Vacation rentals in Wailuku Heights

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Top-rated vacation rentals in Wailuku Heights

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Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 163 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Nov 29 – Dec 6

R5,155 ZAR per night

Guest favorite

Guest suite in Wailuku

4.88 out of 5 average rating, 354 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.

Mar 24 – 31

R5,315 ZAR per night

Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 169 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Mar 16 – 23

R14,797 ZAR 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.

Jan 2 – 9

R9,364 ZAR per night

Guest favorite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 232 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.

Oct 5 – 12

R4,362 ZAR per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 944 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 10 – 17

R3,005 ZAR per night

Superhost

Guesthouse in Wailuku

4.89 out of 5 average rating, 171 reviews

Cozy 1BR near Iao Valley w Outdoor Living Space!

The Blue Door on Church Street is the perfect home for your Maui adventures. Get out of the hectic hotel zones and experience Hawaii in relaxed, luxurious accommodations. We are nestled below beautiful I'ao Valley in historic Wailuku Town. Walk to shops, restaurants, coffee, yoga, theatre, food trucks, and more. A short drive from I'ao Valley, Whole Foods, beaches, the MACC, and 15 min from the airport. Sleep deeply on a King size Nectar mattress. @bluedoormaui

Aug 21 – 28

R4,089 ZAR 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

Aug 30 – Sep 6

R4,212 ZAR per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 179 reviews

Welcome to Hotel Molokai, Unit 102...

*This unit is located on the island of Moloka'i, not MAUI. Welcome to Moloka'i, where time slows down and you're able to relax and unwind. Hotel Moloka'i is a hotel convenient located on the outskirts of Kaunakakai town. Whether you're on Moloka'i for business or pleasure, our unit offers you a comfortable place to stay. Enjoy beaches all to yourself, go on hikes and listen to live music at Hiro's 'Ohana Grill.

Jan 17 – 24

R2,103 ZAR per night

Guest favorite

Guest suite in Kula

4.99 out of 5 average rating, 173 reviews

Kula Jacaranda Studio on the Slopes of Haleakala

Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Jan 18 – 25

R5,447 ZAR per night

Guest favorite

Cottage in Makawao

4.99 out of 5 average rating, 158 reviews

Luxury Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Nov 29 – Dec 6

R9,833 ZAR per night

Superhost

Condo in Haiku-Pauwela

4.81 out of 5 average rating, 397 reviews

Haiku Sanctuary #2--Hot Tub, AC, Netflix &More!

This self-contained and traveler friendly 1-bedroom unit sits in a residential neighborhood, minutes away from the best surfing on Maui-plus world-class shopping and great food five minutes away. If you needs more blankets, sheets, towels, infant furniture, a more firm or softer mattress we have a supply room full of provisions...ask.

Apr 24 – May 1

R2,995 ZAR per night