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Maalaea Bay vacation rentals

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Top-rated vacation rentals in Maalaea Bay

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Condo in Wailuku

4.79 out of 5 average rating, 379 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 21 – 28

G$47,159 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.

Feb 23 – Mar 2

G$66,353 GYD per night

Condo in Wailuku

4.89 out of 5 average rating, 250 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!

Jul 20 – 27

G$60,388 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.

Oct 29 – Nov 5

G$83,055 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$47,715 GYD per night

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!

Mar 16 – 23

G$60,261 GYD per night

Apartment in Kula

4.91 out of 5 average rating, 949 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)

Apr 21 – 28

G$32,776 GYD per night

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.

Aug 11 – 18

G$83,821 GYD per night

Condo in Wailuku

4.94 out of 5 average rating, 163 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

Aug 30 – Sep 6

G$45,951 GYD per night

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 6 – 13

G$71,125 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.

Aug 8 – 15

G$54,423 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$143,337 GYD per night

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Other great vacation rentals in Maalaea Bay

Condo in Wailuku

4.93 out of 5 average rating, 120 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Sep 1 – 8

G$58,803 GYD per night

Condo in Kihei

4.99 out of 5 average rating, 207 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

May 14 – 21

G$76,661 GYD per night

Apartment in Kihei

4.89 out of 5 average rating, 109 reviews

Sugar Beach Resort #532 - Maui HI

Jun 4 – 11

G$83,118 GYD per night

Condo in Wailuku

4.85 out of 5 average rating, 281 reviews

Maui HI. 1br 1ba Oceanfront Condo

Sep 12 – 19

G$55,338 GYD per night

Condo in Kihei

4.95 out of 5 average rating, 327 reviews

Seaside Escape: Remodeled <300steps2beach!

May 22 – 29

G$41,057 GYD per night

Condo in Kihei

4.86 out of 5 average rating, 333 reviews

Can be 2 Units! Modern On Beach Ocean View Balcony

Sep 2 – 9

G$56,519 GYD per night

Condo in Wailuku

4.91 out of 5 average rating, 105 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

Feb 12 – 19

G$86,290 GYD per night

Condo in Wailuku

4.91 out of 5 average rating, 137 reviews

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area

Sep 27 – Oct 4

G$96,279 GYD per night

Maalaea Bay condo rentals

Condo in Kihei

5.0 out of 5 average rating, 106 reviews

Romantic, Luxury Condo with Spectacular Ocean View

Sep 26 – Oct 3

G$97,177 GYD per night

Condo in Kihei

4.99 out of 5 average rating, 114 reviews

Romantic, Luxury Maui Getaway with Ocean View

Mar 29 – Apr 5

G$91,938 GYD per night

Condo in Kihei

4.96 out of 5 average rating, 121 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Mar 19 – 26

G$42,447 GYD per night

Condo in Kihei

4.99 out of 5 average rating, 105 reviews

Kihei Sands Beachfront - A5 Gorgeous Beach Condo

Aug 14 – 21

G$78,749 GYD per night

Condo in Kihei

4.93 out of 5 average rating, 139 reviews

1-Bedroom Tropical Getaway, Kihei Bay Vista

May 10 – 17

G$41,812 GYD per night

Condo in Wailuku

4.89 out of 5 average rating, 171 reviews

Island treasure, Ocean Front Maui

Dec 8 – 15

G$54,507 GYD per night

Condo in Kihei

4.86 out of 5 average rating, 432 reviews

Amazing views at Oceanfront Studio

Sep 21 – 28

G$50,528 GYD per night

Condo in Wailuku

4.94 out of 5 average rating, 202 reviews

Spacious Luxury Oceanfront Condo w/ Huge Views

Aug 21 – 28

G$156,910 GYD per night

Oceanfront condo rentals in Maalaea Bay

Condo in Kihei

4.93 out of 5 average rating, 322 reviews

Maui Tranquility - Relax, Unwind & Feel Welcomed!

Nov 11 – 18

G$44,763 GYD per night

Condo in Wailuku

4.98 out of 5 average rating, 49 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Sep 1 – 8

G$78,879 GYD per night

Condo in Wailuku

4.93 out of 5 average rating, 95 reviews

Boho Beach Retreat *OCEAN VIEWS*

Jan 3 – 10

G$78,445 GYD per night

Condo in Wailuku

5.0 out of 5 average rating, 35 reviews

Oceanfront Spectacular Condo, New Listing

Aug 22 – 29

G$67,051 GYD per night

Condo in Wailuku

4.99 out of 5 average rating, 69 reviews

Dolphin Penthouse at Milowai

Aug 31 – Sep 7

G$163,727 GYD per night

Condo in Wailuku

4.97 out of 5 average rating, 37 reviews

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Oct 16 – 23

G$75,178 GYD per night

Condo in Wailuku

4.95 out of 5 average rating, 82 reviews

2BR 2Bath - Oceanfront Remodeled Condo!

Sep 15 – 22

G$90,740 GYD per night

Condo in Kihei

5.0 out of 5 average rating, 3 reviews

The Barefoot Hideaway • • • •

G$19,593 GYD per night

Destinations to explore