Guesthouse vacation rentals in O‘ahu

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in O‘ahu

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

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Superhost

Guesthouse in Haleiwa

4.77 out of 5 average rating, 251 reviews

Walk to Beach Large Studio

1 Block to Beach, Spacious Studio. *Inquire available dates!!* Comfortable, Safe neighborhood. Has queen bed, Hotel style kitchen with toaster/convection oven, microwave, coffee maker, mini fridge/freezer and Outdoor shower. The toilet is inside unit behind carved bali privacy screen. Private Entrance, & FREE off street parking, which is quite a Privilege! (street parking is also an option, if available). It is a very comfortable, clean, affordable place to stay in Most Desirable Location.

Superhost

Guesthouse in Hauula

4.87 out of 5 average rating, 87 reviews

Ohana Country Cottage

This 2 bedroom 1 bath house features all the amenities of home as well as privacy and a beautiful front lawn, a full size kitchen, washer & dryer, 65in Smart TV w/cable, wifi, A/C. With a king bed in the master bedroom, a queen in the 2nd bedroom and a sofa sleeper in the the living room there is room to sleep five. If more bedrooms or bathrooms are needed, consider renting either the four bedroom main house or adding the studio to this guest house for 3 bedrooms, 2 bath . TA-098-825-1136-01

Superhost

Guesthouse in Hauula

4.67 out of 5 average rating, 3 reviews

Mai Tide: New N. Shore Oceanfront, 30 Day, AC

Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous view). We are at the water's edge with a private lanai & seating where sea turtles can often be seen. 1 house from beach access, minutes from Pounders & Kokololio Beaches, white sand gems with fantastic body surfing.

Superhost

Guesthouse in Kahuku

4.86 out of 5 average rating, 7 reviews

Spacious King bed studio

This newly-renovated studio, perched on the stunning Kahuku Oahu, is the perfect location for a tropical family getaway with room for up to 4 guests. Walk to the beach in only 5 minutes. The Polynesian Cultural Center, shopping, food trucks, as well as some of the world's most renowned beaches and surf spots (Banzai Pipeline, Sunset Beach, Waimea Bay, Sharks Cove, and Turtle Bay) are all within 5 to 20 minutes by car. Expect an unforgettable 5-star experience at an affordable price!

Superhost

Guesthouse in Haleiwa

4.83 out of 5 average rating, 59 reviews

April & May special ! Hula House Sunset Pt. bikes

The Hula House on Sunset Pt.: is spacious, clean , bright, with great airflow . Located in neighborhood that is oceanside from Kamehameha hwy and off the hwy noise. This two level Cottage unit is detached from the main house. Hula has AC , parking for one car, 2 bikes, internet , and great cable. The bikes & bike path are great on the North Shore. Upstairs has King bed, couch, table, kitchen and high ceilings. Downstairs has the bathroom and Queen bed. Beach * stairs are exterior

Guest favorite

Guesthouse in Waianae

4.93 out of 5 average rating, 58 reviews

Mauna 'Olu Ohana Studio

Kick back and relax in your own private condo with a separately fenced yard and bbq area nestled between the Makaha mountains. Breathtaking ocean views and just a Short 5 min drive to Makaha beach for snorkeling and whale watching. Looking for something bigger the private studio can be rented with the resort home for bigger groups, just message your host for availability. Ask your Hawaiian host about the Jeep rental available to rent @$45 per day $100 Airport pick up and drop off.

Guest favorite

Guesthouse in Honolulu

4.92 out of 5 average rating, 143 reviews

Hale Wa’a - 2 bed/2 bath - 5 minute walk to beach!

We are located right off the main roadway that circles Oahu. Our neighborhood is peaceful and quiet. You can enjoy ocean views from the master bedroom lanai and there is a secluded beach about a 5 minute walk away; best for taking walks not swimming. Popular attractions such as Waikiki, Hanauma Bay, & Chinatown are within a 15 minute drive away. Stays less than 180 days are subject to our Hale Wa’a Beach Gear Rental Package. Please read our Terms and Conditions for more details.

Guest favorite

Guesthouse in Haleiwa

4.8 out of 5 average rating, 15 reviews

Sunset Beach Studio 30 day min

The North Shore is perfect. Truly, this is a destination that engages the spirit and invites the discovery of more than just your surroundings. North Shore is the home to the most powerful waves in the world In the winter time by. And where peaceful bays are perfect for quiet days spent snorkeling and swimming on the summer time. Let Hawaii change your soul and your life making memories that will last for a lifetime. Available for 30 nights or more stays only. Mahalo

Guest favorite

Guesthouse in Waianae

5.0 out of 5 average rating, 16 reviews

Beautiful Mountain Studio Retreat

Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Studio is fully equipped w/a comfortable queen-size bed, pull-out bed, TV, a kitchenette, mini-fridge, microwave, coffee maker, & bathroom w/ tub & shower.

Guest favorite

Guesthouse in Waialua

5.0 out of 5 average rating, 69 reviews

Serene Mountain Getaway with Ocean Views

Welcome to one of the most unique stays you will find on the North Shore! This guesthouse is located on 4 acres of beautiful property nestled in the hills of Mt. Ka'ala. You will be surrounded by nature while looking at a view of the North Shore and the ocean. We also have very friendly chickens and miniature goats to hang out with if you like animals! Come get away from it all while still only a 15 minute drive to the beach and Haleiwa town.

Superhost

Guesthouse in Kailua

4.78 out of 5 average rating, 136 reviews

Kailua Beach Cottage - 90/TVU-0287

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Guest favorite

Guesthouse in Kailua

4.85 out of 5 average rating, 337 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal 90/BB-0002 short term rental. *not impacted by Bill 41 (2022) **NEWLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Cynthia Rubinstein Real Estate, Inc. (License #RB-16858)