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.

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

Jun 24 – Jul 1

ﺩ.ﺇ2,735 per night
Guest favorite

Condo in Wailuku

4.99 out of 5 average rating, 154 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 6 – 13

ﺩ.ﺇ1,082 per night
Guest favorite

Guest suite in Wailuku

4.88 out of 5 average rating, 347 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.

Jan 22 – 29

ﺩ.ﺇ1,018 per night

Popular amenities for Wailuku vacation rentals

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

4.85 out of 5 average rating, 284 reviews

Direct Beachfront with Spectacular Oceanviews!

Sep 27 – Oct 4

ﺩ.ﺇ1,377 per night
Superhost

Guesthouse in Wailuku

4.87 out of 5 average rating, 215 reviews

2B/2Bcottage/central/private/ historic town/wi-fi

Jan 22 – 29

ﺩ.ﺇ908 per night
Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 167 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

Mar 5 – 12

ﺩ.ﺇ2,835 per night
Guest favorite

Home in Kihei

4.96 out of 5 average rating, 384 reviews

Stunning ocean view, heated pool at home by Wailea

Aug 21 – 28

ﺩ.ﺇ2,001 per night
Superhost

Condo in Wailuku

4.79 out of 5 average rating, 374 reviews

Romantic Beachfront Getaway

Mar 16 – 23

ﺩ.ﺇ866 per night
Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 133 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

Feb 19 – 26

ﺩ.ﺇ1,794 per night
Guest favorite

Home in Wailuku

4.93 out of 5 average rating, 15 reviews

Cottage with a surfing vibe

Dec 12 – 19

ﺩ.ﺇ700 per night
Superhost

Apartment in Wailuku

4.89 out of 5 average rating, 37 reviews

Unit 1 Renovation Promo Rates! See description.

Jul 30 – Aug 6

ﺩ.ﺇ843 per night
Guest favorite

Apartment in Wailuku

4.98 out of 5 average rating, 63 reviews

Oceanfront | 20 Steps To Beach | Ground Floor

Sep 2 – 9

ﺩ.ﺇ1,165 per night
Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 36 reviews

Coastal Dream Oceanfront Condo!

Jul 24 – 29

ﺩ.ﺇ1,450 per night
Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 50 reviews

Ocean Front Paradise! Quiet Romantic!

Aug 14 – 21

ﺩ.ﺇ1,733 per night
Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 33 reviews

Oceanfront Spectacular Condo, New Listing

Oct 31 – Nov 7

ﺩ.ﺇ1,450 per night

Other great vacation rentals in Wailuku

Superhost

Apartment in Wailuku

4.79 out of 5 average rating, 229 reviews

Comfy Budget Haven with A/C & Netflix - Unit "F"

Nov 21 – 28

ﺩ.ﺇ691 per night
Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 66 reviews

Dolphin Penthouse at Milowai

Aug 19 – 26

ﺩ.ﺇ3,035 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

Dec 8 – 15

ﺩ.ﺇ1,490 per night
Guest favorite

Condo in Wailuku

5.0 out of 5 average rating, 26 reviews

Oceanfront Luxury Penthouse with Amazing Views!

Feb 17 – 24

ﺩ.ﺇ3,014 per night
Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 83 reviews

ROMANTIC OCEAN FRONT FULLY REMODELED CONDO FOR TWO

Nov 27 – Dec 4

ﺩ.ﺇ1,263 per night
Guest favorite

Condo in Wailuku

4.91 out of 5 average rating, 96 reviews

Oceanfront 1 Bedroom with spectacular ocean views

Jun 14 – 21

ﺩ.ﺇ1,375 per night
Guest favorite

Apartment in Kihei

5.0 out of 5 average rating, 5 reviews

unit in a small resort with amenities

Jun 29 – Jul 6

ﺩ.ﺇ689 per night
Guest favorite

Condo in Wailuku

4.89 out of 5 average rating, 89 reviews

OCEANFRONT Hono Kai / TA-081-709-8752-01

Nov 25 – Dec 2

ﺩ.ﺇ1,031 per night
Guest favorite

Apartment in Wailuku

4.97 out of 5 average rating, 34 reviews

Stunning Prime Oceanfront I Maalaea Kai 315

Nov 29 – Dec 6

ﺩ.ﺇ1,422 per night
Guest favorite

Condo in Wailuku

4.94 out of 5 average rating, 86 reviews

Oceanfront Oasis of your Dreams

Aug 21 – 28

ﺩ.ﺇ1,463 per night
Guest favorite

Condo in Wailuku

4.98 out of 5 average rating, 47 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Oct 7 – 14

ﺩ.ﺇ1,438 per night
Superhost

Apartment in Wailuku

5.0 out of 5 average rating, 5 reviews

The sweetest spot on Sugar Beach - Makani A Kai

Feb 19 – 26

ﺩ.ﺇ2,245 per night

Quick stats about vacation rentals in Wailuku

Total rentals

70 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

5.5K reviews

Nightly prices starting at

ﺩ.ﺇ147 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 40 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 vacation rentals in Wailuku?

    Wailuku has more than 10 family-friendly stays. 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 apartment rentals in Wailuku have wifi?

    Absolutely! We offer over 20 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 apartment rentals in Wailuku?

    Experience the best of Wailuku with our apartment rentals, starting at about $70 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 Apartment Rentals in Wailuku?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailuku