Villa holiday rentals in Kaanapali

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Top-rated villa rentals in Kaanapali

Guests agree: These villas are highly rated for location, cleanliness and more.

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An open living area with large glass doors showcases a scenic view of the sea and landscape. A kitchen island with a sink features a stylish countertop. Comfortable seating arrangements are placed throughout, enhancing the casual ambiance of the space.
Villa in Kapalua
5 out of 5 average rating, 9 reviews

2 Tickets to Paradise ~ One of Our Best, 5 Stars

Aloha! Welcome to Hale 'Ikena Makai, pronounced Ha-lay e-ken-na ma-ki, 'Home with a View of the Sea'. This property is the original member of Platinum Maui Vacations. We include: ~Resort Shuttle ~Secured wifi / internet ~Central AC (new 2020) ~Quality Cal King bed with Clean & Fresh linens over hypoallergenic covers ~Tommy Bahama beach chairs ~Big fluffy beach towels ~Ice cooler ~Boogie boards ~24/7 on call, on island contact ~Dedicated & covered parking NO DISAPPOINTMENTS HERE ~ Always 5 Stars

Guest favourite
The living area features comfortable seating with a sofa and armchair. A wooden coffee table is centered in front of the sofa. Natural light enters through large glass doors that lead to an outdoor patio, creating an inviting space for relaxation.
Villa in Kapalua
4.94 out of 5 average rating, 51 reviews

Ground floor, AC, oceanview private Kapalua condo

Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area, dining area, & kitchen. The unit can comfortably accommodate 4 people. The pool is a few steps away & there is a walk path that leads you all the way down to the resorts/beach. Kapalua Ridge Villas is coastal Luxury at it's best.

Guest favourite
A coastal view features tall palm trees swaying gently against a clear blue sky. The sandy beach stretches along the shoreline, leading to calm turquoise waters. In the distance, a glimpse of a distant landmass is visible, adding to the serene atmosphere.
Villa in Wailea
4.96 out of 5 average rating, 101 reviews

Luxury at it's Finest, Truly a Home away from Home

Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

Superhost
Villa in Lahaina
5 out of 5 average rating, 5 reviews

Westin Kaanapali Resort North Ocean-View Studio

OCEANVIEW STUDIO @ Westin Kaanapali Ocean Resort Villas NORTH on Kaanapali Beach; 480SQ FT; SLEEPS UP TO 4 ADULTS All the luxuries & amenities of a Westin resort +comfort of a villa w/ furnished kitchenette, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual unit is assigned at check-in & OCEANVIEWS will vary; Free self-parking

Guest favourite
A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.
Villa in Kihei
4.92 out of 5 average rating, 364 reviews

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Superhost
An outdoor lanai features a spacious dining table surrounded by multiple chairs, with stunning panoramic ocean views visible beyond the railing. Bright blue skies and a few clouds enhance the setting, complemented by nearby tropical greenery.
Villa in Kapalua
4.83 out of 5 average rating, 93 reviews

Panoramic Ocean-View Villa steps from the beach!

Enjoy amazing, panoramic views in this bright and open island living area connected to an expansive lanai balcony. Great for families with a connected living and entertaining space, but also quiet and private with two bedrooms that each have their very own private patios and dual vanity bathrooms. This is a very flexible space that is ready for the vacation that you want to make of it! Kapalua has world-class beaches, beautiful landscapes, and amazing activities/amenities all around!

Guest favourite
The image captures a spacious pool area surrounded by lush tropical landscaping. Lounge chairs are arranged neatly around the large swimming pool, which glimmers under the clear blue sky. A multi-story resort building stands in the background, providing a glimpse of the beach and ocean.
Villa in Lahaina
4.91 out of 5 average rating, 87 reviews

Kaanapali Beach Club "Scenic View"

