12 Best Vrbo Vacation Rentals In Oahu East Shore, Hawaii - Updated 2024

Sowmya
Contributing Writer
Updated
| 4 min read

Away from the touristy hubbub of Waikiki, East Oahu Shore offers the quintessential Hawaiian experience with pristine beaches, verdant surroundings, and incredible natural wonders. Around 30 minutes away from Honolulu, East Oahu is a mix of peaceful neighbourhoods and breathtaking vistas. There is much to explore here including Halona Blowhole lookout, Lanikai Beach, Waimanalo Beach Park Hanauma Bay, and thrilling outdoor activities. Choosing vacation rentals on this side of Oahu will put you right in the midst of Hawaiian paradise. So if you are looking for quieter, close-to-nature stay options, then those in Oahu East Shore will definitely be a great choice. Listed here are the best Vrbo accommodations in Oahu East Shore, Hawaii.

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 August 24, 2024.

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1. Hale Pulelehua (from USD 379)

Score the amenities akin to a private pool villa with a stay at Hale Pulelehua, a gorgeous vacation rental in Kailua. The large property’s main draw is its beautifully landscaped yard, which offers endless opportunities for splashing fun in the private pool. Apart from spacious bedrooms conducive for big families or groups, it also comes with modern indulgences such as free WiFi, cable TV, and a fully stocked kitchen.

The location is a knockout as you’ll be staying in a spot just a five-minute stroll to the access going to Kailua Beach. And if you don’t want to miss out on the downtown thrills, you’ll be glad to know that the home is just a five-minute drive to the heart of Kailua filled with shops and restaurants galore.

Stayed at this property?
Kailua, Hawaii, United States
17.76 km (11.1 mi) from Diamond Head State Monument
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

2. Charming cottage close to the beach (from USD 180)

For the family to enjoy a breezy escape, why not spend the holiday in this charming Vrbo beach house in Oahu? This tropical-style cottage provides ample spaces for small troops to lounge and relax. It is readily equipped with WiFi, smart TV, boogie boards, and beach equipment to cater to your group’s kind of fun. Families are most especially welcome as the unit is equipped with a highchair, baby monitor, and a travel crib.

The outdoor space of this Vrbo vacation rental in Waimanalo is made more inviting by having a sizeable lanai with a gas grill for cookouts. There’s also a fenced play area for the kids and an outdoor shower to help you wash off the sand after hitting the beach, which is around 274 meters (898.95 feet) away.

Stayed at this property?
Waimanalo, Hawaii, United States
13.65 km (8.5 mi) from Diamond Head State Monument
cottage 4 Guests 2 Bedrooms 2 Bathrooms

3. Smart guesthouse close to attractions (from USD 176)

Compact and beautifully-furnished, this guest house offers sweeping views of the ocean, marina, as well as mountains. Recently constructed, the small Hawaiian cottage rental adjoining the main house is located in an exclusive neighbourhood in Hawaii Kai, close to attractions such as Hanauma Bay and Sandy Beach.

Both the comfy open-concept living room and the master bedroom offer unending views that soothe the soul. This two-bedroom vacation rental in Oahu is also equipped with a pull-out sofa, making it a comfortable retreat for medium-sized groups. To top it off, the house comes with a cute side garden and a deck where you can luxuriate in the beautiful Hawaiian weather and vistas.

Stayed at this property?

11.24 km (7.0 mi) from Diamond Head State Monument
169 reviews   Wifi Available
House 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The only issue is that we didn't read the listing carefully: the second bedroom is open to the living room (with sofa bed) and kitchen
You definitely don't need to use the air conditioning and it open the windows for a delightful breeze
All these warrant five stars
Plus side is there was a cooling breeze every night and we hardly needed to use the ac
The kitchen is well-stocked and there's a Safeway grocery store down the hill
Cleanliness:
The apartment is clean and beautifully situated
Amazing views and super convenient location Loved how clean and organized everything was
Everything we were looking for and More
There are beach chairs boogie boards beach towels and snorkels for use as well
Host:
she was fantastic and easy to communicate with
He was very communicative and helpful even suggesting places to eat on the Big Island
We really enjoyed the property and Claudia was the greatest person very friendly and helpful
The guest home was lovely
Beautiful views immaculate property and the kindest of hosts
Location:
boogie boards snorkeling gear
Spectacular views convenient location
This is a great location if you want to see the island and stay away from the crowds of Waikiki
so the location was ideal
Wonderful location and a very nice condo
Read more reviews

