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Family-friendly vacation rentals in Kailua-Kona

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Top-rated family-friendly rentals in Kailua-Kona

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

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Condo in Kailua-Kona

4.84 out of 5 average rating, 538 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

Apr. 17 – 24

$266 CAD per night

Guest favourite

Farm stay in Captain Cook

4.85 out of 5 average rating, 131 reviews

Honaunau Farm Retreat - Garden Cottage

Honaunau Farm Wellness Retreat is a 7 acre organic, regenerative farm with sweeping views of Kealakekua Bay with lush tropical surroundings. The Cottage is a spacious canvas structure with an outdoor full kitchen and lanai. It has access to our retreat area with shared use of the outdoor shower, infrared sauna and yoga studio. We are 45 minutes from Kona International Airport and 10 minutes from the ocean with great beaches, snorkeling, and other activities. *CAR RENTAL AVAILABLE ONSITE*

Dec. 22 – 29

$270 CAD per night

Guest favourite

Apartment in Kailua-Kona

4.92 out of 5 average rating, 114 reviews

Entire Kailua-Kona apartment with OCEAN VIEW

NO CLEANING FEE. An Additional $30/night for a 3rd guest. Our entire ohana apartment close to the Kona airport is offered. An ideal cooler temperature at 1500' elevation with tropical coastal view. Has a full kitchen with oven and fridge, no food amenities supplied. Has a separate bedroom with queen bed. A futon in living room can sleep one. SCUBA DIVERS PARTICULARLY WELCOMED 2 TANKS & WEIGHTBELTS AVAILABLE. SNORKEL GEAR AVAILABLE. OPEN, BUT NO CHECK-INS NOV 23, DEC.23-25, 31.

Jul. 2 – 9

$195 CAD per night

Guest favourite

Guest suite in Waimea

4.97 out of 5 average rating, 423 reviews

Privte SuiteAmazing VIEWS in Waimea-INCL ALL Taxes

Amazing views ! Clean, modern & private studio equipped with all essentials of comforts of a home!Experience aloha & enjoy local country living in cool Waimea!This is a great quality place for vacation/overnight whether its business or pleasure-this is the place for you.Close to town w/ shops, dining, and food markets.Just 30 mins away from Kohala coast with beaches, shops, & restaurants.Located in green side of Waimea to stargaze! Green Friendly. GE-007-209-7792-01/TA-007-209-7792-01

Sep. 24 – Oct. 1

$243 CAD per night

Home in Kailua-Kona

4.98 out of 5 average rating, 120 reviews

Little Piece of Heaven- Oceanfront/Private Home

*LITTLE PIECE OF HEAVEN'* -WOW! You will love this Heavenly gated private oceanfront beach house- * incredible ocean views steps to water*Turtles sleep /play steps outside* 72' Flat Screen TV!* WIFI 400Mgb * Ceiling Fans & A/C* Full Size Washer/Dryer in Laundry /clothesline* FABULOUS OUTDOOR Kitchen/BBQ and Dining/Living * kayak, stand up paddle board, snorkeling, fishing, sailing, jet ski, canoeing, swimming, scuba diving. *Minutes to Beaches* 2 Large outdoor benches for napping

Sep. 4 – 11

$1,756 CAD per night

Guest favourite

Guesthouse in Kailua-Kona

4.98 out of 5 average rating, 321 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Aug. 20 – 27

$290 CAD per night

Guest favourite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 331 reviews

Honu Hale

Come enjoy our beautiful Ohana! Ideal for couples and solo adventurers alike. The location of our place allows you to conveniently enjoy the many restaurants and quaint shops of central Kailua-Kona. While it is close enough to snorkel, surf, sunbathe, or stroll along the famed and stunning beaches of Ali’i Drive, it is tucked just far enough away to enjoy the intimacy of a quiet and cozy island escape.

Sep. 13 – 20

$226 CAD per night

Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 374 reviews

Honu Ohana - walk to White Sands

Just a few blocks from the ocean and beach parks. Separate apartment on the lower level of our personal home. Discounts for stays of longer than 6 nights. The price shown in the reservation request should reflect the discount when applicable. Hawaii taxes are shown in your final invoice. Cleaning fee is waived if left clean. Please check current travel restrictions to Hawaii before booking.

Sep. 15 – 22

$242 CAD per night

Guest favourite

Apartment in Kailua-Kona

4.89 out of 5 average rating, 487 reviews

Completely remodeled studio condo

Beautiful and complete suite located directly on Alii dr. with full kitchen, air conditioning and in house laundry Oceanfront pool, bicycles included for use. Just a short walk to heart of town. Perfect for 2 but can sleep 4. Remodeled with guests in mind to provide almost everything one could need…just bring your suitcase and a bathing suit! Taxes are included in fees .

Apr. 6 – 13

$236 CAD per night

Guest favourite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 348 reviews

'STAY KONA' BAMBOO 1/1 QUAINT!

THIS PRIVATE ENTRANCE, GARDEN VIEW WITH BAMBOO FENCING WITH VERY OWN PARKING IN THE DRIVEWAY, CLOSE TO TOWN AND BEACHES, WITH ALL AMENITIES INCLUDING WASHER/DRYER PROVIDES A HOME AWAY FROM HOME FEELING. (owner on property) P.S. We highly recommend travel insurance as we have a strict cancellation policy. Mahalo

May 16 – 23

$201 CAD per night

Guest favourite

Condo in Kailua-Kona

4.85 out of 5 average rating, 265 reviews

Kailua Village Condo in the Heart of Kona

Just a block from the ocean, conveniently located in the heart of Kailua-Kona. This one bedroom unit is beautifully renovated and the perfect spot to unwind and explore the Big Island. You'll love the ocean view and watching the sunsets from the lanai.

