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

Grnd Floor 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. Split A/C. Upgrades include: travertine flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area from this ground floor unit.

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.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

Maalaea Beachfront Resort
Fully renovated 1st level beach front resort steps from the sand. The most centrally located beach front resort on Maui located in peaceful and quiet Maalaea. Wake up and walk miles of uninterrupted, pristine beaches along a national wildlife preserve. The secluded beaches bring peace to anyone looking for a little solitude, and for those looking to have a little fun, you can walk right down the street to Maui's only aquarium, along with a shopping center, funplex, bars and restaurants.

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 shower and 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.

Oceanfront Maui Escape for Two | Private Lanai
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

Lovely Oceanfront Condo with pool
Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

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.

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

3BR spacious Condo with Ocean View in top location
Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Oceanfront Maui - 2 King Suites, AC & Lanai
Wake to panoramic ocean views from this fifth-floor, direct-oceanfront Maui retreat. Watch sea turtles below from your private lanai and whales during the winter season. The condo features two private king suites, two bathrooms, air-conditioning, a full kitchen and space for up to six guests. Walk to Maalaea Harbor, Maui Ocean Center and nearby beaches, then return for dinner overlooking the water.

Ma'alaea Ocean Front • Whales, Pool & Hot Tub
Wake up to the ocean from this ground floor condo at Ma'alaea Banyan. Sliders open onto the lawn with the water just beyond, and from December through April you'll watch whales breach from the lanai. Steps to the sand. Heated pool and hot tub right outside. Fully renovated, quiet, and built for two.
Popular amenities for Maalaea Bay rentals with a pool
House rentals with a pool

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Condo in Kihei 2 BR - 2 bath Condo

Stunning ocean view Villa, Heated pool, Wailea

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Oceanfront Paradise with Pickleball gear!

Go for an Ocean Swim From a Fun Beach Villa

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr

Maalaea Kai 307 - Maui Prime Oceanfront
Apartment rentals with a pool

Oceanfront Spectacular Condo

Oceanfront, Ground Floor Condo Steps to Ocean

Makani A Kai A5 beachfront, pool, a/c, w/d

Rare Beachfront Ground floor Oceanview from Lanai!

Oceanfront Condo on magic Sugar Beach - Ocean View

2BR 2Bath - Oceanfront Remodeled Condo!

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Cozy Beach Condo Ocean & Mountain View’s
Other holiday rentals with a pool

Poolside Ocean View Retreat- Private Guest Suite

Family Oceanview | Beach Gear + Beach Access

Kaanapali Fairway Villa 3BR/3BA.

Ocean front! Listen to the waves all day and night

High-end, On Beach, View Balcony, with Pool & BBQ!

Sugar Beach Renovated 10% Discnt on 7 days Booking

Turtle Cove Oceanfront Views Island Sands Resort

Ocean Front Property King bed, AC, pool, hot tub
Destinations to explore
- Family-friendly rentals Maalaea Bay
- Apartment rentals Maalaea Bay
- Waterfront rentals Maalaea Bay
- Beachfront rentals Maalaea Bay
- Rentals with a sauna Maalaea Bay
- Flat rentals Maalaea Bay
- Rentals with beach access Maalaea Bay
- Rentals with a hot tub Maalaea Bay
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach





