Villa Rentals in Kahekili Beach, HI: Compare 10+ Sites & Save

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187 Best Villa Rentals in Kahekili Beach (Starting from $486)

Kaanapali Plantation KP31 Deluxe Villa Ocean and Island view
Kaanapali Plantation KP31 Deluxe Villa Ocean and Island view
Villa
Kahana, HI, USA
1.1k from Kahekili Beach center

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

3 Bedrooms8 Guests
New to Booking
$599
Average price / night
Check Availability
🌴Westin Ka'anapali Ocean Resort ✨ Experience Paradise - 1BR Villa - Sleeps 4!
🌴Westin Ka'anapali Ocean Resort ✨ Experience Paradise - 1BR Villa - Sleeps 4!
Villa
Lahaina, HI, 96761, United States
0.1k from Kahekili Beach center

AC, Free Parking, No Smoking, Outdoor Grill, Pool

1 Bedroom5 Guests
7.0

Good

2 reviews

$590
Average price / night
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Kapalua Golf Villas 11P7-8
Kapalua Golf Villas 11P7-8
Villa
Lahaina, HI, USA
6.8k from Kahekili Beach center

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

2 Bedrooms6 Guests
New to Booking
$521
Average price / night
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President’s Day Wk 2/14-21 ‘27\nWestin Nanea Award Winning Beach\nStunning Sunsets
President’s Day Wk 2/14-21 ‘27\nWestin Nanea Award Winning Beach\nStunning Sunsets
Villa
Lahaina, HI, 96761, United States
0.2k from Kahekili Beach center

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

1 Bedroom4 Guests
10.0

Exceptional

8 reviews

$486
Average price / night
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Redecorated & Brand New! Expansive Ocean View 3 Brden, 35 Ba Montage Kapalua - Sleeps 8!
Redecorated & Brand New! Expansive Ocean View 3 Brden, 35 Ba Montage Kapalua - Sleeps 8!
Villa
Kapalua, HI, USA
7.2k from Kahekili Beach center

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

4 Bedrooms8 Guests
New to Booking
$1608
Average price / night
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Oceanfront Villa -3 bdrm with amazing views! JUNE 13-20, 2026 or JAN 4-11, 2027
Oceanfront Villa -3 bdrm with amazing views! JUNE 13-20, 2026 or JAN 4-11, 2027
Villa
Lahaina, HI, 96761, United States
0.2k from Kahekili Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1537
Average price / night
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Direct Ocean Front View Beautiful Decor Free Spa Montage Access Sleeps 8
Direct Ocean Front View Beautiful Decor Free Spa Montage Access Sleeps 8
Villa
Kapalua, HI, USA
7.4k from Kahekili Beach center

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

4 Bedrooms8 Guests
New to Booking
$1608
Average price / night
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🌴Westin Ka'anapali Ocean Resort✨ Experience Paradise - Oceanfront 2BR Villa
🌴Westin Ka'anapali Ocean Resort✨ Experience Paradise - Oceanfront 2BR Villa
Villa
Lahaina, HI, 96761, United States
0.2k from Kahekili Beach center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$1020
Average price / night
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Kapalua Bay Villa 32G4 villa
Kapalua Bay Villa 32G4 villa
Villa
Kahana, HI, USA
7.6k from Kahekili Beach center

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

1 Bedroom4 Guests
9.0

Fabulous

1 reviews

$541
Average price / night
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JULY 4th - Oceanfront Westin Nanea Resort 2-BEDROOM, Family Fun, Hot Tub
JULY 4th - Oceanfront Westin Nanea Resort 2-BEDROOM, Family Fun, Hot Tub
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms8 Guests
New to Booking
$1187
Average price / night
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Puamana 240-3
Puamana 240-3
Villa
Lahaina, HI, USA
9.8k from Kahekili Beach center

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

1 Bedroom8 Guests
New to Booking
$1116
Average price / night
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Westin Ka'anapali Ocean Resort South 2BR Islandview Villa
Westin Ka'anapali Ocean Resort South 2BR Islandview Villa
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

2 Bedrooms8 Guests
9.4

Superb

3 reviews

$1129
Average price / night
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WESTIN KAANAPALI RESORT PREMIUM VILLA OCEAN SIDE APRIL 23 THRU 30TH CONFIRMED
WESTIN KAANAPALI RESORT PREMIUM VILLA OCEAN SIDE APRIL 23 THRU 30TH CONFIRMED
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

