
Vacation rentals with a pool in Wailuku
Find and book unique homes with a pool on Airbnb
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$8,368 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!
Top-rated rentals with a pool in Wailuku
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

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

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Endless Waves, Spectacular Oceanfront views!
Endless Waves, Spectacular Direct Oceanfront Views! Relax in our beachfront condo featuring a comfortable king bed and stunning ocean views. 1 bed, 1 bath, beachfront condo, Free Wi-Fi You Can Not Get Closer to the Ocean on Maui! This romantic getaway is quiet & private yet central to everything. When the whales are in the bay, you have a perfect view from the lanai. Enjoy the soothing sound of the waves from the Lanai and watch the turtles graze on the rocks. Sleeps 2.

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 (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!

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.
Popular amenities for Wailuku rentals with a pool
House rentals with a pool

Relaxation in Kapalua-Specials!

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

Go for an Ocean Swim From a Fun Beach Villa

Oceanview Home with Private pool and hot tub

Maalaea Kai 307 - Maui Prime Oceanfront

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

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

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Live, Love, Loft in Beautiful Maui

Very Comfortable Kamaole Sands Condo Sleeps 4

Direct Oceanfront w/Amazing Views, AC, upgraded!

Walk to the beach! Beautiful remodel! King bed!

Penthouse Island Surf Shack -AC in BR & Living Room

Romantic Beachfront Getaway

Ekahi Ocean Studio: Wailea Paradise by the Beach
Other vacation rentals with a pool

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

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

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

*Maalaea Kai 212* Maui Stunning Prime Ocean Front

Sugar Beach Resort #532 - Maui HI

High-end, On Beach, View Balcony, with Pool & BBQ!

Luxury condo • 180° Ocean Views • Steps to Beach

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$28,032 GYD | G$30,124 GYD | G$25,313 GYD | G$22,593 GYD | G$23,221 GYD | G$21,756 GYD | G$23,430 GYD | G$21,966 GYD | G$21,966 GYD | G$20,710 GYD | G$23,848 GYD | G$26,359 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 |
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Kailua-Kona Vacation rentals
- Waikīkī Beach Vacation rentals
- Kona Vacation rentals
- Kaanapali Vacation rentals
- Kihei Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- House rentals Wailuku
- Rentals with a patio Wailuku
- Condo rentals Wailuku
- Fitness-friendly rentals Wailuku
- Apartment rentals Wailuku
- Family-friendly rentals Wailuku
- Rentals with beach access Wailuku
- Rentals with a washer and dryer Wailuku
- Rentals with outdoor seating Wailuku
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Wailea Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Black Rock Beach
- Old Lahaina Luau
- Ulua Beach
- Hāmoa Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Black Sand Beach
- Haleakala National Park
- Maui Arts & Cultural Center
- Peahi
- Maui Sunset
- Kihei Kai Nani
- Kahana Beach
- Things to do Wailuku
- Things to do Maui County
- Food and drink Maui County
- Art and culture Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Things to do United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Tours United States







