Wailuku Vacation Rentals

Wailuku offers affordable and moderately priced condo rentals. It is located just north of Maui's main town of Kahului. Some of the vacation condos here have ocean views and others overlook tropical vegetation. Wailuku is conveniently located near the Kahului airport, golf courses, beaches, shops and restaurants. The most popular attraction in the area is Iao Valley State Park, featuring lush scenery and great views of Iao Needle, a 2,250-foot-tall (685 m) stone pillar. Find your perfect Wailuku vacation rental below.

Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise

In Hawaii's lush tropics, discover your dream home at this stunning 2-bedroom retreat. Nestled just an 11-minute walk from the picturesque Maalaea Harbor, you'll be perfectly positioned to explore the stunning West Maui Mountains and the ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $453 
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WHALE VIEWING DATES AVAILABLE!! 2 bdrm, 2 bath, Central A/C, Full of Amenities

Whale, ocean and harbor viewing from the lanai with a breathtaking 180 degree panoramic ocean views from the kitchen, living area, master and guest bedrooms. Lounge on the lanai while taking in Maui's beautiful tranquil beauty. Enjoy walking or...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $492 
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Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*

Enjoy this 2nd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a portable a/c unit in ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $409 
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*Lauloa 306* Maui Prime Oceanfront Condo, A/C!

This nicely remodeled 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $479 
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Now with optional car add-on

Cars, if available, are at a 20% discount for booked guests. You can find them at Take a trip in Jordan’s Volkswagen Jetta, Take a trip in Jordan’s BMW X3. Also a CRV.

No cleaning fees. VRBO will add their fees and the required ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Wailuku
from $409 
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Five Star Inspired--NEWLY Remodeled direct Ocean Front!

All New! kitchen with all new stainless steel appliances
granite countertops,
new washer/dryer
new tile throughout unit, new windows and treatments.
Completely remodeled bathrooms with walk in showers, rain showerheads, cabinets ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $495 
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Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location

Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $330 
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Today...Tonight...Turtles...Turtles...Turtles!n

Our condo and area was NOT affected by the fires on the West side of Maui. We never had any damage or fire or smoke. Our harbor is open, the rest of Maui is open.

This condo has everything....and more.... you need for your stay in Maui....

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $413 
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OCEANFRONT Spectacular Condo - Breathtaking Views and 60ft From the Water!

Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. High end appliances throughout. Modern decor professionally accessorized by Swan Interiors.

Enjoy all ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $282 
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Ma'alaea Kai 110 - Spectacular Oceanfront/Mountain View/Quiet Setting - Paradise

Ease of access, pleasant tradewinds, quiet area and unmatched relaxation make this the ultimate in Maui locations. Ma'alaea Kai is a hidden gem that offers many amenities and views that travelers will treasure. Whether eating in or dining out, ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $505 
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Beautiful BeachFront condo Oceanview

Welcome to our luxurious Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. Kanai A Nalu is one of 8 complexes on our quite street. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $388 
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Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves



You can really “have it all” here-- a fully air conditioned beachfront condo at Maalaea's most sought after resort Kanai a Nalu. You'll vacation in the sunniest, driest part of Maui, edging the gorgeous blue Pacific!

You ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailuku
from $489 
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Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath

Our Ocean Front condo has been remodeled in an island-style with an asian touch. Enjoy Maui sand and surf just steps from the front of our complex. The steps to the beach have been washed away with high surf (10/30/19), so it is best to walk to...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $396 
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IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!



“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE SANCTUARY!".....are some of the descriptors from our Guest Reviews....

Located directly on beautiful Maalaea Bay, savor stunning sunrises over majestic ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $801 
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Beautiful Luxury Oceanfront Condo-Grnd Floor, Great View, A/C, Wi-Fi, BDRM View

Enjoy cool island breezes, breathtaking ocean views, and whale watching in a fully re-modeled ground floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $323 
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Oceanfront HK-B7 - Maui Condo on the Beautiful Serene Beach of Ma’alaea Bay

Experience the ideal beachfront getaway at Hono Kai B-7, a charming condo nestled in the serene beauty of Maui. This idyllic retreat offers stunning ocean views from the living room, bedroom, and lanai, providing a picturesque backdrop for your ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $314 
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Top Floor Oceanfront 2 Bed/Bath En Suite Style

This beautiful top floor condo is located in the 80 unit complex of Kanai A Nalu (Unit #419) and features all the comforts of home overlooking Maalaea Bay, Haleakala, Kihei, and all of the South Shore with Maalaea Beach just steps away! Miles ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $383 
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Spectacular Wall of Glass!