**PLEASE ASK! We have many more weeks, dates and many GUARANTEED views!** Prices based on views, events, etc. **HOTEL TAX of approx 19.00 per night paid to resort upon check in.** Located on Maui's world famous Ka'anapali Beach. Vibrant tropical landscaping, first-rate amenities and exclusive array of leisure activities. Kaanapali Beach Club offers a one-acre swimming pool with separate kids pool, as well as calming outdoor whirlpool hot tubs. *Stock Photos

Guest favourite
A bright and airy dining area features a wooden table set for four, complemented by a cozy green armchair. Floor-to-ceiling sliding glass doors provide stunning ocean views and natural light, with tropical greenery visible beyond the balcony. Ceiling fans circulate gentle breezes throughout the space.
Villa in Kapalua
4.86 out of 5 average rating, 44 reviews

Special! Ocean/Golf Course Views Kapalua 2BD/3BA

We welcome and thank you for your support of Maui. Beautiful spacious ocean view, 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, 2 Pools, BBQ area, wifi, free parking, new washer/dryer. Photos do not do it justice. Views across the Kapalua Golf course is the Ritz Carlton gives you an idea of this exclusive neighborhood. Popular for returning guests which speaks volumes. Feel free to ask questions. Professional Cleaners

Villa in Lahaina
5 out of 5 average rating, 3 reviews

Lovely Kahana Condo

Your tropical stay is located at Kahana Villa. This spacious two-story villa can sleep up to six guests. Enjoy the fully equipped kitchen, private lanai, living area downstairs, & two bedrooms upstairs. This is the ideal location, take advantage of the beach just feet away and local dining such as Miso Phat Sushi only a 4-minute walk. You can get a morning swim in at the outdoor pool, and the hot tub makes for a relaxing end to the day

Guest favourite
The kitchen features modern wood cabinetry, stainless steel appliances, and a spacious island with seating for four. Large sliding glass doors provide a view of the landscaped lawn outside, enhancing the indoor-outdoor living experience.
Villa in Kaanapali
4.94 out of 5 average rating, 31 reviews

Luana 8B: Luxury Honua Kai Villa with BBQ & Garage

Experience the best of both worlds at Luana Garden Villa 8B—luxurious, private villa living with full access to all the amenities of Honua Kai Resort & Spa. This newly built, ground-floor 3-bedroom, 3-bathroom villa offers over 2,047 square feet of living space, with a spacious 521-square-foot lanai that opens directly to the secluded pool and hot tub area, just steps away from your door.

A spacious outdoor area features a private pool with clear blue water, framed by stone landscaping. An arched structure offers shade near the pool, and a red bowl sculpture adds a pop of color. Lush greenery surrounds the space, enhancing the serene environment.
Villa in Lahaina
4.8 out of 5 average rating, 103 reviews

Kaanapali Fairway Villa 3BR, 3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

A spacious pool area is visible, bordered by lush tropical gardens and palm trees. The ocean is seen in the background, with sun loungers arranged around the pool. A rocky feature adds visual interest, enhancing the serene ambiance by the water.
Villa in Lahaina
5 out of 5 average rating, 4 reviews

1 Bdrm Condo on Bch, KBC in Ka'anapali beach

Beautiful ocean front resort features 1 bedroom villa suites directly on world famous Ka'anapali Beach! Relax in the king size bed. Living room features queen sofa bed with Tempurpedic mattress. Each unit has a private Lanai! Tax ID TA-056-945-7152-01R

Popular amenities for Kaanapali villa rentals

When is the best time to visit Kaanapali?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$968 AUD$821 AUD$1,038 AUD$955 AUD$883 AUD$956 AUD$1,116 AUD$996 AUD$839 AUD$823 AUD$839 AUD$948 AUD
Avg. temp23°C23°C23°C24°C25°C26°C27°C27°C27°C26°C25°C24°C

Quick stats about villa rentals in Kaanapali

  • Total holiday rentals

    Explore 90 holiday rentals in Kaanapali

  • Nightly prices starting at

    Kaanapali holiday rentals start at $283 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Kaanapali holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kaanapali rentals

  • 4.9 Average rating

    Kaanapali stays are highly rated by guests—averaging 4.9 out of 5!

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