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Vacation rentals in Kalaupapa

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Top-rated vacation rentals in Kalaupapa

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Guest favorite
The living area features two comfortable sofas arranged around a central coffee table. A ceiling fan is installed above, and sliding glass doors provide access to outdoor views. Soft natural light fills the space, complemented by light-colored curtains and neutral decor.
Condo in Molokai
4.81 out of 5 average rating, 36 reviews

Beautifully Renovated Beachfront Condo

Endure the magic of Molokai. Unwind, reset + enjoy the rarest of a traveler's dreams: a relatively untouched tropical escape, without a single traffic signal to be seen. Relish in the spectacular ocean and island views for sunrise, and sunset. Choose to stretch out on a mostly empty beach and do nothing at all, or indulge in a modest to fairly rugged regimen of hiking, fishing and other outdoor adventures. We have a rental car and/or SUV that can be rented separately. Please message for details.

Guest favorite
A living area features a spacious couch and a matching armchair arranged around a low table. A modern kitchen area with dark cabinetry and stainless appliances is visible, along with decorative artwork on the walls. Natural light fills the space through large windows.
Home in Molokai
4.96 out of 5 average rating, 51 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 new linens. Has 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, new laundry facilities on site. Located conveniently less than 5 minutes from town. SUP board and snorkel gear available, inquire.

Guest favorite
A vibrant sunset is captured through a foreground of palm trees, showcasing a blend of orange, yellow, and pink hues in the sky. The sun appears to dip into the ocean, with the silhouette of a coastline visible in the distance.
Condo in Molokai
4.94 out of 5 average rating, 31 reviews

Sunset and Ocean Views walk to beaches and pool

Molokai (This is not Maui or Oahu!!) is said to be the island most reminiscent of old Hawaii. Clean open air living in upstairs unit with lofted ceiling on the island of Molokai. Beautiful ocean and sunset views from covered Lanai. Walk to white sand beaches and ocean front pool. Listen to songbirds, crashing surf and the consistent cooling trade winds rustling through the coconut trees. Molokai is here for you to leave your troubles behind, make new friends and find your Aloha spirit.

Guest favorite
Lush green lawn extends towards the ocean, adorned with gently swaying palm trees. The calm blue waters stretch towards the horizon, complemented by a clear sky. The landscape invites relaxation and outdoor enjoyment.
Condo in Molokai
4.9 out of 5 average rating, 21 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 life-style and experience the birthplace of the Hula. Explore outdoor adventures, from lush hiking trails to majestic waterfalls. At sunset time, 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.

Top guest favorite
A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.
Townhouse in Lahaina
4.95 out of 5 average rating, 176 reviews

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

Guest favorite
A comfortable living area is shown, featuring a sectional sofa and a turquoise coffee table. A large television is positioned on the wall. Soft lighting is provided by a lamp, and sunset views are visible through sliding glass doors leading to a balcony.
Condo in Lahaina
4.95 out of 5 average rating, 182 reviews

Oceanfront Kahana Reef Condo

Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

Top guest favorite
Silhouetted palm trees frame a serene ocean view at sunset. Gentle waves roll onto the shore, creating a soft mist. Two figures can be seen sitting close to the water's edge, surrounded by lush greenery, capturing a tranquil moment of nature.
Apartment in Molokai
4.95 out of 5 average rating, 119 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!

Top guest favorite
An inviting interior is captured from an elevated perspective, featuring a spacious bed with white linens and blue accent pillows. Warm wood floors enhance the cozy ambiance, while large windows frame outdoor views. A dining area with chairs is visible through the glass doors, complemented by soft lighting.
Condo in Molokai
4.98 out of 5 average rating, 264 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.

Guest favorite
The oceanfront view features gentle waves reflecting the soft colors of twilight. Silhouetted palm trees frame the scene, while the distant outline of neighboring islands can be seen against the horizon.
Condo in Molokai
4.94 out of 5 average rating, 83 reviews

Molokai Top floor Oceanfront Condo! Best Views!

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 private balcony- just feet from the ocean! Amazing sunrises & sunsets with unobstructed views of Maui and Lanai. See turtles and whales (Nov-April) right from the condo. If you’re content to just slow down and be present with nature, then come make Wavecrest A315 your home base for your unforgettable Molokai experience!

Guest favorite
A spacious studio interior is depicted, featuring a firm, round bed with soft bedding. A large wall-mounted TV is positioned above a wooden dresser. Natural light enters through expansive glass doors, revealing lush greenery outside. A comfortable chair and a desk with a chair are included.
Condo in Lahaina
4.96 out of 5 average rating, 135 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

Guest favorite
A balcony view showcases a table with a decorative vase holding a single flower. Lush green lawn and palm trees frame the scene, leading to a fenced-in pool area. The ocean glistens in the distance, reflecting the clear sky.
Condo in Molokai
4.92 out of 5 average rating, 106 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 & 1 Full size bed & 1 full size futon bed New living room furniture, 55in QLED smart TV Board games for the kids, books - pack n play and baby chair Beach chairs, boogie boards and ice chest

Top guest favorite
An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.
Condo in Lahaina
4.99 out of 5 average rating, 209 reviews

Direct Ocean front studio w ocean is ur back yard!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Popular amenities for Kalaupapa vacation rentals