4. Large two-story cottage close to beach (from USD 566)

Located virtually on the beach, this cottage is a dreamy option for a beach getaway. Inside, the cottage is simple yet roomy and bright. Furnished neatly, it comes fitted with all essential amenities including newly installed ACs in the bedrooms, TV with cable, and a full kitchen. The house incorporates two bedrooms and two extra beds, so up to four guests can be easily accommodated.

Outside this beachfront vacation rental in Oahu, you will find a verdant and colourful garden offering stunning ocean views and access to a semi-private dock. Chill out in the deck chairs or swing chairs enjoying the sound of waves, or take a soak in a hot tub under the stars.

Stayed at this property?
Waimanalo, Hawaii, United States
15.05 km (9.4 mi) from Diamond Head State Monument
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the house is cozy and immaculate The outdoor living room is a gorgeous backdrop for meals and relaxing
The small beach with a short stair access was perfect for a private swim Hot outdoor shower and hot tub round out the experience
the property description says IS TRUE
The house and kitchen were spotless and had everything you could need
The bungalow is very private well-appointed and includes so many little extras that show a high level of hospitality and consideration for guests
Host:
Also the door lock does not automatically lock when closed
The owner took us on his boat for a awesome ride
You can not go wrong with renting this property
This house and beach was wonderful for our entire family
Hot tub was perfect and crystal clean
Location:
Yet another awesome stay at Makapu'u Hale :)
The views were great and the location was ideal for the local beaches
Being right on the water so close to snorkeling was a dream
Makapu'u Hale is a secret garden perched over a gentle turqupise slice of the Pacific Ocean Surrounded by a beautifully maintained garden
This property is one of the best we've ever rented for many reasons
Read more reviews

5. Spacious well-furnished oceanfront house (from USD 795)

A great choice for families and big groups, this huge house has four bedrooms sleeping 12, three bathrooms, a generously-sized living/dining space and a fully functional kitchen. Spread over two floors, the house is well furnished, bright and airy, and is fitted with a wide range of amenities. The house is literally on the Waimanalo Beach offering incredible views of the ocean. You will also have access to a huge yard that comes with a variety of furniture, a hot tub, and even a tree house! Honolulu and other attractions are around 30 minutes’ drive away.

Stayed at this property?
Waimanalo, HI, US
15.4 km (9.6 mi) from Diamond Head State Monument
98 reviews  
House 12 Guests 0 Bedrooms 0 Bathrooms

6. Well-designed house near the beach (from USD 395)

Located inside a quiet residential locality yet just minutes away from the beach, this capacious house is a wonderful option for large families or groups travelling together. The house offers three bedrooms plus two convertible beds which can accommodate up to eight guests. The living room and the kitchen both are stocked with all the necessary amenities you need during your stay. There is a sizeable front yard featuring a host of facilities including a hot tub, a sauna, and even a swing set and jungle gym for kids.

Stayed at this property?
41037 Hinalea Street
13.7 km (8.6 mi) from Diamond Head State Monument
77 reviews  
House 8 Guests 3 Bedrooms 2 Bathrooms

7. One-bedroom suite away from city hustle and bustle (from USD 75)

This cute one-bedroom suite done up with traditional Hawaiian flavours is a charming vacation hideaway for couples. Well-furnished and brightly lit, the suite comes with essential facilities including a basic kitchen. The cottage features amazing mountain views and is minutes away from the gorgeous Waimanalo beach. With major attractions a short drive away, you will enjoy the best of both worlds.

