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Vacation rentals in Maalaea

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Top-rated vacation rentals in Maalaea

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Condo in Wailuku

4.79 out of 5 average rating, 378 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Aug 16 – 23

G$47,093 GYD per night

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!

Aug 5 – 12

G$46,366 GYD per night

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 13 – 20

G$61,405 GYD per night

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!

Oct 14 – 21

G$60,216 GYD per night

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.

Sep 7 – 12

G$47,579 GYD per night

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.

Mar 24 – 31

G$101,851 GYD per night

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 5 – 12

G$32,682 GYD per night

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

Nov 30 – Dec 7

G$52,600 GYD per night

Condo in Wailuku

4.89 out of 5 average rating, 170 reviews

Island treasure, Ocean Front Maui

Please note the price includes taxes! We hope you enjoy this quiet, tropical paradise: linens, bathroom items, cooking materials, beach paraphernalia (chairs, boogie boards,) binoculars for whale watching Wi-fi, desk space in bedroom, plenty of DVDs and books, games. Split A/C which we have never even used (ceiling fans work great!) We welcome people of ALL persuasions and cultures. This is a NO SMOKING/VAPING building. CLOSE TO EVERYWHERE!

Aug 2 – 9

G$47,214 GYD per night

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.

Mar 18 – 25

G$70,922 GYD per night

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.

Jul 17 – 24

G$54,268 GYD per night

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$142,928 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

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Unique stays

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Popular amenities for Maalaea vacation rentals

Free parking on premises

Air conditioning

Stay near Maalaea's top sights

Maui Ocean Center176 locals recommend

Pacific Whale Foundation77 locals recommend

Pride of Maui10 locals recommend

Beach Bums BBQ & Grill27 locals recommend

Sugar Beach Resort3 locals recommend

Tante's Fishmarket Restaurant & Bar20 locals recommend

Other great vacation rentals in Maalaea

Condo in Kihei

5.0 out of 5 average rating, 163 reviews

Cozy Beach Condo Ocean & Mountain View’s

Jan 1 – 8

G$76,411 GYD per night

Condo in Wailuku

4.85 out of 5 average rating, 280 reviews

Maui HI. 1br 1ba Oceanfront Condo

Jul 31 – Aug 7

G$54,331 GYD per night

Condo in Wailuku

5.0 out of 5 average rating, 16 reviews

Relaxing in Maui on Oceanfront View

Jun 11 – 18

G$45,925 GYD per night

Apartment in Wailuku

4.97 out of 5 average rating, 38 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

Jun 10 – 17

G$55,261 GYD per night

Condo in Wailuku

4.93 out of 5 average rating, 75 reviews

All New Beachy Chic Remodel, Ocean front with AC

Sep 23 – 30

G$68,512 GYD per night

Condo in Wailuku

4.98 out of 5 average rating, 84 reviews

ROMANTIC OCEAN FRONT FULLY REMODELED CONDO FOR TWO

Nov 17 – 24

G$71,720 GYD per night

Condo in Wailuku

4.99 out of 5 average rating, 68 reviews

Dolphin Penthouse at Milowai

May 2 – 9

G$143,037 GYD per night

Condo in Wailuku

4.94 out of 5 average rating, 52 reviews

Ocean Front Paradise! Quiet Romantic!

Jan 17 – 24

G$101,935 GYD per night

Quick stats about vacation rentals in Maalaea

Total rentals
460 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Rentals with a pool
450 properties have a pool
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
20K reviews
Nightly prices starting at
G$20,849 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Maalaea?
Yes! Work meets play with ease at over 210 vacation rentals in Maalaea featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do condo rentals in Maalaea have air conditioning?
Absolutely! We offer over 330 condo rentals with air conditioning in Maalaea. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Maalaea have a bbq area?
Absolutely! We offer over 210 condo rentals with a bbq area in Maalaea. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Maalaea?
Experience the best of Maalaea with our townhouse rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Maalaea?
Maalaea has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Maalaea have wifi?
Absolutely! We offer over 340 condo rentals with wifi in Maalaea. Enjoy a tailored experience with all the comforts you desire.
Are there Maalaea vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 450 vacation homes with pools in Maalaea, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Maalaea have a gym?
Absolutely! We offer over 20 condo rentals with a gym in Maalaea. Enjoy a tailored experience with all the comforts you desire.

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