Search vacation rentals in Kaanapali, HI from 100+ sites!

7464 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Kaanapali, HI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Kaanapali, HI

Best Kaanapali, HI vacation rentals with a balcony

Maui Ocean Beach Front Amazing Views Summer Special 275 Nightly - Kaanapali, HI
10 170 reviews

Maui Ocean Beach Front Amazing Views Summer Special 275 Nightly

apartment, Kaanapali
This oceanfront Kaanapali condo, steps from the Maui Kai Resort and a short walk from Whalers Village and Black Rock, offers unparalleled beach access and breathtaking views.
The 800-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, in-room beach gear, free Wi-Fi, a 46-inch Samsung TV, and access to resort amenities like a pool, jacuzzi, tennis court, and spa.
8th Floor Oceanfront | 180° Sunset Views - Kaanapali, HI
10 2 reviews

8th Floor Oceanfront | 180° Sunset Views

apartment, Kaanapali
This oceanfront condo offers direct beach access in a quiet Kaanapali cul-de-sac, just a short walk to Kaanapali's restaurants, Black Rock, and Whalers Village.
This 800-square-foot, newly updated one-bedroom condo sleeps up to 4 guests and features a fully equipped kitchen, a king bed, a queen sleeper sofa, and resort amenities including a heated oceanfront pool and hot tub.
Maui Penthouse Studio Mahana 1213 - Kaanapali, HI
10 111 reviews

Maui Penthouse Studio Mahana 1213

apartment, Kaanapali
This top-floor studio at the Mahana offers panoramic Pacific Ocean and sunset views directly overlooking Kaanapali Beach, with Whalers Village and Black Rock just a short walk away.
The 450 sq ft unit accommodates two guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a swimming pool, jacuzzi, terrace, garden, spa, and parking.
Family Townhouse W/ Pool Near Kaanapali Beach - Kaanapali, HI
9.5 85 reviews

Family Townhouse W/ Pool Near Kaanapali Beach

apartment, Kaanapali
This 3-bedroom condo is located in Kaanapali, within a mile of Kahekili Beach and Kaanapali Beach, and 1.6 miles from Whalers Village. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers.
This rental comfortably sleeps eight guests and includes a full kitchen, terrace, and access to a shared pool, spa, fitness center, and tennis court. You can also enjoy barbeque facilities, a garden, and free WiFi.

Guest-Favorite Family Vacation Rentals in Kaanapali, HI

These family-friendly vacation rentals in Kaanapali, HI offer plenty of room to spread out near local beaches.

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr Floor Convenience - Kaanapali, HI
9.8 52 reviews

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr Floor Convenience

studio, Kaanapali
This Kaanapali condo rental is a short walk from Skyline Eco Adventure and Kaanapali Beach, and a 15-minute walk from Whalers Village and Black Rock.
The 650-square-foot one-bedroom, one-bathroom unit sleeps two and features a fully equipped kitchen, private balcony, access to a swimming pool, jacuzzi, fitness center, and tennis court.
Kaanapali Maui At The Eldorado By Outrigger - Kaanapali, HI
8.6 1033 reviews

Kaanapali Maui At The Eldorado By Outrigger

apartment, Kaanapali
This Kaanapali apartment is located a short walk from Whaler's Village and Kaanapali Beach, and a 10-minute drive from historic Old Lahaina Town. The apartment complex features a swimming pool, Jacuzzi, and BBQ facilities, offering a relaxing and convenient stay for guests.
Walk To Kaanapali Beach | Ac | Maui Eldorado K204 - Kaanapali, HI
10 7 reviews

Walk To Kaanapali Beach | Ac | Maui Eldorado K204

apartment, Kaanapali
This condo in Ka'anapali is located a 5-minute walk from Ka'anapali Beach and Airport Beach, and is also steps from Whalers Village.
This 1-bedroom, 2-bathroom unit accommodates 4 guests and features a private beach cabana, access to three swimming pools, a fitness center, and complimentary golf cart shuttle service within the Maui Eldorado Resort.
Condo ∙ 1 Bedroom ∙ 4 Guests - Kaanapali, HI
9.8 33 reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Kaanapali
This Kaanapali condo is located a short walk from Kaanapali Beach, Black Rock, and Whalers Village, with Black Rock just minutes away for snorkeling.
This studio condominium sleeps up to four guests with a Cal-King bed and Queen sleeper sofa, and features a full kitchen, air conditioning, a swimming pool, and complimentary daily admission to popular activities.

Frequently Asked Questions about vacation rentals in Kaanapali, HI

  • What are some interesting places to visit in or near Kaanapali, HI?

    Kaanapali is a great place to visit for its beautiful beaches, but you can also check out the historic Iao Valley State Monument for some amazing views, or the Maui Ocean Center for a glimpse of the local marine life. If you're looking for something a little more adventurous, you can hike to the top of the West Maui Mountains for breathtaking views of the island.
  • What are the best Airbnb and vacation rentals in Kaanapali, HI?

