
Vacation rentals with a pool in Maalaea
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maalaea
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 !

Makani A Kai A9 romantic beachfront Maui, pool,a/c
Halerentals MAK A9 is a romantic and newly renovated beachfront 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.

Oceanfront Condo. Pool & Spa, 1 Br.
MAALAEA 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.

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.

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!

Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem
Welcome to our newly renovated 1b1b 3rd-floor oceanfront condo at Maalaea Banyan, a very popular destination! Steps from the sea, enjoy grand ocean vistas and island breezes. Nestled in Ma'alaea, our harbor town is known for snorkeling cruises and fishing delights. Explore Haycraft Park, Maui Ocean Center, or amble along Sugar Beach. Ideal for whale and turtle sightings. Enjoy a king bed, workspace, living room & bedroom a/c, free parking, pool, & hot tub. Your dream Maui retreat awaits!

Direct Oceanfront with Spectacular Views and A/C
Wake up to the Pacific just outside your window. This front-row oceanfront one-bedroom condo sits so close to the water it feels like being on a cruise ship—without ever leaving land. From the private lanai, watch waves roll in, palms sway, and sea turtles glide through the clear water below. Set in quiet Maʻalaea, perfectly positioned between Kihei and Lahaina, this 5th-floor retreat offers sweeping ocean views, cooling trade winds, and a peaceful pace guests truly appreciate.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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 w/ views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for whale watching. Walk to the aquarium & 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 18.5%.

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!

Oceanfront Spectacular Condo, New Listing
Escape to this ground floor beachfront unit for the ultimate relaxation. Extensively remodeled kitchen and bathroom with new flooring, ceiling fans, and split A/C in living room and bedroom. Wake up to the calming sounds of the sea, watch whales from your living room, and share the beach with sea turtles. Enjoy direct access to the grassy area and beach, basking in abundant sunshine.
Popular amenities for Maalaea rentals with a pool
House rentals with a pool

Oceanview • Family-friendly • Sleeps 8 • w/Parking

Go for an Ocean Swim From a Fun Beach Villa

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!
Condo rentals with a pool

Ocean property W/ king bed, AC, pool & hot tub

Oceanfront, Ground Floor Condo Steps to Ocean

Vibrant Oceanfront Condo: Extraordinary View, Pool

Relaxing in Maui on Oceanfront View

Cozy Beach Condo Ocean & Mountain View’s

Winter in Maui-Chic Modern Romantic, Steps 2 Beach

Mermaid Cove Oceanfront Views! 2 bdrm 2 bath

Cool Oceanside 1BD Condo
Other vacation rentals with a pool

The Beach Hale

Oceanfront 3rd Floor Unit at Maalaea Kai Complex

In the center of it all!

Stunning Ocean Front Views | HotTub/Pool

Beachfront Penthouse #25 at Sugar Beach Resort

Remodeled, Prime Oceanfront, Private corner condo

Paradise in Stunning Penthouse -Lauloa #405

*Milowai 410* Prime Oceanfront Maui Condo, A/C!
When is the best time to visit Maalaea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $403 CAD | $414 CAD | $396 CAD | $327 CAD | $295 CAD | $293 CAD | $282 CAD | $263 CAD | $258 CAD | $276 CAD | $297 CAD | $361 CAD |
| Avg. temp | 23 °C | 23 °C | 23 °C | 24 °C | 25 °C | 26 °C | 27 °C | 27 °C | 27 °C | 26 °C | 25 °C | 24 °C |
Quick stats about vacation rentals with a pool in Maalaea

Total vacation rentals
Explore 530 vacation rentals in Maalaea

Nightly prices starting at
Maalaea vacation rentals start at $164 CAD per night before taxes and fees

Verified guest reviews
Over 28,910 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
530 of Maalaea vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Maalaea rentals

4.8 Average rating
Maalaea stays are highly rated by guests—averaging 4.8 out of 5!
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