Stayed at this property?

13.81 km (8.6 mi) from Diamond Head State Monument
118 reviews  
studio 2 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
Also there was secure parking
The room is welcoming as well and comfortable with access to a living room area and a comfortable sofa
the worst thing was that the time to leave came much too quickly
Room was more then comfortable with all the amenities we could want Beautiful yard easy and short walk to the beautiful beach
The room is provided with a small fridge microwave an assortment of dishes and silverware and other amenities for the guest's convenience
Cleanliness:
The cottage was clean and quite
Super clean Perfect location and close to each Rick
Host:
Charley greeted us every morning and we loved having her hang out with us
They were the nicest people
and I wasn't worried even though our first airbnb Rick met us at the gate even though our first arrival was kind of late
Such a beautiful home and garden with a gorgeous fountain and fish pond
They brought out their gas barbecue and utensils for us to use
Location:
The beach is really just steps away
the sun rise is a must to get up for
It is a quiet neighborhood and we would go exploring during the day to Kailua Waikiki
It was perfectly located with an easily accessible beach across the street
It is a little bit of a drive from Honolulu
Read more reviews

8. Tranquil mountain-view retreat within a verdant plantation (from USD 125)

Stay in a piece of tropical heaven amid lush greenery with this guest house. Located at the foothills of the Koolau mountain range, this private vacation home within a plantation offers a wonderfully secluded retreat amid lush greenery. The unit features two bedrooms sleeping up to four guests, a full kitchen and a deck where you can relax and dine. There are also horses on the plantation that you can visit and pat! Several beaches are reachable within 10 minutes, while Honolulu and Waikiki are around 30 minutes’ drive away.

Stayed at this property?

11.21 km (7.0 mi) from Diamond Head State Monument
102 reviews  
House 4 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The bed was so comfortable
The open room invites gorgeous light through the skylights
the accommodations comfortable and the amenities all you need
Yet it is cool enough with the trade winds or the air conditioning
nothing was too much trouble
Cleanliness:
It is extremely spacious and lovely
(Hunter apparently doesn't chew them
Her cottage is clean and well maintained
; but I can't think of anything to say to improve on OPPs claim
Host:
She had all we needed including beach toys and made everything so easy for us
She was welcoming pleasant friendly and happy to provide recommendations for restaurants beaches good snorkeling locations
so this really met both of our wants
When I got sick and was laid up Kitty was so sweet
beach mats boogie boards beach chairs a couple of coolers
Location:
Waimanalo Beach is very close by (about 10 mins) and is one of Hawaii's best beaches
nowhere could really be that perfect surely ?
"A slice of heaven in paradise
There is a beautiful yet lazy dog named Poseidon and a funny neighboring peacock named Charlie Kitty has another room for rent that is in a separate building
Kailua and Kaneohe are close with plenty of restaurants beaches and botanical gardens
Read more reviews

9. Cozy and comfortabe one-bedroom studio (from USD 50)

Offering mountain views, this one-bedroom suite is a great choice for couples or small groups. As a fully furnished studio, you will have access to a queen bed that sleeps two, a living area fitted with TV, AC, and internet, as well as a functional kitchen. You will also have at your disposal a deck out in the front to take in the spectacular surroundings.

Stayed at this property?

13.85 km (8.7 mi) from Diamond Head State Monument
100 reviews  
studio 2 Guests 0 Bedrooms 1 Bathroom

10. Budget accommodation in local neighbourhood (from USD 125)

Get a taste of local living with this compact studio located within a modest but safe residential neighbourhood. This kid-friendly studio with pleasant decor is small but comes with one queen bed and one futon, a living area with TV plus a basic kitchenette. Air conditioning for the bedroom is included. The host offers complimentary laundry services if you need them. Local stores are close by while major beaches and attractions are around 30 minutes’ drive away.

Stayed at this property?

