Wailuku vacation rentals

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Top-rated vacation rentals in Wailuku

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Guest favorite

Cottage in Kihei

4.98 out of 5 average rating, 219 reviews

Luxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops

Slip into a saltwater hot tub on a private deck with a cocktail and good company. The surrounding palm trees and stars above will surely add to the romantic moment. Rinse off under a warm outdoor shower, then retreat indoors to a stylish love nest. LOCATION, LOCATION, LOCATION Located in the heart of sunny South Kihei near the famous Kamaole sandy beaches. 10-minute walk to just about everything: - Kalama Beach Park (playground, tennis, volleyball, basketball, and more) - Over 23 restaurants, coffee shops, and bars - Shops, boutiques, open air markets - Farmers market and grocery store - The Cove Beach Park (paddle boarding and beginner surfing) - Kamaole Beach Park 1, 2, 3 (Kam 1 is a 20-min walk. All beaches within a 5-minute drive) Quick Drive (15-20 minutes): - Famous Makena Beach, Wailea and world class golf courses - Airport Stroll in cute little shops while trying some local shave ice. You will love Maui's most unique shopping and dining experience at Kihei Kalama Village with great places to eat and over 40 vendors and boutiques. At the south side of Kalama Beach, you will find Cove Park where you can take surfing lessons or try stand up paddle boarding. Walk beyond Cove Park and you find Charley Young beach which is part of the famous Kamaole beaches. In the morning, walk to the end of the street for coffee at Belle Surf Cafe or 5 minutes farther to the Lava Java Coffee Roasters and enjoy your coffee at the beach. During the early evening, you can relish sushi during Happy Hour at Sansei within a few minutes of the house or enjoy the gorgeous sunsets at the beach. PRIVATE OUTDOOR LIVING IN A TROPICAL SETTING - Lounging space in either deck or in a covered lanai - Weber Gas Grill - Salt water hot tub - Fully fenced tropical garden and lawn (yoga, croquet on the grass) Tropical outdoor living area for sunning, reading a book in the shade, connecting with someone close, grilling, or relaxing in the hot tub. AMENITIES - All-Clad gourmet cookware and kitchen tools - Induction range - 65-inch 4k OLED TV for the living room and 40-inch TV in the bedroom - WI-FI (high speed and easy to work from here, download 200 mb/sec, upload 20 mb/sec) - Books, games - many toiletry items provided The house includes island style furniture with a full kitchen that will delight a chef. High end cookware and kitchen tools like Henckel knives, French press, coffee grinder, a comprehensive spice rack, and a Vitamix blender. Make delicious Hawaiian smoothies from farmers market at the end of our street. 5-star luxury resort Queen mattress (Sealy Optimistic Plush Foam) with 400+ thread count pima cotton sheets and down comfortable assures a good night’s sleep. FOR THE BEACH Beach chairs, umbrellas, towels, boogie boards, coolers, ice packs, and snorkel gear provided. Lots of extras as well. We also have tennis rackets and balls for the park. Room rate includes: Hawaii Taxes (General Excise 4.166%, Accommodation: 10.25%) Private, keyless entrance to your free-standing cottage surrounded by a fenced garden paradise. Free off-street parking. Guests can call, text, or email us with any needs or questions they may have. Our housekeeper and our maintenance person live just down the street and can be at the house within 5 minutes for any urgent items. The house is right where the action is—the park, beach, restaurants, shops, and fresh market are all close by. Walk down the street to a friendly cafe for breakfast. Stroll along the shore watching carefree turtles and determined surfers. Walking around is great, but we still recommend a car. Car rental available at airport or locally in Kihei. A public bus stop is located about 5-7 minute walk from the house. Maui County approved vacation rental: Short Term Rental Permit STKM 2014 / 0001, Tax ID 085 / 245 / 5424 / 01

Aug 7 – 14

G$142,191 GYD per night

Superhost

Condo in Wailuku

4.79 out of 5 average rating, 378 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Mar 20 – 27

G$47,228 GYD per night

Guest favorite

Guest suite in Wailuku

4.87 out of 5 average rating, 357 reviews

Coastal Retreat near OGG, Beach, MACC, MM, UH

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.

Oct 2 – 9

G$47,745 GYD per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 156 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.

Oct 30 – Nov 6

G$61,405 GYD per night

Superhost

Condo in Wailuku

4.89 out of 5 average rating, 249 reviews

VIEWS VIEWS VIEWS ~ Bliss on the Bay

You've found the HIDDEN GEM! Come stay in our Unobstructed Oceanfront Condo right on Maalaea Bay, and wake-up to spectacular views of the Pacific Ocean, South Maui, Haleakala & the West Maui Mountains. Enjoy a Front Row Seat to whales breaching & lobbing their tales during whale season, catch the surfers surfing the famous "Freight Train", and watch that famous Maui Sunrise all from the comfort of your home away from home. No A/C, just fans, but you don’t don’t it due to the cool ocean breeze!

Oct 15 – 22

G$60,215 GYD per night

Guest favorite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT 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.

