Private suite holiday rentals in Oahu

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, 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 Managed by Kupono Svcs.

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

Stunning Views. To inquire please contact owners.

What a location ! You will be amazed by the mountain views and be soothed by the trade winds, birds singing and fragrances of Hawaii. Just a short walk to Kailua and Lanikai beach, rated one of the 10 best beaches in the world. Very private, shares no walls with the owners, and has a separate entrance and outside private yard area to enjoy. Renowned for kite surfing, kayaking and SUP rentals, snorkeling, surfing and hiking. Ideal for remote working or a complete get away !

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!

Dolphin Suite - Wonderful Location!

NOTE: UPDATE Oct 2025: Temporary construction equipment parked next door is being vacated. Barrier fence is still in place while grass is being restored. Some noise may occur. See photos. Only registered guests allowed on property. 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.

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.

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.

Kailua Rental for Med/Long Term ($1,500/month)

Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

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

Sunset Beach Garden Studio

Newly built, our super private guest suite is located at Sunset Beach, on Oahu’s North Shore. Short walk to the beach & Ted's Bakery. Parking is free & right by your front door. Kitchenette & bathroom are fully equipped. New appliances, blinds, mattress, sheets, towels and very quiet split AC unit! We only rent for 30 days in order to comply with local short term rental laws.

Licensed Lanikai Garden Studio - 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 can relax and unwind. With cool, quiet, and comfortable air-conditioning after a day at the beach! Licensed for short-term rentals since 1985!

Affordable Romantic Treehouse

The "Treehouse" is actually a studio unit above our garage. Walk to a cool little hidden beach only 2 houses away! In a rural suburban neighborhood, close to hiking and surfing, located 1 HOUR WEST of Waikiki, Honolulu, and/or North Shore. Local Regs require 30 day min. between each booking, so the longer you stay, the better the discount!