Guesthouse holiday rentals in Pupukea

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Pupukea

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Kailua

4.94 out of 5 average rating, 51 reviews

Lanikai Oasis, 2 beds, 5 min walk to the beach!

Located in the most private and peaceful locations on Oahu, our Lanikai cottage is only 5 min from one of the most beautiful beaches in the world. Welcome to Lanikai Oasis, best place for a clean and relaxing vacay in paradise! 5- 10min drive to many restaurants and eateries. The unit has been newly remodeled and is on the base Ohana unit to the main home. Newer appliances, kitchen, bathroom, beds, sectional couch etc for your enjoyment. Tax ID codes, GE-159-110-0416-01 and TA-159-110-0416-01.

Guest favourite

Guesthouse in Haleiwa

4.91 out of 5 average rating, 93 reviews

Perfect Place to Relax After a Beach Day

Experience local-style living in the cool, quiet, and tranquil Pupukea, a perfect place to relax! This newly remodeled studio (brand new kitchen, appliances, flooring, and paint) can accommodate 2 guests. Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots. For those planning to work from "home", the Wi-Fi is reliable and we offer access to a complimentary portable Wi-Fi device to be used as a backup. Desk and office supplies are available by request

Superhost

Guesthouse in Haleiwa

4.78 out of 5 average rating, 255 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

Guest favourite

Guesthouse in Waianae

4.93 out of 5 average rating, 59 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 favourite

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 favourite

Guesthouse in Haleiwa

5.0 out of 5 average rating, 206 reviews

Hale Pupukea Country Cottage

WELCOME TO OUR PARADISE!!! Hale Pupukea Country Cottage is located on the beautiful North Shore of Oahu between Waimea and Sunset Beach, just above Sharks Cove. This clean 500 square foot cottage is in the most desirable location of the Island. A perfect retreat for you to relax and enjoy your Hawaii vacation! Having a car is a MUST in order to make the most of your time on the North Shore. We are here to assist you in having a wonderful stay! Striving to be our best for you!

Superhost

Guesthouse in Kailua

4.86 out of 5 average rating, 139 reviews

Kailua's Premier Private Luxury Beach Bungalow

Kailua's Original Beach Bungalow premier private luxury bungalow getaway ~ Modern design mingles with traditional elegance in this newly renovated bungalow. Beautifully furnished with comfort and ease-open floor plan that features large floor to ceiling windows. Very private - with a large gated spacious patio - hot and cold running outdoor shower, outdoor private dining and just steps from your bungalow down the path to the most beautiful beach in the world.

Guest favourite

Guesthouse in Waialua

5.0 out of 5 average rating, 70 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.

Guest favourite

Guesthouse in Waianae

4.94 out of 5 average rating, 49 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Superhost

Guesthouse in Kailua

4.78 out of 5 average rating, 137 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 favourite

Guesthouse in Kailua

4.85 out of 5 average rating, 338 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)