Maalaea Vacation Rentals

Maalaea is a resort community located at Maalaea Harbor on Maui’s south shore. Here you will find over 100 vacation rentals and condos, most of them affordable or moderately priced. Maalaea has convenient access to both the island's south shore and west shore, so if you plan to drive around a lot, Maalaea is your perfect vacation destination. A popular attraction here is the Maui Ocean Center, where you can learn about Hawaii's ocean and see marine life up close. If you like snorkeling or diving, take a boat tour from Maalaea Harbor to Molokini Island, named one of the top ten dive spots in the world.

  • Great Listing and Price!

    This is the place for you....direct oceanfront....with the surf, turtles and whales right in front of you! Sit on your oceanfront lanai and have a front row seat! This location is a also golfers paradise! This condo is centrally located to nu...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Maalaea

    124 USD - 215 USD

    nightly

    868 USD - 1,505 USD

    weekly

    3,100 USD - 5,400 USD

    monthly

  • #104 - Ocean View 1 Bed/1 Bath in Maalaea Bay!

    Enjoy great views of the ocean, swimming pool and manicured tropical grounds. Unit #104 offers one bedroom and one bathroom. This unit also features a full kitchen, perfect for preparing your own meals. The living features a comfortable sofa with ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Maalaea

    910 USD - 1,120 USD

    weekly

    3,757 USD - 4,624 USD

    monthly

    130 USD - 160 USD

    nightly

  • STUNNING GR. FLOOR OCEANFRONT CONDO - 5 STAR - PRIME SPRING DATES OPEN!

    ALOHA! Welcome to our home in Maui! Prior to sending us a request, please take a look at our calendar shown on this page and see if your desired dates are available - then either click on book it now or drop us an email with your telephone conta...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Wailuku

    145 USD - 165 USD

    nightly

    1,015 USD - 1,155 USD

    weekly

  • Enjoy a Spectacular Oceanfront View while relaxing on the lanai

    Newly renovated and completely refurbished oceanfront condominium completed in August 2012. Located in beautiful Maalaea, our home away from home features an absolutely stunning ocean / marina view and is just a short walk from Maui's scenic Sug...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Wailuku

    145 USD - 175 USD

    nightly

    1,015 USD - 1,225 USD

    weekly

    3,900 USD - 4,800 USD

    monthly

  • Beautiful Remodeled Oceanfront Condo with Renovated HEATED Pool

    Welcome to your newly renovated one bedroom beautifully furnished 4th floor OCEAN FRONT home away from home. Centrally located and just a stones throw away from the blue waters at Maalaea Bay that offers easy access to all of Maui's famous attrac...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Wailuku

    145 USD - 145 USD

    nightly

    945 USD - 1,000 USD

    weekly

    3,750 USD - 3,750 USD

    monthly

  • Oceanfront Cool Breezes

    Cool breezes from the ocean 30 feet away will fan you as you watch whales in the winter and surfers in the summer right from the lanai. It can't get any better than this....the condo is located on the first floor with an elevated lanai. In front...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Maalaea

    145 USD - 275 USD

    nightly

    1,015 USD - 1,925 USD

    weekly

    4,000 USD - 6,900 USD

    monthly

  • Newly Remodeled Kitchen--New Updates

    Our 2 bedroom, 2 bathroom beautifully spacious oceanfront condo, is located on the 4th/top floor of the Maalaea Yacht Marina in Ma'alaea. The master bedroom has private access to the lanai and a comfortable pillow-top king-size bed. The second be...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    155 USD - 280 USD

    nightly

    1,085 USD - 1,960 USD

    weekly

    3,900 USD - 7,050 USD

    monthly

  • Paradise With A Million Dollar View From Your Oceanfront Lanai!

    This third floor piece of Paradise has the most fantastic oceanfront view you will ever see. Lauloa means 'long wave' and when you sit on the lanai you will understand how it was named. Look across the bay to Mt. Haleakela, Makenna Point Waialea ...

    2 Bedrooms, 2 Bathrooms, Sleeps 5

    HI>Ma'alaea

    155 USD - 275 USD

    nightly

    1,085 USD - 1,925 USD

    weekly

    3,900 USD - 6,950 USD

    monthly

  • Ma'alaea Kai Unit 110 - Oceanfront & Mountainview Paradise

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

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    155 USD - 205 USD

    nightly

    1,435 USD - 1,435 USD

    weekly

    4,650 USD - 6,150 USD

    monthly

  • Romantic Direct Oceanfront! Quite, Private & Central to All of Maui

    You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. Please scroll through all of the information and photos below. Call or email us any time if you still have questions. Look no furt...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Maalaea

    159 USD - 199 USD

    nightly

    1,043 USD - 1,323 USD

    weekly

    4,170 USD - 5,370 USD

    monthly

  • Two Bedroom Oasis! Email/Call Today

    This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kaya...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Maalaea

    160 USD - 280 USD

    nightly

    1,120 USD - 1,960 USD

    weekly

    4,000 USD - 7,000 USD

    monthly

  • Listen to the Ocean from This Beautiful Maalaea Kai Condo

    This beautiful, upgraded, two-bedroom, two-bath condominium corner unit is 15 yards from the waters of Ma'alaea Bay with a spectacular view of Mount Haleakala, Molikini, and Kaho'lawe Island from the second floor lanai with southeast to southwest ...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Maalaea

    160 USD - 190 USD

    nightly

    1,025 USD - 1,275 USD

    weekly

    3,900 USD - 4,800 USD

    monthly

  • Available March 2-10 !!! Due to Last Minute Cancel

    True Oceanfront. Located on Sugar Beach, Maui's longest white-sand beach. With gorgeous views, this beautifully decorated, fourth floor, condo at the Kealia Resort beachfront complex is waiting for you! The six-mile stretch of beach, calm waters, ...