Never have you stayed in a condo such as this. There is a wall of glass so you have a panoramic view of the ocean and beyond!

Maui has been consistently ranked as the 'Best-Hawaiian Island' and '#1 Island Destination' by the readers of ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $708 
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Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118


Kanai A Nalu (“Gentle Breeze”) is located in Maalaea; a place often called “Maui’s best kept secret”. Our condo is direct OCEANFRONT, BEACHFRONT! You simply cannot get any closer to the ocean than our beautifully upgraded, ground ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $406 
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Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!

Our one bedroom unit is very spacious and filled with light. The lanai view is spectacular. The unit has a queen-size bed in the master bedroom and the living room has a queen-size sofa bed. The kitchen is fully equipped.This condo has been ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $334 
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'Island Casual' Oceanfront 'Elegantly Comfortable'

A beautiful and peaceful retreat with efficient air conditioner dual zone system.

We value our guests, the islands and and do our best to ensure a special stay.
Maximum occupancy is limited to four (4) persons. This is a ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $625 
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Luxury Beachfront Condo with Amazing 180° Ocean Views!! Corner Unit.

Kana'i A Nalu 317 by KNOWLES MAUI
• Recent full-condo remodel, new everything
• Third-floor corner unit with unobstructed ocean and outer island views
• Freshwater beachside swimming pool
• On Sugar Beach – the longest ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $707 
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OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA

Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $431 
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Epic Maui Adventure On a Shoestring Budget

Come Explore Maui in this powerful, automatic, 2016 Jeep Wrangler Sahara. Suzie comes fully stocked with all the camping gear you need, at no extra cost.

Heads up: All drivers must:
* Pay our $15 per day insurance and roadside ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $180 
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Sea La Vie Secluded Oceanfront condo, Magical Sunrise romantic honeymoon Getaway

It is not just a dream! You really can have it all here “ 50 Shades of blue!

Come relax and enjoy yourself in our UNIQUE, beautiful and extremely cozy ocean-front oasis, just steps away from the aqua blue ocean.
Our contemporary, ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailuku
from $686 
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Oceanfront Remodeled Condo! Can't Beat Views!! Air Conditioning

Premium 2 Bedroom/2 Bath ocean front condo with amazing ocean views and the best location in Central Maui (half way between Lahaina and Kihei). Enjoy the best views of Maalaea Bay from your large, private Lanai -- see the whales jumping, and ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $640 
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Relaxing Ocean Front Views on Maui! Island Sands Condominium

This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long!
Located a five minute walk from boats, Maui Ocean ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $417 
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Ground floor Ocean and pool view at Maalaea Bay

Hono Kai A5 is a ground-floor, 1-bedroom, 1-bathroom condo featuring partial ocean and full pool views, easy access to the property from your lanai, and 1 window A/C unit in the bedroom. Unit A5 can accommodate up to 4 guests. The bedroom is ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $359 
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View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!

Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $501 
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Relaxing Oceanfront!

New owners Lisa and Scott are so excited to host you. "We want you to experience the best time ever on your Maui vacation. Our one bedroom, one bath, second floor condo has a magnificent and panoramic ocean view. This is one of the few places...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $449 
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Koa Built 2

Get out and explore the real beauty of Maui. Our camping RV is fully equipped with a rooftop tent and all the essentials to get you away from the hotel life for a few days. There are tons of wonderful places to camp throughout the island. I will...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Wailuku
from $277 
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DAZZLING OCEANFRONT! Relaxing, Coastal Retreat! Sugar Beach Access!

Enjoy oceanfront paradise with breathtaking views in our stunning 2 Bedroom, 2 Bath Maui condo! Kanai A Nalu Unit #319 is fully stocked with all the comforts of home, making this a tranquil retreat offering unparalleled beauty and relaxation. ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $459 
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IMPECCABLE! LUXURY GROUND FLOOR DIRECT OCEANFRONT. 50' TO THE TURTLE SANCUARY!

****GUEST ALERT!**** JAN 18-FEB 1, 2025 DATES JUST OPENED DUE TO MEDICAL-RELATED CANCELLATION. BOOK NOW AND ENJOY PRIME WHALE WATCHING FROM YOUR GROUND FLOOR LANAI.

