Private suite holiday rentals in Pupukea

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Top-rated Self-Contained Units in Pupukea

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Guest suite in Kailua

4.78 out of 5 average rating, 165 reviews

Kailua - Ocean/Mtn Views - 60' Pool - 2 Decks

Kailua Absolutely Oceanfront Deluxe Vacation Rental One of the few Legal short-term rentals (Less than 30 days) The closest house to the Ocean in Kailua Located in an upscale Kailua neighborhood The quiet uncongested North side of Kailua Only 8 minutes to the center of Kailua Town 60ft salt-sanitized waterfall lap pool 16-foot vaulted skylight ceilings with a loft Two outside covered decks, one overlooking the pool and the mountains. The other has a partial ocean view between the houses

Guest suite in Kailua

5 out of 5 average rating, 15 reviews

Lanikai Garden Studio - Licensed Since 1985!

Located just across the street from Beautiful Lanikai Beach, this home-within-a-room offers all the comforts of home in paradise! With ample space, windows, and tropical flora views, this home is a place where you will be able to relax and unwind. Licensed for short-term rentals since 1985! With cool, quiet, and comfortable air-conditioning after a day at the beach, all accessed through the studio’s private gated garden entry. On-site parking includes 100 yards from Lanikai Beach.

Guest suite in Kailua

5 out of 5 average rating, 17 reviews

Steps to Lanikai Beach - Tree House - Since 1985!

Welcome to the enchanting "Lanikai Treehouse," a delightful vacation rental nestled just across the street from the pristine and captivating Lanikai Beach, with the ocean's soothing embrace merely 100 yards away! Licensed for short-term rentals since 1985! This one-bedroom retreat boasts a sense of spaciousness, with separate living and dining areas adorned in tasteful Hawaiian touches, a true homage to the local culture. The efficient kitchen adds convenience to your stay.

Guest favourite

Guest suite in Kailua

4.91 out of 5 average rating, 337 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)

Superhost

Guest suite in Kahuku

4.78 out of 5 average rating, 46 reviews

by the sea

Perfect for a couple or small family that wants to wind down at the end of the day! Away from the noise and city life, you can feel safe outside with the kids! If you are looking for a peaceful place this cottage is for you. 5 min walk to a secluded beach! Very friendly and safe neighborhood. Only 10 minutes away from Hawaii’s number one attraction (PCC). 3 minutes from the famous kahuku food trucks that has a variety of food to enjoy! Located on Oahu’s famous North Shore!

Guest favourite

Guest suite in Kailua

4.9 out of 5 average rating, 77 reviews

Aloha Suite

NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this works for you prior to confirming. See photos. Only registered guests allowed on property. Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.

Superhost

Private room in Waianae

4.89 out of 5 average rating, 38 reviews

Gem btwn Mountain & Ocean - Minitues to Beach

Unique and tranquil getaway! Refresh your soul with your eyes lifted up to the mountain and ocean! Newly built, fully furnished. AC, TV, queen bed, nightstands with dimmable touch-controlled lamps... We have done our best to create a Haven for your Hawaii vacation! Special Declaimer: 1. It is a studio attached to a brand-new house in a gated community. 2. Owner is a licensed real estate agent with Coldwell Banker Realty. 3. Homelessness is present along the west coast.

Guest favourite

Guest suite in Waianae

4.94 out of 5 average rating, 132 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Superhost

Guest suite in Hauula

4.84 out of 5 average rating, 311 reviews

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

Top Guest favourite

Private room in Kailua

4.88 out of 5 average rating, 129 reviews

Dolphin Suite - Wonderful Location!

NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this works for you prior to confirming. Aloha! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102)) hosting guests for over 30 yrs. We are an environmentally-conscious family "Living Lightly" to protect resources. Only registered guests allowed on the property.

Guest favourite

Guest suite in Honolulu

4.83 out of 5 average rating, 265 reviews

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01

Guest favourite

Guest suite in Laie

4.78 out of 5 average rating, 331 reviews

Modern Mango Beach Home North Shore - 30 day stays

Enjoy your Hawaii vacation in a modern "Dwell" style home. Our 2-bed 1-bath guest unit sleeps up to 6. Full kitchen, all high-end appliances. The sandy beach with crystal-clear waters is just three houses away. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.