12.97 km (8.1 mi) from Diamond Head State Monument
115 reviews  
studio 3 Guests 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The studio apartment is well equipped bed very comfortable
We enjoyed our stay in the cozy studio that have a lot of amenities (beach chairs cooler and beach towels)
The room had very good air conditioning
Clean comfortable and well appointed place to stay
but with how beautiful it is there
Cleanliness:
The unit was clean as can be and very comfortable
The owners are very nice and the place was lovely
Host:
Kaui and her family welcomed us when we arrived
Kaui was friendly and made us feel very welcome
she was responsive and helpful
They provided us with water chocolates and cleaning supplies
They even have beach beach boards mats and snorkeling equipments for use Only 15 minutes to Lanikai beach and Kailua Kaui was very quick with responding to our requests
Location:
The location is easy to get to and allows for easy travel around the island
All this found in a great location - minutes from the beach but also a quick drive to Honolulu
My first time in Hawaii
The place is very nice and perfectly for your little families esay to get around the island by car
Beach is beautiful in short drive distance but parking is a issue if not go early in the day
Read more reviews

11. Welcoming cottage near beach (from USD 125)

This homey and charming cottage located in a safe residential area is ideal if you want a quiet, private space. Surrounded by a lush tropical garden filled with shrubs, trees, and flowers, the house with its traditional Hawaiian decor and sensibility will give you a restful ambience for your vacation. The cottage comes with one bedroom but can accommodate up to four guests. Step outside the house and within a few minutes, you’ll reach one of the best beaches of Hawaii.

Stayed at this property?

13.71 km (8.6 mi) from Diamond Head State Monument
123 reviews  
cottage 4 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the hike to the waterfalls at manoa falls trail was their favorite adventure
the cottage was equipped with everything we needed, including beach toys and our was bed comfortable
renting over the internet really worked for us
the photos are accurate as is the description
the cottage was amazing-- cozy, perfectly stocked, wonderfully decorated
Cleanliness:
not surprisingly in a place so carefully and lovingly designed/decorated, romance and deep relaxation flourish
the house is wonderfully furnished and one cannot help but feel absolutely at ease and at home
Host:
our hostest welcomed us, but also gave us our space to enjoy
regards, john r
skyewas available to answer questions and make recommendtionsbut unobtrusive rest of the time
wonder-full attention to every detail
our little beach house fit us to a t!! first morning the boys were up early and we all ran to the ocean, which we could hear all night
Location:
bustling waikiki about 25 minutes away (which thankfully seemed a whole world away
location of this quaint cottage was wonderful
beautiful beach, accommodations and location
it is easy to explore the north and the south east of the island from this cottage
but through it all we were so confortasble in our "little beach house"
Read more reviews

12. Stylish rental with expansive outdoor facilities (from USD 270)

This accommodation is an ideal choice for big groups. This modern unit is really sumptuous with three bedrooms that can sleep six, a spacious living plus dining area and a fully set-up kitchen. Featuring sophisticated decor and top amenities, the unit (one of three in the property) offers an amazing space to enjoy your vacation. The highlight of the rental is its extensive outdoor area which includes multiple places to chill, as well as a fountain, and a shared pool.

Stayed at this property?
1478 Akialoa Pl
13.72 km (8.6 mi) from Diamond Head State Monument
93 reviews  
House 6 Guests 3 Bedrooms 2 Bathrooms

Appreciate Oahu East Shore's local flavour

Staying at a vacation rental offers an opportunity to enjoy Hawaii up close. Along with being reasonably priced, these houses give you enhanced privacy, flexibility, and comfort. You even get beach accessories included in the rental! However, do keep in mind the distances involved–if you stay away from the city centre you will need to have access to a car. Additionally be sure to consider the safety of the neighbourhood before finalizing your booking to Oahu East Shore with these great Vrbo accommodations.

Frequently asked questions about the Vrbo accommodations in Oahu East Shore, Hawaii


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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Writing and travelling both bring joy to Sowmya's life. Her favourite destination so far is Bhutan - a land of incredible beauty! And her favourite style of travelling is solo backpacking!...Read more

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