    1 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Kihei

    169 USD - 189 USD

    nightly

    1,323 USD - 1,323 USD

    weekly

  • Upscale Paradise with Streaming Netflix!

    Streaming Netflix Blue Ray, gourmet kitchen, reverse osmosis water system, special star gazing binoculars, a special bath pillow, marble bath, 440 thread count sheets, seperate number mattress system in master bedroom. Plus peace and serenity is ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Maalaea

    175 USD - 275 USD

    nightly

    1,225 USD - 1,925 USD

    weekly

    4,410 USD - 7,700 USD

    monthly

  • Spectacular Oceanfront condo-book early for next summer!!

    Aloha and welcome to paradise! We are thrilled to share our condo with you so, you too, can experience the aloha of Maui. Our 2 bedroom, 2 bath oceanfront condo is located in the village of Ma’alaea on a quiet, low traffic, dead-end street on ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Maalaea

    175 USD - 290 USD

    nightly

    1,225 USD - 2,030 USD

    weekly

    4,400 USD - 7,300 USD

    monthly

  • 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 compl...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>wailuku

    175 USD - 195 USD

    nightly

    1,225 USD - 1,365 USD

    weekly

    4,410 USD - 4,410 USD

    monthly

  • Kanai A Nalu 302 Ocean Front Condo 3rd floor. Breathtaking Ocean/Island Views

    Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This property has the BEST ocean front views of Molokini Crater and Kaho'Olawe Island. There is a swimming pool and gas BBQ grills for your use. In my opinion thi...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    175 USD - 275 USD

    nightly

    1,890 USD - 1,890 USD

    weekly

    4,800 USD - 7,950 USD

    monthly

  • Needing to RELAX? Stunning & Tranquil Ocean Front 2 Bdrm / 2 Bath Milowai Condo

    Unbeatable 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 running along miles of white sandy beach, or swimming with the turtles in the ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Wailuku

    180 USD - 195 USD

    nightly

    1,330 USD - 1,330 USD

    weekly

    5,400 USD - 5,400 USD

    monthly

  • Maui Beach Direct Ocean Access

    McParadise is a special place. It is small, quiet, cozy, comfortable, elegant and very Aloha. We have a lovely bedroom with storage, a very nice bathroom, a new kitchen and family room. This is a place to relax and vacation in the truest sense of...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Wailuku

    185 USD - 185 USD

    nightly

    1,225 USD - 1,225 USD

    weekly

    4,000 USD - 4,000 USD

    monthly

  • Oceanfront Condo - Virtual Tour - Spectacular Treetop View - Whales (in season)

    E Komo Mai, (Welcome) to your newly renovated (09-2016) Maui vacation holiday condominium. We strive to provide you with a beautiful home away from home while visiting Maui, where you can do as much, or as little as you want. Please take the 'V...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    185 USD - 195 USD

    nightly

    1,295 USD - 1,295 USD

    weekly

  • OPEN in 03/16 to out 03/25 Kanai A Nalu 101 Ground/Corner GREAT Ocean Views

    Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This property has the BEST ocean front views of Molokini Crater and Kaho'Olawe Island. There is a resort swimming pool and BBQs next to the ocean. This two bedro...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    185 USD - 275 USD

    nightly

    1,813 USD - 1,925 USD

    weekly

    5,100 USD - 7,950 USD

    monthly

  • Wow! Beautiful Oceanfront Condo on the Waters Edge! Free Wi-Fi

    Lauloa Resort is located on the north end of beautiful Maalaea Bay in South Maui, fifteen minutes from the Kahului Airport (Maui's main airport), and twenty minutes from the popular resort areas of Lahaina, Kaanapali, Kihei and Wailea. The resor...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    195 USD - 245 USD

    nightly

    1,395 USD - 1,395 USD

    weekly

  • Upscale Penthouse With Wall of Glass!

    Prime winter dates in this outstanding penthouse two-story condo with a front row seat for whale watching right from the lanai. You won't find any better accommodations for your Maui vacation. This condo is for the person who wants the ultimate...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Maalaea

    200 USD - 325 USD

    nightly

    1,400 USD - 2,275 USD

    weekly

    5,000 USD - 8,200 USD

    monthly

  • Spectacular Maalaea Bay Upscale Vacation Rental - 2 Bedroom

    A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Please see the ...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Wailuku

    200 USD - 200 USD

    nightly

    1,400 USD - 1,400 USD

    weekly

    5,779 USD - 5,779 USD

    monthly

  • Kanai A Nalu 414 - Ocean Front with Spectacular Ocean Views! Available April 1st

    Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This complex sits directly on a 3-mile stretch of white sand beach that spans almost the entire Ma'alaea Bay. This setting is wonderful for romantic sunset strolls...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Wailuku

    205 USD - 290 USD

    nightly

    5,555 USD - 7,835 USD

    monthly

  • Oceanfront with Spectacular Sunsets and Whales in Winter!

