
Holiday rentals with a pool in Wailuku
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Wailuku

Total holiday rentals
Explore 20 holiday rentals in Wailuku

Nightly prices starting at
Wailuku holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 1,940 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Wailuku holiday rentals include wifi access

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

4.8 Average rating
Wailuku stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Wailuku
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Rare Beachfront Ground floor Oceanview from Lanai!
New kitchen appliances, complete bathroom renovation 2026. Enjoy a Romantic yet affordable BeachFront, Ground floor condo, 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), turtles are often seen in the waters. On a quiet non-through road, this is your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

2BR 2Bath - Oceanfront Remodeled Condo!
Remodeled 2 Bedroom/2 Bath ocean front condo with A/C. Amazing ocean views with the best location in Central Maui. Enjoy the view of Maalaea Bay from your private Lanai . Watch the whales jumping and enjoy beautiful sunrises and sunsets without leaving your condo. The only thing between you and the ocean is the pool and grassy lawn. Let the waves lull you to sleep in the master bedroom king size bed and enjoy unobstructed views of the ocean from not only the living room but your bed as well!

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.

Oceanfront 1 Bedroom with spectacular ocean views
Sit on your oceanview lanai with the lush grass in front and enjoy seasonal whale watching, see the surf break or watch sunrise over Haleakala. Centrally located 20 mins from the airport and an easy drive to Kihei, Lahaina, Wailea and the North Shore. Positioned at the North end of Sugar Beach. Stroll the quiet 1.5 mile long beach in the morning before exploring the island. Enjoy the onsite pool, Jacuzzi and BBQ areas on the manicured grounds. Includes A/C, washer & dryer and full kitchen.

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.

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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.

Ocean Front Paradise! Quiet Romantic!
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

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!

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.

The Beach Hale
We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles rest almost every night on the beach in front of the condo. In winter months enjoy the breaching of the whales right in front of your eyes while enjoying your favorite beverage from the lanai (balcony).
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Stunning ocean view Villa, Heated pool, Wailea

Maui direct ocean front . Super private

Oceanfront Paradise with Pickleball gear!

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Condo in Kihei 2 BR - 2 bath Condo

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

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

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

Romantic Beachfront Getaway

Amazing views at Oceanfront Studio

Oceanfront Condo on magic Sugar Beach - Ocean View

Romantic, Luxury Retreat w/Ocean View-Couples Only

Dolphin Penthouse at Milowai

Stunning Oceanfront 1bd - Maalaea Kai 315

Makani A Kai A5 beachfront, pool, a/c, w/d
Other holiday rentals with a pool

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Family Oceanview | Beach, Pool, Hot Tub, AC

Breathtaking, FRONT ROW seat to the azure Pacific

Luxurious Wailea Ocean Vistas

Spectacular views, prime location Kapalua, Maui.

Maui Full Oceanfront Paradise

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Luxury condo • 180° Ocean Views • Steps to Beach
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €138 | €127 | €108 | €95 | €98 | €91 | €98 | €92 | €92 | €87 | €100 | €111 |
| 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 |
Destinations to explore
- Rentals with beach access Wailuku
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- Family-friendly rentals Wailuku
- Rentals with a washing machine and dryer Wailuku
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- Rentals with pools Maui County
- Rentals with pools Hawaii
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Honolua Bay
- Maui Vista Condominium
- Big Beach
- Old Lahaina Luau
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- KOA Resort
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Kahana Beach
- Things to do Wailuku
- Things to do Maui County
- Sightseeing Maui County
- Food and drink Maui County
- Wellness Maui County
- Nature and outdoors Maui County
- Tours Maui County
- Art and culture Maui County
- Sports activities Maui County
- Things to do Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States







