Villa holiday rentals in Kaanapali

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Top-rated villa rentals in Kaanapali

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The living area features a comfortable seating arrangement with a sectional sofa and two armchairs. A large flat-screen TV is mounted on the wall, and a wooden coffee table sits in the center. Floor-to-ceiling sliding glass doors provide views of the beach and garden.
Villa in Lahaina
5 out of 5 average rating, 3 reviews

Really Nice ~ Reduced Price ~ Ocean Front

Hawaii State Tax ID # TA‐183-831-8080-01 OUR PICTURES REALISTICALLY REPRESENT; The entire villa has been remodeled. NO DISAPPOINTMENTS HERE!!! This villa is located in building 25 on the lower Ocean Front row of the Kapalua Bay Villas INCLUDED: ~Wifi / internet ~Phone Service to US mainland and CANADA ~Central AC, (new 2023) ~Quality King bed w/ linens & bath towels ~Beach Gear: chairs, towels, ice cooler, & boogie boards ~24/7 on call on island contact ~Parking, Resort Shuttle & No Hidden Fees!

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 Lahaina
4.94 out of 5 average rating, 48 reviews

Ground floor, ocean view, private, Kapalua Ridge

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, 99 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!

Top guest favourite
A resort landscape is depicted, featuring a lagoon-style pool surrounded by palm trees and lounge areas. Ocean waves gently lap at the shore in the background, with a clear blue sky above. The building architecture showcases multiple levels, blending naturally with the tropical environment.
Villa in Lahaina
5 out of 5 average rating, 17 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, 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 villa unit is assigned at check-in and views will vary; Free self-parking

Top 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, 350 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.

Villa in Lahaina

Westin Nanea Kaanapali Luxury Ocean Villa Sleeps 6

Westin Nanea Ocean Villa @ Kaanapali Beach, Maui. Spacious living and dining areas, full kitchens, washer/dryers, & remarkable resort views. This 2 Bedroom 2 Bath sleeps 6 w/free parking. **Available Only June 28th, 2026 - July 5th, 2026.- 7 Night Stay.** Eat at one of the on premise restaurants, lounge by a rejuvenating pool, surf several nearby breaks, enjoy a spa, or work out in the Fitness Studio. When the sun sets behind the palms of Kaanapali, sink into your Westin Heavenly® Bed.

Guest favourite
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 Lahaina
4.85 out of 5 average rating, 91 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
An expansive swimming pool is surrounded by palm trees and vibrant tropical landscaping. Lounge chairs in soft pink are arranged around the pool, which features a scenic rock formation. The ocean is visible in the background, with gentle waves lapping at the shore.
Villa in Lahaina
4.92 out of 5 average rating, 24 reviews

Kaanapali Beach Club "Deluxe Ocean 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 Lahaina
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

A spacious living area is featured with leather sofas and wooden accents. Natural light enters through large windows, illuminating the contemporary decor. A wooden coffee table is centered on a textured rug, complemented by accent chairs and a dining area visible in the background.
Villa in Wailea
5 out of 5 average rating, 9 reviews

Beautiful Ground Floor Penthouse!H102

Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui! Beautifully appointed ground floor, garden view penthouse at the famous Wailea Beach Villas! Enjoy a relaxing Maui getaway in Wailea Beach Villa H102. This 2 bedroom / 2 bathroom plus enclosed den is perfect for small families and couples.

Guest favourite
A scenic view of the oceanfront resort features a large, winding pool surrounded by palm trees and tropical foliage. Loungers are arranged along the poolside, with gentle waves visible in the background. The sky is clear, and the atmosphere reflects a relaxing beachfront environment.
Villa in Lahaina
5 out of 5 average rating, 15 reviews

Kaanapali beach KBC, 1 bdrm on ocean, scenic view

beautiful oceanfront resort features one-bedroom Villa Suites directly on world famous Kaanapali Beach! Relax in the king size bed. Living room features Queen sofa bed with Tempur-Pedic mattress. Each unit has a private Lanai. This unit is scenic view. This resort is 5 miles north of where the Lahaina fires took place and was not at all affected. Tax ID TA-056-945-7152-01R

Top guest favourite
Villa in Wailea
5 out of 5 average rating, 22 reviews

Luxury Oceanview Wailea Retreat with Sunset Views

Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful, breezy, tropical setting. Perfect for large families and groups seeking upscale luxury and the best of Maui.

Popular amenities for villa rentals in Kaanapali

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Avg. price£511£433£548£504£466£505£589£526£443£423£453£480
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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 £149 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 & child-friendly amenities

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Kaanapali holiday rentals include wifi 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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