“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailuku
from $728 
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Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath

This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C as well as ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $530 
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Gratitude Bed and Breakfast BBWK2022/0001

This is a Bed and BREAKFAST, I provide you with Local food for breakfast!

We are within walking distance to Wailuku town which has coffee shops, restaurants, boutiques, antique shops and Local Acting Theater. You’ll love my place ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $381 
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Cozy Oceanfront 2BR Condo with Pool and Epic Views

Summary:
Family vacations & group getaways are even better at a Maui oceanfront condo! In the spring of 2021, this 2 bedroom, 2 bath oceanfront condo was remodeled w/ new floors, cabinets, counters, air conditioning & more. But its best ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $606 
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Epic Maui Adventure On a Shoestring Budget

Come Explore Maui in this powerful, automatic, 2017 Jeep Wrangler Unlimited. Kenji comes fully stocked with all the camping gear you need, at no extra cost. We even throw in a pop up tent for sleeping outside.

Heads up: All drivers ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $224 
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Oceanfront Penthouse with Amazing Views!

Gorgeous 2 story penthouse with lanai and private roof top sundeck with the ability to sunbathe or sleep under the stars on the double chaise lounger. Incredible views of the ocean, Makena, Molokini, Sugar Beach, Haleakala and the harbor. ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $922 
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PRIVATE COTTAGE/GAZEBO WITH HOTTUB

Romantic, private, honeymooners delight, a sanctuary, feels like home, a respite from traveling all day, you never want to leave, conveniently located, are typical comments from our previous guests. The hot tub is only for you and your partner! ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $495 
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Light filled small-scale apartment in a tropical neighborhood setting

Newly remodeled 200 sq ft attached apartment with separate private entrance, deck and fire pit. The yard is beautifully overgrown with tropical plants. The apartment includes a small bedroom and separate kitchen/sitting area. The new bathroom is...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $199 
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Coastal Chic Ocean Front Stunning View w AC

Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen, heated pool and hot tub. Fall asleep to the waves crashing in the ...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $460 
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Beachfront Complex on Sugar Beach

Hosted by VacaMaui

We chose Hono Kai due to it sitting directly on Sugar Beach.

Stainless steel appliances, air conditioning, quartz countertops, and beach gear are some of the amenities you will enjoy during your stay.

This...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Wailuku
from $662 
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Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****

Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $502 
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Direct Ocean Front

We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $756 
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Incredible Views Milowai 1 Bed 1 Bath Condo

This condo is a peaceful retreat where you can hear the ocean waves from your king size bed and queen size Italian sofa sleeper. The uniquely positioned south facing balcony over the ocean allows you to enjoy both sunrise and sunset views! ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $372 
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Stunning 5th Flr Oceanfront 2BR/2BA, AC, Renovated

Summary:
Family vacations & group getaways are even better at a Maui oceanfront condo! Your group of up to 6 can:

:: Enjoy unobstructed ocean views
:: Relax in fully remodeled and newly refurnished interiors
:: Explore over 4 ...

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $446 
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Stunning Oceanfront 1bd in Maalaea Kai unit 315

Welcome to your home away from home! This beautifully updated one-bedroom condo combines modern comfort with tropical charm, making it an ideal getaway for couples or solo travelers. Just steps from the beach, you can enjoy breathtaking views ...

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Wailuku
from $354 
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Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Your home away from home was updated at the beginning of 2023. New appliances, new kitchen, and new paint throughout. Enjoy the panoramic ocean view while you are relaxing on the couch or preparing a drink in the kitchen. As a ground floor unit,...

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $473 
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2 Bed Maui Retreat with 5 miles of beach!

Kanai A Nalu, what a gorgeous beach front condo! It's a great remodel with tile flooring throughout, island-style furniture, and a stunning kitchen with a full-size front load W/D! All the comforts and conveniences of home, but it's in paradise!...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $398 
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Vibrant Oceanfront Condo: Extraordinary View, Pool

Summary:
Welcome to our Maui Oceanfront vacation condo! Experience breathtaking views, serene waves, and golden sunsets from your private balcony. Remodeled and outfitted with designer furnishings, the space is perfect for a romantic getaway ...

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailuku
from $471 
View Property  

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