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Vacation rentals with a pool in Maalaea

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Top-rated rentals with a pool in Maalaea

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Condo in Wailuku

4.79 out of 5 average rating, 380 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 !

Apr 8 – 15

G$47,374 GYD per night

Condo in Wailuku

4.99 out of 5 average rating, 157 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 26 – Mar 5

G$66,272 GYD per night

Condo in Wailuku

4.93 out of 5 average rating, 120 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 8 – 15

G$47,638 GYD per night

Condo in Wailuku. Maui

4.88 out of 5 average rating, 234 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.

Aug 22 – 29

G$47,522 GYD per night

Condo in Kihei

5.0 out of 5 average rating, 137 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 27 – Mar 6

G$102,018 GYD per night

Condo in Wailuku

4.86 out of 5 average rating, 227 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 20 – 27

G$60,903 GYD per night

Condo in Wailuku

4.92 out of 5 average rating, 106 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

This beautiful 559 square feet 1 bedroom, 1 bathroom unit is located just steps from the glittering Pacific Ocean, and comfortably accommodates up to four people. This condo is located in the quaint harbor village nestled between Maalaea Bay and the West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. The Maui Ocean Center is next door, and a delightful outdoor center with shopping and dining opportunities.

Oct 25 – Nov 1

G$83,801 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.

Mar 11 – 18

G$121,837 GYD per night

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%

Jan 14 – 21

G$96,161 GYD per night

Condo in Wailuku

4.93 out of 5 average rating, 165 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

Apr 21 – 28

G$57,214 GYD per night

Condo in Wailuku

4.89 out of 5 average rating, 171 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!

Dec 8 – 15

G$54,441 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.

Aug 6 – 13

G$71,038 GYD per night

Vacation rentals for every style

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Popular amenities for Maalaea rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Kihei

4.96 out of 5 average rating, 390 reviews

Stunning ocean view, heated pool at home by Wailea

Oct 24 – 31

G$113,759 GYD per night

Home in Kula

4.91 out of 5 average rating, 303 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Apr 7 – 14

G$67,395 GYD per night

Home in Lahaina

4.91 out of 5 average rating, 127 reviews

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

Sep 20 – 27

G$84,671 GYD per night

Home in Kihei

4.95 out of 5 average rating, 20 reviews

South Kihei Condo - steps to ocean and pool!

Jul 28 – Aug 4

G$83,311 GYD per night

Home in Kula

5.0 out of 5 average rating, 50 reviews

Hike on Scenic Trails at a Luxury Home on 7 Acres

Apr 21 – 28

G$239,012 GYD per night

Home in Kihei

5.0 out of 5 average rating, 18 reviews

Centrally located and steps to the beach!

Feb 17 – 24

G$66,272 GYD per night

Home in Kihei

4.64 out of 5 average rating, 11 reviews

Chic Beachfront Condo— Newly Remodeled — 2024

Mar 12 – 19

G$120,279 GYD per night

Home in Kihei

4.95 out of 5 average rating, 21 reviews

GORGEOUS PRIVATE HOME WITH POOL

Dec 4 – 11

G$182,973 GYD per night

Condo rentals with a pool

Condo in Kihei

5.0 out of 5 average rating, 165 reviews

Cozy Beach Condo Ocean & Mountain View’s

Dec 12 – 19

G$76,536 GYD per night

Condo in Wailuku

4.85 out of 5 average rating, 281 reviews

Maui HI. 1br 1ba Oceanfront Condo

Jul 3 – 10

G$54,420 GYD per night

Condo in Wailuku

4.85 out of 5 average rating, 100 reviews

❤ Full Ocean View - Beachfront - Hono Kai C3 ❤

Jun 5 – 12

G$85,992 GYD per night

Condo in Wailuku

4.89 out of 5 average rating, 250 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

Jan 21 – 28

G$72,230 GYD per night

Condo in Wailuku

4.94 out of 5 average rating, 115 reviews

Stunning Large Beach Front Condo sleeps 6!

Aug 3 – 10

G$91,610 GYD per night

Condo in Wailuku

4.81 out of 5 average rating, 268 reviews

Relax into Island Life at a Bamboo-Dotted Oceanfront Oasis

May 23 – 30

G$57,275 GYD per night

Condo in Kihei

4.99 out of 5 average rating, 207 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

Nov 6 – 13

G$79,836 GYD per night

Condo in Kihei

4.86 out of 5 average rating, 182 reviews

Your Island Home - KBS

Jun 9 – 16

G$33,915 GYD per night

Quick stats about vacation rentals with a pool in Maalaea

Total rentals
450 properties
Wifi availability
440 properties include access to wifi
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
19K reviews
Nightly prices starting at
G$20,883 GYD before taxes and fees

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