Aloha, O’ahu: 6 Vacation Rentals For Your Next Tropical Getaway - Updated 2024

Aloha, O’ahu: 6 Vacation Rentals For Your Next Tropical Getaway - Updated 2024
Crystal
Crystal 
Updated
| 5 min read

A dime amidst the other Hawaiian Islands (literally), the diamond-shaped O’ahu houses some of the best remedies for a fatigued mind and soul. Relax in a pool of gurgling spa waters as the cheeky Mickey and Minnie Mouse make their appearance at every turn in the Aulani Disney Resort and Spa. Live out your Lion King dream by heading out to the Diamond Head, where one who stands atop the volcanic tuff cone can see miles beyond the O’ahu’s pristine waves. Top off your amazing stay here with these vacation rentals that are bound to keep a spring in your step.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.

1. Oceanfront home in Kailua (from USD 399)

Indulge in the zen views of bumpy mountaintops against the backdrop of the rising sun, or the glinting waves that carry with them a touch of Hawaii’s fighting spirit when crashing onto the shores, right here in Kailua. Featuring modern furnishings of minimal colors, sink into the leather couches made to soothe your aching legs after a long day of beach activities. Depending on which side of the unit you stay in, you get to choose between two themed bedrooms: the sea-themed bedroom features a stunning view of clear, turquoise waters, while the earth-themed bedroom features woody hues of brown and a peek at the rugged mountains of O'ahu. No matter which you pick, they come with a spacious queen-sized bed for you to rest yourselves on if you’re tired.

Stayed at this property?
Kailua, Hawaii, United States
145 reviews   Wifi Available
Entire guest suite 2 Beds 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
nice balcony and nice room
the quiet air conditioning was especially nice to keep things comfortable
great ocean views from the front lanai and a nice view of the lap pool from the rear lanai
it was a nice open unit with a big king bed
you will love views and waterfall pool
Cleanliness:
very clean nice newer appliances comfortable bed
their studio is in a stunning location by the beach and is clean and cozy
great location very clean pool is beautiful and so it the view
great location and beautiful scenery the rental was extremely clean and well kept
clean quiet place with ocean view easy to arrive comfortable
Host:
the host was very responsive
the hosts were pretty absent
host very nice and accessible
wonderful place and great host
the host was very nice and the area is relaxing and peaceful
Location:
great location in a nice neighborhood near the town of kailua
great location for a quiet vacation
thomas' unit location is amazing
we would recommend this location to everyone
the location was amazing such a nice neighborhood and beautiful beach close to a grocery store and several restaurants
Read more reviews

2. Breathtaking beachfront getaway in Laie

Enjoy the calming waves of Laie Bay in privacy, while still being in close proximity to your favorite vacation spots here in this beachfront getaway for two. Furnished with oceanic hues of blue, you will never feel far from the waters even after leaving the beach, with wooden carvings of dolphins and oars greeting you as you step into your new home. If you’re tired after a long swim, prop yourself on the ‘L’ shaped sofa for a short nap. Wash off the stubborn sand that is still sticking to you in the enclosed outdoor showers. You can toggle between hot and cold for the water temperature, and give yourself a proper scrub down with the soap bars available. Whip up a feast in the outdoor kitchen with the basic facilities of a stove, microwave, and coffee machine (for all you coffee addicts out there!).

Enjoy a humble al fresco meal with your loved ones by the dining table, shrouded with light filtered from the overhead canopy. Retire back to your room with a comfortable queen-sized bed kept cool with an electric fan for those sweltering summer afternoons. On slow summer days, laze by the outdoor lounge area and watch as the corals in front of the house attract lovable sea turtles surfing the waves. You can even swim with them as the waters are warm - so if you’re looking for something different this summer, pay J and Frazer a visit at their humble abode!

Stayed at this property?
Laie, Hawaii, United States
319 reviews  
Entire guesthouse 1 Bed 1 Bedroom 1 Bathroom

3. Quiet mountainside home in Kailua

Indulge yourself in a nice dip in the outdoor pools facing the cloudy horizons here in this quaint mountainside home in Kailua. The spacious kitchen area features an array of equipment for the everyday chef to cook up a storm! You can roll up some dough on the flat countertop and bake a simple midnight snack, or cook a simple meal by the electric stoves. The interior is well-ventilated, with the scents of the salty sea breeze. Fall asleep to the radiant glow of the moonlight by your side, and sink into the cushy queen-sized bed while snuggled up to your significant other. If you have any urgent work or emails to attend to, feel free to use the work table for a comfortable working environment.

