Owner Direct Short Term Rentals in Kihei

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5567 Kihei Short Term Rentals From $249

Need a flexible short-term rental in Kihei? Browse fully furnished stays tailored for extended holidays, digital nomad bases, or business travel. Compare verified options to secure a convenient setup for your visit.

Beach House Getaway
Beach House Getaway
House
Kihei, HI, USA
0.6k from Kihei center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$540
Average price / night
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PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
House
Kihei, HI, 96753, United States
0.4k from Kihei center

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

3 Bedrooms6 Guests
10.0

Exceptional

191 reviews

$995
Average price / night
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103 Kihei Holiday
103 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom7 Guests
9.3

Superb

3 reviews

$469
Average price / night
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Enjoy paradise living at the THERE Maui House!
Enjoy paradise living at the THERE Maui House!
House
Kihei, HI, 96753, United States
0.4k from Kihei center

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

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$339
Average price / night
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110 Kihei Holiday
110 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

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

1 Bedroom7 Guests
1.0

Review score

1 reviews

$469
Average price / night
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2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
Condo
Kihei, HI, 96753, United States
0.5k from Kihei center

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

2 Bedrooms6 Guests
New to Booking
$391
Average price / night
Check Availability
214 Kihei Holiday
214 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom7 Guests
9.3

Superb

3 reviews

$491
Average price / night
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☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
Condo
Kihei, HI, 96753, United States
0.5k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$409
Average price / night
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Kihei Holiday 311
Kihei Holiday 311
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms7 Guests
8.3

Very Good

9 reviews

$434
Average price / night
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Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
House
Kihei, HI, 96753, United States
0.5k from Kihei center

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

6 Bedrooms18 Guests
10.0

Exceptional

46 reviews

$3469
Average price / night
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Kihei Holiday 215 - a Charming 2BR, 1BA Condo, AC
Kihei Holiday 215 - a Charming 2BR, 1BA Condo, AC
House
Kihei, HI, USA
0.7k from Kihei center

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

2 Bedrooms6 Guests
New to Booking
$340
Average price / night
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Secluded home with spectacular ocean and sunset views
Secluded home with spectacular ocean and sunset views
House
Kihei, HI, 96753, United States
0.5k from Kihei center

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

4 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$1566
Average price / night
Check Availability
107 Kihei Holiday
107 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$249
Average price / night
Check Availability
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Condo
Kihei, HI, 96753, United States
0.6k from Kihei center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$371
Average price / night
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Your Maui Adventure Awaits - Sugar Beach
Your Maui Adventure Awaits - Sugar Beach
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

2 Bedrooms5 Guests
New to Booking
$336
Average price / night
Check Availability
Renovated Maui Escape/Partial Ocean View/Boutique Condo/Steps to Sugar Beach
Renovated Maui Escape/Partial Ocean View/Boutique Condo/Steps to Sugar Beach
Condo
Kihei, HI, 96753, United States
0.6k from Kihei center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$353
Average price / night
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Nona Lani Cottages
Nona Lani Cottages
Apartment
Kihei, Hawaii, USA
0.7k from Kihei center

Apartments, Accommodations, Parking, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

11 Bedrooms10 Guests
9.3

Superb

106 reviews

$446
Average price / night
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Everything You Need For Your Home Away From Home
Everything You Need For Your Home Away From Home
Condo
Kihei, HI, 96753, United States
0.6k from Kihei center

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

2 Bedrooms6 Guests
9.4

Superb

42 reviews

$796
Average price / night
Check Availability
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
Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.4

Superb

3 reviews

$454
Average price / night
Check Availability
Steps to Sugar Beach!
Steps to Sugar Beach!
Condo
Kihei, HI, 96753, United States
0.7k from Kihei center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$451
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 Short Term Rentals in Kihei.

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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 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 Short-term Rentals in Kihei

You can explore 5567 verified short-term rentals in Kihei, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Kihei vary depending on location, property size, and travel dates. Rates typically start from around $249 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Kihei include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Kihei, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Kihei often include amenities such as Wellness Facilities, Internet, and View, providing a comfortable and convenient stay.

Short-term rentals in Kihei are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.