Vacation Rentals with Private Pool in Original Hawaiian Chocolate Factory, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Hawaii

  5.  Kailua-Kona

  6.  Original Hawaiian Chocolate Factory

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267 Best Vacation Rentals with Private Pool in Original Hawaiian Chocolate Factory (Starting from $286)

OUTRIGGER Kona Resort and Spa
OUTRIGGER Kona Resort and Spa
Resort
Kailua-Kona, HI, USA
3.5k from Original Hawaiian Chocolate Factory center

Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 4-star, Lodgings, Hot tubs

416 Bedrooms69 Guests
7.8

Good

149 reviews

$337
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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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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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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Kona Retreat 2.7 Secluded Acres - Close to Old Hawaii, Beach & Shopping!
Kona Retreat 2.7 Secluded Acres - Close to Old Hawaii, Beach & Shopping!
House
Kailua-Kona, HI, 96740, United States
0.5k from Original Hawaiian Chocolate Factory center

Arcade, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

95 reviews

$658
Average price / night
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Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in Kona
Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in Kona
House
Kailua Kona, HI, 96740, United States
0.6k from Original Hawaiian Chocolate Factory center

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

4 Bedrooms9 Guests
10.0

Exceptional

11 reviews

$616
Average price / night
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Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a
Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a
House
Kailua Kona, HI, 96740, United States
0.8k from Original Hawaiian Chocolate Factory center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$1091
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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Stunning tropical retreat near the beach with pool, views & spacious lanai
Stunning tropical retreat near the beach with pool, views & spacious lanai
House
Kailua-Kona, HI, 96740, United States
0.8k from Original Hawaiian Chocolate Factory center

AC, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$423
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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🏖️Keauhou Estates Ocean View Home w/ Private Pool | Hale Kuhinanui Way
🏖️Keauhou Estates Ocean View Home w/ Private Pool | Hale Kuhinanui Way
House
Kailua Kona, HI, 96740, United States
0.9k from Original Hawaiian Chocolate Factory center

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

3 Bedrooms6 Guests
9.4

Superb

42 reviews

$671
Average price / night
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Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona
Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona
House
Kailua-Kona, HI, 96740, United States
1.1k from Original Hawaiian Chocolate Factory center

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

3 Bedrooms6 Guests
10.0

Exceptional

49 reviews

$521
Average price / night
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Oceanview Air-Conditioned Kona Estate w/ Infinity Pool & Sunset Views
Oceanview Air-Conditioned Kona Estate w/ Infinity Pool & Sunset Views
House
Kailua Kona, HI, 96740, United States
1.2k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1193
Average price / night
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🏖️Hawaiian Upscale Estate | AC & Private Amenities | Ocean View!
🏖️Hawaiian Upscale Estate | AC & Private Amenities | Ocean View!
House
Kailua Kona, HI, 96740, United States
1.2k from Original Hawaiian Chocolate Factory center

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

4 Bedrooms8 Guests
9.6

Exceptional

63 reviews

$1204
Average price / night
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🏖️Ocean View Kona Home w/ Private Pool in Gated Keauhou Estates | Serenity #10
🏖️Ocean View Kona Home w/ Private Pool in Gated Keauhou Estates | Serenity #10
House
Kailua Kona, HI, 96740, United States
1.2k from Original Hawaiian Chocolate Factory center

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

3 Bedrooms6 Guests
9.8

Exceptional

24 reviews

$665
Average price / night
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Waterfall House | 4 Bed, 3.5 Bath
Waterfall House | 4 Bed, 3.5 Bath
House
Kailua-Kona, HI, 96740, United States
1.2k from Original Hawaiian Chocolate Factory center

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

4 Bedrooms8 Guests
8.6

Fabulous

34 reviews

$2114
Average price / night
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Stunning Luxury Estate 🌺 Superb Private Lanai & Breathtaking Sunsets! 🌅 Keauhou Luxury Estate
Stunning Luxury Estate 🌺 Superb Private Lanai & Breathtaking Sunsets! 🌅 Keauhou Luxury Estate
House
Kailua Kona, HI, 96740, United States
1.2k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Housekeeping, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

75 reviews

$1044
Average price / night
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Great Location - Snorkel, Surf & Sunsets!
Great Location - Snorkel, Surf & Sunsets!
Condo
Kailua-Kona, HI, 96740, United States
1.4k from Original Hawaiian Chocolate Factory center

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

2 Bedrooms5 Guests
10.0

Exceptional

25 reviews

$423
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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Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
House
Kailua Kona, HI, 96740, United States
1.4k from Original Hawaiian Chocolate Factory center

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

3 Bedrooms8 Guests
9.0

Fabulous

81 reviews

$814
Average price / night
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Stunning Ocean View In Luxury Home In Keauhou Estates
Stunning Ocean View In Luxury Home In Keauhou Estates
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

55 reviews

$932
Average price / night
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🏖️ Ocean View Kona Home | Private Pool + Sunset Views
🏖️ Ocean View Kona Home | Private Pool + Sunset Views
House
Kailua-Kona, HI, 96740, United States
1.5k from Original Hawaiian Chocolate Factory center

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

4 Bedrooms8 Guests
9.2

Superb

44 reviews

$1015
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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Luxury Private Vacation | 180° Ocean View | AC | Pool  | WiFi
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
House
Kailua-Kona, HI, 96740, United States
1.6k from Original Hawaiian Chocolate Factory center

AC, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
9.8

Exceptional

65 reviews

$1315
Average price / night
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Kona Koa House by Gather: Oceanview 3BR Estate w/ Heated Pool & BBQ
Kona Koa House by Gather: Oceanview 3BR Estate w/ Heated Pool & BBQ
House
Kailua Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

AC, Balcony, Barbecue, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Pool

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1290
Average price / night
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Keauhou Lani: Spacious 4BR retreat
Keauhou Lani: Spacious 4BR retreat
House
Kailua-Kona, HI, 96740, United States
1.7k from Original Hawaiian Chocolate Factory center

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

4 Bedrooms8 Guests
10.0

Exceptional

96 reviews

$1724
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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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 Vacation Rentals with Private Pool in Original Hawaiian Chocolate Factory.

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

Original Hawaiian Chocolate Factory Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 267 verified vacation rentals with a private pool in Original Hawaiian Chocolate Factory. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Original Hawaiian Chocolate Factory vary depending on the property size, location, and travel season. Rates typically start from around $286 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Original Hawaiian Chocolate Factory also welcome pets. Currently, 4 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Original Hawaiian Chocolate Factory often include additional features such as Private Pool, Wellness Facilities, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Original Hawaiian Chocolate Factory include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.