Family-friendly vacation rentals in Hawaiian Islands

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hawaiian Islands

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

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Guest favourite

Cottage in Kapaa

4.92 out of 5 average rating, 142 reviews

OCEANFRONT Rhythm -2 Bd/1 bth Beachfront TVNC 4288

Live like a local at Oceanfront Rhythm, a 2 bed/1 bath home walking distance from shops, restaurants, markets, galleries, and the beach. On Kauai's famous 7-mile bike path and convenient to both north and south shores. Private deck with grill, cabana, outdoor shower. Prior to arrival, we send you recommendations of activities based on your responses to our questionnaire. We donate a percentage of our proceeds to local non-profit community organizations. TVNC 4288/TMK 45002013 TAT066678067201

Apr. 1 – 8

$967 CAD per night

Guest favourite

Condo in Honolulu

4.92 out of 5 average rating, 158 reviews

Superhost Listing* Upscale City View Ilikai Hotel

Very clean, comfortable condo apt at the Ilikai Hotel with city/mountain views, security, pools, restaurants, laundry room, coffee shop, and convenience store. Price includes 4.712% General Excise Tax & 9.25% Transient Accommodations Tax and is fully compliant with the recently passed Hawaii Bills 85 and 89 limiting Airbnb rentals to resort zones. The Ilikai is a water front property just steps from popular surfing beaches. A short walk to Ala Moana Shopping Center and Ala Moana Beach Park.

Oct. 20 – 27

$416 CAD per night

Superhost

Condo in Kailua-Kona

4.8 out of 5 average rating, 113 reviews

Gorgeous Ocean View Kona Condo

This gorgeous 3 bdrm ocean view condo is spacious with high ceilings, 2 lanais, and fabulous sunlight throughout. Each room has air conditioning and a ceiling fan. The master has an en-suite and king bed; the second bdrm a queen with full bath across the hall. The loft has 2 twins, a half bath and a large walk-in closet with coolers and various beach and snorkel gear. Swimming, tennis and dedicated parking are at your doorstep. Golf, restaurants, beaches, shopping and urgent care are close by.

Oct. 28 – Nov. 4

$662 CAD per night

Guest favourite

Cottage in Pāhoa

4.9 out of 5 average rating, 387 reviews

Puna Rainforest Retreat Hotspring: Purple Passion

The Purple Passionfruit Cottage has small kitchenette (range, oven, mini-fridge/freezer, microwave), full bathroom and two bedrooms. The main bedroom has a king bed and an attached lanai with a ocean view. The other bedroom doubles as a living room with one twin bed. Enjoy the pool, rainforest trail, steam vents, volcanic hot spring tubs and private retreat setting surrounded by forest. Owners live on the 20 acre property to make sure everything is perfect for your stay. TA-008-365-8240-01

Aug. 24 – 31

$242 CAD per night

Guest favourite

Condo in Kihei

4.99 out of 5 average rating, 145 reviews

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! This location is ideal, on the border of Wailea and Kihei. We have designed our remodel 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 come stay with us! We have hired the best Property Manager in Maui, Tracy O'Reilly to take care of our guests.

Sep. 2 – 9

$1,337 CAD per night

Guest favourite

Home in Captain Cook

4.96 out of 5 average rating, 148 reviews

Milolii Whale House With Ocean Views and Pool!

The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.

Apr. 11 – 18

$524 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.

Jan. 10 – 17

$836 CAD per night

Guest favourite

Guesthouse in Papaikou/Hilo

4.84 out of 5 average rating, 308 reviews

*Sunrise Studio* Scenic+quiet!

Beautiful, cozy, clean, private, spacious and simple studio in an open country hillside location. This studio has lots of natural lighting and high ceilings. Private bathroom with a shower. Studio has a part ocean view with a private patio with a full ocean view. Stay in the peacefulness of nature yet only drive 10 minutes to Hilo; 15 minutes to Hilo Airport; +40 minutes to Hawaii Volcano Nat'l Park.

Aug. 28 – Sep. 4

$138 CAD per night

Guest favourite

Condo in Lahaina

4.93 out of 5 average rating, 115 reviews

Stunning! Oceanfront! Completely Remodeled!

For only the most discerning guests... Welcome to Kaleialoha #207. Located near the Famed KAANAPALI RESORT AREA! This is the perfect setting for a romantic getaway, a honeymoon to remember, or for those who just want to escape life's hectic pace and relax. We are centrally located in West Maui. Kapalua and Kaanapali are both just a 5 minute drive, and we are 10 minutes from the historic Lahaina Town.

Sep. 4 – 11

$522 CAD per night

Guest favourite

Home in Volcano

4.91 out of 5 average rating, 186 reviews

Oma's Hapu'u Hideaway in Volcano Village

This cheery home is in the heart of the village, on a historic private lane, tucked in among native Ohia and Koa Trees and Hapu'u Tree Ferns. Wake to the sound of birds, walk to the coffee shop, general store, post office, and village restaurants. We live just across the street, so are available to help you with any questions or problems. High speed and reliable internet is provided!!

Mar. 17 – 24

$355 CAD per night

Guest favourite

Home in Pāhoa

5.0 out of 5 average rating, 102 reviews

Kalapana Beach Haven

Kalapana Beach Haven is a very private splendid custom home, surrounded by nature and looking out over the ocean. It is graciously appointed, offering plenty of space without being overwhelmingly large. It's perfect for a peaceful retreat, a romantic sojourn, or for shared fun with a group of friends or family.

Nov. 30 – Dec. 7

$1,124 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).

Oct. 1 – 8

$735 CAD per night