Vacation rentals in Wailuku

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Top-rated vacation rentals in Wailuku

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Guest favourite

Condo in Wailuku

4.94 out of 5 average rating, 52 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.

Aug. 1 – 8

$793 CAD per night

Guest favourite

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. 10 – 17

$501 CAD per night

Superhost

Condo in Wailuku

4.89 out of 5 average rating, 249 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

You've found the HIDDEN GEM! Come stay in our Unobstructed Oceanfront Condo right on Maalaea Bay, and wake-up to spectacular views of the Pacific Ocean, South Maui, Haleakala & the West Maui Mountains. Enjoy a Front Row Seat to whales breaching & lobbing their tales during whale season, catch the surfers surfing the famous "Freight Train", and watch that famous Maui Sunrise all from the comfort of your home away from home. No A/C, just fans, but you don’t don’t it due to the cool ocean breeze!

Feb. 14 – 21

$591 CAD per night

Guest favourite

Condo in Wailuku

4.86 out of 5 average rating, 225 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!

Jun. 18 – 25

$425 CAD per night

Guest favourite

Apartment in Kula

4.91 out of 5 average rating, 944 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. 17 – 24

$264 CAD per night

Guest favourite

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. 10 – 17

$396 CAD per night

Superhost

Guest suite in Wailuku

4.83 out of 5 average rating, 385 reviews

Tropical Nest near Beach, MACC, MMH, 3 mi to OGG

BOHO, International vibe inspired by Host’s world travel; Awaken to Sunrise over Haleakala, listen to surf and local birds, watch Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Central location - rent a car or Uber to get to most places- Wailuku town is 1 mile walk. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet.

Sep. 21 – 28

$372 CAD per night

Guest favourite

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. 26 – Dec. 3

$582 CAD per night

Superhost

Apartment in Wailuku

4.92 out of 5 average rating, 60 reviews

Unit 13 Maui Ohana Modern Studio

Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and free parking, it's centrally located where the west and east sides of Maui meet, providing easy access to stunning beaches and the airport within a 10-15 minute drive.

May 1 – 8

$362 CAD per night

Guest favourite

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

$1,175 CAD per night

Guest favourite

Bungalow in Wailuku

4.99 out of 5 average rating, 70 reviews

Maui Beach House now with optional car add-on

Price includes all taxes and fees. No add-ons except the Airbnb fee. Enjoy peace, quiet & privacy and a big deck and yard. Coded gate and door so no-contact entry. Surfing beach in front, golf course down the road for evening walks. Everything nearby or in easy reach. Stocked with more than you will ever need, right down to a sewing kit! 420 Friendly.

Mar. 10 – 17

$559 CAD per night

Superhost

Condo in Haiku-Pauwela

4.81 out of 5 average rating, 397 reviews

Haiku Sanctuary #2--Hot Tub, AC, Netflix &More!

This self-contained and traveler friendly 1-bedroom unit sits in a residential neighborhood, minutes away from the best surfing on Maui-plus world-class shopping and great food five minutes away. If you needs more blankets, sheets, towels, infant furniture, a more firm or softer mattress we have a supply room full of provisions...ask.

Apr. 23 – 30

$233 CAD per night