Places to stay near Kaupoa Beach

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Top-rated vacation rentals near Kaupoa Beach

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Guest favorite

Home in Kailua

4.9 out of 5 average rating, 300 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Guest favorite

Condo in Kaunakakai

4.85 out of 5 average rating, 33 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.

Superhost

Cottage in Molokai

4.95 out of 5 average rating, 102 reviews

Oceanfront 2-Bedroom Cottage, Stunning Views, Pool

Enjoy stunning sunset views of the Pacific Ocean, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, oceanfront cottage with a large covered lanai. This No Smoking two-Level cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore or just unplug and relax. You will experience colorful sunsets, breezes, tropical birds, beaches, and breaching whales in the winter.

Guest favorite

Home in Lanai City

4.85 out of 5 average rating, 308 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

Guest favorite

Apartment in Maunaloa

4.92 out of 5 average rating, 12 reviews

Oceanview Moloka'i Studio

Welcoming ocean view studio retreat. Watch amazing sunsets from the lanai or from beautiful beaches with the sweet ocean breeze. This condo has a full-size kitchen & appliances, chairs, towels, small cooler, & more. The complex has a pool set by the ocean, a grill station steps from the lanai, and laundry facilities nearby. Molokai offers many ocean activities, like surfing, snorkeling, fishing, and whale watching. It is a delightful island full of unspoiled serene beaches and tropical nature.

Guest favorite

Cottage in Maunaloa

5 out of 5 average rating, 7 reviews

Oceanfront Cottage | Stunning Sunsets & Renovated

Experience tranquility at our newly renovated & upgraded oceanfront cottage in Kepuhi Beach Resort. Prepare to be captivated by the breathtaking panoramic view of the Pacific Ocean, right from the comfort of your own spacious 1 bedroom/bath retreat. Step onto the expansive covered lanai, where you can unwind in the shade while while being mesmerized by the stunning beauty of the secluded Kepuhi Beach & the rhythmic dance of the ocean waves. Privacy is paramount in this ground floor cottage.

Guest favorite

Apartment in Maunaloa

4.95 out of 5 average rating, 110 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!

Guest favorite

Guest suite in Kailua

4.91 out of 5 average rating, 329 reviews

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Licensed 90/BB-0002 short-term rental. *not impacted by Bill 41 (2022) Hawaiian style with modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Property managed by Cynthia Rubinstein Real Estate, Inc.(License #RB-16858)

Top guest favorite

Condo in Maunaloa

4.98 out of 5 average rating, 251 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.

Superhost

Condo in Kaunakakai

4.71 out of 5 average rating, 173 reviews

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.

Guest favorite

Guesthouse in Lanai City

4.89 out of 5 average rating, 373 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.

Guest favorite

Condo in Kaunakakai

4.88 out of 5 average rating, 8 reviews

Palm Breeze Seaside (Molokai Island) Retreat

On Molokai (not island of Maui) Have fun with the whole family at this newly remodeled, first-floor condo with all the essentials on the island of Molokai. Includes a walk-out patio with easy access to a gated pool/cabana area, shuffleboard, tennis courts, a quiet beach area, and views of Maui, Lana’i, and Kaho'olawe. Well-equipped kitchen with brand-new appliances. Handicap-accessible eat-in counter.