Owner Direct Cottages in Paia

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  5.  Paia

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16 Paia Cottage Rentals From $239

Looking for a quiet cottage stay in Paia? Uncover a curated selection of quaint countryside properties and seaside escapes offering comfort and local charm. Compare verified listings to plan your next peaceful getaway.

Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Cottage
Paia, HI, 96779, United States
0.4k from Paia center

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

1 Bedroom2 Guests
10.0

Exceptional

121 reviews

$239
Average price / night
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Plantation Style cottage short walk to beach and town  Permit STPH2013/0004
Plantation Style cottage short walk to beach and town Permit STPH2013/0004
Cottage
Paia, HI, 96779, United States
0.5k from Paia center

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

2 Bedrooms4 Guests
9.8

Exceptional

117 reviews

$359
Average price / night
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North Shore Ocean-View Garden Cottage near Paia – Maui by the Sea
North Shore Ocean-View Garden Cottage near Paia – Maui by the Sea
Cottage
Paia, HI, 96779, United States
1.7k from Paia center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

79 reviews

$494
Average price / night
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 Shaka Shack Maui Ideal Paia location!! Clean Bright 2 bedroom 1 bath ohana-AC
Shaka Shack Maui Ideal Paia location!! Clean Bright 2 bedroom 1 bath ohana-AC
Cottage
Paia, HI, 96779, United States
1.9k from Paia center

AC, Dryer, Free Parking, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms2 Guests
10.0

Exceptional

2 reviews

$448
Average price / night
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NEW FABULOUS Ku'au Ko 2 bed 2 bath beach ccottage- AC every room 1 mi to Paia
NEW FABULOUS Ku'au Ko 2 bed 2 bath beach ccottage- AC every room 1 mi to Paia
Cottage
Paia, HI, 96779, United States
1.9k from Paia center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

34 reviews

$639
Average price / night
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Charming Beach Cottage by Mama's Beach
Charming Beach Cottage by Mama's Beach
Cottage
Paia, HI, 96779, United States
2.4k from Paia center

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

3 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$497
Average price / night
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Adorable cottage near small beach
Adorable cottage near small beach
Cottage
Paia, HI, 96779, United States
2.4k from Paia center

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

2 Bedrooms4 Guests
9.8

Exceptional

20 reviews

$425
Average price / night
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Nestle Into Your Private Cottage After a Busy Day. Enjoy the Hottub - Permitted
Nestle Into Your Private Cottage After a Busy Day. Enjoy the Hottub - Permitted
Cottage
Haiku-Pauwela, HI, 96708, United States
5.1k from Paia center

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

2 Bedrooms4 Guests
9.8

Exceptional

17 reviews

$491
Average price / night
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Hunter Hales KALA cottage is the Perfect Getaway!
Hunter Hales KALA cottage is the Perfect Getaway!
Cottage
Haiku-Pauwela, HI, 96708, United States
5.4k from Paia center

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

1 Bedroom2 Guests
9.4

Superb

9 reviews

$455
Average price / night
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Great Location, Clean, Beachy 1BR Cottage
Great Location, Clean, Beachy 1BR Cottage
Cottage
Haiku-Pauwela, HI, 96708, United States
5.7k from Paia center

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

1 Bedroom2 Guests
9.8

Exceptional

71 reviews

$336
Average price / night
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HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
Cottage
Haiku-Pauwela, HI, 96708, United States
6.5k from Paia center

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

1 Bedroom2 Guests
10.0

Exceptional

208 reviews

$475
Average price / night
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Pineapple Cottage B&B  Vacation Rental Haiku Maui, Lic#BBPH2015/0011
Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011
Cottage
Haiku-Pauwela, HI, 96708, United States
6.6k from Paia center

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

2 Bedrooms4 Guests
10.0

Exceptional

29 reviews

$378
Average price / night
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Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
Cottage
Haiku-Pauwela, HI, 96708, United States
7.3k from Paia center

Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio, Toys

2 Bedrooms4 Guests
10.0

Exceptional

82 reviews

$434
Average price / night
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Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Cottage
Makawao, HI, 96768, United States
7.6k from Paia center

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

1 Bedroom4 Guests
10.0

Exceptional

94 reviews

$521
Average price / night
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Adorable 1930's Gingerbread House....Permitted!
Adorable 1930's Gingerbread House....Permitted!
Cottage
Makawao, HI, 96768, United States
7.9k from Paia center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.8

Exceptional

13 reviews

$445
Average price / night
Check Availability
Private, Serene & Cute Cottage.  Ocean Views & A/C.  Near Hana Hwy.
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Cottage
Haiku-Pauwela, HI, 96708, United States
9.7k from Paia center

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

2 Bedrooms4 Guests
10.0

Exceptional

106 reviews

$340
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Cottage Rentals in Paia.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Paia. If you plan on staying in the Paia area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Paia

You can explore 16 verified cottage rentals in Paia. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Paia vary based on the season, location, and amenities offered. Rates typically start from around $239 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Paia feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 1 listings in Paia welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it's a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Paia are known for their comfort and charm, often including amenities such as Wellness Facilities, Bedding/Linens, and Kitchen. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Paia are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.