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Kaunakakai and South Shore
Kaunakakai vacation rentals sit near Molokai's main town, oceanfront condos, local shops, Kapuaiwa Grove, Murphy's Beach and south shore roads. This area works well for a simple Molokai base close to town and the water.
Rental Listings
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Wavecrest Molokai - Oceanfront and PrivateFrom $113/night · Sleeps 4
Wavecrest Oceanfront RentalFrom $140/night · Sleeps 2
Top Floor Ocean Front Molokai 1 Bedroom CondoFrom $121/night · Sleeps 3
Molokai Island Retreat Wavecrest- Ocean ViewsFrom $154/night · Sleeps 4
Molokai Shores Resort Condo w/ Pool & Views!From $94/night · Sleeps 3
Ka Hale Kealoha A215From $117/night · Sleeps 4
Rainbow Retreat - Ocean Front - Molokai - PeacefulFrom $126/night · Sleeps 4
Kaunakakai Vacation Rental in Molokai ShoresFrom $148/night · Sleeps 2
Kaunakakai Condo w/ Private Lanai & Ocean Views!From $77/night · Sleeps 2
Oceanfront Top Floor Molokai Condo! Lush East End Location!From $117/night · Sleeps 2
Wavecrest Resort Condo on MolokaiFrom $113/night · Sleeps 2
Wavecrest Resort A206From $82/night · Sleeps 3
Hotel Moloka’i 1 Bedroom CondoFrom $98/night · Sleeps 5
2 Bedroom Paradise Getaway on MolokaiFrom $149/night · Sleeps 6
Wavecrest Resort - Aloha Kai (A311)From $155/night · Sleeps 2
One Bedroom Molokai GetawayFrom $126/night · Sleeps 4
Luxury 2 bedrooms on MolokaiFrom $111/night · Sleeps 6
Wavecrest Resort - 2 Bedroom UnitFrom $104/night · Sleeps 6
Hawaiian Style Ohana Living On MolokaiFrom $96/night · Sleeps 4
Molokai Shores C134From $134/night · Sleeps 4
Modern Molokai Vacation CondoFrom $99/night · Sleeps 4
Kaunakakai Home at Molokai Shores w/ Pool!From $85/night · Sleeps 4
Molokai Ocean View Condo with Shaded LanaiFrom $128/night · Sleeps 4
Molokai Shores Oceanfront CondoFrom $131/night · Sleeps 4
Wavecrest Resort Building C ground floorFrom $84/night · Sleeps 4
Molokai Shores B326From $90/night · Sleeps 4
Molokai Shores CondoFrom $102/night · Sleeps 4
Molokai Island Retreat w/ Ocean View & Pool!From $103/night · Sleeps 4
Beautifully Renovated Beachfront Molokai CondoFrom $126/night · Sleeps 4
Molokai Shores 131From $204/night · Sleeps 2
Wavecrest Resort A309From $157/night · Sleeps 4
Molokai Shores 205From $195/night · Sleeps 4
Molokai Shores 217From $269/night · Sleeps 6
Wavecrest Resort C211From $163/night · Sleeps 2
Molokai Shores 303From $150/night · Sleeps 5
Ocean-view condo with private balcony, washer/dryer, & shared pool/tennis courtsFrom $173/night · Sleeps 4
Molokai Shores 212From $169/night · Sleeps 4
Molokai Shores 332From $189/night · Sleeps 4
Wavecrest Resort C316From $147/night · Sleeps 4
Molokai Shores 305From $219/night · Sleeps 4
Molokai Shores A214From $120/night · Sleeps 4
Molokai Shores 120From $142/night · Sleeps 4
Molokai Shores 203From $193/night · Sleeps 4
Molokai Vacation Rental - Lanai, Cable TVFrom $169/night · Sleeps 3
Oceanfront with King Bed in WavecrestFrom $119/night · Sleeps 4
Molokai Shores 334From $209/night · Sleeps 6
Molokai Shores A304From $143/night · Sleeps 4
Molokai Shores A110From $196/night · Sleeps 4
Hotel Molokai 202From $137/night · Sleeps 4
Molokai Shores 229From $193/night · Sleeps 4
Molokai Shores 119From $186/night · Sleeps 4
Hotel Molokai 201From $133/night · Sleeps 4
Wavecrest Resort C205From $121/night · Sleeps 4
Wavecrest Resort C306From $122/night · Sleeps 4
Rustic retreat with panoramic views at Pu'u O Hoku RanchFrom $425/night · Sleeps 5
All New Remodel of A213 - king bed, AC, kayaks,...From $113/night · Sleeps 4
Pu'u O Hoku” is true to its Hawaiian name —...From $6,252/night · Sleeps 28
Oceanfront Moloka‘i Retreat | Wavecrest 2nd FloorFrom $121/night · Sleeps 4
Pool Access: Ocean-View Molokai Shores Condo!From $126/night · Sleeps 2
Wavecrest C 214 Ocean ViewFrom $110/night · Sleeps 4
Molokai Oceanview Oasis | Wavecrest Resort RetreatFrom $120/night · Sleeps 2
Lush Molokai Island Oasis w/ Pool + Private Beach!From $143/night · Sleeps 4
Enjoy laid-back Molokai living in this vacation home with a...From $169/night · Sleeps 4
Waterfront Kaunakakai Condo in Molokai ShoresFrom $182/night · Sleeps 2
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202From $198/night · Sleeps 4
Romantic Spanish villa w/hot tub — 5 min from the...From $199/night · Sleeps 12
From $113/night
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the...
