Luxury rentals in Kaanapali

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Kaanapali

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Luxe
Villa in Paia
4.92 out of 5 average rating, 51 reviews

3 bedroom 3.5 bathroom house @ MangoLani Inn

Newly renovated air conditioned upstairs 3 bed 3.5 bath house with full kitchen. Spectacular ocean view lanai is a great place to relax after a long day at the local world class beaches. Just a short walk to Paia...the coolest beach town on Maui. Our property is a secret hidden gem on Historic Baldwin Ave. Located in a secure walled tropical oasis compound with huge avocado and mango tree. Guests have use of hot tub, laundry facilities, high speed streaming wifi, beach gear, purified water.

HospitalityLocationWalkabilityCleanlinessIndoor spacesBeachOutdoor spacesNearbyKitchenHot tubAmenitiesComfortAccuracyLaundryFamilyConditionSleep qualityDecorBathroomQuietParkingGrillGetting aroundSolo travelNoiseCheckoutShared spacesValueAir conditioningBiking

Luxe
Home in Lahaina

#1 Direct Beach Front Mansion!

The most magnificent estate to come to the rental market in decades, perhaps ever! This massive 11 room estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America. - 11 bedrooms - 11,000 sq feet - Zoned hotel - 4 private outdoor bathrooms - Pool with slide - Sand volleyball and pickleball - 2 gyms - Oceanfront cabana - Gated - Arcades - 2 Kitchens - Located directly on the world famous Kaanapali Beach - Full concierge and chef services available

NearbyIndoor spacesLocationWalkabilityViewBeachCleanlinessFamily

Luxe
Apartment in Wailea
5.0 out of 5 average rating, 27 reviews

Wailea Elua condo - Ocean Views | Gym | Pickleball

Welcome to your slice of Hawaiian paradise at Wailea Elua! Here, modern luxury meets breathtaking ocean vistas, creating a serene escape for relaxation. Imagine sipping your morning coffee as whales frolic in the distance. Whether you're strolling to nearby Wailea's shops or exploring the beaches, this stunning condo offers both adventure and tranquility. Luxe Maui Properties bring professional service and 24/7 support to your stay. Secure your unforgettable getaway today!

LocationViewBeachHospitalityWalkabilityNearbyFamilyAmenitiesCleanlinessDecorComfortIndoor spacesOutdoor spacesQuietLaundryAccuracyKitchenGetting aroundPoolAccessSleep qualityBathroomParkingBreakfastValueCheck-in

Luxe
Villa in Kapalua
4.97 out of 5 average rating, 37 reviews

Ridge 1921-22: Rare 3BR Luxury Villa w/Ocean Views

Welcome to Kapalua Ridge Villa 1921-22, a featured residence in our Luxury Collection and a rare three-bedroom, three-bath Platinum-Level townhouse with breathtaking ocean, island and coastline views. Beautifully renovated with sophisticated island interiors and professionally commissioned artwork, this exceptional Kapalua retreat offers spacious indoor-outdoor living and comfortably accommodates up to eight guests within the prestigious Kapalua® Resort.

ViewLocationBeachHospitalityFamilyCleanlinessNearbyWalkabilityAccuracyKitchenPoolConditionAmenitiesDecorBathroomIndoor spacesGetting aroundSleep qualityQuietComfortParkingAccessAir conditioningGrillLayout

Luxe
An open-concept living area features a blend of modern furnishings and natural elements. Comfortable seating is arranged around a central rug, with ocean views visible through large sliding glass doors that lead to the lanai. A spacious kitchen island with seating provides an inviting space for gatherings.
Flat in Wailea
4.94 out of 5 average rating, 34 reviews

Polo Beach Club | Main Floor, Ocean View & Access

Step straight onto the sand at Polo Beach—Wailea’s premier swimming beach—from this rare ground-floor condo with ocean views that will take your breath away. Located in the exclusive Polo Beach Club, this 2-bedroom retreat offers near-private beach access, a walkout lanai, and unbeatable proximity to Maui’s top coastal path. Inside, unwind with a chef’s kitchen and spa-style bathrooms. This is five-star comfort, with the beach at your doorstep.

