
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.

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!

Modern 1 Bedroom Suite with Spacious Lanai
Relax in this calm, stylish space in Maalaea. It has everything you need to make this your homebase to explore Maui. Suite features a large private lanai surrounded by tropical plants & trees. New queen bed plus double sofabed. Kitchen with fridge, stovetop, convention microwave and dishwasher. Quiet A/C keeps the suite cool. Located on the 2.5 mile long Sugar Beach. Stroll the beach and enjoy the views across Maalaea Bay. 20 mins from the airport, 13 mins to Kihei, 26 minutes to Lahaina.

Newly Updated Clean Condo w/AC! <2min to beach!
Aloha and welcome to Kihei Bay Vista! Enjoy the scenic ambiance in this newly updated 1 bed 1 bath condo located on the peaceful, quiet side of the resort. This gorgeous condo is steps away from Kalepolepo Beach and Turtle Sanctuary! Walk right out of your accommodations and stroll down the beach, watch the gorgeous sunset every evening & enjoy the whales during season. Great proximity to Kalepolepo Beach, Keaka Beach, Waipuilani Park, shopping, restaurants, Maui Nui Golf Club, and more!

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!

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

"Dancing Turtle's "Guest Suite"
CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

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.

Live, Love, Loft in Beautiful Maui
Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

Top 5% Home with King Bed + Steps to Beach & Shops
Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi
This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

Paradise awaits!
E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

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

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

Oceanview Home with Private pool and hot tub

Centrally located and steps to the beach!

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
Condo rentals with a pool

Luxury Oceanfront Condo with Amazing Views

Dolphin Penthouse at Milowai

Spectacular Ocean Front 1bd at Menehune Shores

All New Beachy Chic Remodel, Ocean front with AC

Beautiful Maui Beach Condo Steps from the Shore!

Island treasure, Ocean Front Maui

Sugar Beach Renovated 10% Discnt on 7 days Booking

Oceanfront Home: Steps Away To Beach
Other vacation rentals with a pool

Oceanfront Kihei Condo Free SUP & Resort Pools!

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

Turtle Cove Oceanfront Views Island Sands Resort

Oceanfront, Ground Floor Condo Steps to Ocean

In the center of it all!

2/2 Modern & Elegant Penthouse Oceanfront Vistas

Wailea Resort studio suite

Designer Corner Unit Studio, Steps to the Beach!
When is the best time to visit Wailuku?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,956 GYD | G$30,042 GYD | G$25,244 GYD | G$22,531 GYD | G$23,157 GYD | G$21,697 GYD | G$23,366 GYD | G$21,906 GYD | G$21,906 GYD | G$25,661 GYD | G$26,078 GYD | G$28,373 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$8,345 GYD per night before taxes and fees

Verified guest reviews
Over 1,760 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
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- Laie
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