Owner Direct Villas in Kihei

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52 Kihei Villa Rentals From $424

Seeking an upscale villa rental in Kihei? Browse our curated index of private luxury estates, complete with spacious floorplans and premium amenities. Easily compare verified listings for a truly refined holiday escape.

Stunning Koa Resort 3bd Villa with private Jet Spa
Stunning Koa Resort 3bd Villa with private Jet Spa
Villa
Kihei, HI, USA
1.5k from Kihei center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$671
Average price / night
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2BR Villa at Maui Bay Villas – Pools, Beaches & Island Adventure
2BR Villa at Maui Bay Villas – Pools, Beaches & Island Adventure
Villa
Kihei, HI, 96753, United States
0.9k from Kihei center

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

2 Bedrooms6 Guests
New to Booking
$507
Average price / night
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Villa Moana Maui
Villa Moana Maui
Villa
Kihei, Hawaii, USA
2.6k from Kihei center

Internet, Breakfast, Parking, Air Conditioner, Laundry, View, Balcony/Terrace

8 Bedrooms18 Guests
New to Booking
$1892
Average price / night
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Under the Maui Sun
Under the Maui Sun
Villa
Wailea, HI, USA
8.2k from Kihei center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$490
Average price / night
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Villa Moana 8 Bedroom Beachfront
Villa Moana 8 Bedroom Beachfront
Villa
Kihei, HI, 96753, United States
2.7k from Kihei center

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

8 Bedrooms18 Guests
10.0

Exceptional

72 reviews

$3730
Average price / night
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Stunning ocean view, heated pool at home by Wailea
Stunning ocean view, heated pool at home by Wailea
Villa
Wailea, HI, USA
8.6k from Kihei center

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

2 Bedrooms4 Guests
New to Booking
$579
Average price / night
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Villa Moana 4 Bedroom
Villa Moana 4 Bedroom
Villa
Kihei, HI, 96753, United States
2.7k from Kihei center

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

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$2778
Average price / night
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Wailea Beach Villa I503 by Coldwell Banker Island Vacations
Wailea Beach Villa I503 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
9.9k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

3 Bedrooms7 Guests
New to Booking
$1899
Average price / night
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RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS  6 BATHS
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Villa
Kihei, HI, 96753, United States
3.4k from Kihei center

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

6 Bedrooms12 Guests
10.0

Exceptional

213 reviews

$3500
Average price / night
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Wailea Beach Villa I204 by Coldwell Banker Island Vacations
Wailea Beach Villa I204 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
9.9k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

2 Bedrooms7 Guests
New to Booking
$993
Average price / night
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Gated 2-story beach house with big yard
Gated 2-story beach house with big yard
Villa
Kihei, HI, 96753, United States
5.5k from Kihei center

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

3 Bedrooms8 Guests
10.0

Exceptional

83 reviews

$1011
Average price / night
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Wailea Beach Villa H202 by Coldwell Banker Island Vacations
Wailea Beach Villa H202 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
10.0k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

2 Bedrooms6 Guests
New to Booking
$1372
Average price / night
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OCEAN VIEW ANDAZ PENTHOUSE LUXURY Just Steps to the Beach + Private Lanai Spa
OCEAN VIEW ANDAZ PENTHOUSE LUXURY Just Steps to the Beach + Private Lanai Spa
Villa
Wailea, HI, 96753, United States
9.3k from Kihei center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Extra Bed, Fitness Equipment

3 Bedrooms8 Guests
New to Booking
$3934
Average price / night
Check Availability
Wailea Beach Villa M312 by Coldwell Banker Island Vacations
Wailea Beach Villa M312 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA
10.0k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Hot tubs

3 Bedrooms8 Guests
New to Booking
$1621
Average price / night
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FAMILY FUN & LUXURY ANDAZ PENTHOUSE OCEAN & SUNSET VIEWS FROM LANAI HOT TUB 3 Br/4 Ba for 8
FAMILY FUN & LUXURY ANDAZ PENTHOUSE OCEAN & SUNSET VIEWS FROM LANAI HOT TUB 3 Br/4 Ba for 8
Villa
Wailea, HI, 96753, United States
9.3k from Kihei center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$3685
Average price / night
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LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for 8
LUXURY OCEAN & RESORT VIEWS ANDAZ w/ LANAI JACUZZI Sea Spirit 811 3Br/4Ba for 8
Villa
Wailea, HI, 96753, United States
9.4k from Kihei center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$3934
Average price / night
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YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
Villa
Kihei, HI, 96753, United States
9.4k from Kihei center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$3690
Average price / night
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Stunning Ocean View Wailea Beach Villa- Book & Save
Stunning Ocean View Wailea Beach Villa- Book & Save
Villa
Wailea, HI, 96753, United States
9.5k from Kihei center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking

4 Bedrooms9 Guests
10.0

Exceptional

110 reviews

$1135
Average price / night
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Hula On In to Beach House Chic Style, Click the Video tour below!
Hula On In to Beach House Chic Style, Click the Video tour below!
Villa
Wailea, HI, 96753, United States
9.6k from Kihei center

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

2 Bedrooms5 Guests
10.0

Exceptional

143 reviews

$548
Average price / night
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Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
Villa
Kihei,, HI, 96753, United States
9.6k from Kihei center

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

1 Bedroom2 Guests
10.0

Exceptional

134 reviews

$424
Average price / night
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Panoramic Ocean Views! Remodeled/Redecorated! Very Pretty Corner Ground Floor 2 bedroom/2 bath
Panoramic Ocean Views! Remodeled/Redecorated! Very Pretty Corner Ground Floor 2 bedroom/2 bath
Villa
Wailea, HI, 96753, United States
9.7k from Kihei center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$1274
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 Villa Rentals in Kihei.

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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 Villa Rentals in Kihei

You can currently explore 52 verified villa rentals in Kihei. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Kihei vary depending on the season, location, and amenities. Rates typically start from around $424 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Kihei are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Kihei.

Yes, Kihei offers a wide range of villas ideal for group stays. Many properties include 3 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Kihei villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Kihei often include highly sought-after amenities such as View, Ocean View, and Wellness Facilities. These features enhance comfort and convenience, making them especially popular among travelers visiting Kihei.

To discover top-rated villas in Kihei, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the 'Rating' filter above to start your search.