Sep. 3 – 10

$278 CAD per night

Cabin in Captain Cook

4.96 out of 5 average rating, 103 reviews

RomanticTropical Cottage-OceanView

Makalani (Heavenly View) Cottage is a romantic cottage w/extra mango-hut surrounded by tropical gardens in S Kona's coffee-belt with a breathtaking view of the Pacific Ocean. For the adventurous traveler seeking authentic Hawaiian beauty

Apr. 27 – May 4

$270 CAD per night

Vacation rentals for every style

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Popular amenities for Kailua-Kona family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Kailua-Kona

4.86 out of 5 average rating, 166 reviews

Makolea Condo By The Beach

May 3 – 10

$306 CAD per night

Guest favourite

Condo in Kailua-Kona

4.95 out of 5 average rating, 148 reviews

Ali'i Banyan Breeze*

Apr. 19 – 26

$292 CAD per night

Condo in Kailua-Kona

4.88 out of 5 average rating, 101 reviews

Downtown Kona with ocean feet away

Dec. 28 – Jan. 4

$281 CAD per night

Guest favourite

Condo in Kailua-Kona

4.92 out of 5 average rating, 224 reviews

Seaside Chic OceanView @ Kona’s Sea Village

Jul. 14 – 21

$353 CAD per night

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 156 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Apr. 25 – May 2

$359 CAD per night

Guest favourite

Guesthouse in Kailua-Kona

4.93 out of 5 average rating, 441 reviews

Treehouse Ohana

Dec. 29 – Jan. 5

$297 CAD per night

Guest favourite

Home in Kailua-Kona

4.91 out of 5 average rating, 159 reviews

Relaxing Tropical Retreat close to Kailua Kona

Dec. 5 – 12

$499 CAD per night

Guest favourite

Guesthouse in Kailua-Kona

4.87 out of 5 average rating, 127 reviews

180 degree ocean view, private pool

Sep. 2 – 9

$314 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Apartment in Kailua-Kona

4.91 out of 5 average rating, 142 reviews

Ideal Location, in Town, Clean and Convenient

Jul. 10 – 17

$346 CAD per night

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 120 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Apr. 3 – 10

$442 CAD per night

Guesthouse in Kailua-Kona

4.86 out of 5 average rating, 151 reviews

Exotic fruit farm Ohana with lava tube cave!

Feb. 13 – 20

$328 CAD per night

Guest suite in Kailua-Kona

4.77 out of 5 average rating, 292 reviews

Zen Orchid retreat, amazing view, fresh fruit! :)

Jun. 27 – Jul. 4

$208 CAD per night

Guest favourite

Home in Holualoa

4.9 out of 5 average rating, 155 reviews

Mini Plantation with a View

Mar. 15 – 22

$639 CAD per night

Guest favourite

Home in Kailua-Kona

4.9 out of 5 average rating, 108 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

Sep. 27 – Oct. 4

$796 CAD per night

Guest favourite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 112 reviews

Ohana | Private Guest House

May 20 – 27

$275 CAD per night

Apartment in Kailua-Kona

4.87 out of 5 average rating, 175 reviews

My Ohana -700 sq/ft- 30+days !

Jul. 15 – 22

$343 CAD per night

Family-friendly home rentals with a pool

Apartment in Kailua-Kona

4.83 out of 5 average rating, 388 reviews

Hale Nani no ʻoe - Ocean view - 2 blocks from H20

Nov. 27 – Dec. 4

$265 CAD per night

Guest favourite

Apartment in Kailua-Kona

4.89 out of 5 average rating, 377 reviews

SWEET ESCAPE Kona Ocean Condo

Jun. 9 – 16

$254 CAD per night

Apartment in Kailua-Kona

4.87 out of 5 average rating, 271 reviews

Ali'i Tiki Hale in the Heart of Kona!

Apr. 3 – 10

$270 CAD per night

Guest favourite

Apartment in Kailua-Kona

4.96 out of 5 average rating, 227 reviews

KJ's Place, in the heart of the city.

Oct. 9 – 16

$318 CAD per night

Guest favourite

Condo in Kailua-Kona

4.95 out of 5 average rating, 139 reviews

Hawaiian Vacation Starts Here!

Apr. 14 – 21

$246 CAD per night

Guest favourite

Condo in Kailua-Kona

4.86 out of 5 average rating, 100 reviews

Hale Kapena (Captain's House)

Sep. 20 – 27

$274 CAD per night

Guest favourite

Guest suite in Kailua-Kona

4.89 out of 5 average rating, 378 reviews

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

Nov. 30 – Dec. 7

$315 CAD per night

Guest favourite

Condo in Kailua-Kona

4.84 out of 5 average rating, 167 reviews

DirectOnOcean &AC; Private Beachgear Pool Elevator

Nov. 21 – 28

$702 CAD per night

Quick stats about vacation rentals that are family-friendly in Kailua-Kona

Total rentals
860 properties
Rentals with dedicated workspaces
470 properties have a dedicated workspace
Rentals with a pool
700 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
18K reviews
Nightly prices starting at
$82 CAD before taxes and fees

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