
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.

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

Makani A Kai A5 beachfront, pool, a/c, w/d
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.

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 11 years with over 1,000 five star reviews. BUT this one, 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: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

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

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.

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.

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.

Steps to Beach! Ocean View Retreat | Pool +Hot Tub
🌊 Stunning oceanfront condo just 20 steps from the beach! Recently renovated with panoramic ocean views, new kitchen & appliances. Corner unit privacy on ground floor with direct beach access. Heated pool, hot tub & BBQ on-site. Watch whales from your living room in winter! Perfect Ma'alaea location near Maui's longest beach.
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Condo rentals with a pool

Dolphin Penthouse at Milowai

Direct Oceanfront w/Amazing Views, AC, upgraded!

Turtle Cove Oceanfront Views Island Sands Resort

Luxurious Condo in South Kihei

Oceanfront 1 Bedroom with spectacular ocean views

All New Beachy Chic Remodel, Ocean front with AC

Hello View!

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Other vacation rentals with a pool

The Beach Hale

Napili Bay Oceanview Hideaway

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

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

Ocean Front Vibes Maui

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Rustic Upcountry retreat with breathtaking views!

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,863 GYD | G$30,351 GYD | G$25,746 GYD | G$22,606 GYD | G$23,234 GYD | G$21,769 GYD | G$23,444 GYD | G$21,978 GYD | G$21,978 GYD | G$20,722 GYD | G$23,862 GYD | G$26,374 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$8,373 GYD 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

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
- Wailea Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Old Lahaina Luau
- Whalers Village
- Ka'anapali Golf Courses
- Maui Vista Condominium
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Maui Ocean Center
- Kihei Kai Nani
- Hāmoa Beach
- Maui Arts & Cultural Center
- Peahi
- KOA Resort
- Haleakala National Park
- PacWhale Eco-Adventures
- Kahana Beach
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