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Condo vacation rentals in Wailea

Find and book unique condos on Airbnb

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Popular amenities for Wailea condo rentals

Weekly condo rentals

A private lanai space is viewed through sliding glass doors, featuring a round dining table surrounded by four chairs. A cozy armchair is positioned nearby, complemented by a decorative cushion. Natural light fills the room, highlighting the textured wall and scenic outdoor surroundings.
Condo in Hilo
4.45 out of 5 average rating, 51 reviews

Steps to Shops 2BR Oceanview | Pool | Elevator

kristiRating, 5 stars17 months ago
We had a issue with the shower head on arrival. Vacasa and their team were so quick to address the issue. The gentleman who manages the entire property was so wonderful. He met us on checkin and made us feel very welcomed from the start. They were repaving the parking lot and he had an entire plan in place for parking guests as we arrived if our spot was affected by the current paving. The place was quiet and relaxing. Would recommend this location to anyone wanting to use it. We had a small child and the hosts have thought of everything there were even some kids books there :)
A still pond is visible, with lush greenery surrounding the water. A single duck floats serenely on the surface, reflecting the trees and plants nearby. The scene showcases the natural beauty that can be found just outside the complex.
Condo in Hilo
4.54 out of 5 average rating, 216 reviews

Very nice one bedroom / Living room condo.

FabianRating, 5 stars3 weeks ago
Simple and spacious apartment, in a condominium in the middle of nature, with a great location. There's no air conditioning, no TV, but we don't miss it. It's a great accommodation option for exploring the other side of Big Island.
A serene landscape features a calm pond surrounded by lush greenery and palm trees. The blue sky is dotted with clouds, reflecting a tranquil atmosphere. Sunlight glimmers on the water's surface, enhancing the natural beauty of the scenery.
Condo in Hilo
4.42 out of 5 average rating, 73 reviews

1br Condo in Hilo

JerahRating, 5 stars1 month ago
Issa's place is in a great location, especially during Merrie Monarch. It was a short walk from the auditorium and very quiet. This spot had all the amenities we needed and we enjoyed seeing the ducks when we ate breakfast on the balcony. We'd stay here again!
An outdoor swimming pool is surrounded by lush palm trees and well-maintained grounds. Lounge chairs are positioned along the poolside, inviting relaxation. The modern condo buildings in the background provide a spacious atmosphere while ensuring a peaceful environment for guests.
Condo in Hilo
4.8 out of 5 average rating, 5 reviews

Remodeled condo with a pool in the heart of town

AnthonyRating, 5 stars2 months ago
Great spot from which to check out Hilo. Apartment is really comfortable and very clean. Great and very responsive host. Would absolutely stay there again.
A serene coastal view features calm waters surrounded by lush greenery and rocky formations. Several trees and tropical plants are seen along the bank, while the distant shoreline is lined with vehicles and palm trees, creating a peaceful atmosphere.
Condo in Hilo
4.22 out of 5 average rating, 41 reviews

Classic 2BR Mountainview | Balcony | Pool

MichelleRating, 5 stars2 months ago
We love staying at this location. We previously lived in this building and felt lucky to find this great rental. Appreciated the beach chairs, cooler, and beach towels for the stay. We look forward to staying here again in the future.

Condo rentals with a pool

A modern studio suite features a spacious bed with light-colored bedding, a kitchen area equipped with stainless steel appliances, and a cozy seating area. Soft lighting illuminates the room, highlighting a warm wood dresser and tropical wall decor. A flat-screen TV is mounted on the wall.
Condo in Hilo
4.85 out of 5 average rating, 136 reviews

Modern Suite-Polynesian Retreat

AnthonyRating, 5 stars6 days ago
The listing matched what the description said. It was very clean and breezy when you open up the balcony door and the front door which felt amazing at night given there is no AC (not needed). Be aware of parking in the back at night as it is very dark and not as lit, would suggest parking in the lot in the front of the apartment where there is cameras. Overall, we had a pleasant time at this listing as it was very convenient to VNP, waterfalls, and restaurants nearby.
An open living space features a cozy seating area with a sectional sofa and a coffee table. Natural light filters through large windows that lead to a screened lanai. A dining table with four chairs sits adjacent, adorned with a tropical centerpiece, while a vibrant artwork completes the decor.
Condo in Hilo
4.78 out of 5 average rating, 18 reviews