4 Bedrooms5 Guests
New to Booking
$694
Average price / night
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Guaranteed Ocean Front Villa at the Westin Kaanapali Ocean Resort Villas North
Guaranteed Ocean Front Villa at the Westin Kaanapali Ocean Resort Villas North
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

2 Bedrooms8 Guests
9.8

Exceptional

21 reviews

$935
Average price / night
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Westin Nanea Ocean Villas, an imposing family friendly resort in Kaanapali
Westin Nanea Ocean Villas, an imposing family friendly resort in Kaanapali
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
New to Booking
$943
Average price / night
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CHRISTMAS WEEK 3 BDRM BEACHFRONT NANEA RESORT
CHRISTMAS WEEK 3 BDRM BEACHFRONT NANEA RESORT
Villa
Kaanapali, HI, 96761, United States
0.3k from Kahekili Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms11 Guests
New to Booking
$2186
Average price / night
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REDUCED Westin Ka'Anapali Ocean Resort Oceanview 2BR Villa 8 guests
REDUCED Westin Ka'Anapali Ocean Resort Oceanview 2BR Villa 8 guests
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
9.4

Superb

3 reviews

$908
Average price / night
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Maui Resort Rentals: Westin Ka'anapali Ocean Resort South 1BR Islandview Villa
Maui Resort Rentals: Westin Ka'anapali Ocean Resort South 1BR Islandview Villa
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

1 Bedroom4 Guests
New to Booking
$677
Average price / night
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 OCEANFRONT Bliss!  FIXED UNIT  1414 Building 1 3BR, 2BA, sleeps 8
OCEANFRONT Bliss! FIXED UNIT 1414 Building 1 3BR, 2BA, sleeps 8
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1899
Average price / night
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Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 2BR Islandview Villa
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 2BR Islandview Villa
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

2 Bedrooms8 Guests
New to Booking
$993
Average price / night
Check Availability
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 1BR Islandview Villa
Maui Resort Rentals: Westin Ka'anapali Ocean Resort North 1BR Islandview Villa
Villa
Lahaina, HI, 96761, United States
0.3k from Kahekili Beach center

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

1 Bedroom4 Guests
New to Booking
$580
Average price / night
Check Availability
Luana Garden Villa 6D @ Honua Kai Resort Kaanapali
Luana Garden Villa 6D @ Honua Kai Resort Kaanapali
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$1504
Average price / night
Check Availability
Maui Resort Rentals: Westin Kaanapali Ocean Resort Studio Oceanview Villa
Maui Resort Rentals: Westin Kaanapali Ocean Resort Studio Oceanview Villa
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$591
Average price / night
Check Availability
Honua Kai Resort: Luana Upper Villa 18D with pool view
Honua Kai Resort: Luana Upper Villa 18D with pool view
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$2164
Average price / night
Check Availability
Maui Resort Rentals: Westin Ka'anapali Ocean Resort 2BR Direct Oceanfront Villa
Maui Resort Rentals: Westin Ka'anapali Ocean Resort 2BR Direct Oceanfront Villa
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$1419
Average price / night
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Maui Resort Rentals: Westin Kaanapali Ocean Resort 1BR Deluxe Oceanfront Villa
Maui Resort Rentals: Westin Kaanapali Ocean Resort 1BR Deluxe Oceanfront Villa
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

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

1 Bedroom4 Guests
New to Booking
$975
Average price / night
Check Availability
Maui Resort Rentals: Westin Kaanapali Ocean Resort North Oceanfront Studio Villa
Maui Resort Rentals: Westin Kaanapali Ocean Resort North Oceanfront Studio Villa
Villa
Lahaina, HI, 96761, United States
0.4k from Kahekili Beach center

AC, Barbecue, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom4 Guests
10.0

Exceptional

7 reviews

$591
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 Villa Rentals in Kahekili Beach.

Where to stay in Kahekili Beach? Best neighborhoods & areas

Kahekili Beach Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 187 verified villa rentals in Kahekili Beach. 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 Kahekili Beach vary depending on the season, location, and amenities. Rates typically start from around $486 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 Kahekili Beach 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 Kahekili Beach.

Yes, Kahekili Beach offers a wide range of villas ideal for group stays. Many properties include 6 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 Kahekili Beach 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 Kahekili Beach 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 Kahekili Beach.

To discover top-rated villas in Kahekili Beach, 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.