BeachLocationViewHospitalityFamilyCleanlinessAccessAccuracyComfortWalkabilityAmenitiesBathroomKitchenNearbyIndoor spacesParkingConditionLayoutPoolSleep qualityDecorTVOutdoor spacesGrillQuietLaundryBack gardenCheckoutCheck-in

Luxe
Home in Paia
4.93 out of 5 average rating, 14 reviews

Designer oceanfront home in the heart of Paia

Nalu House is the perfect home for a Maui vacation. This house, a beautiful designer remodeled home, combines old Hawaii's charm with all the modern amenities. Sit outside on a private covered lanai on relaxing lounge chairs to watch the turtles, surfers and paddle boarders as you sip a beverage or prepare dinner on the BBQ. Walk 10 yards to Paia Bay to play in the sand. Shops and restaurants are a 2 minutes stroll out the front gate.

LocationHospitalityBeachWalkabilityNearbyDecorGetting aroundViewIndoor spacesFamilyCleanlinessNoiseBathroomSleep qualityKitchenCheckoutValueAmenities

Luxe
A panoramic view showcases the coastline meeting the Pacific Ocean under a vibrant sunset. Lush palm trees frame the scene, while the 10th fairway of the Wailea Blue Golf Course runs through the foreground. The sky is filled with soft clouds reflecting warm tones.
Apartment in Wailea
4.98 out of 5 average rating, 66 reviews

Wailea Ekolu – Oceanview in the Heart of Wailea

PRICE REDUCED!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing the fact that it was the third complex built in Wailea back in 1979. The suite itself provides stunning views of the three islands: Molokini, Kaho'olawe, and Lanai, further embodying the essence of “Ekolu”.

LocationViewHospitalityNearbyCleanlinessWalkabilityComfortAmenitiesBeachAccuracyIndoor spacesBathroomSleep qualityDecorKitchenQuietConditionOutdoor spacesCheck-inFamilyNoiseAir conditioningWifiPoolCheckoutLayoutParkingGetting aroundAccessValue

Luxe
An open-concept living area showcases a modern kitchen island with a fruit bowl. A sectional sofa is positioned beside a Samsung Smart TV, with beach-themed artwork adorning the walls. Natural light floods the space, highlighting the neutral tones and inviting layout.
Apartment in Wailea
4.99 out of 5 average rating, 152 reviews

*Fully Remodeled* Modern Island Style*

I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

HospitalityCleanlinessLocationBeachComfortKitchenFamilyNearbyAmenitiesWalkabilityAccuracyIndoor spacesSleep qualityConditionPoolCheck-inDecorCheckoutAir conditioningBathroomNoiseQuietGetting aroundViewValueGrillLong stayHot tubParkingOutdoor spacesLayoutLaundryTVWifiShared spaces

Luxe
A spacious outdoor dining area is highlighted by a sleek table surrounded by wicker chairs. The stunning ocean views and lush adjacent lawn are framed by palm trees, while a built-in BBQ grill is positioned nearby, providing an inviting spot for al fresco meals.
Apartment in Kaanapali
4.92 out of 5 average rating, 13 reviews

Luxury Oceanfront Condo with Direct Beach Access

This crown jewel is widely considered to be the premier ground-floor residence at the entire Honua Kai Resort. Enjoy stunning oceanfront views from Honua Kai's closest column to the ocean, a huge adjacent lawn area, over 2200 sq ft of luxurious interior living space, plus a massive 600 sq ft lanai with a built-in BBQ grill.

BeachFamilyPoolLocationHospitalityCleanlinessViewBathroomKitchenGrillAccessAccuracyOutdoor spacesQuietNearbyIndoor spacesParkingWalkabilityConditionNoiseSleep qualityShared spacesValue

Luxe
Apartment in Napili-Honokowai

Summer Sale! 3BR Condo in Lahaina, Maui-Alaeloa 28

FLASH SUMMER SALE! We’re offering exclusive discounts on all summer stays booked this week—don’t miss out on these updated lower rates. Spectacular Direct Oceanfront Views from this Charming West Maui Vacation Home Within the Private Alaeloa Gated Community - Alaeloa 28

WalkabilityPoolGetting aroundNearbyBeachIndoor spacesLocationKitchen

Luxe
The living area is characterized by floor-to-ceiling windows that frame ocean views and natural light. A sectional sofa is complemented by modern furnishings, including a glass coffee table and woven décor. An adjacent dining area accommodates six, with additional seating at a desk near the window.
Flat in Kaanapali
4.89 out of 5 average rating, 9 reviews

Mahana 1119 Summer Fun at Luxurious OceanFront 2BD

Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama.

