Maalaea Bay vacation rentals

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Top-rated vacation rentals in Maalaea Bay

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Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 156 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.

Nov 5 – 12

G$61,389 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 119 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

Dec 11 – 18

G$58,846 GYD per night

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 136 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.

Feb 8 – 15

G$101,824 GYD per night

Guest favorite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Oct 7 – 14

G$47,432 GYD per night

Guest favorite

Condo in Wailuku

4.86 out of 5 average rating, 226 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!

Nov 26 – Dec 3

G$61,262 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 946 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)

Dec 4 – 11

G$32,674 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 104 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.

Sep 10 – 17

G$81,155 GYD per night

Guest favorite

Condo in Wailuku

4.91 out of 5 average rating, 137 reviews

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area

Hawaii Tax ID: TA-174-283-2640-01 Quiet part of Maui. Full ocean front. Nice evenings with views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for snorkeling/whale watching. Walk to the aquarium & restaurants at Ocean Center. 15 min drive to Kihei & Kahalui. Pool & hot tub & BBQ. AC in living room. Washer/dryer in unit. 3 ceiling fans. Cross breeze. All taxes included in Airbnb total (Hawaii GET+TAT tax of 17.42%

Jun 22 – 29

G$48,169 GYD per night

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 162 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

Oct 2 – 9

G$45,807 GYD per night

Guest favorite

Condo in Wailuku

4.97 out of 5 average rating, 109 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.

Nov 4 – 11

G$70,903 GYD per night

Guest favorite

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 13 – 20

G$54,253 GYD per night

Guest favorite

Condo in Wailuku

4.96 out of 5 average rating, 108 reviews

Trade Winds Blow...Surrounded by Glass...Utopia!

This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air conditioning, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Feb 20 – 27

G$142,890 GYD per night