Sep 7 – 12

G$47,579 GYD per night

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 136 reviews

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 are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Mar 17 – 24

G$101,851 GYD per night

Guest favorite

Condo in Wailuku

4.86 out of 5 average rating, 226 reviews

Direct Ocean View!

Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in showerand AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean!

Jun 1 – 8

G$60,089 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 947 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)

Mar 16 – 23

G$32,682 GYD per night

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 162 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct 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

Nov 27 – Dec 4

G$52,600 GYD per night

Guest favorite

Condo in Wailuku

4.97 out of 5 average rating, 110 reviews

Relaxing ocean-front views! Island Sands Condo

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.

Sep 3 – 10

G$70,921 GYD per night

Guest favorite

Condo in Wailuku

4.96 out of 5 average rating, 108 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.

Feb 20 – 27

G$142,927 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wailuku vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wailuku's top sights

Foodland Kehalani10 locals recommend

Tasty Crust Restaurant18 locals recommend

Safeway209 locals recommend

Kepaniwai Park4 locals recommend

Sam Sato's Inc13 locals recommend

Tiffany's Bar & Grill12 locals recommend

Other great vacation rentals in Wailuku

Superhost

Condo in Wailuku

4.91 out of 5 average rating, 101 reviews

Luxury Beachfront Condo with Amazing Ocean Views

Sep 16 – 23

G$102,166 GYD per night

Guest favorite

Condo in Kihei

4.89 out of 5 average rating, 166 reviews

Barbs Beachside Bliss. Steps to 14 miles of beach!

May 29 – Jun 5

G$35,708 GYD per night

Guest favorite

Condo in Wailuku

4.86 out of 5 average rating, 206 reviews

Oceanfront Paradise Condo in Maalaea, Maui

Aug 9 – 16

G$54,267 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 207 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

May 14 – 21

G$76,442 GYD per night

Superhost

Condo in Kihei

4.85 out of 5 average rating, 308 reviews

1 minute to Beach & Downtown! Remodeled XL Apt!

Oct 6 – 13

G$45,210 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 120 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Nov 22 – 29

G$58,861 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 104 reviews

Beautifully Renovated Romantic Beachfront Condo

Sep 8 – 15

G$81,997 GYD per night

Guest favorite

Guesthouse in Lanai City

4.88 out of 5 average rating, 338 reviews

de Brums Lanai/BBLA 2021/0001

Mar 24 – 31

G$42,626 GYD per night

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Other great vacation rentals in Wailuku

Superhost

Apartment in Wailuku

4.9 out of 5 average rating, 68 reviews

Unit 15 Maui Ohana Modern Studio

Jun 1 – 8

G$40,932 GYD per night

Guest favorite

Apartment in Wailuku

4.97 out of 5 average rating, 38 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

Aug 6 – 13

G$60,019 GYD per night

Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 52 reviews

Ocean Front Paradise! Quiet Romantic!

Oct 23 – 30

G$97,176 GYD per night

Guest favorite

Bungalow in Wailuku

4.99 out of 5 average rating, 70 reviews

Maui Beach House now with optional car add-on

Oct 7 – 14

G$84,580 GYD per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 68 reviews

Dolphin Penthouse at Milowai

Sep 11 – 18

G$171,984 GYD per night

Guest favorite

Apartment in Wailuku

4.99 out of 5 average rating, 67 reviews

Oceanfront | 20 Steps To Beach | Ground Floor

Mar 22 – 29

G$98,227 GYD per night

Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 16 reviews

Relaxing in Maui on Oceanfront View

Oct 23 – 30

G$52,705 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 49 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Oct 23 – 30

G$78,490 GYD per night

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Quick stats about vacation rentals in Wailuku

Total rentals
110 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
6.9K reviews
Nightly prices starting at
G$8,339 GYD before taxes and fees

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 pet-friendly vacation rentals in Wailuku?
Four-legged friends are welcome in Wailuku. Choose from more than 10 vacation rentals for guests traveling with pets.
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 apartment rentals in Wailuku have wifi?
Absolutely! We offer over 40 apartment 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 $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Wailuku vacation rentals

Top-rated vacation rentals in Wailuku

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Wailuku vacation rentals

Stay near Wailuku's top sights

Other great vacation rentals in Wailuku

Condo in Wailuku

Condo in Kihei

Condo in Wailuku

Condo in Kihei

Condo in Kihei

Condo in Wailuku

Condo in Wailuku

Guesthouse in Lanai City

Other great vacation rentals in Wailuku

Apartment in Wailuku

Apartment in Wailuku

Condo in Wailuku

Bungalow in Wailuku

Condo in Wailuku

Apartment in Wailuku

Condo in Wailuku

Condo in Wailuku

Quick stats about vacation rentals in Wailuku

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wailuku?

Are there pet-friendly vacation rentals in Wailuku?

Are there Wailuku vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in Wailuku?

Do apartment rentals in Wailuku have air conditioning?

Do apartment rentals in Wailuku have wifi?

Do house rentals in Wailuku have a bbq area?

How much does it cost to stay in house rentals in Wailuku?

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