Kaunakakai vacation rentals

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Top-rated vacation rentals in Kaunakakai

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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

Mar 9 – 16

G$179,057 GYD per night

Guest favorite

Condo in Maunaloa

4.92 out of 5 average rating, 104 reviews

Beach Condo on Molokai

Unit is located within an attractive condominium complex on the island’s northwest shore called Paniolo Hale, which translates “Cowboy House” in Hawaiian. The units all have wrap-around, screened-in porches or lanais. When the French doors on the living room are open, the living space expands to include this semi-enclosed area effectively blurring the boundaries between interior and exterior space. It’s a great place to eat meals, read, overlook the ocean, or even sleep as a cool breeze blows and waves break gently in the distance. Unit is a 5-minute walk to Kepuhi Beach (which it overlooks) and a 10-minute walk to Makehorse Beach. Although the condominium complex dates back to 1980, the bathroom and kitchen have recently been renovated. Unit amenities include: Washer & dryer, Stainless steel electric stove with range, Stainless steel refrigerator with filtered water and icemaker, Microwave, New dishes and glasses, Hand-sewn quilts decorating the walls.

Oct 3 – 10

G$39,885 GYD per night

Guest favorite

Home in Lanai City

4.83 out of 5 average rating, 258 reviews

Lanai Gem 3-Bdrm Plantation Home Near Town Square

Ideal location. Five-minute walk to Dole Park (Town Square), restaurants, movie theater, shops, cafe, markets, art gallery, Saturday market. Spacious original plantation home. Full kitchen. Refrigerator/freezer, stove/oven, washer, dryer, kitchen appliances. Free wi-fi. Much lower cost than a small hotel room. Free parking on-property. Nightly rate includes 4.712% GE tax, 10.25% TA tax, 3% MCTA tax. E.g = nightly rate $250.09 + $11.78 GE + $25.63 TA + $7.50 MCTA = $295. Lic: TA-034-244-6080-01

Apr 26 – May 3

G$73,626 GYD per night

Superhost

Condo in Kaunakakai

5.0 out of 5 average rating, 3 reviews

Molokai Shores Beachfront Beauty

The "Friendly Isle" of Molokai is a hidden gem and a nature-lover's paradise. This condo is located alongside Hawaii’s only barrier reef, and it offers a serene escape. Settle into a Polynesian-style of living and experience the birthplace of the Hula. Explore outdoor adventures from lush hiking trails to majestic waterfalls. At sunset, meet new friends, BBQ, "talk story" and listen to Hawaiian music. It feels like being on a cruise, with a stop on a forgotten island, where time stood still.

May 29 – Jun 5

G$24,183 GYD per night

Superhost

Condo in Kaunakakai

4.95 out of 5 average rating, 80 reviews

'Easy Breeze' on Molokai - Rest, relax and refresh

This is a newly updated condo with soft colors, crown moulding throughout, new appliances and tastefully decorated to enhance the spirit of Molokai. Being on the ground floor allows you to walk out and enjoy the sunrise, pool or sunset without having to climb stairs. To experience the "true" Hawaiian spirit you must visit Molokai. It is a much slower pace - no traffic lights, with a maximum speed of 45mph.....and a minimum of 35mph. Do not be surprised to find yourself alone on the beaches.

Jan 8 – 15

G$20,516 GYD per night

Guest favorite

Bungalow in Lahaina

4.99 out of 5 average rating, 161 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

Nov 11 – 18

G$148,879 GYD per night

Guest favorite

Condo in Maunaloa

4.97 out of 5 average rating, 235 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Aug 12 – 19

G$23,259 GYD per night

Guest favorite

Home in Kaunakakai

4.93 out of 5 average rating, 14 reviews

Getaway at Molokai Shores

Come relax and enjoy everything Molokai has to offer. Newly re modeled, with all new appliances, furnishings and lanai furniture. Queen bed, with fold out couch, with all new linens. Has a excellent view of the water, as well as the property. Comes complete with all you need to cook, bbq, and prepare all your meals. Well maintained pool, putting green and shuffle board with new laundry facilities on site. Located conveniently less than 5 minutes from town.

Aug 5 – 12

G$26,794 GYD per night

Guest favorite

Condo in Kaunakakai

4.95 out of 5 average rating, 61 reviews

'Ohana Naeole condo-moloka' i no ka heke

**ALOHA...before booking - our condo is located on Molokai not Maui** B326 is a one bedrm w/ loft and full bath on the 3rd floor fully furnished kitchen - dishwasher, coffeemaker, microwave, blender, crock pot, skillet, rice cooker 1 Queen size bed & 2 Full size beds New living room furniture, 55in QLED smart TV & DVD player Board games for the kids, movies - pack n play for the baby Beach chairs, boogie boards, ice chests, snorkel gear & beach toys

Jan 18 – 25

G$36,316 GYD per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 182 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.

Aug 11 – 18

G$22,874 GYD per night

Guest favorite

Guesthouse in Lanai City

4.89 out of 5 average rating, 340 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.