Stayed at this property?
Kailua, Hawaii, United States
122 reviews  
Private room in house 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
wonderful room with a spectacular view
spectacular views and very nice private pool
we had a fantastic stay in faye’s room with fantastic views of the sunrise every morning
absolutely amazing view even from the bed since we had the ocean view room
it's just as described; the view incredible the room spacious and the grounds very comfortable
Cleanliness:
very clean bright and spacious room
the room itself is clean nice and spacious
there were lots of clean towels after shower or playing in the sea
the room and kitchen are very clean and comfortable
our ocean view room was very clean very well stocked with everything we could possibly need
Host:
faye was a wonderful host
faye was a perfect host
faye is excellent host
faye was a fantastic host
faye is the perfect host
Location:
the location was perfect
i believe faye’s place is the best location in the area
the location is very close to a beach and it’s a nice getaway from the busyness of honolulu
location was perfect; right by lani kai beach
the beach truly is only a 5 minute walk away
Read more reviews

4. Cozy surf loft in North Shore (from USD 384)

Your surfing trip to O'ahu will be a lot more relaxing when you stay in this beautiful oceanfront loft. It’s an ideal accommodation for beach lovers as it offers a panoramic view of the sand and sea right on your own private deck.

The home features an open floor plan consisting of one cozy queen bed fit for up to two guests, a living area with a couch and table, and a well-equipped kitchen and dining area. The large windows surrounding the pad offer a great view of the surroundings and, at the same time, make the interior bright and airy.

Stayed at this property?
Haleiwa, Hawaii, United States
196 reviews   Wifi Available
Entire loft 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed so cozy the view stunning
the interior was so beautiful and careful and cozy
Cleanliness:
extremely clean and comfortable
it is clean bright and tasteful decorated
the bathroom was clean and stocked with everything we needed
sparkling clean and they had great local tips for us for activities and food
it was really clean (the shower is awesome + they had dr
Host:
owner were very responsive and friendly
daniel and bryn were super responsive and provided great tips and suggestions
the owners were very responsive very kind and overall amazing
i have never been more relaxed what excellent hosts too
they were super friendly the beach is seriously just a 30 second walk behind the house
Location:
great location walking distance from the best acai bowls
place was great and perfect location
this is the perfect location
super close to the best snorkeling in sharks cove and close to all the food trucks and shops
we highly recommend this location if your visiting oahu
Read more reviews

5. Beautiful oceanfront home

Prepare for an extravagant and relaxing vacation in this six-bedroom residential home. Nestled along the jagged lava rock coastline of Laie Point, this home treats its guests to beautiful sights, sounds, and smells of the ocean. With amenities like king- and queen-sized beds, a sunken living room, a pool table, and a well-equipped kitchen, this home guarantees relaxation for up to 14 guests.

The cherry on top is that it is close to miles of secluded beaches and hiking trails and attractions like an IMAX theater and Polynesian Cultural Center.

Stayed at this property?
Laie, Hawaii, United States
49 reviews   Wifi Available
ENTIRE HOME 8 Beds 12 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
fans and some room air conditioners did help
the house is really awesome and the view from the living room is just fantastic
a special treat is the window in the shower in the main floor bathroom
we enjoyed showering while being able to feel a breeze and seeing the incredible morning skies
Cleanliness:
overall the house was clean not spotless but clean enough
everything was clean and we'll set-up
the oven was filthy and it was clear no attempt had been made to clean it
looked like only the bedsheets had been changed and the bathrooms were cleaned
the kitchen barely looked clean
Host:
the property manager is super friendly and responsive via text and easy to communicate with
amazing property it does get kind of hot when you are getting ready for dinner
the neighbors are even friendly
Location:
million dollar veiw and great location
great stay great location
the house was huge and in the perfect location for our trip
the location is north shore so if you surf it's the perfect spot
lani loa is a beautiful home in a great location
Read more reviews

6. Pipeline cottage in Haleiwa (from 225 USD)

For a convenient location beside the beach, look no further from Paul’s place, that is literally steps away from crystal clear waters here in Haleiwa. Set aside specially for the bookworms, indulge in the company of a good read here in the cozy reading corner by the picturesque scenery. Sink into the cushy couches and let the crashing waves be the melody that accompanies your adventure through your books. For those stay-in afternoons, make yourself a simple meal by the bar top counter, and enjoy the serene views just outside the porch. At the end of a tiring day, sink into the tropical-themed sheets in the comfortable bedroom, well-ventilated with the gaping windows that allow a peek of moonlight to stream in, lulling you into a deep sleep.

Pipeline cottage

Address: Haleiwa area (see map)

Price: from 225 USD

Number of Guests: 4

Stayed at this property?

A mini paradise for a fraction of the price

Often, beach resorts tend to be pricey, but you can save on the expenses by opting for a private accommodation instead - with spectacular views of flourishing greenery amidst a familiar environment, you can enjoy a heartwarming vacation on the sunny shores of O'ahu!

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Crystal is a curious child, who loves exploring Singapore in her free time with a camera in hand. Her street photography subjects often include unaware strangers, uncommon architecture, and...Read more

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