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, 222 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

Nov 19 – 26

G$155,308 GYD per night

Guest favorite

Guest suite in Wailuku

4.88 out of 5 average rating, 362 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.

Aug 14 – 21

G$42,995 GYD per night

Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 157 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.

Nov 20 – 27

G$61,417 GYD per night

Guest favorite

Condo in Wailuku

4.91 out of 5 average rating, 100 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.

Jun 17 – 24

G$62,586 GYD per night

Guest favorite

Condo in Kihei

4.96 out of 5 average rating, 122 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. 10% DISCOUNT for stays 7+ days.

Apr 11 – 18

G$40,957 GYD per night

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 137 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.

Apr 21 – 28

G$81,066 GYD per night

Guest favorite

Condo in Wailuku

4.86 out of 5 average rating, 227 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!

Mar 17 – 24

G$60,101 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 950 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)

Apr 27 – May 4

G$32,689 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 165 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

Mar 24 – 31

G$61,653 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.

Oct 12 – 19

G$70,936 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.

Jun 17 – 24

G$126,298 GYD per night

Superhost

Apartment in Kihei

4.84 out of 5 average rating, 473 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

Apr 26 – May 3

G$34,560 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

Maui Historical Society8 locals recommend

Foodland Kehalani10 locals recommend

Tasty Crust Restaurant18 locals recommend

Safeway209 locals recommend

Kepaniwai Park4 locals recommend

Sam Sato's Inc13 locals recommend

Other great vacation rentals in Wailuku

Superhost

Condo in Wailuku

4.79 out of 5 average rating, 380 reviews

Romantic Beachfront Getaway

Aug 11 – 18

G$48,462 GYD per night

Guest favorite

Condo in Kihei

4.92 out of 5 average rating, 190 reviews

Beautiful & clean condo w/ excellent location

Oct 18 – 25

G$36,431 GYD per night

Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 105 reviews

Beautifully Renovated Romantic Beachfront Condo

Jan 21 – 28

G$125,199 GYD per night

Superhost

Condo in Kihei

4.79 out of 5 average rating, 100 reviews

Your Paradise Awaits at Sunny Kihei Kai Nani!

Jun 3 – 10

G$34,506 GYD per night

Guest favorite

Condo in Wailuku

4.92 out of 5 average rating, 106 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

Mar 24 – 31

G$78,921 GYD per night

Guest favorite

Condo in Wailuku

4.93 out of 5 average rating, 120 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Sep 11 – 18

G$58,421 GYD per night

Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 42 reviews

Mountain view studio in oceanfront property!

Aug 20 – 27

G$36,994 GYD per night

Guest favorite

Apartment in Wailuku

4.98 out of 5 average rating, 40 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

4.98 out of 5 average rating, 40 reviews

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Nov 7 – 14

G$79,934 GYD per night

Show all

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$8,341 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 house rentals in Wailuku have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Wailuku. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wailuku have wifi?
Absolutely! We offer over 20 house 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 Wailuku

Condo in Wailuku

Condo in Wailuku

Apartment in Wailuku

Other great vacation rentals in Wailuku

Condo in Wailuku

Condo in Wailuku

Condo in Wailuku

Condo in Wailuku

Guest suite in Kihei

Condo 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 house rentals in Wailuku have air conditioning?

Do house 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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