
Holiday rentals with a pool in Wailuku
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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.

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!

'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.

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.

Makani A Kai A7 modern beachfront, pool, a/c, w/d
Halerentals MAK A7 is a romantic, brand new beachfront condo with huge patio, lawn, and incredible views of the beach, bay, & Haleakala volcano-- centrally located for day trips around the island, and off the beaten tourist path. Cool a/c in every room -- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 2bed/2bath condo- w/ fully stocked kitchen & beach gear. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

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.

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!

Hello View!
Direct ocean view on the 4th floor with spacious lanai. Newly renovated kitchen, hardwood flooring throughout condo. Master bedroom has a tempur pedic mattress. Living room has a pull out sofa with memory foam mattress. Walking distance to shops, restaurants, excursion activities, and Maui Ocean center. Centrally located with easy access to Kihei, Lahaina, and 20 minutes from airport. You are on right on the ocean!
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

Luxe 3BR Pualei Beach House Retreat

Maalaea Kai 307 - Maui Prime Oceanfront

Ocean-View Large 2 Bedroom Townhouse in Kapalua

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

Napili Bay Oceanview Hideaway

Very Comfortable Kamaole Sands Condo Sleeps 4

Direct Oceanfront w/Amazing Views, AC, upgraded!

Luxurious Condo in South Kihei

Luxury Vacationing Modern Condo June Special $379

Ocean front! Listen to the waves all day and night

OCEANFRONT Hono Kai / TA-081-709-8752-01

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

The Beach Hale

Ocean View, 1 minute walk to the beach 2BR/2BA

Kihei Maui Getaway

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

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

Luxury Oceanview! Sleeps 4 | Beach, Pool, Hot Tub!

*Maalaea Kai 212* Maui Stunning Prime Ocean Front

Chasing Life On Maui - AC, Pool, Hot Tub
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £117 | £108 | £91 | £80 | £83 | £77 | £83 | £78 | £78 | £74 | £85 | £94 |
| 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 |
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 £30 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!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Ka'anapali Golf Courses
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Maui Ocean Center
- Black Sand Beach
- Kihei Kai Nani
- Hāmoa Beach
- Peahi
- Maui Arts & Cultural Center
- KOA Resort
- Haleakala National Park
- Kahana Beach
- PacWhale Eco-Adventures
- Things to do Wailuku
- Things to do Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
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- Art and culture Maui County
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