
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,890 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!
Bathroom Remodel June 2026. Photos will follow. Enjoy a Romantic yet affordable 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 your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Breathtaking, FRONT ROW seat to the azure Pacific
Oceanfront and Comfort are found here in this tranquil, Full ocean view 555 sq ft unit located in the very popular Maalaea Banyans. This stunning, one bedroom/one bathroom condo features a number of upgrades and is perfectly located, allowing you to access all parts of the island! Just steps to the longest uninterrupted stretch of beach on Maui, it is a perfect place to watch the Hawaiian sea turtles, humpback whales (in winter months), and enjoy the views and natural surroundings in paradise.

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.

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens
Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

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.

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!

Endless Waves, Spectacular Oceanfront views!
Endless Waves, Spectacular Direct Oceanfront Views! Relax in our beachfront condo featuring a comfortable king bed and stunning ocean views. 1 bed, 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. When the whales are in the bay, you have a perfect view from the lanai. Enjoy the soothing sound of the waves from the Lanai and watch the turtles graze on the rocks. Sleeps 2.

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.

Turtle Cove Oceanfront Views Island Sands Resort
This rare ocean-front condo (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!

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!

Steps to Beach! Ocean View Retreat | Pool +Hot Tub
🌊 Stunning oceanfront condo just 20 steps from the beach! Recently renovated with panoramic ocean views, new kitchen & appliances. Corner unit privacy on ground floor with direct beach access. Heated pool, hot tub & BBQ on-site. Watch whales from your living room in winter! Perfect Ma'alaea location near Maui's longest beach.
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Go for an Ocean Swim From a Fun Beach Villa

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

Oceanview Home with Private pool and hot tub

Luxe 3BR Pualei Beach House Retreat

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
Apartment rentals with a pool

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Live, Love, Loft in Beautiful Maui

Napili Bay Oceanview Hideaway

Oceanfront, Ground Floor Condo Steps to Ocean

Oceanfront! Sugar Beach Resort Penthouse with a/c

Surrounded by Glass! Ocean All Around.

Oceanfront Condo with Pool and Jacuzzi

Sugar Beach Renovated 10% Discnt on 7 days Booking
Other holiday rentals with a pool

The Beach Hale

Kihei Maui Getaway

Oceanfront • AC • W/D • Desk • Central Maui

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

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Modern Luxury Oceanview! Best views in complex!

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 SGD | $185 SGD | $157 SGD | $138 SGD | $142 SGD | $133 SGD | $143 SGD | $134 SGD | $134 SGD | $126 SGD | $146 SGD | $161 SGD |
| 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
- Apartment rentals Wailuku
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
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- Hāmoa Beach
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- Kihei Kai Nani
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
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