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Kaunakakai vacation rentals

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Top-rated vacation rentals in Kaunakakai

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Home in Lanai City

4.84 out of 5 average rating, 281 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

Condo in Lahaina

4.99 out of 5 average rating, 101 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Condo in Lahaina

4.99 out of 5 average rating, 110 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

Condo in Lahaina

4.92 out of 5 average rating, 412 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island. Although we are zoned "HOTEL", we offer a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

Bungalow in Lahaina

4.99 out of 5 average rating, 178 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

Condo in Lahaina

4.97 out of 5 average rating, 159 reviews

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

*** NO RESORT FEES! *** We are pleased that the roofing project in our building has been very smooth with anticipated completion by September 18. We now have central AC and no noise disruptions. Newly renovated 10th-floor OCEANFRONT studio condo with the best views on Maui! Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to the soothing melody of crashing waves. Condo is stocked with beach chairs, umbrella, boogie boards, and cooler for you to use.

Rental unit in Maunaloa

4.94 out of 5 average rating, 105 reviews

Peace of Paradise at Kepuhi Beach Resort #2224

(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

Condo in Lahaina

4.96 out of 5 average rating, 241 reviews

Soothing Waves with 180° View In Kahana, HI

Valley Isle Resort 306 We are located beachfront with an amazing view of the ocean and sunset. We can look right down into the water and watch the turtles swimming. We offer a full kitchen including poolside barbecue grills. Within a block of our Resort are several restaurants and bars. Our condo has a comfy queen-size wall bed along with a small sofa bed. We offer a well stocked kitchen. The ambiance is soothing and relaxing. Our place is good for couples and solo adventurers.

Condo in Lahaina

4.91 out of 5 average rating, 141 reviews

Affordable Gem Honokowai /Lahaina/Location! Unit 2

Proud owners of this gorgeous condo and we own the one next door for couples traveling together. See Affordable Gem Honokowai/Lahaina/Location!! Unit 1. Each 1 Bedroom/1 Bath Paki Maui, Ideal (West side) location, lanai sits in tropical gardens, Koi pond, waterfalls, many additional amenities. Complex is on the ocean, next to the park and beach. Close to Kapalua, Lahaina, Kahana, restaurants, shopping and watersports. Plenty of free parking and taxes included in pricing.

Condo in Maunaloa

4.98 out of 5 average rating, 243 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.

Condo in Lahaina

4.98 out of 5 average rating, 118 reviews

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

KAPALUA - Best location! Welcome to the luxuriously 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.

Condo in Kaunakakai

4.92 out of 5 average rating, 198 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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Spaces that are more than just a place to sleep

Homes

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Popular amenities for Kaunakakai vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Kaunakakai's top sights

Paddlers Restaurant and Bar31 locals recommend

Hotel Moloka'i23 locals recommend

Friendly Market Center21 locals recommend

Molokai Burger16 locals recommend

Molokai Pizza Cafe14 locals recommend

Kanemitsu's Bakery & Coffee Shop14 locals recommend

Other great vacation rentals in Kaunakakai

Home in Maunaloa

4.91 out of 5 average rating, 66 reviews

Tranquility on West Moloka'i

Townhouse in Maunaloa

4.91 out of 5 average rating, 22 reviews

Kepuhi Hale

Rental unit in Maunaloa

4.94 out of 5 average rating, 16 reviews

Molokai Oceanview Retreat By Kohola Dreams!

Condo in Maunaloa

4.92 out of 5 average rating, 24 reviews

Beach Access & Sunsets at Kepuhi Beach Studio

Condo in Kaunakakai

4.86 out of 5 average rating, 21 reviews

Condo at Molokai Shores 1-bedroom with loft

Condo in Maunaloa

5 out of 5 average rating, 43 reviews

Oceanfront Condo With Glorious Ocean View

Condo in Kaunakakai

4.78 out of 5 average rating, 67 reviews

Mele Kalikimaka! 25% off December bookings!

Condo in Kaunakakai

4.98 out of 5 average rating, 57 reviews

Top Floor Molokai East End Condo! Oceanfront!

Quick stats about vacation rentals in Kaunakakai

Total rentals
60 properties
Total number of reviews
2.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi

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 30 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 50 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 hotel rentals in Kaunakakai?
Experience the best of Kaunakakai with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Kaunakakai have free parking?
Absolutely! We offer over 30 condo 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 20 homes with a bbq area, over 30 homes with free parking, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore