Vacation rentals in Maalaea Bay

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Top-rated vacation rentals in Maalaea Bay

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Guest favourite

Condo in Wailuku

4.94 out of 5 average rating, 53 reviews

Ocean Front Paradise! Quiet Romantic!

THERES NO PLACE LIKE MAUI! There’s no better time OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! We are located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours.

Jan. 25 – Feb. 1

$822 CAD per night

Guest favourite

Condo in Wailuku

4.99 out of 5 average rating, 157 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

Mar. 2 – 9

$538 CAD per night

Guest favourite

Condo in Kihei

5.0 out of 5 average rating, 137 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Mar. 19 – 26

$819 CAD per night

Guest favourite

Condo in Wailuku

4.86 out of 5 average rating, 227 reviews

Direct Ocean View!

Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in showerand AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean!

Mar. 26 – Apr. 2

$427 CAD per night

Guest favourite

Apartment in Kula

4.91 out of 5 average rating, 950 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Mar. 19 – 26

$264 CAD per night

Guest favourite

Apartment in Wailuku

4.97 out of 5 average rating, 39 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

Sweeping ocean vistas await from this prime oceanfront condo on the 3rd floor of Maalaea Kai. Sunrise over Haleakala and Maalaea Bay. The 1Bd/1Ba condo offers 650 sq ft of living area including the protected lanai. Recently refreshed with a new split AC and tile flooring throughout, this light and bright condo is centrally located, within walking distance to shopping, dining and the harbor and aquarium. The ocean is just steps away with an incredible ocean view from your private lanai.

Jan. 25 – Feb. 1

$684 CAD per night

Guest favourite

Condo in Wailuku

4.98 out of 5 average rating, 105 reviews

Beautifully Renovated Romantic Beachfront Condo

Lovely, romantic, and newly renovated BEACH FRONT condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

Nov. 15 – 22

$687 CAD per night

Guest favourite

Condo in Wailuku

4.98 out of 5 average rating, 51 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

Aug. 14 – 21

$642 CAD per night

Guest favourite

Condo in Wailuku

4.93 out of 5 average rating, 165 reviews

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

Apr. 21 – 28

$483 CAD per night

Guest favourite

Condo in Wailuku

4.94 out of 5 average rating, 31 reviews

The Beach Hale

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 rest almost every night on the beach in front of the condo. In winter months enjoy the breaching of the whales right in front of your eyes while enjoying your favorite beverage from the lanai (balcony).

Jun. 20 – 27

$681 CAD per night

Guest favourite

Condo in Wailuku

4.97 out of 5 average rating, 110 reviews

Relaxing ocean-front views! Island Sands Condo

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 Center Aquarium, shops and restaurants at Ma'alaea Harbor! The condo offers a fully stocked kitchen—convection toaster oven, microwave, toaster, coffee maker, blender, and full size fridge. Washer and dryer.

Sep. 20 – 27

$583 CAD per night

Guest favourite

Condo in Wailuku

4.86 out of 5 average rating, 206 reviews

Oceanfront Paradise Condo in Maalaea, Maui

Location, location, location! Direct oceanfront. Spectacular vast top floor ocean views of Makena, Molokini crater and Kahoolawe Island. Whales in full view from our lanai during whale season. Maalaea is centrally located to all areas of the island. The rooms have louvered windows (with screens) that allow breezes to pass through. Ceiling fans in every room and also out on lanai. A/C in living room if necessary.

Aug. 1 – 8

$394 CAD per night