Kaanapali vacation rentals

The exterior of the Kihei Alli Kai condominium features a welcoming sign surrounded by lush, tropical landscaping. Palm trees and vibrant flowers are visible, complementing the building's modern architecture. The clear blue sky provides a bright backdrop to this inviting entrance.

4.81 out of 5 average rating, 100 reviews

Top Floor/Artistic Island Vibes/Premier Location!

Featured property by a Super Host! LOCATION LOCATION LOCATION! Literally less than 3 minutes walking distance to the best beach in Maui! Unique because every piece of wall space in this unit is truly an artistic masterpiece. Huge step above any competition with a central A/C split system (Super Rare) & a zone for every room. Steps to the best beach which is also home to many restaurants, bars & shopping. Surf Boards and Toys! **Host was featured on HGTV House Hunters International.

A private lanai features a wooden table and two chairs, overlooking the serene ocean and distant island views. Palm trees sway gently in the breeze, while large glass doors allow for natural light to fill the space. The horizon showcases a vibrant blue sky.

4.98 out of 5 average rating, 109 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

🌈Unrivaled Views, Sunsets, Whales, Rainbows 🌈 Nestled on beautiful Kahana Beach, our resort boasts stunning views of Molokai and Lanai. Experience the perfect blend of serenity and convenience, walking distance to charming restaurants & shops. Just a short drive to Kaanapali with its array of dining and shopping options. Centrally positioned between Kaanapali Beach and Kapalua with immediate access to some of the world's most exquisite beaches and the Pacific's most spectacular golf courses.

A vibrant pool is surrounded by well-manicured gardens and palm trees, leading to a sandy beach. The clear ocean reflects the sunlight, and a few figures can be seen enjoying the shoreline. The overall scene emphasizes the tropical coastal setting.

4.89 out of 5 average rating, 157 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

4.91 out of 5 average rating, 110 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Recently replaced bed. Walk to restaurants, steps to Kam 1 beach, close to many shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - just across the street. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry

4.87 out of 5 average rating, 271 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

4.83 out of 5 average rating, 146 reviews

An inviting entrance to the complex features a tranquil water feature cascading into a small pool, surrounded by lush tropical landscaping. Bright flowering plants and palm trees complement the scene under a partly cloudy sky.

Condo in Wailea

Beautiful Palms At Wailea #608-May/June Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

A sandy beach extends along the shoreline, where clear waves gently lap against the coast. Lush vegetation is visible in the foreground, while palm trees line the beach. In the distance, mountains are faintly seen on the horizon under a bright blue sky.

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

4.91 out of 5 average rating, 209 reviews

A scenic view of the beach stretches out under a clear blue sky, framed by swaying palm trees. Gentle waves lap at the shoreline, with soft sand visible along the coast. Lush greenery lines the walking path leading to the beach.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

An outdoor barbecue area features five modern grills arranged along a stone countertop. Palm trees sway in the breeze, overlooking a pool area beyond, which is framed by lush greenery and lounge chairs. The expansive view includes the ocean in the distance.

4.87 out of 5 average rating, 187 reviews

Relaxing Kihei Condo right on the Beach in Maui

Escape to a ocean view condo right on a white sandy beach! Sunsets with inviting central AC, pool, spa, WiFi and fully equipped kitchen where you'll be sure to feel right at home. Enjoy breakfast on the balcony or tuck in and watch your favorite shows on the 2 flat screen smart TVs. Delicious local restaurants. Play tennis, mini golf, hit the sauna or grill some Ahi on the outdoor BBQs. Private free parking, beach equipment and sauna.

4.71 out of 5 average rating, 173 reviews

Lush greenery is visible, with palm trees swaying gently in the breeze. The landscape features manicured grass and flowering plants in the foreground, accompanied by a distant view of the ocean and sky filled with scattered clouds.

Condo in Kaunakakai

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.

An aerial view captures the clear turquoise waters meeting a sandy beach, lined with palm trees. A heated swimming pool is visible on the green lawn, complementing the beachfront location. The texture of the waves against the shore is highlighted, inviting relaxation.

4.96 out of 5 average rating, 250 reviews

Napili Oasis Hideaway, Amazing Oceanview in Maui

Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every night 60-seconds walk to Napili beach. Located on the 2nd floor at Napili Shores Resort on West Maui, easy access to world-class beaches, restaurants, shopping and golfing

An expansive green lawn extends towards the ocean, lined with lounge chairs for relaxation. Gentle waves roll onto the rocky shoreline, while the vibrant blue water is accented by wispy clouds in the clear sky. The view captures a serene coastal atmosphere.

4.86 out of 5 average rating, 102 reviews

Top Floor Stunner! Highly Upgraded! Summer Special

"The Kaleialoha" #414 Maui is open and ready for your arrival! Please come help us rebuild our community! This TOP FLOOR unit has unobstructed Ocean and outer island Views! This beautiful completely remodeled unit will take your breath away! New AC unit in living area! New High end sofa sleeper in living room! Cal King Bed and second TV in bedroom. Bosch Washer and dryer in unit.

Vacation rentals for every style

Get the amount of space that is right for you

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Luxurious estates for the ultimate escape

Popular amenities for Kaanapali vacation rentals

Self check-in

Beachfront

Free parking on premises

Gym

BBQ grill

Stay near Kaanapali's top sights

Times Supermarket17 locals recommend

Black Rock Beach33 locals recommend

Farmers Market Maui5 locals recommend

Duke's Beach House Maui34 locals recommend

Hula Grill35 locals recommend

Fish Market Maui23 locals recommend

Kaanapali beach vacation rentals

A modern bathroom features marble walls and floors, creating a clean and bright space. A spacious shower with a glass door is visible, along with a sleek vanity topped with a dark countertop. A striking blue bowl adds a pop of color to the design.

