reviews

Ualani Retreat. Private Ocean View Cottage.

GREAT SPECIALS THRU JUNE. Private Detached stand alone cottage home on 3 acre tropical 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. 5 person Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Owner Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

Apr 21 – 28

ﺩ.ﺇ812 per night

Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 171 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✔

Feb 14 – 21

ﺩ.ﺇ2,835 per night

Guest favorite

Cottage in Haiku-Pauwela

4.99 out of 5 average rating, 163 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

Mar 30 – Apr 6

ﺩ.ﺇ1,687 per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 949 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)

Apr 21 – 28

ﺩ.ﺇ576 per night

Guest favorite

Home in Haiku- Pauwela

4.97 out of 5 average rating, 196 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful plantation style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

Sep 17 – 24

ﺩ.ﺇ1,431 per night

Guest favorite

Home in Haiku-Pauwela

4.9 out of 5 average rating, 176 reviews

Spacious Private 3 BR Home: A/C, WiFi & CBL

Hale Roselani is a 2,000 sq ft private home, situated on a quiet family oriented culdesac just below the Pauwela Cannery in Haiku. It is equipped with everything you'll need while you are here on your Hawaiian holiday. The open floor plan with large windows & doors opening up to the spacious lani offers an inviting space to spend time with family & friends. Our place is great for couples, ocean & outdoor enthusiast, & families looking for a quiet getaway on Maui's charming North Shore.

Nov 8 – 15

ﺩ.ﺇ1,436 per night

Superhost

Condo in Paia

4.83 out of 5 average rating, 169 reviews

Kuau Plaza Paradise in Paia 3

This lovely, fully renovated condo on Maui's beautiful North Shore is a rare find. If you are looking for a great location, steps from the beach and want to experience the real Maui, look no further. This is a first floor unit with parking directly in front. The decor is mid century modern with tropical accents to honor the building’s history which is reminiscent of Old Hawaii. The original layout and woodwork has been restored to its natural beauty for a warm, welcoming feel.

Sep 17 – 24

ﺩ.ﺇ927 per night

Guest favorite

Apartment in Haiku-Pauwela

5.0 out of 5 average rating, 104 reviews

The Breezeway Studio- Breathe in and Enjoy Nature!

Permit: BBPH20170003 Breath in and enjoy nature! Soothe your soul in this Lovely, Peaceful, Studio Apartment tucked away on two lush acres on the Northshore of Maui! Queen size bed. Nice kitchenette with mid-size fridge, Vitamix blender and more! Pick fresh fruits, vegetables and herbs in season! Buddha statues and water features dot the property. Enjoy the Zen rock garden. Beach chairs, beach towels, boogie boards, cooler and other beach amenities, plus yoga mats!

Feb 14 – 21

ﺩ.ﺇ1,305 per night

Guest favorite

Cottage in Haiku-Pauwela

4.95 out of 5 average rating, 351 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.

Mar 25 – Apr 1

ﺩ.ﺇ1,814 per night

Guest favorite

Home in Paia

4.91 out of 5 average rating, 176 reviews

Paia cottage walk to town and beach

My cottage sits on a flag lot, gated and fenced, shared with my 1 bedroom cottage. Parking is next to the cottage . There is a nice outdoor area with table and chairs and a barbecue. (Please note, I only advertise or book this condo through Vacation rental sites. If someone has approached you to book this directly, it is a scam.)

Apr 26 – May 3

ﺩ.ﺇ1,038 per night

Guest favorite

Guest suite in Haiku-Pauwela

4.97 out of 5 average rating, 145 reviews

Leilani "Ilima" Suite- County Licensed

Maui County License: STPH2013/0020 The 400 square feet suite has lots of windows with beautiful ocean views. It offers everything you need to feel home and comfortable. Amenities include AC, California King bed, ceiling fan, cable TV, free wireless internet, spacious bathroom with large shower and a kitchenette.

Dec 19 – 26

ﺩ.ﺇ930 per night

Guest favorite

Cottage in Makawao

4.93 out of 5 average rating, 577 reviews

Adorable Garden Gingerbread House

Romantic hideaway! This property has the lush beauty and privacy of Hana, without the drive! 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. BEAUTIFUL! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Apr 22 – 29

ﺩ.ﺇ1,249 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Paia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

Condo in Haiku-Pauwela

4.82 out of 5 average rating, 439 reviews

Haiku Sanctuary #3--Hot Tub, AC, Netflix and More!

