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Wailuku vacation rentals

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Top-rated vacation rentals in Wailuku

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Kihei

5 out of 5 average rating, 224 reviews

Standalone Guesthse 180° View Private Hot Tub

PRIVATE LUXE w100% 5-star reviews! 500ft above sea level on Haleakala above Wailea. 1-BR, 1.5 bath SkyGuesthouse w unparalleled 180+ocean views+islands beyond. You+your beloved in our luxurious space, stargazing, hot-tubbing, sunset watching. Romantic+sensual. L/T rental -Standalone home 704 sq ft -Private hot tub+outdoor cabana drapery -300 sq ft deck w/dining+seating -Private entrance -180-degree ocean views -Large gourmet kitchen/living room -Bedroom, king bed, en suite full bath -1/2 bath

Condo in Wailuku. Maui

4.87 out of 5 average rating, 261 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

MAALAEA OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Condo in Wailuku

4.9 out of 5 average rating, 126 reviews

Oceanfront 1 Bedroom with spectacular ocean views

Sit on your oceanview lanai with the lush grass in front and enjoy seasonal whale watching, see the surf break or watch sunrise over Haleakala. Centrally located 20 mins from the airport and an easy drive to Kihei, Lahaina, Wailea and the North Shore. Positioned at the North end of Sugar Beach. Stroll the quiet 1.5 mile long beach in the morning before exploring the island. Enjoy the onsite pool, Jacuzzi and BBQ areas on the manicured grounds. Includes A/C, washer & dryer and full kitchen.

Condo in Wailuku

4.99 out of 5 average rating, 171 reviews

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.

Guest suite in Wailuku

4.89 out of 5 average rating, 416 reviews

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet, Honda Fit available thru TURO.

Condo in Wailuku

4.93 out of 5 average rating, 120 reviews

Incredible Maui Views Direct Beachfront Top Floor

Directly on the beach! Bright, spacious 2 bed/2 bath top floor condo sleeps up to 6 guests with spacious vaulted ceilings, and spectacular views of the beach, bay, & Haleakala volcano. Washer & Dryer In Unit, cool A/C in every room, renovated bathrooms, fully stocked kitchen, quality linens, amenities galore. Just steps away from 3 miles of undeveloped beach-- ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples. Flexible sleeping arrangements.

Rental unit in Kula

4.91 out of 5 average rating, 1,019 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Condo in Wailuku

4.88 out of 5 average rating, 103 reviews

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!

Condo in Wailuku

4.91 out of 5 average rating, 150 reviews

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 with views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for snorkeling/whale watching. Walk to the aquarium & restaurants at 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 17.42%

Condo in Wailuku

4.97 out of 5 average rating, 129 reviews

Turtle Cove Relaxing ocean-front Ma'alaea views!

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! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! The condo offers a fully stocked kitchen—convection toaster oven, microwave, toaster, coffee maker, blender, and full size fridge. Washer and dryer.

Condo in Wailuku

4.96 out of 5 average rating, 114 reviews

Trade Winds Blow...Surrounded by Glass...Utopia!

This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air conditioning, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Condo in Kihei

4.91 out of 5 average rating, 191 reviews

Renovated Penthouse Studio @ Maui Banyan (NICE!)

This freshly remodeled 1 bath studio penthouse in Maui Banyan is a very popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II and the nearby shops and restaurants. The grounds are beautifully landscaped & exceptionally well-maintained, offering 2 swimming pools, 2 hot tubs, a tennis court & 2 outdoor BBQ areas.

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Popular amenities for Wailuku vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Wailuku's top sights

Safeway209 locals recommend

Maui Arts & Cultural Center138 locals recommend

Iao Valley State Park113 locals recommend

Queen Ka'ahumanu Center43 locals recommend

Iao Needle State Monument39 locals recommend

Queen Ka'ahumanu Center station28 locals recommend

Other great vacation rentals in Wailuku

Condo in Wailuku

4.98 out of 5 average rating, 81 reviews

Dolphin Penthouse at Milowai

Guest suite in Wailuku

5 out of 5 average rating, 10 reviews

Puakenikeni Suite - Secluded Stay

Condo in Wailuku

4.95 out of 5 average rating, 97 reviews

All New Beachy Chic Remodel, Ocean front with AC

Home in Wailuku

4.94 out of 5 average rating, 16 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

Rental unit in Kihei

4.89 out of 5 average rating, 85 reviews

Maui Oceanfront Penthouse - Nani Kai Hale, APT 609

Condo in Wailuku

5 out of 5 average rating, 27 reviews

Relaxing in Maui on Oceanfront View

Condo in Wailuku

4.96 out of 5 average rating, 94 reviews

2BR 2Bath - Oceanfront Remodeled Condo!

Condo in Wailuku

5 out of 5 average rating, 9 reviews

Oceanfront 5 star Retreat

Quick stats about vacation rentals in Wailuku

Total rentals
120 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
7.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wailuku?
Yes! Work meets play with ease at over 60 vacation rentals in Wailuku featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wailuku vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wailuku, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Wailuku?
Wailuku has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Wailuku have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Wailuku have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailuku have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Wailuku. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Wailuku?
Experience the best of Wailuku with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Private Suite Rentals in Wailuku?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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