    The beauty and serenity of Maui can be found at the oceanfront Island Sands Resort. This two bedroom condo, is complete with air conditioning in the living room, 25" cable Television, telephone, high-speed internet access, washer/dryer and a fully...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Maalaea

    208 USD - 320 USD

    nightly

  • Amazing Oceanfront Three Bedroom

    You've found a gem here....3 bedrooms, 2 baths, oceanfront with a full double lanai.....and a corner unit so you have windows in every room...including the bathrooms. Imagine the tradewinds gently blowing through the condo to complete that full ...

    3 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Ma'alaea

    225 USD - 329 USD

    nightly

    1,575 USD - 2,303 USD

    weekly

    5,670 USD - 8,300 USD

    monthly

  • Eco-Friendly Luxury Condo- Rated A+ Superior - Ocean View....Must Experience!

    E komo mai (come in, Welcome) Our two bedroom/two bath condo, with a fabulous ocean view is located on sixth floor, cross from two elevators. The epitome of tropical elegance, serenity, blended with Environmentally Friendly settings. A perfect sp...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    Hi>wailuku

    225 USD - 225 USD

    nightly

    1,575 USD - 1,575 USD

    weekly

  • Oceanfront 2BR/1.5BA - 40 Feet from the Ocean - Free Internet

    Our OCEANFRONT condo is only 40 feet from the ocean. We are located in the quaint harbor village of Maalaea just 20 minutes from Lahaina. During Whale season (Dec - Apr) we have what has long been considered one of the most active locations fo...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Wailuku

    235 USD - 235 USD

    nightly

    1,645 USD - 1,645 USD

    weekly

    6,127 USD - 6,127 USD

    monthly

  • Maalaea 2BR/2BA Ocean View, New Furnishings, Hawaiian Decor, Immaculate

    Spectacular Ocean Views at Maalaea Kai Clean, well-maintained Maui two-bedroom, two-bath condo away from the crowds, with fantastic views, located in Maalaea Bay with easy access to local beaches and towns. The building is on a cul-de-sac s...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Maalaea

    245 USD - 245 USD

    nightly

    1,550 USD - 1,550 USD

    weekly

    6,200 USD - 6,200 USD

    monthly

  • Up to 30% OFF through April - Sugar Beach #301 ~ RA73544

    UP TO 30% OFF NOW THROUGH APRIL!! ENTER YOUR DATES TO SEE PROMOTIONAL PRICING.. Ocean View Condo located on the third floor of the Sugar Beach Resort. This one bedroom condo has many upgrades throughout including a remodeled fully equipped kit...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>KIHEI

    2,135 USD - 2,625 USD

    weekly

    305 USD - 375 USD

    nightly

  • Up to 30% OFF through April - Sugar Beach #302 ~ RA73545

    UP TO 30% OFF NOW THROUGH APRIL!! ENTER YOUR DATES TO SEE PROMOTIONAL PRICING.. Escape to Maui so you can relax on the lanai and enjoy the ocean views. This one bedroom, one bath condo sleeps up to four people with a king bed in the bedroom an...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>KIHEI

    2,135 USD - 2,625 USD

    weekly

    305 USD - 375 USD

    nightly

  • Up to 30% OFF through April - Sugar Beach #308 ~ RA73546

    UP TO 30% OFF NOW THROUGH APRIL!! ENTER YOUR DATES TO SEE PROMOTIONAL PRICING.. Ocean view condo overlooking the pool and the Pacific Ocean. Located on the third floor, this condo has one bedroom and one full bathroom. The bedroom has a unit h...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>KIHEI

    2,135 USD - 2,625 USD

    weekly

    305 USD - 375 USD

    nightly

  • Up to 30% OFF through April - Sugar Beach #115 ~ RA73534

    UP TO 30% OFF NOW THROUGH APRIL!! ENTER YOUR DATES TO SEE PROMOTIONAL PRICING.. Sugar beach resort one bedroom oceanfront condominium 1 oceanfront view. It is located in Kihei, Hawaii. The pool is available on property. There is hot tub too.  ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>KIHEI

    2,415 USD - 2,940 USD

    weekly

    345 USD - 420 USD

    nightly

  • Up to 30% OFF through April - Sugar Beach #120 ~ RA73535

    UP TO 30% OFF NOW THROUGH APRIL!! ENTER YOUR DATES TO SEE PROMOTIONAL PRICING.. Renovated and refurnished Ocean Front condo located on the Ground Floor. The bedroom has a King bed and the bathroom is just off of the bedroom. The living room ha...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>KIHEI

    2,415 USD - 2,940 USD

    weekly

    345 USD - 420 USD

    nightly

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