Owner Direct Cottages in Kihei

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13 Kihei Cottage Rentals From $178

Looking for a quiet cottage stay in Kihei? 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.

Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Cottage
Kihei, HI, 96753-7716, United States
0.6k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

55 reviews

$667
Average price / night
Check Availability
Cute Kihei Cottage - Large Outdoor Deck
Cute Kihei Cottage - Large Outdoor Deck
Cottage
Kihei, HI, 96753, United States
0.7k from Kihei center

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

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$278
Average price / night
Check Availability
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Cottage
Kihei, HI, 96753, United States
2.8k from Kihei center

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

1 Bedroom2 Guests
10.0

Exceptional

170 reviews

$569
Average price / night
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 Escape to our Cozy 2 BR/1BA COTTAGE in Kihei!
Escape to our Cozy 2 BR/1BA COTTAGE in Kihei!
Cottage
Kihei, HI, 96753, United States
3.2k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

32 reviews

$612
Average price / night
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Indulge, just steps to pristine beaches, restaurants & shopping.
Indulge, just steps to pristine beaches, restaurants & shopping.
Cottage
Kihei, HI, 96753, United States
4.1k from Kihei center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Free Parking, Heater, Internet

1 Bedroom4 Guests
10.0

Exceptional

22 reviews

$461
Average price / night
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Cozy Maui 'Treehouse' with lovely views and amenities
Cozy Maui 'Treehouse' with lovely views and amenities
Cottage
Kihei, HI, 96753, United States
4.4k from Kihei center

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

1 Bedroom2 Guests
9.8

Exceptional

98 reviews

$178
Average price / night
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Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Cottage
Kihei, HI, 96753, United States
4.5k from Kihei center

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

1 Bedroom2 Guests
10.0

Exceptional

76 reviews

$481
Average price / night
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Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Cottage
Kihei, HI, 96753, United States
5.2k from Kihei center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

293 reviews

$272
Average price / night
Check Availability
Maui Home 4 Months Charming cottage with WiFi and AC in Kihei Call for Info
Maui Home 4 Months Charming cottage with WiFi and AC in Kihei Call for Info
Cottage
Kihei, HI, 96753, United States
7.9k from Kihei center

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

New to Booking
$290
Average price / night
Check Availability
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cottage
Kihei, HI, 96753, United States
8.6k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

155 reviews

$684
Average price / night
Check Availability
Private Ocean View Cottage Overlooking Wailea
Private Ocean View Cottage Overlooking Wailea
Cottage
Kihei, HI, 96753, United States
8.7k from Kihei center

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

1 Bedroom4 Guests
10.0

Exceptional

13 reviews

$366
Average price / night
Check Availability
Luxury  Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004
Cottage
Kihei, HI, 96753, United States
9.3k from Kihei center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

195 reviews

$619
Average price / night
Check Availability
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Cottage
Kihei, HI, 96753, United States
9.7k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

206 reviews

$1136
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 Kihei.

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

You can explore 13 verified cottage rentals in Kihei. 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 Kihei vary based on the season, location, and amenities offered. Rates typically start from around $178 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 Kihei 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 Kihei 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 Kihei are known for their comfort and charm, often including amenities such as Bedding/Linens, Ocean View, and View. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Kihei 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.