
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.
Vacation rentals for every style
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Popular amenities for Maalaea rentals with a pool
House rentals with a pool

Kihei 533- A/C, Free Parking, and WiFi

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

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

#1 Kaanapali Beach, Ocean View MER K218

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Condo rentals with a pool

Stunning Ocean Views · Steps to Beach · Comfort

Spectacular ocean views @IslandSurf Oct Spec $175

Luxury condo • 180° Ocean Views • Steps to Beach

Paradise in Stunning Penthouse -Lauloa #405

Oceanfront Maalaea Harbor Condo with pool

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Stunning Oceanfront 1bd - Maalaea Kai 315

Ocean Front Paradise! Quiet Romantic!
Other vacation rentals with a pool

Dolphin Penthouse at Milowai

The Beach Hale

Direct Oceanfront w/Amazing Views, AC, upgraded!

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

In the center of it all!

Relaxing in Maui on Oceanfront View

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Oceanfront Spectacular Condo, New Listing
Quick stats about vacation rentals with a pool in Maalaea
Total rentals
530 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
28K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Wifi availability
530 properties include access to wifi
Destinations to explore
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- Rentals with a washer and dryer Maalaea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Ka'anapali Golf Courses
- Maui Golf & Sports Park
- Wailea Golf Club
- Paukukalo Beach