    Luxury Mountain View Resort Condo With Large Private Balcony, Maui Westside Presents - Luana Garden Villa 8b and Honua Kai - Konea 144 are the most popular Airbnb and vacation rentals in Kaanapali, HI among travelers.

  • Which walking or cycling routes are the best in Kaanapali, HI?

    There are some great walking and cycling routes in Kaanapali. The paved pathway along the beach is perfect for a leisurely stroll, and the Kaanapali Coast Trail is a great option for a longer bike ride. You can also explore the nearby Honolua Bay, a beautiful spot for snorkeling and swimming.
  • What are the most popular Airbnbs in Kaanapali, HI?

  • What sports or outdoor activites can visitors enjoy in and around Kaanapali, HI?

    Kaanapali is a great place to enjoy a variety of sports and outdoor activities. You can go snorkeling, scuba diving, surfing, or stand-up paddleboarding in the ocean. You can also go hiking, biking, or horseback riding in the nearby mountains. There are also a few golf courses in the area.
  • What are the best vacation rentals with a pool in Kaanapali, HI?

  • What other towns or cities can be easily accessed from Kaanapali, HI?

    Kaanapali is conveniently located near several other towns and cities on Maui. You can easily drive to Lahaina, a historic whaling town with plenty of shops and restaurants. You can also visit the charming town of Napili, known for its beautiful beach and snorkeling opportunities.
  • What are the best rentals for families and kids in Kaanapali, HI?

  • What amenities are commonly available in vacation rentals in Kaanapali, HI?

    Vacation rentals in Kaanapali are typically well-equipped with amenities for a comfortable stay. You can expect to find things like air conditioning, Wi-Fi, a fully equipped kitchen, and a washer and dryer. Many rentals also have private balconies or patios, and some even have pools or hot tubs.
  • What are the best rentals or Airbnbs with a jacuzzi in Kaanapali, HI?

  • What time of year is best to rent a vacation rental Kaanapali, HI?

    The best time to rent a vacation rental in Kaanapali depends on your preferences. If you want to avoid the crowds and enjoy lower prices, you can visit during the shoulder season, which runs from April to May and September to October. If you want to experience the best weather and enjoy the most activities, you can visit during the peak season, which runs from June to August.
  • What are the local dishes in Kaanapali, HI region?

    You'll find plenty of delicious local dishes to try in Kaanapali. Be sure to sample some fresh seafood, like poke or mahi-mahi. You can also try traditional Hawaiian dishes like kalua pig or lau lau. For a sweet treat, try a pineapple upside-down cake or a shave ice.

Popular destinations

Best Kaanapali, HI vacation rentals with parking

Ocean's Edge Romance: Sunsets, Turtles, Views! - Kaanapali, HI
9.9 153 reviews

Ocean's Edge Romance: Sunsets, Turtles, Views!

apartment, Kaanapali
This oceanfront studio condo at the Maui Kai resort in Kaanapali offers expansive ocean views, is steps from Kaanapali Beach and the boardwalk, and a short drive from Whalers Village and Lahaina town.
The updated unit features a full kitchen, king-size bed, one bathroom, accommodates two guests, and includes resort amenities such as a pool, hot tub, and BBQs, plus free Wi-Fi and parking.
Maui Kai 306 Oceanfront Condo, Fantastic Ocean Views - Kaanapali, HI
10 195 reviews

Maui Kai 306 Oceanfront Condo, Fantastic Ocean Views

apartment, Kaanapali
This oceanfront apartment is located directly on the beach in Kaanapali, offering stunning views of the islands of Lanai and Molokai. It has received excellent user ratings and is perfect for a romantic getaway. The apartment features a spacious and airy living space with a unique layout, comfortably accommodating two guests. Enjoy modern amenities, including air conditioning, a fully equipped kitchen, WiFi, and access to a swimming pool, jacuzzi, spa, tennis court, and parking.
Luxe 9th Floor 1br With Expansive Mountain Vistas - Kaanapali, HI
10 19 reviews

Luxe 9th Floor 1br With Expansive Mountain Vistas

apartment, Kaanapali
This spacious Honua Kai Resort & Spa condo in Kaanapali boasts stunning West Maui Mountain views and is steps from Duke's Beach House Restaurant and Whaler's General Store.
The 765-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen with Bosch appliances, a private lanai, access to a three-acre aquatic playground with pools and a hot tub, and complimentary high-speed Wi-Fi.
Stunning Ocean Views With A Touch Of Aloha - Kaanapali, HI
9.4 138 reviews

Stunning Ocean Views With A Touch Of Aloha

apartment, Kaanapali
This one-bedroom Kaanapali beachfront condo is located within a 3-mile radius of Keka'a Beach, Kaanapali Beach, and Whalers Village, offering convenient access to popular attractions.
The unit features a fully equipped kitchen, a balcony, a washing machine, and a swimming pool, perfect for a relaxing vacation for up to four guests.