Mar 20 – 27

G$42,623 GYD per night

Guest favorite

Guest suite in Kula

4.99 out of 5 average rating, 175 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 21 – 28

G$59,245 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kaunakakai vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Kaunakakai's top sights

Hotel Moloka'i23 locals recommend

Paddlers Restaurant and Bar31 locals recommend

Molokai Burger16 locals recommend

Molokai Pizza Cafe14 locals recommend

Kanemitsu's Bakery & Coffee Shop14 locals recommend

Friendly Market Center21 locals recommend

Other great vacation rentals in Kaunakakai

Guest favorite

Condo in Kaunakakai

4.98 out of 5 average rating, 50 reviews

Wavecrest Resort C312•Top Floor•King Bed

Apr 24 – May 1

G$26,070 GYD per night

Guest favorite

Condo in Kaunakakai

4.98 out of 5 average rating, 53 reviews

Your own private"box seats" to the Pacific Ocean!

Aug 11 – 18

G$29,536 GYD per night

Guest favorite

Condo in Kaunakakai

4.83 out of 5 average rating, 47 reviews

$115/Molokai Oceanfront Condo Three Island View

Jun 12 – 19

G$29,158 GYD per night

Guest favorite

Condo in Maunaloa

4.94 out of 5 average rating, 16 reviews

Beach Access & Sunsets at Kepuhi Beach Studio

Aug 26 – Sep 2

G$19,582 GYD per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 34 reviews

2 bdr with ocean view+ Car rental option

Apr 1 – 8

G$34,657 GYD per night

Guest favorite

Home in Maunaloa

4.93 out of 5 average rating, 41 reviews

Tranquility on West Moloka'i

Sep 8 – 15

G$32,579 GYD per night

Guest favorite

Condo in Kaunakakai

4.97 out of 5 average rating, 59 reviews

Molokai Island Retreat - Beautiful Ocean Views!

Nov 22 – 29

G$35,531 GYD per night

Superhost

Condo in Maunaloa

4.92 out of 5 average rating, 77 reviews

Molokai Ocean View tax included. Car option. Call

Apr 14 – 21

G$23,952 GYD per night

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Other great vacation rentals in Kaunakakai

Superhost

Apartment in Kaunakakai

4.91 out of 5 average rating, 89 reviews

Hale Give 'Aina

Jun 13 – 20

G$44,028 GYD per night

Guest favorite

Apartment in Maunaloa

4.95 out of 5 average rating, 97 reviews

Peace of Paradise at Kepuhi Beach Resort #2224

Mar 19 – 26

G$21,864 GYD per night

Guest favorite

Condo in Maunaloa

4.93 out of 5 average rating, 14 reviews

Sunset and Ocean Views walk to beaches and pool

Dec 17 – 24

G$21,472 GYD per night

Guest favorite

Condo in Maunaloa

4.97 out of 5 average rating, 33 reviews

Relax: Molokai isle condo by Pristine beaches #114

Aug 9 – 16

G$29,517 GYD per night

Superhost

Condo in Maunaloa

4.86 out of 5 average rating, 36 reviews

Ocean View Condo on island of Molokai - Car Rental

Jun 8 – 15

G$21,576 GYD per night

Guest favorite

Condo in Kaunakakai

4.94 out of 5 average rating, 65 reviews

Romantic Island Getaway on Beautiful Molokai

Nov 21 – 28

G$32,641 GYD per night

Superhost

Condo in Maunaloa

4.83 out of 5 average rating, 36 reviews

Tranquil Retreat on Molokai with Ocean View

Nov 11 – 18

G$20,436 GYD per night

Guest favorite

Condo in Kaunakakai

4.85 out of 5 average rating, 13 reviews

Molokai's Rainbow Retreat - Ocean Front - Pool

Jan 20 – 27

G$34,568 GYD per night

Show all

Quick stats about vacation rentals in Kaunakakai

Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2.3K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Kaunakakai?
Four-legged friends are welcome in Kaunakakai. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Kaunakakai?
Yes! Work meets play with ease at over 20 vacation rentals in Kaunakakai featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Kaunakakai vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Kaunakakai, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Kaunakakai have a bbq area?
Absolutely! We offer over 20 condo rentals with a bbq area in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Kaunakakai?
Experience the best of Kaunakakai with our condo 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.
Do hotel rentals in Kaunakakai have free parking?
Absolutely! We offer over 10 hotel rentals with free parking in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Kaunakakai have self check-in?
Absolutely! We offer over 10 condo rentals with self check-in in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Kaunakakai?
Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with free parking, over 10 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Kaunakakai vacation rentals

Top-rated vacation rentals in Kaunakakai

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Kaunakakai vacation rentals

Stay near Kaunakakai's top sights

Other great vacation rentals in Kaunakakai

Condo in Kaunakakai

Condo in Kaunakakai

Condo in Kaunakakai

Condo in Maunaloa

Condo in Kaunakakai

Home in Maunaloa

Condo in Kaunakakai

Condo in Maunaloa

Other great vacation rentals in Kaunakakai

Apartment in Kaunakakai

Apartment in Maunaloa

Condo in Maunaloa

Condo in Maunaloa

Condo in Maunaloa

Condo in Kaunakakai

Condo in Maunaloa

Condo in Kaunakakai

Quick stats about vacation rentals in Kaunakakai

Total rentals

Wifi availability

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Kaunakakai?

Are there vacation rentals with a dedicated workspace in Kaunakakai?

Are there Kaunakakai vacation rentals on Airbnb with pools?

Do condo rentals in Kaunakakai have a bbq area?

How much does it cost to stay in condo rentals in Kaunakakai?

Do hotel rentals in Kaunakakai have free parking?

Do condo rentals in Kaunakakai have self check-in?

What are the most popular amenities for Condo Rentals in Kaunakakai?

Destinations to explore