Vacation rentals in Kahakuloa

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Top-rated vacation rentals in Kahakuloa

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Guest favorite

Apartment in Lahaina

4.91 out of 5 average rating, 261 reviews

The Sunset Stowaway—A Peaceful Napili Ridge Studio

Peaceful studio located at The Napili Ridge, in the highly sought-after west side of Maui. Equipped with a Westin Heavenly Brand KING bed, full kitchen and loads of ALOHA. Complete with all the essentials of island living and cooking (All utensils, microwave, full fridge, DW, french press, coffee grinder, toaster, blender, fresh linens, beach towels, cooler, beach chairs, hair dryer, Smart TV, free WiFi and tropical fans and AC to keep you nice and cool. Brand new stainless steel appliances. This is a QUIET off the beaten path residence- not a resort- with both long term residents and vacationers utilizing the property-please respect the quiet. This space is optimal for those who want to get out and enjoy the Maui outdoors with all its magic it has to offer at a GREAT price. Please note: We are located on the bottom floor but there are a few stairs to get to us from the parking space. The entire studio space is yours! Full kitchen and bath (shower only, no tub). A nice outdoor lanai to enjoy your morning cup of locally grown coffee. A FREE and RESERVED parking space. The property itself is equipped with a pool, BBQ, and coin-op laundry for our guests to use. ( property rules and hours of operation do apply). Available by text, email, and phone. We live very close if you should need but have lock box entry so that you may check in on your own accord. Check in is 3pm (or anytime after, until 10pm), Check out is 10am. The location of Napili is the highly desired west side of Maui, right in the heart of the action. It's only a block from Napili Bay, and a walk or a short drive to many great restaurants and beaches, plus a grocery store. Make sure and catch the bi-weekly farmers' market. Best to rent a car to see all Maui has to offer. We do have a free reserved parking spot just for you. There is a local bus that can be easily accessed, with a stop just at the bottom of our road. Uber, Lyft, and cabs available; times and rates vary. Bike rentals available. We are committed to being as sustainable and eco-friendly as we can possibly be and we appreciate our guests to be as well. Recycle, reduce, and conserve while you visit Maui. We have Hi-5 recycling available on property. Electricity costs at least double up to triple that on the mainland. Please turn off lights TV AC and fans when not using. Do not walk on the reef. Ever. Just because you have reed shoes doesn’t mean you should use them. Do not litter-Take your trash with you and dispose of it properly while visiting our parks and beaches. Support local business. Rent a "Bio-Beetle" or hybrid vehicle to get around. Volunteer if you have time. There are always beach clean ups happening or preform your own mini version. Leave the sand at the beach! Sounds simple right?-Please shake your towels, beach chairs and rinse your feet out at the beach. And finally a common sense disclaimer....Since we are in a residential community there may be construction happening. While we live in a very quiet community that has quiet hours we cannot guarantee work will not be happening around us during week day work hours. Mahalo! TAT-202-886-4512-01

Mar 17 – 24

R3,866 ZAR per night

Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 166 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.

Oct 3 – 10

R4,921 ZAR per night

Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 171 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✔

Feb 12 – 19

R14,518 ZAR 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

R4,292 ZAR per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 948 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 18 – 25

R2,948 ZAR per night

Guest favorite

Bungalow in Lahaina

4.99 out of 5 average rating, 158 reviews

Ka Hale Aloha (The Love Shack)

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Oct 20 – 27

R12,335 ZAR per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES OR PARKING FEES! *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves, and the enchanting sight of whales, turtles, and snorkelers below. Experience coastal bliss in this meticulously crafted retreat.

Aug 9 – 16

R6,932 ZAR per night

Guest favorite

Bungalow in Hana

4.94 out of 5 average rating, 127 reviews

Romantic Hamoa Bay Bungalow

The Hamoa Bay Bungalow is Hana Maui's most elegant vacation hide-away. Balinese inspired, private, with ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias, fragrant ginger, papaya, century old trees, and manicured gardens. Enjoy sea views from each verandah. Listen to only the sounds of the birds, the geckos chirping, and the stones rolling in the surf at night.

Apr 17 – 24

R8,037 ZAR per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Feb 4 – 11

R11,899 ZAR per night

Guest favorite

Cottage in Hana

4.99 out of 5 average rating, 310 reviews

The Farm Cottage -At Olamana Organics

Our cottage is a cozy little home with everything you'll need If you are looking to sit back and relax, or get busy in the kitchen in your home away from home! The Farm Cottage offers a view of exotic fruit trees, and flowers, plus a sea view on the horizon. Listen to the birds chirp in the morning, and watch the sky turn colors as the sun sets. Our accommodations are licensed with the State of Hawaii. Our license number is BBHA 2020/0001

Jan 16 – 23

R6,499 ZAR per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 180 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 9 – 16

R2,063 ZAR per night

Guest favorite

Guesthouse in Lanai City

4.88 out of 5 average rating, 339 reviews

de Brums Lanai/BBLA 2021/0001

Our one bedroom cottage rests on the hill above Lānaʻi. It offers a complete kitchen and a lovely view from the covered lanai. Shady and cool, we are a 12 minute walk into town. There is no need for either AC or heat. While we do have ceiling fans in every room, you will find Lānaʻi to have a lovely climate with tropical breezes during the day and cool, upcountry temperatures for great sleep in the evenings.

Sep 24 – Oct 1

R3,845 ZAR per night