From $140/night
TA-061-740-4416-01GE-061-740-4416-01This recently remodeled ground floor oceanfront condo with spectacular ocean views on the lush and undeveloped...
From $121/night
Our condo is located in east end of island of Molokai. It is “NOT” on Maui. Recently totally renovated.Has spectacular views of the ocean and of west...
From $154/night
Aloha and welcome to Molokai Island Retreat! Molokai Island Retreat is located on the highly desirable lush east end of Molokai (we are not on Maui)...
From $94/night
Set sail to Molokai and book an unforgettable stay at this Kaunakakai vacation rental. The 1-bedroom, 1-bathroom tropical condo, located in the...
From $117/night
Welcome to Molokai Shores luxury condo Ka Hale Kealoha A215! This beautifully updated (and freshly painted Sept 2021!!) 526 sq ft condo boasts high...
From $126/night
*MOLOKAI - NOT MAUI*Here at Rainbow Retreat, we take your comfort extremely seriously. From the Cozy Earth bamboo bedding (Oprah's favorite, 5 years...
From $148/night
Escape to paradise at this 1-bedroom, 1-bath vacation rental in Kaunakakai. Located in the highly sought-after Molokai Shores Resort, this condo...
From $77/night
Spend your next memorable Hawaii getaway in your own personal paradise when you book this Kaunakakai vacation rental on Molokai! Located in the...
From $117/night
Located on the lush, east end of Molokai. It doesn't get any more oceanfront than this! You won't be able to tear yourself away from the views on the...
From $113/night
Wavecrest C109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $82/night
Ask about our summer special! Get away to the island of Moloka'i, the best kept secret of the Hawaiian Islands because it is the "Real Hawaii."...
From $98/night
Our oceanside condo is located in the only hotel on the island, Hotel Moloka’i, and is within a 2 mile walking distance from Kaunakakai town.After...
From $149/night
Spacious and wonderfully positioned corner unit condo on the third floor that offers privacy, no noise from above and only one wall connecting this...
From $155/night
Feel at home the moment you step into A311, our recently remodeled condo, Aloha Kai. Look right as you enter the front door and you’ll instantly see...
From $126/night
Come enjoy the natural peace and beauty of Molokai, HI from your private lanai that is truly ocean front. Start your day with an amazing view of the...
From $111/night
2 Bedroom 1.5 Bath & very rare 2 lanais with oceanviews - Sleeps 6 Gorgeous rare condo at Wavecrest with the luxury of 2 bedrooms, 1.5 baths and 2...
From $104/night
Welcome to Wavecrest! Unique 2 bedroom unit -only a few with double lanais. The privacy of the top end offers the best ocean views. This property is...
From $96/night
Nicely set up unit; there are two queen sized beds for comfortable sleeping. Recently remodeled, the fully equipped kitchen makes cooking a pleasure....
From $134/night
This condo is located on beautiful Molokai. Enjoy the quiet setting of this condo located on the ground floor at the far eastern side of the complex...
From $99/night
Your next island getaway awaits on Molokai - a Hawaiian island anchored by the highest sea cliffs in the world! Explore all that Hawaii’s 5th island...
From $85/night
Discover the tropical oasis you've been dreaming of at this 1-bedroom, 1-bathroom Kaunakakai vacation rental. Nestled in the idyllic Molokai, this...
From $128/night
Wavecrest C309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $131/night
Aloha Molokai! It will be Humpback Whale season in the Kaholi channel of Molokai, Hawaii, December - April, an epic event to watch these giants with...
From $84/night
This is a newly renovated 1 bedroom condo on the ground floor in the 'C' building at Wavecrest Resort. It has been renovated with attention to detail...
From $90/night
**ALOHA...before booking - our condo is located on Molokai not Maui.Our condo is located on the 3rd floor (B326) One bedroom; full bath and loft....
