Family-Friendly Vacation Rentals in Original Hawaiian Chocolate Factory, HI: Compare 10+ Sites & Save

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  3.  USA

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  5.  Kailua-Kona

  6.  Original Hawaiian Chocolate Factory

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1098 Best Family Vacation Rentals in Original Hawaiian Chocolate Factory (Starting from $286)

Koana Breeze
Koana Breeze
House
Kailua-Kona, HI, USA
0.6k from Original Hawaiian Chocolate Factory center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$525
Average price / night
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Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
House
Kailua-Kona, HI, 96740, United States
0.4k from Original Hawaiian Chocolate Factory center

Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.6

Exceptional

51 reviews

$902
Average price / night
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Koana Oasis
Koana Oasis
House
Kailua-Kona, HI, USA
0.6k from Original Hawaiian Chocolate Factory center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$600
Average price / night
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Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's
Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's
House
Kailua-Kona, HI, 96740, United States
0.5k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$956
Average price / night
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Ohana lealea
Ohana lealea
House
Kailua-Kona, HI, USA
0.8k from Original Hawaiian Chocolate Factory center

Accommodations, Parking, Country houses, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom10 Guests
New to Booking
$1375
Average price / night
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4BR/3BA Ocean-View Home + Private Pool & Separate Ohana Suite | 2 Full Kitchens
4BR/3BA Ocean-View Home + Private Pool & Separate Ohana Suite | 2 Full Kitchens
House
Kailua-Kona, HI, 96740, United States
0.5k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Living Area

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1022
Average price / night
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Keauhou Estates Hale Kuhinanui Way
Keauhou Estates Hale Kuhinanui Way
House
Kailua-Kona, HI, USA
0.9k from Original Hawaiian Chocolate Factory center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$550
Average price / night
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Amazing Ocean Views Private Pool and Spa
Amazing Ocean Views Private Pool and Spa
Cottage
Kailua-Kona, HI, 96740, United States
0.8k from Original Hawaiian Chocolate Factory center

Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$286
Average price / night
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Spectacular Ocean Views Stunning Sunsets: 3BR3.5BA Family Retreat
Spectacular Ocean Views Stunning Sunsets: 3BR3.5BA Family Retreat
House
Kailua-Kona, HI, USA
1.1k from Original Hawaiian Chocolate Factory center

Fireplace/Heating, Wheelchair Accessible, Guest Services, Balcony/Terrace, Pool, Security/Safety, Smoking

1 Bedroom8 Guests
New to Booking
$820
Average price / night
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Hale Nene | Pool, Hot Tub & Ocean Views!
Hale Nene | Pool, Hot Tub & Ocean Views!
House
Kailua Kona, HI, 96740, United States
0.9k from Original Hawaiian Chocolate Factory center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

5 Bedrooms12 Guests
9.0

Fabulous

13 reviews

$1413
Average price / night
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Waterfall House - Hawaii
Waterfall House - Hawaii
House
Kailua-Kona, HI, USA
1.2k from Original Hawaiian Chocolate Factory center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

4 Bedrooms8 Guests
5.8

Review score

10 reviews

$1144
Average price / night
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Hale Hina ~ Private, Peaceful, Perfection!
Hale Hina ~ Private, Peaceful, Perfection!
House
Kailua-Kona, HI, 96740, United States
1.4k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

145 reviews

$1217
Average price / night
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Keauhou Luxury Estate by Casago Kona - Simply Delicious - Private Pool
Keauhou Luxury Estate by Casago Kona - Simply Delicious - Private Pool
House
Kailua-Kona, HI, USA
1.3k from Original Hawaiian Chocolate Factory center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
New to Booking
$856
Average price / night
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5 Star- Ironman Kona 2 Bed/2 Bath walking distance to Magic Sands Beach!
5 Star- Ironman Kona 2 Bed/2 Bath walking distance to Magic Sands Beach!
House
Kailua-Kona, HI, 96740, United States
1.5k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$517
Average price / night
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Pineapple House
Pineapple House
House
Kailua-Kona, HI, USA
1.3k from Original Hawaiian Chocolate Factory center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms6 Guests
New to Booking
$577
Average price / night
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New renovated Across street from Magic Sand Beach Ocean view private pool/SPA/AC
New renovated Across street from Magic Sand Beach Ocean view private pool/SPA/AC
House
Kahaluu-Keauhou, HI, 96740, United States
1.6k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

5 Bedrooms24 Guests
8.0

Good

3 reviews

$1662
Average price / night
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Seaspray Oceanview
Seaspray Oceanview
Apartment
Kailua-Kona, HI, USA
1.6k from Original Hawaiian Chocolate Factory center

Guest Services, Pool, View, Ocean View, Oceanfront, Security/Safety, Balcony/Terrace

8 Bedrooms17 Guests
8.8

Fabulous

17 reviews

$288
Average price / night
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Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View
Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View
Condo
Kailua-Kona, HI, 96740, United States
1.6k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

128 reviews

$424
Average price / night
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Seaside Retreat Condo
Seaside Retreat Condo
Apartment
Kailua-Kona, HI, USA
1.6k from Original Hawaiian Chocolate Factory center

Barbecue/Outdoor Cooking, Guest Services, Pool, View, Ocean View, Oceanfront, Security/Safety

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$395
Average price / night
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LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
House
Kailua-Kona, HI, 96740, United States
1.6k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$791
Average price / night
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Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.
Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.
Condo
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$382
Average price / night
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Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!
Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!
Condo
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

245 reviews

$400
Average price / night
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Beach Front, Ocean View Condo (Best Surfing/Snorkeling).
Beach Front, Ocean View Condo (Best Surfing/Snorkeling).
Villa
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

96 reviews

$365
Average price / night
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Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
Villa
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet

2 Bedrooms5 Guests
9.8

Exceptional

98 reviews

$366
Average price / night
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FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
House
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.8

Exceptional

103 reviews

$557
Average price / night
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Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf
Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf
Condo
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Hot Tub, Internet

2 Bedrooms5 Guests
9.8

Exceptional

124 reviews

$424
Average price / night
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Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps away\n
Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps away\n
Condo
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

189 reviews

$415
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Original Hawaiian Chocolate Factory.

Where to stay in Original Hawaiian Chocolate Factory? Best neighborhoods & areas

Original Hawaiian Chocolate Factory Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1098 verified family-friendly vacation rentals in Original Hawaiian Chocolate Factory. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Original Hawaiian Chocolate Factory vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $286 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Original Hawaiian Chocolate Factory offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Original Hawaiian Chocolate Factory are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Original Hawaiian Chocolate Factory often include amenities such as Child Friendly, Balcony/Terrace, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.