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

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.

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.

Oceanfront Paradise Condo at Maalaea, Maui
Location, location, location! Direct oceanfront. Spectacular vast top floor ocean views of Makena, Molokini crater and Kahoolawe Island. Whales in full view from our lanai during whale season. Sea turtles year round. Kealia Pond National Wildlife Refuge nearby. Maalaea is centrally located to all areas of the island. The rooms have louvered windows (with screens) that allow breezes to pass through. Ceiling fans in every room and also out on lanai. A/C in living room if necessary.

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.

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area
Hawaii Tax ID: TA-174-283-2640-01 Quiet part of Maui. Full ocean front. Nice evenings w/ views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for whale watching. Walk to the aquarium & Ocean Center. 15 min drive to Kihei & Kahalui. Pool & hot tub & BBQ. AC in living room. Washer/dryer in unit. 3 ceiling fans. Cross breeze. All taxes included in Airbnb total (Hawaii GET+TAT) tax of 18.5%.

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!

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Oceanfront Spectacular Condo, New Listing
Escape to this ground floor beachfront unit for the ultimate relaxation. Extensively remodeled kitchen and bathroom with new flooring, ceiling fans, and split A/C in living room and bedroom. Wake up to the calming sounds of the sea, watch whales from your living room, and share the beach with sea turtles. Enjoy direct access to the grassy area and beach, basking in abundant sunshine.

All New Beachy Chic Remodel, Ocean front with AC
All new! Fully Air conditioned and decorated with a warm beachy chic vibe! Top floor, direct oceanfront. The spacious bedroom offers a new king bed. The living room has AC, new full size sleeper sofa, Smart TV and Free wifi. New kitchen is fully equipped. Steps to the longest stretch of beach - it is the perfect place to watch the sea turtles and whales.
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Kihei 533- A/C, Free Parking, and WiFi

Mahalo Pono @ Ka'anapali Royal

Oceanview • Family-friendly • Sleeps 8 • w/Parking

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

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Luxe 3BR Pualei Beach House Retreat

Maalaea Kai 307 - Maui Prime Oceanfront

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
Condo rentals with a pool

Kapalua, luxe, ocean view, beach, spa, golf/tennis

Oceanfront Condo. Pool & Spa, 1 Br.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Surrounded by Glass! Ocean All Around.

Luxury condo • 180° Ocean Views • Steps to Beach

Modern & Polished Oceanfront Vistas

2BR 2Bath - Oceanfront Remodeled Condo!

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

Stunning, Modern Oceanview! Beach, Pool, Hot Tub!

Direct Oceanfront w/Amazing Views, AC, upgraded!

Kihei Maui Getaway

*Maalaea Kai 212* Maui Stunning Prime Ocean Front

In the center of it all!

Sublime Ocean Views - Polo Beach 408

Seaside Surf Spot Ma'alaea Kai

Paradise in Stunning Penthouse -Lauloa #405
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,990 GYD | G$30,079 GYD | G$25,275 GYD | G$22,559 GYD | G$23,186 GYD | G$21,724 GYD | G$23,395 GYD | G$21,933 GYD | G$21,933 GYD | G$20,679 GYD | G$23,813 GYD | G$26,319 GYD |
| 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 vacation rentals with a pool in Wailuku

Total vacation rentals
Explore 20 vacation rentals in Wailuku

Nightly prices starting at
Wailuku vacation rentals start at G$8,355 GYD per night before taxes and fees

Verified guest reviews
Over 1,830 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wailuku vacation rentals include wi-fi 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
- Honolua Bay
- Kapalua Bay Beach
- Polo Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Whalers Village
- Black Rock Beach
- Haleakala National Park
- Peahi
- Maui Arts & Cultural Center
- Maui Vista Condominium
- Black Sand Beach
- Kihei Kai Nani
- Kahana Beach
- Maui Sunset
- Things to do Wailuku
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