
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.

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!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
True Hawaiiana charm, comfort, and convenience for your family vacation. Located in the heart of Maui, in historic Wailuku town, with easy access to all parts of the island for all your planned activities. Beaches within 10 minutes drive time in 3 directions and the beautiful West Maui mountains w/ Iao Valley National park behind. After a day of adventure come home to a restful time in the HOT TUB under the bright stars . Walk to boutiquey stores ,Coffee shops, First Friday party w/the locals

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.

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.

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.

Makani A Kai B12 beachfront Maui, pool, a/c, w/d
Halerentals MAK B12 is a completely renovated Makani A Kai condo with high-end RH furniture, quality white cotton sheets, Sonos audio, marble shower, gourmet kitchen, motorized shades, & A/C in every room-- steps away from 3 miles of undeveloped Sugar Beach! Bright spacious 2nd floor 2bed/2bath condo with vaulted ceilings, stocked kitchen, and views of the bay, Haleakala volcano, and Haycraft Park. Great spot for swimming, SUP, snorkeling, and surfing-- amazing value for families or couples.

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 Oceanfront w/Amazing Views, AC, upgraded!
Centrally located between Kihei and Lahaina in Maalaea. Only 15 minutes from the airport. The condo was renovated in June-21 and has new bathrooms and a/c. It also includes access to the pool and grills. The condo is within walking distance to the harbor and miles of beaches. The 5th floor unit offers beautiful views of the ocean and provides for optimal whale and turtle watching. The beach near the condo provides the perfect place to walk for hours without interruption. Pure tranquility!

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 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.
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Kihei 533- OceanView, 5 min drive to stores/food

Relaxation in Kapalua-Specials!

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Oceanfront Paradise with Pickleball gear!

Go for an Ocean Swim From a Fun Beach Villa

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

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view Villa, Heated pool, Wailea
Apartment rentals with a pool

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Oceanfront 1 Bedroom with spectacular ocean views

Luxury Vacationing Modern Condo Aug Specials $275

Hello View!

The Pi Life: Ocean Views · 99 Steps from the Beach

Romantic Beachfront Getaway

Oceanfront Corner 3BR · Maui Turtle & Whale views

Amazing views at Oceanfront Studio
Other holiday rentals with a pool

Spectacular views, prime location Kapalua, Maui.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Ocean front! Listen to the waves all day and night

Oceanfront! Sugar Beach Resort Penthouse with a/c

Luxurious Wailea Ocean Vistas

Cozy Beach Condo Ocean & Mountain View’s

Oceanfront Bliss - Walk to Boats, Bites & Beach!

Romantic, Luxury Condo with Spectacular Ocean View
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €136 | €126 | €107 | €94 | €96 | €90 | €97 | €91 | €91 | €86 | €99 | €109 |
| 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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- Rentals with outdoor seating Wailuku
- Flat rentals Wailuku
- Family-friendly rentals Wailuku
- Rentals with a washing machine and dryer Wailuku
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- Rentals with pools Maui County
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Peahi
- Kahana Beach
- Maui Tropical Plantation
- Kamaole Beach Park III
- Nakalele Blowhole
- Things to do Wailuku
- Things to do Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Art and culture Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States