ViewLocationBeachComfortCleanlinessWalkabilityConditionAccuracyNoiseBathroomValueQuietIndoor spacesFamilyAmenities

Luxe
Apartment in Kaanapali
5.0 out of 5 average rating, 4 reviews

Honua Kai Luana Garden Villas 7B - 3BR Villa + BBQ

Welcome to Honua Kai Luana Garden Villas 7B, a luxurious ground-floor Maui villa combining the privacy and generous proportions of a vacation home with the amenities of an oceanfront Kāʻanapali resort.

PoolLocationFamilyBeachHospitalityWalkabilityViewHot tubAccessQuietNearbyIndoor spaces

Popular amenities for Kaanapali luxury holiday rentals

Other great luxury holiday rentals in Kaanapali

Luxe
An outdoor lanai is furnished with a long dining table and several black chairs, offering ample seating. A comfortable seating area is visible, enhancing the space's relaxation potential. Lush greenery surrounds the area, with a glimpse of the pool and palm trees in the background.
Apartment in Kaanapali
4.94 out of 5 average rating, 16 reviews

Luana 3C:Private Villa w/ BBQ & Lanai at Honua Kai

LocationHospitalityCleanlinessFamilyAmenitiesPoolAccuracyValueComfortIndoor spacesDecorBeachHot tubSleep qualityQuietWifi

Luxe
An inviting lanai features comfortable seating arrangements, including a spacious lounge chair and a dark woven patio chair. Lush palm trees frame the scene, while the sun sets over the ocean, illuminating the landscape with warm hues. The coastline is visible in the distance.
Villa in Kihei
4.78 out of 5 average rating, 9 reviews

Anchor Cove D1

BeachFamilyViewOutdoor spacesIndoor spacesWalkabilityBack gardenAccuracyHospitalityLocationAccessQuietNearby

Luxe
A coastal scene captures a modern villa set amidst lush greenery and tall palm trees. The gentle waves of the ocean lap against the rocky shore under a clear blue sky, providing a tranquil atmosphere with a blend of vibrant colors from the landscape.
Villa in Napili-Honokowai
5.0 out of 5 average rating, 19 reviews

Napili Cove

LocationHospitalityViewIndoor spacesBeachNearbyPoolSleep qualityKitchenCleanlinessDecorOutdoor spacesComfortAmenitiesTVAccuracyBathroomHikingQuietFamilyGetting aroundAccessShared spaces

Luxe
The villa is set against a backdrop of clear blue water and sandy beach, surrounded by palm trees swaying gently. Rocky outcrops frame the shoreline, while the ocean reflects the sky's colors, enhancing the serene coastal environment.
Villa in Napili-Honokowai
4.75 out of 5 average rating, 8 reviews

Paradise Cove

BeachLocationNearbyFamilyViewHot tubComfortWalkabilityHospitalityPetsIndoor spacesCheck-in

Luxe
Villa in Kaanapali
4.92 out of 5 average rating, 13 reviews

Honua Kai new 3 bdrm ground floor Luana VILLA 10B

PoolHospitalityIndoor spacesBeachDecorComfortNearbyCleanlinessFamilyWalkabilityHot tubSleep qualityOutdoor spacesBathroomViewNoiseLocationAccuracyKitchenGrillParksShared spacesAmenities

Luxe
Apartment in Wailea
4.86 out of 5 average rating, 7 reviews

Oceanview condo at Ulua Beach w/ lanai

WalkabilityViewHospitalityNearbyIndoor spacesBeachLocationKitchenComfortCleanlinessTVOutdoor spacesBathroomFamilyLong stayConditionSleep qualityCheckoutValueCheck-inAmenities

Luxe
A modern villa features a curved infinity pool surrounded by lush greenery. Colorful lounge chairs are positioned along the poolside, and large glass doors open to the living area, which is bathed in natural light. Tropical plants add to the serene atmosphere.
Villa in Wailea
5.0 out of 5 average rating, 3 reviews

Hale Makena Maui

LocationBeachHospitalityDecorPoolViewNearbyFamilyHot tub

Luxe
The outdoor area features a lap pool with lounge chairs arranged alongside. The villa's exterior is illuminated at dusk, showcasing elegant architectural details and large glass doors that provide views into the living spaces. A covered patio offers shaded seating for relaxation.
Villa in Lahaina
5.0 out of 5 average rating, 3 reviews

Blue Sky Villa

HospitalityFamilyPoolBeachKitchenWalkabilityGetting aroundNearbyIndoor spacesLocation