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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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Home in Captain Cook

4.95 out of 5 average rating, 155 reviews

Hotel Pa 'amalu

Pa'amalu isn't a hotel, I just thought that was a catchy name. My dad, friends and I built this little house a few years back. I would describe it as a small storybook cottage, welcoming you to write your own chapter. We are surrounded by many different varieties of mangos bananas and other horticultural surprises on our farm. If geckos and other farm critters are your friend this is the spot.Pa'amalu is a fun romantic getaway, or a brief interlude as you travel throughout our beautiful islands.

Jan 16 – 23

G$36,082 GYD per night

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.

Mar 13 – 20

G$38,492 GYD per night

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 12 – 19

G$32,080 GYD per night

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.

Jun 8 – 15

G$29,825 GYD per night

Guest suite in Waimea

4.97 out of 5 average rating, 422 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

Jan 1 – 8

G$35,668 GYD per night

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.

Jul 23 – 30

G$36,106 GYD per night

Guesthouse in Holualoa

5.0 out of 5 average rating, 217 reviews

Holualoa Studio Cottage - Incredible Ocean Views!!

BETTER THAN THE REST!!! Our adorable studio cottage is located on the side of Hualalai Mountain in Holualoa, Kona Coffee growing country. We are just above Kailua-Kona town, and only about 12-15 minutes to shopping, and about 15 minutes to the closest beach and only 20 minutes to the airport. You will LOVE our panoramic ocean and coastline view, plus on clear days you can see Mount Hualalai right behind us, plus a beautiful coffee farm too. Read our reviews!

Aug 22 – 29

G$39,109 GYD per night

Apartment in Kailua-Kona

4.96 out of 5 average rating, 225 reviews

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

We would like to welcome you to your "home away from home" on the beautiful Big Island! Relax in this stunning, remodeled Kona Ali'i condominium and experience clean, luxurious accomodations in the heart of the city. From here you are within walking distance of all Kona has to offer; from restaurants and shops, to swimming, the Ironman Village (in Oct) & the Christmas Parade (in Dec). We hope you enjoy your stay!

Jun 27 – Jul 4

G$32,291 GYD per night

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.

Jul 20 – 27

G$32,249 GYD per night

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.

Jul 4 – 11

G$31,996 GYD per night

Apartment in Kailua-Kona

4.88 out of 5 average rating, 486 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 26 – May 3

G$33,741 GYD per night

Condo in Kailua-Kona

4.95 out of 5 average rating, 139 reviews

Hawaiian Vacation Starts Here!

Beautifully renovated 480 sq foot studio with full kitchen, granite counters, full bathroom, King bed, assigned parking, lanai with bar, 40 inch Smart 4K TV and WiFi all included. Gorgeous ocean side pool with cabana. Everything you need for a great Hawaiian vacation! All pricing includes all taxes.

Apr 21 – 28

G$33,500 GYD 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

Condo in Kailua-Kona

4.88 out of 5 average rating, 101 reviews

Downtown Kona with ocean feet away

Feb 28 – Mar 7

G$34,002 GYD per night

Condo in Kailua-Kona

4.93 out of 5 average rating, 156 reviews

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

Apr 26 – May 3

G$42,989 GYD per night

Condo in Kailua-Kona

4.95 out of 5 average rating, 148 reviews

Ali'i Banyan Breeze*

Dec 7 – 14

G$43,569 GYD per night

Guesthouse in Kailua-Kona

4.93 out of 5 average rating, 441 reviews

Treehouse Ohana

Mar 28 – Apr 4

G$43,949 GYD per night

Condo in Kailua-Kona

4.96 out of 5 average rating, 133 reviews

Seaside Chic OceanFront @ Kona's Sea Village

Aug 19 – 26

G$53,993 GYD per night

Guesthouse in Kailua-Kona

4.87 out of 5 average rating, 127 reviews

180 degree ocean view, private pool

Nov 3 – 10

G$43,580 GYD per night

Home in Kailua-Kona

4.91 out of 5 average rating, 158 reviews

Relaxing Tropical Retreat close to Kailua Kona

Nov 18 – 25

G$71,125 GYD per night

Condo in Kailua-Kona

4.86 out of 5 average rating, 166 reviews

Makolea Condo By The Beach

Jun 28 – Jul 5

G$41,297 GYD per night

Family- and pet-friendly home rentals

Apartment in Kailua-Kona

4.91 out of 5 average rating, 142 reviews

Ideal Location, in Town, Clean and Convenient

Jun 19 – 26

G$41,167 GYD per night

Condo in Kailua-Kona

4.93 out of 5 average rating, 120 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Mar 17 – 24

G$62,957 GYD per night

Guest suite in Kailua-Kona

4.77 out of 5 average rating, 292 reviews

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

Jun 11 – 18

G$29,557 GYD per night

Guesthouse in Kailua-Kona

4.86 out of 5 average rating, 151 reviews

Exotic fruit farm Ohana with lava tube cave!

Apr 7 – 14

G$45,740 GYD per night

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 112 reviews

Ohana | Private Guest House

May 24 – 31

G$39,736 GYD per night

Home in Kailua-Kona

4.9 out of 5 average rating, 108 reviews

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

Nov 9 – 16

G$97,810 GYD per night

Home in Holualoa

4.9 out of 5 average rating, 155 reviews

Mini Plantation with a View

Apr 21 – 28

G$87,372 GYD per night

Apartment in Kailua-Kona

4.87 out of 5 average rating, 175 reviews

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

Jul 12 – 19

G$43,692 GYD per night

Family-friendly home rentals with a pool

Condo in Kailua-Kona

4.85 out of 5 average rating, 265 reviews

Kailua Village Condo in the Heart of Kona

Sep 4 – 11

G$35,555 GYD per night

Condo in Kailua-Kona

4.86 out of 5 average rating, 100 reviews

Hale Kapena (Captain's House)

Apr 8 – 15

G$30,844 GYD per night

Apartment in Kailua-Kona

4.83 out of 5 average rating, 387 reviews

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

Oct 30 – Nov 6

G$37,986 GYD per night

Apartment in Kailua-Kona

4.87 out of 5 average rating, 271 reviews

Ali'i Tiki Hale in the Heart of Kona!

Jan 18 – 25

G$39,878 GYD per night

Apartment in Kailua-Kona

4.89 out of 5 average rating, 376 reviews

SWEET ESCAPE Kona Ocean Condo

Jun 18 – 25

G$35,398 GYD per night

Guest suite in Kailua-Kona

4.89 out of 5 average rating, 378 reviews

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

Mar 24 – 31

G$39,643 GYD per night

Condo in Kailua-Kona

4.84 out of 5 average rating, 167 reviews

DirectOnOcean &AC; Private Beachgear Pool Elevator

Mar 23 – 30

G$85,391 GYD per night

Guesthouse in Kamuela

4.99 out of 5 average rating, 155 reviews

Kohala Loke Lani, Big Island

Nov 4 – 11

G$53,689 GYD 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
G$12,545 GYD before taxes and fees

Destinations to explore