Oceanview Mauna Loa Shores #201 Beach Park & Pool

SuzanneRating, 5 stars2 months ago
This place was fabulous. Everything I had hoped it would be and more. The cove right at the condo was amazing. We walked out at night and got see the turtles. My favorite place so far. The host was awesome too. Hope we get to come back here someday.
A bright living area features a comfortable couch, a glass dining table, and a ceiling fan with leaf motifs. Sliding doors open to a lanai with outdoor seating, while artwork adorns the walls. A bedroom is visible through an open doorway.
Condo in Hilo
4.53 out of 5 average rating, 32 reviews

Gorgeous 1BR Waterview 2nd-Floor | Pool

SolomonRating, 5 stars1 month ago
It was the perfect spot and in the middle of Hilo town. My babies loved the koi ponds a s the pool. The room was spacious and clean. We enjoyed our stay.
Superhost
A serene beach scene features soft sand lined with coconut palms. Gentle waves lap at the shore under a bright blue sky, dotted with white clouds. A hammock is visible between palm trees, inviting relaxation while enjoying the coastal view.
Condo in Waimea
5 out of 5 average rating, 3 reviews

Fairways at Mauna Lani#1703: Incredible Luxury 2/2

LynnRating, 5 stars2 months ago
We had a great stay at this lovely condo in Mauna Lani. It is nicely decorated with beachy decor and the kitchen is well stocked. You can tell the owners put thought and care into their home and it shows. The included access to the Mauna Lani Beach Club is a fantastic perk and the available snorkel & beach gear in the garage were much appreciated! Kudos to cleaning crew and their cute bow “art” with the toilet paper and paper towels.
The remodeled kitchen features modern appliances, including a stainless steel refrigerator and oven. A stylish countertop with intricate patterns complements the white cabinetry. Warm lighting highlights the cooking space, enhancing visibility for meal preparation.
Condo in Hilo
4.74 out of 5 average rating, 190 reviews

Modern Bungalow in Hilo

XiaomingRating, 5 stars3 weeks ago
A very nice, cozy apart. Very good location, 5 mins drive to the beach and shopping center around. 45 mins drive to the volcano NP and we saw the episode 23 eruption. Krista and Ala always responds very quicknd helpfu.
A spacious balcony offers a mosaic-topped table and two white chairs, overlooking the water. The entrance to the studio is visible, featuring a king-sized bed and kitchen area within. Light-colored wood flooring complements the neutral decor, creating a seamless indoor-outdoor flow.
Condo in Hilo
4.65 out of 5 average rating, 184 reviews

Charming apartment with pool/pond Gardens Hilo

JimilleRating, 5 stars2 weeks ago
So yeah, let me go ahead and leave a few words. The place was great. The scenery was great. Their communication was on point yes, you are to not make a lot of noise because you still have neighbors but the service at the house is great. Five star if you tell me, and I will be occupying the Airbnb again in the future once again, everything was good. thank you
A serene view overlooking a swimming pool framed by lush greenery, with the ocean visible in the background. The pool area includes lounge chairs, and tropical plants surround the space, creating a tranquil atmosphere. The sky is partly cloudy, allowing for natural light.
Condo in Hilo
4.59 out of 5 average rating, 264 reviews

Epic Oceanfront Penthouse with Best Views in Hilo!

EdwardRating, 5 stars1 month ago
Beautiful views of the lagoons, ocean, volcano and jungle forest firm thus corner unit. Access to Carlsmith Park and lagoons was about 209 yards. Swam with a Honu on the first day I arrived and enjoyed snorkeling in the protected lagoon. The lack of air conditioning was nit a problem in April as the breeze was lovely. The location was a 10’ drive to downtown and very close to the airport. There were a few things missing, like pepper and hair conditioner, but easily obtained. Mindy was the in site manager of the unit and she was very responsive. She was able to download Hawaii News Now so that we could watch the Merrie Monarch competition live. I would definitely stay here again in the Sprung, Fall ir Winter, though I would guess summer might be a bit warm without air conditioning.
A clear view of the shared pool area surrounded by tall palm trees and tropical foliage. The pool reflects the blue sky, inviting relaxation. Lounge chairs are positioned around the pool deck, and the three-story building in the background features balconies overlooking the pool.
Condo in Hilo
4.73 out of 5 average rating, 55 reviews

Cozy studio in Hilo.

ZacharyRating, 5 stars4 weeks ago
This place was perfect and exactly what we needed. It was clean, comfortable, and conveniently located to everything we wanted to do on the Big Island, without costing a fortune.

