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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Kailua-Kona

  6.  Original Hawaiian Chocolate Factory

Refine your search

Price per night

Amenity Filter

Rating

1500 Best Vacation Rentals with Pool in Original Hawaiian Chocolate Factory (Starting from $191)

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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
Walua Oasis 2 Bed/2 Bath with Private Pool and Ocean Views!
Walua Oasis 2 Bed/2 Bath with Private Pool and Ocean Views!
House
Kailua-Kona, HI, 96740, United States
0.7k from Original Hawaiian Chocolate Factory center

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

2 Bedrooms5 Guests
9.8

Exceptional

6 reviews

$529
Average price / night
Check Availability
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
Check Availability
Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.
Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.
Apartment
Kailua-Kona, HI, 96740, United States
0.7k from Original Hawaiian Chocolate Factory center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
New to Booking
$191
Average price / night
Check Availability
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
Check Availability
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
Check Availability
Kahaluu Bay Villas 304
Kahaluu Bay Villas 304
House
Kailua-Kona, HI, USA
1.6k from Original Hawaiian Chocolate Factory center

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

2 Bedrooms6 Guests
7.4

Good

8 reviews

$279
Average price / night
Check Availability
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
Check Availability
Kahalu'u Bay Villas #204 condo
Kahalu'u Bay Villas #204 condo
Apartment
Kailua-Kona, HI, USA
1.6k from Original Hawaiian Chocolate Factory center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms5 Guests
New to Booking
$485
Average price / night
Check Availability
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
Check Availability
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
Check Availability
🏖️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
Check Availability
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
Check Availability
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
Check Availability
🏖️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
Check Availability
🏖️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
Check Availability
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
Check Availability

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 Pool in Original Hawaiian Chocolate Factory.

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

Original Hawaiian Chocolate Factory Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1500 verified vacation rentals with a pool in Original Hawaiian Chocolate Factory. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Original Hawaiian Chocolate Factory vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $191 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Original Hawaiian Chocolate Factory offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Original Hawaiian Chocolate Factory welcome pets. Currently, 1 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Original Hawaiian Chocolate Factory often include additional outdoor features such as Pool, Internet, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Original Hawaiian Chocolate Factory offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.