Neighborhoods and points of interest in Kaanapali, HI

Check Out Vacation Rentals with a Pool in Kaanapali, HI

Choose a vacation rental with a pool in Kaanapali, HI to perfectly complement your day of adventures.

Largest 1br On The 7th Floor With Mountain Views - Kaanapali, HI
9.6 77 reviews

Largest 1br On The 7th Floor With Mountain Views

apartment, Kaanapali
This one-bedroom condo, part of the Maui Resort Rentals: Honua Kai Hokulani 730 offer, is located on the beach in Honokowai, just a short drive from Kaanapali Beach, Whalers Village, and the West Maui Mountains. This property has received excellent ratings for location, cleanliness, and overall user experience.
The 760 square foot condo can comfortably accommodate up to four guests. It offers a range of amenities including a swimming pool, jacuzzi, fitness center, and a fully equipped kitchen.
Kaanapali Golf Front, Modern Studio, Walk To Beach - Kaanapali, HI
9.7 57 reviews

Kaanapali Golf Front, Modern Studio, Walk To Beach

apartment, Kaanapali
This ground-floor condo in the Maui Eldorado Resort's J block boasts Kaanapali Golf Course views and is a short walk or golf cart ride from Kaanapali Beach, offering easy access to the resort's private oceanfront cabana.
The fully furnished unit sleeps two adults, features a kitchen with a fridge, freezer, microwave, and dishwasher, and provides access to three resort pools, a jacuzzi, a fitness center, and BBQ areas, plus nearby Black Rock snorkeling.
Ocean-view Studio At Kaanapali Beach - Kaanapali, HI
9.4 251 reviews

Ocean-view Studio At Kaanapali Beach

apartment, Kaanapali
This ocean-view studio is located within the Maui Kaanapali Villas Resort, a short walk from the Westin Resort & Spa and Royal Lahaina Resort, offering convenient access to dining and entertainment options.
The 560 square foot studio features two queen-size beds, a fully equipped kitchen with stainless steel appliances, and a private balcony with stunning ocean views, perfect for enjoying the Kaanapali sunset.
Luxury Resort Condo | Kaanapali Beach | 2br & Ac - Kaanapali, HI
8.9 156 reviews

Luxury Resort Condo | Kaanapali Beach | 2br & Ac

apartment, Kaanapali
This Kaanapali condo is located just half a mile from Keka'a Beach and a short drive to Kaanapali Beach and Whalers Village, offering easy access to the area's best attractions. The condo has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a modern kitchen, a comfortable living area with a sofa bed, and a balcony for relaxing. Guests can enjoy a variety of amenities, including a swimming pool, a jacuzzi, a fitness center, and a tennis court, along with a spa, a restaurant, and a concierge service.

Find the Best Seaside Vacation Rentals in Kaanapali, HI

Discover charming seaside vacation rentals in Kaanapali, HI near the coast. Browse our favorite coastal picks to find your perfect beach-town match.

Relax And Enjoy Spectacular Oceanfront Views! - Kaanapali, HI
9.6 170 reviews

Relax And Enjoy Spectacular Oceanfront Views!

apartment, Kaanapali
Maui Kai #103, Beautiful Ocean Front Studio! - Kaanapali, HI
9.1 69 reviews

Maui Kai #103, Beautiful Ocean Front Studio!

apartment, Kaanapali
Ocean Views & Ac W763 - Sullivan Properties - Kaanapali, HI
10 1 review

Ocean Views & Ac W763 - Sullivan Properties

house, Kaanapali
Condo ∙ 1 Bedroom ∙ 4 Guests - Kaanapali, HI
9.9 65 reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Kaanapali

Discover 5-Star Vacation Rentals in Kaanapali, HI

Refined interiors and prime locations make these luxury waterfront vacation rentals in Kaanapali, HI the ideal choice for your stay.

Lahaina Condo W/ Patio, Ocean Views & Pool Access! - Kaanapali, HI
9.4 65 reviews

Lahaina Condo W/ Patio, Ocean Views & Pool Access!

house, Kaanapali

Best Vacation Rentals with a Steam Room in Kaanapali, HI

Maximize your wellness with vacation rentals in Kaanapali, HI featuring on-site saunas and steam rooms.

The Westin Nanea Ocean Villas (2br) - Kaanapali, HI
8.0 4 reviews

The Westin Nanea Ocean Villas (2br)

house, Kaanapali
Whaler Resort, Kaanapali Beach - One Bedroom Ocean View - Kaanapali, HI
10 6 reviews

Whaler Resort, Kaanapali Beach - One Bedroom Ocean View

apartment, Kaanapali
Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View! - Kaanapali, HI
No reviews

Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View!

apartment, Kaanapali
#156 Kaanapali Beach Paradise Condo - Kaanapali, HI
9.4 59 reviews

#156 Kaanapali Beach Paradise Condo

apartment, Kaanapali
©2026 cozycozy.com