
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.

Mana Kai 608: Oct/Nov Now OPEN! Modern Surf Vibe
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

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.

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups
Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

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!

Oceanfront Condo with Pool and Jacuzzi
Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

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 is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Fully stocked, has A/C. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! Comes with a FREE FARM TOUR Upcountry! Getting married? Renewing Vows? I can perform the ceremony for you...free with 3 night booking!

Rare Beachfront Ground floor Oceanview from Lanai!
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 like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

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

Cozy Oceanfront 2BR Condo with Pool and Epic Views
Family vacations & group getaways are even better at a Maui oceanfront condo! In the spring of 2021, this 2 bedroom, 2 bath oceanfront condo was remodeled w/ new floors, cabinets, counters, air conditioning & more. But its best feature has always been there: the vast oceanfront view. Watch sea turtles over morning coffee or walk to the nearby white sandy beach which extends for miles.

Rustic Upcountry retreat with breathtaking views!
Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

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

Oceanview Home with Private pool and hot tub

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Wake Up to Sweeping Ocean Views in Platinum Style

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Puamana Retreat by Gather: Oceanfront Luxury
Apartment rentals with a pool

Spectacular Ocean Front 1bd at Menehune Shores

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Oceanfront! Sugar Beach Resort Penthouse with a/c

Renovated Condo | 3 Min Walk to Toes in the Sand!

Sugar Beach Resort Beach / Ocean Front Unit 426

Cozy Beach Condo Ocean & Mountain View’s

STEPS to Beach! 2 Bedroom w/ Ocean View and Pool!

Romantic Beachfront Getaway
Other holiday rentals with a pool

Direct Oceanfront w/Amazing Views, AC, upgraded!

100 steps from the beach! Tranquil Seaside Oasis

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Oceanfront Oasis of your Dreams

Oceanfront Spectacular Condo, New Listing

Oceanfront Maalaea Harbor Condo with pool

Tropical Resort Setting, Steps To The beach!

Newly Remodeled Ocean View Condo
Quick stats about holiday rentals with a pool in Wailuku
Total rentals
20 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
1.8K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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