Jul 1 – 8

ﺩ.ﺇ876 per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 472 reviews

Hawaiian Paradise Escape Across Street from Beach

Apr 14 – 21

ﺩ.ﺇ616 per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 212 reviews

Quiet Studio, Great location across from beach

Apr 15 – 22

ﺩ.ﺇ557 per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

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

Jul 27 – Aug 3

ﺩ.ﺇ1,354 per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 139 reviews

1-Bedroom Tropical Getaway, Kihei Bay Vista

May 10 – 17

ﺩ.ﺇ734 per night

Guest favorite

Townhouse in Kihei

4.79 out of 5 average rating, 283 reviews

Kihei Bay Surf #149 / HI Taxes included in price

Oct 8 – 15

ﺩ.ﺇ678 per night

Superhost

Apartment in Kihei

4.89 out of 5 average rating, 109 reviews

Sugar Beach Resort #532 - Maui HI

Jun 4 – 11

ﺩ.ﺇ1,460 per night

Guest favorite

Condo in Kihei

4.91 out of 5 average rating, 134 reviews

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

Apr 18 – 25

ﺩ.ﺇ1,271 per night

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Family- and pet-friendly home rentals

Superhost

Guesthouse in Wailuku

4.88 out of 5 average rating, 217 reviews

2B/2Bcottage/central/private/ historic town/wi-fi

Sep 18 – 25

ﺩ.ﺇ908 per night

Guest favorite

Home in Wailea-Makena

5.0 out of 5 average rating, 66 reviews

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Feb 28 – Mar 7

ﺩ.ﺇ3,145 per night

Condo in Lahaina

4.88 out of 5 average rating, 120 reviews

Beautiful Views~

Nov 15 – 22

ﺩ.ﺇ1,796 per night

Home in Makawao

4.88 out of 5 average rating, 40 reviews

Pookela Paradise-Newly Renovated, Fantastic Views!

Dec 8 – 15

ﺩ.ﺇ1,797 per night

Guest favorite

Townhouse in Wailea

4.98 out of 5 average rating, 92 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Nov 27 – Dec 4

ﺩ.ﺇ3,710 per night

Apartment in Lahaina

5.0 out of 5 average rating, 4 reviews

Maui Westin Kaanapali Ocean Resort Studio

Jan 5 – 12

ﺩ.ﺇ1,467 per night

Home in Lahaina

4.56 out of 5 average rating, 88 reviews

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"

Feb 23 – Mar 2

ﺩ.ﺇ2,009 per night

Apartment in Lahaina

Westin Kaanapali Ocean Resort Villa

Apr 20 – 27

ﺩ.ﺇ1,991 per night

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Family-friendly home rentals with a pool

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 163 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Aug 30 – Sep 6

ﺩ.ﺇ807 per night

Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 191 reviews

Kaimana On top of the Ocean Hideaway MermaidPalace

May 20 – 27

ﺩ.ﺇ652 per night

Guest favorite

Home in Kihei

4.96 out of 5 average rating, 388 reviews

Stunning ocean view, heated pool at home by Wailea

Sep 19 – 26

ﺩ.ﺇ1,887 per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 156 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

Dec 30 – Jan 6

ﺩ.ﺇ1,291 per night

Guest favorite

Condo in Kihei

4.86 out of 5 average rating, 333 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

Sep 2 – 9

ﺩ.ﺇ993 per night

Superhost

Condo in Wailuku

4.91 out of 5 average rating, 102 reviews

Luxury Beachfront Condo with Amazing Ocean Views

Sep 30 – Oct 7

ﺩ.ﺇ1,800 per night

Superhost

Condo in Wailuku

4.79 out of 5 average rating, 379 reviews

Romantic Beachfront Getaway

Aug 21 – 28

ﺩ.ﺇ830 per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 218 reviews

Hale Kai O Kihei 307 | Direct Beachfront

Feb 27 – Mar 6

ﺩ.ﺇ1,683 per night

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

Total rentals
30 properties
Local attractions
Ho'okipa Beach Park, Baldwin Beach Park, and Mama's Fish House
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Total number of reviews
1.9K reviews
Nightly prices starting at
ﺩ.ﺇ771 before taxes and fees

Family-friendly vacation rentals in Paia

Top-rated family-friendly rentals in Paia

Vacation rentals for every style

Cottages

Houses

Hotels

Popular amenities for Paia family-friendly rentals

Family-friendly home rentals with a hot tub

Condo in Haiku-Pauwela

Apartment in Kihei

Apartment in Kihei

Condo in Lahaina

Condo in Kihei

Townhouse in Kihei

Apartment in Kihei

Condo in Kihei

Family- and pet-friendly home rentals

Guesthouse in Wailuku

Home in Wailea-Makena

Condo in Lahaina

Home in Makawao

Townhouse in Wailea

Apartment in Lahaina

Home in Lahaina

Apartment in Lahaina

Family-friendly home rentals with a pool

Condo in Wailuku

Condo in Lahaina

Home in Kihei

Condo in Wailuku

Condo in Kihei

Condo in Wailuku

Condo in Wailuku

Condo in Kihei

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

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

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