From $102/night
Leisurely island-living awaits at this 1-bed, 1-bath Kaunakakai vacation rental! With a pool and private beach access at your fingertips, there's...
From $103/night
Venture to the picturesque island of Molokai for a solo trip or romantic getaway. Discover the tallest sea cliffs in the world, lush hikes to...
From $126/night
Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape. Masses of coconut palms...
From $204/night
Molokai Shores unit #131, on the ground floor: Stroll across a manicured lawn from the ground floor lanai of your renovated oceanfront suite to a...
From $157/night
Wavecrest A309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $195/night
It’s all about the view in this 570 sq. ft. home edging landscaped lawns and the Pacific. A private lanai offers incredible views for sharing meals...
From $269/night
Molokai Shores unit #217: Upon entry, notice the open layout that leads your gaze to the sliding glass door offering views of the Hawaiian blue sky...
From $163/night
Wavecrest C211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $150/night
Families love loft and bedroom privacy in this homey suite an arm’s length from the beautiful Pacific. Dine “at home” on meals prepped in the open...
From $173/night
Wavecrest C216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $169/night
Savor tropical fruits on the lanai with ocean views that define paradise. This casual 570 sq. ft. condo is a dream for active travelers who love...
From $189/night
Molokai Shores unit #332: One look inside this recently renovated one-bedroom/one-bathroom with a loft vacation suite, and you’ll see why it’s one of...
From $147/night
Wavecrest C316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $219/night
Molokai Shores unit #305 located on the third-floor: You'll enjoy cable TV and WiFi in this tropically decorated ocean front paradise. Beautiful...
From $120/night
Molokai Shores A214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $142/night
Molokai Shores unit #120, on the ground floor: Live the luxe life in this 570 sq. ft. 1 bedroom ocean view haven with cool tile flooring and ceiling...
From $193/night
Molokai Shores unit #203 on the second floor: You may never want to leave this 570 sq. ft. tropical hideaway located on Molokai! Upon entry, you will...
From $169/night
Cherish every moment in this one-bedroom Oceanview condominium with breathtaking views of the Pacific. Feel like you’re floating while relaxing on...
From $119/night
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the...
From $209/night
Say “aloha” to privacy, space, and comfort at the ocean’s edge in this 758 sq. ft. haven of tropical décor. Spanning the living area and master...
From $143/night
Molokai Shores A304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $196/night
Molokai Shores A110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $137/night
Vacasa at Hotel Molokai 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and...
From $193/night
Stylish décor raises the luxury bar in this 570 sq. ft. condo with private lanai overlooking ancient fishponds and the Pacific. You’ll love cooking...
From $186/night
Molokai Shores #119: You’ll love stepping from the ground floor lanai onto expansive lawns fringing this casual 562 sq. ft. suite with beautiful...
From $133/night
Vacasa at Hotel Molokai 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and...
From $121/night
Wavecrest C205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $122/night
Wavecrest C306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book...
From $425/night
Pu'u O Hoku Ranch offers a unique getaway for travelers seeking a rustic retreat. You can hike, swim, stargaze, and see a working ranch in action....
From $113/night
Your Kaunakakai adventure begins at this 1-bedroom condo. Inside, guests find a marvelous king bed and a cozy living room featuring a convenient...
From $6,252/night
Enjoy the ranch with large groups by booking our 12-bedroom property: The Lodge. The Lodge features a majestic room (about 1,350 sq ft) with...
From $121/night
Oceanfront Molokaʻi Stay | Pool, Tennis, ViewsPlease kindly note this property is located on Molokai island. This property is neither located on Maui...
From $126/night
Scenic Outdoor Dining | Direct Beach Access | Community PerksImmerse yourself in the enchanting Hawaiian ambiance at this 1-bedroom, 1-bath vacation...
From $110/night
Please kindly note this property is located on Molokai island. This property is neither located on Maui nor accessible from Maui except by air...
From $120/night
Your Gateway to "The Real Hawaii"Welcome to a place where time slows down, traffic lights don’t exist, and the true spirit of Aloha is alive and...
From $143/night
Slow down, unplug, and experience the true spirit of Old Hawai‘i at this charming 1-bedroom, 1-bath condo in Kaunakakai, Molokai. Nestled along the...
From $169/night
Cherish every moment in this Oceanview room with breathtaking views of the Pacific.Molokai is known for its wide open spaces, unspoiled land, remote...
From $182/night
Imagine being surrounded by palm trees, a lush yard, and a community pool, all while enjoying views of the ocean. All of this and more can be yours...
From $198/night
Savor tropical fruits on the lanai with ocean views that define paradise. This casual 570 sq. ft. condo is a dream for active travelers who love...
From $199/night
What do you love about your property?What do you love about your property?What do you love about your property?What do you love about your...