Private condo rentals

Guest favorite
A sandy beach curves along a tranquil shoreline, with clear turquoise water gently lapping at the sand. Rocky areas are visible in the distance, contrasting with the vibrant blue sky and scattered clouds above, creating a serene coastal atmosphere.
Condo in Waimea
4.89 out of 5 average rating, 195 reviews

Cozy 2bdr condo with free parking in Waimea Town

KentRating, 5 stars6 days ago
We stayed in three different Airbnb’s on the Big Island. This was our favorite.
Superhost
A serene landscape features a calm pond surrounded by lush greenery and palm trees. The gentle contours of the lawn lead towards the ocean in the background, with soft waves lapping at the shore under a clear blue sky.
Condo in Hilo
4.96 out of 5 average rating, 45 reviews

Panoramic View of Hilo bay and Hamakua Coastline

WendyRating, 5 stars4 months ago
I was there with my boyfriend for the week. The location was great! Within walking distance g distance to great restaurants and the best farmers market I’ve ever been to. The views are absolutely stunning. Watching the sunrise in the morning was so beautiful. We felt right at home. I would definitely stay there again! Thank you so much Carla and Joe! It was a little slice of heaven there.
Top guest favorite
A serene bedroom is highlighted by a large sliding glass door that opens to a private lanai, offering views of the lagoon below. A wooden dresser and a comfortable chair add functionality to the space, while natural light illuminates the room.
Condo in Hilo
4.94 out of 5 average rating, 119 reviews

Hilotown condo w A/C~central to island adventures

TammyRating, 5 stars3 days ago
Everything was wonderful. Shae was very helpful and attentive to whatever we needed. Great recommendations for sightseeing, shopping, dining.
Superhost
A serene landscape showcases lush greenery and tropical plants surrounding a calm pond. Palm trees rise above the foliage, providing shade and texture. The scene features natural elements that create a calming environment, ideal for relaxation and connection with nature.
Condo in Hilo
4.6 out of 5 average rating, 103 reviews

Hilo studio with pool and balcony in Waiakea Villa

RachelRating, 5 stars2 weeks ago
Unit was very clean and host provided good information-follow her instructions to find unit. Condo community is a bit aged/in need of maintenance but the unit was very well maintained. We used laundry and this worked very well.
Top guest favorite
Condo in Hilo
4.99 out of 5 average rating, 207 reviews

Hilo Bay Sunrise

MarcoRating, 5 stars1 week ago
Amazing stay, one of the best Airbnbs I have ever stayed at! Harold and Jane were incredibly kind and hospitable, cannot wait for our next stay.
Superhost
An entrance is shown featuring a contemporary screen door with an intricate design leading to the interior. A surfboard with vibrant tropical graphics leans against the wall, adding a touch of the beach lifestyle to the setting.
Condo in Hilo
4.78 out of 5 average rating, 103 reviews

Kailani Hawaii-Modern Studio, feels like home

SylviaRating, 5 stars1 week ago
Linda was so quick to answer and her place was even better than pictured. Completely modern and updated, with a super warm feel! Had all of the appliances you could need, and the location was great. Surrounding area was beautiful. Would absolutely stay here again and truly recommend it!!
Guest favorite
An aerial view captures the lush grounds of the property, featuring tropical palm trees reflected in a serene lagoon. The condo complex, designed with a blend of Polynesian architecture, is visible alongside a clubhouse, surrounded by green lawns and scenic water features.
Condo in Hilo
4.88 out of 5 average rating, 163 reviews

Polynesian Koi Pond Gardens Condo in Hilo w/pool

JoelRating, 5 stars4 days ago
Joe and Cindy’s place in Hilo was a great base of operations for all the adventuring we had lined up while visiting the area. The location is walkable to several great restaurants, shops, Ola Brewing, and 7-11(best musubi on the island). The bed was super comfortable. The space was clean, uncluttered, and felt larger than the description would insist. Loved the tv hidden in a frame with vintage Nintendo games and two wireless controllers. The hosts are responsive when asked a question. There was an unfortunate issue that happened on the grounds in front of the lanai while we were there. They addressed the issue showing aloha hospitality when things didn’t go perfectly. The scooters they have available for rent were in great condition and super convenient for getting distances that are borderline walkable. Hilo is a great little downtown. So many cool things to do and see! Mahalo, Joe and Cindy! We now love Hilo!
Superhost
A Keurig coffee maker and an electric kettle are displayed on a counter. A small teapot and a decorative sign are nearby, indicating information about brewing coffee. The appliances, designed in sleek black, are positioned neatly together, creating an inviting coffee preparation area.
Condo in Hilo
4.75 out of 5 average rating, 146 reviews

Beautiful island getaway: pool, lanai, garden view

JanieRating, 5 stars1 month ago
Wonderful, love the two toilets for the four of us

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