4.91 out of 5 average rating, 151 reviews

Beach Area Condo

4.87 out of 5 average rating, 54 reviews

A modern living area features a comfortable gray sofa alongside a low coffee table. A large flat-screen TV is mounted on the wall. The open kitchen area includes bar seating with pendant lighting, while light wood cabinetry and white countertops create a bright atmosphere.

Condo in Wailuku

Ocean property W/ king bed, AC, pool & hot tub

A modern kitchen features a combination of navy and white cabinetry, accented by a decorative blue tile backsplash. Stainless steel appliances are visible, along with a spacious countertop. Natural light enters through a window, providing a view of palm trees outside.

4.99 out of 5 average rating, 84 reviews

Luxury beachfront designer remodel - hotel zoned

The image captures a serene ocean view with subtle waves lapping against the shore. Shades of blue and green water stretch towards the horizon, while soft clouds drift across a clear sky. Sun umbrellas partially frame the scene, hinting at a peaceful beachfront atmosphere.

4.8 out of 5 average rating, 123 reviews

Direct Beach/Ocean front, 20 Steps to the Water!

A dining table with four chairs is positioned on the balcony, framed by lush greenery and palm trees. The ocean is visible in the background, along with a sunset sky that features a blend of colors, creating a serene setting for outdoor meals.

4.95 out of 5 average rating, 151 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

An inviting living area offers panoramic ocean views through expansive glass doors that lead to a private lanai. Comfortable seating, including a sectional sofa and wicker armchairs, surrounds a round coffee table. A dining area features woven chairs and a contemporary chandelier, enhancing the space's coastal charm.

4.85 out of 5 average rating, 131 reviews

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 115 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

A private lanai features a wooden table set with two glasses and a decorative item. Four cushioned chairs are arranged around the table. A view of the ocean and palm trees is visible beyond a green lawn, framed by clear blue skies.

4.83 out of 5 average rating, 140 reviews

"Life is a beach "Kauhale Makai 614 Oceanview

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Kaanapali condo rentals

4.77 out of 5 average rating, 267 reviews

Condo-FULL AC-BEACH Kihei Maui

Palm trees frame the sandy beach, with gentle waves lapping at the shore under a clear blue sky. A view of the coastline extends into the distance, showcasing the tranquil atmosphere and inviting ocean waters.

4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

A private lanai presents expansive ocean views framed by swaying palm trees. A round table is set for dining, surrounded by comfortable woven chairs. The vibrant blue of the water contrasts with the warm tones of the wooden walls, creating a serene and inviting outdoor space.

4.97 out of 5 average rating, 34 reviews

Discounted Rates! 311 Beautiful 2 bed / 2 bath

The image shows a coastal scene featuring a sandy beach leading to the ocean. Lush greenery lines the shore, with gentle waves lapping at the beach. In the background, mountains are visible under a partly cloudy sky.

4.98 out of 5 average rating, 184 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Lush tropical foliage frames a wooden deck surrounded by verdant greenery. Palm trees and flowering plants add to the vibrant landscape, with a clear blue sky in the background. The setting invites relaxation and outdoor enjoyment.

4.95 out of 5 average rating, 118 reviews

Luxurious Condo in South Kihei

4.8 out of 5 average rating, 180 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

An ocean view is presented, with a lush landscape featuring swaying palm trees and a manicured lawn. A curved pool is visible in the foreground, surrounded by lounge chairs. The distant shoreline is bordered by gentle waves and a backdrop of rolling hills under a partly cloudy sky.

4.97 out of 5 average rating, 115 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

4.91 out of 5 average rating, 132 reviews

Stylish Maui Condo Maui Vista

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Kaanapali home rentals

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

4.98 out of 5 average rating, 113 reviews

Mana Hale Vacation Rental

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

4.88 out of 5 average rating, 150 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

A charming guest house is presented with a wraparound deck, framed by palm trees and lush greenery. The exterior features light-colored siding and a sloped roof, with windows allowing natural light. A clear blue sky enhances the inviting setting of this private retreat.

4.97 out of 5 average rating, 254 reviews

South Maui Guesthouse

4.9 out of 5 average rating, 181 reviews

A bright living area features a comfortable sectional sofa and two wicker chairs, positioned around a glass-topped coffee table. A dining table with four chairs is set against a wall with natural light filtering in. The kitchen area is equipped with modern appliances and a welcoming atmosphere.

Home in Haiku-Pauwela

Perfect Haiku Location! Very Clean 3 bedroom

A welcoming living area features a comfortable sectional sofa beside a modern coffee table, with natural light filtering through large windows. An outdoor patio is visible, with an umbrella-shaded table and chairs overlooking lush tropical gardens and ocean views.

4.96 out of 5 average rating, 427 reviews

Stunning ocean view, heated pool at home by Wailea

4.93 out of 5 average rating, 167 reviews

A spacious living area is adorned with neutral tones and complemented by a ceiling fan. A green couch displays decorative pillows, positioned across from a wooden coffee table. The open kitchen features white cabinetry and essential appliances, creating a welcoming space for relaxation and socializing.

Home in Paia

PAIA HALE Walk to beach and town

4.93 out of 5 average rating, 110 reviews

A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.

Home in Lahaina

Beautifully Remodeled 3 Bedrooms/2Bathrooms