Guesthouse vacation rentals in Pupukea

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Top-rated guesthouses in Pupukea

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

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Top guest favourite
A serene seascape showcases a calm ocean reflecting vibrant sunset hues of orange and gold. Silhouettes of two distant islands emerge against the colorful sky, while a lone canoe floats quietly on the water, enhancing the tranquil scene.
Guesthouse in Kailua
4.93 out of 5 average rating, 115 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

Superhost
An entrance is displayed, featuring a smooth wooden deck with two outdoor chairs positioned beside the door. Soft lighting illuminates the entryway, while lush greenery provides a tropical ambiance against the backdrop of a colorful sunset sky.
Guesthouse in Makaha Valley
5 out of 5 average rating, 4 reviews

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Come and rejuvenate yourself in this serene retreat in the beautiful Makaha Valley in Hawaii. Studio Nene (360-ft) has elegant interior design and lush tropical garden. A highly-praised extra comfy king bed, the cute kitchenette, ensuite washer/dryer, and a desk facing the gorgeous backyard and mountain will make your stay relaxing and enjoyable. Located near a 7-mile stretch of pristine beaches, you can enjoy the beauty of the coast and the tranquility of the mountains in one location.

Guest favourite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guesthouse in Kailua
4.8 out of 5 average rating, 192 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Guest favourite
A cozy studio space features a queen bed adorned with decorative pillows in a bright coastal theme. A comfortable sofa is positioned alongside a dining table, enhancing the room's functional layout. Sunlight filters through windows, illuminating the inviting decor and wooden cabinetry.
Guesthouse in Makaha Valley
4.89 out of 5 average rating, 96 reviews

Chic Private Guest House • Pool • Gym • Hikes

Escape to this cozy, intimate studio in Makaha Valley’s exclusive Mauna Olu Cottages, a gated community with 24-hour security. Surrounded by lush, tropical landscapes, this private retreat offers the perfect blend of comfort and tranquility your area is not shared with the main house it’s private and fenced away from each other. Unwind on famous Makaha Beach, just 4 minutes away, explore nearby hiking trails, or simply relax to the soothing sounds of the mountains. With thoughtful amenities 🌿

A serene beach landscape is presented, featuring soft sandy shores that gently meet clear turquoise waters. A distant mountain range is visible against a blue sky with scattered white clouds, creating a harmonious outdoor setting.
Guesthouse in Laie
4.75 out of 5 average rating, 40 reviews

Close 2 Beach Entire Guest Suite

Due to local regulations, this home can only be rented once in a 30 day period. *Please reach out to us prior to booking. Availability shown in the calendar is not guaranteed. Recently renovated, this unit is a four bedroom, two bathroom getaway with high speed WiFi internet, washer/dryer and air conditioning. The beach access point is less than a 4 minute walk away! You are also only a 5-10 min walk away from the Polynesian Culture Center, BYU-Hawaii Campus and the Mormon LDS Temple.

Guest favourite
A bright and clean kitchen is showcased, featuring white cabinets and teal lower cabinetry. Countertops are composed of white tiles, while a large window with tropical patterned curtains allows natural light to enter. Essential appliances, including a stove, microwave, and refrigerator, are readily accessible.
Guesthouse in Haleiwa
4.9 out of 5 average rating, 79 reviews

"Pua Pono House" Tropical Acreage, Beach ~5m drive

Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located to top beaches, ATV adventures, golf courses, horseback rides, epic hiking trails, zipline adventures, renowned surf spots, and snorkeling destinations, this is the perfect base for a truly unforgettable vacation.

Superhost
Two white Adirondack chairs sit on a wooden deck overlooking the ocean. The scene captures a serene sunset with soft hues of orange and yellow blending into the horizon, while gentle waves lap at the shore and mountains are visible in the background.
Guesthouse in Hauula
4.64 out of 5 average rating, 11 reviews

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

Mai Tide is a beautiful North Shore 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 ocean access, minutes from Pounders & Kokololio Beaches, white sand gems with fantastic body surfing.

Guest favourite
The studio features a kitchenette with dark wooden cabinets and a microwave, accompanied by a dining area with a small table and chairs. A spacious queen-size bed and a pull-out bed are visible in the background, with a TV mounted on the wall allowing for entertainment options.
Guesthouse in Makaha Valley
5 out of 5 average rating, 26 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 favourite
An outdoor seating area is featured, with a wooden table and four white metal chairs. A comfortable lounge area, furnished with a wooden bench and colorful cushions, is visible to the right. The background includes lush greenery, enhancing the setting's natural feel.
Guesthouse in Haleiwa
4.93 out of 5 average rating, 166 reviews

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

Guest favourite
A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.
Guesthouse in Makaha Valley
4.93 out of 5 average rating, 131 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.

Top guest favourite
A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.
Guesthouse in Kailua
4.87 out of 5 average rating, 422 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY 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 Kupono Services.

Guest favourite
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guesthouse in Kailua
4.8 out of 5 average rating, 162 reviews

Kailua Beach Cottage - 1990/NUC-1797

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.

Popular amenities for Pupukea guesthouses

Quick stats about guesthouse rentals in Pupukea

  • Total vacation rentals

    Explore 20 vacation rentals in Pupukea

  • Nightly prices starting at

    Pupukea vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,190 verified reviews to help you choose

  • Wifi availability

    20 of Pupukea vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pupukea rentals

  • 4.9 Average rating

    Pupukea stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Pupukea’s top spots, include Waimea Valley, Sharks Cove, and Banzai Pipeline

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