
Condo vacation rentals in Wailea
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Top-rated condo rentals in Wailea
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Popular amenities for Wailea condo rentals
Weekly condo rentals

❤️Hale HallEAva❤️
Amazing stay at Madeline’s place! It was so so clean, beautifully decorated, comfortable bed, great air conditioning in the bedroom, quiet, the kitchen was perfectly stocked so we were able to cook food and pack lunches and snacks, had a great pool area, and was conveniently located close to many good beaches and amenities. I would recommend this place to everyone! Thanks for a great stay Madeline :)

Modern Tropical Retreat at Waiula'ula Mauna Kea
By far the best Airbnb we’ve stayed in. Beautiful view. A very short drive to Hapuna beach which is our favorite beach on the big island. Walkable to the amenity center with an excellent pool and a hot tub, which are usually so empty it feels like a private pool. The place is very spacious and pristine. Photos really don’t do it justice. Well stocked on beach / pool things and home amenity. Kitchen in particular is so well equipped with every possible pots pans tools dinnerware and bakeware. Super easy to do quick food for children. Between the high quality things in the house, and the tasteful decor it feels much more like home than a rental place. The host is very nice and accommodating too. Will make this a default for our annual big island trips. :)

Waikoloa Hills Getaway - Entire Condominium
It’s a lovely spot. Very pleasant and not too far from the beach.

Peaceful Waikoloa condo
Ryan did an excellent job communicating. We showed up to a stress-free check-in process and simply started enjoying the warm, quiet surroundings. Our kids, 11 and 9, enjoyed many trips to both pools on the property. The Internet speed was good, and the offering of TV channels was nice as well. The kitchen was well-appointed and made it easy for us to cook our meals for our family of four. The parking pass was easy to use and we were always able to find parking close to the unit. I'm not sure when we will be headed back to the Big Island, but we will certainly be looking for availability at Ryan's place.

Boho Island Paradise - Remodeled 2BR/2BA
Our stay at the Waikoloa Village apartment was fantastic. It was very well connected to the rest of the island and close to some heavenly beaches. Our kids enjoyed all the beach gear we had available. We'll definitely stay there again if we come back! Mahalo!

Beautifully Remodeled 2 BR 2 BA & Stunning Views
We come to the islands to visit our family very frequently and have stayed in many places around the Big Island. Mary’s condo is on my list as one I would happily return to stay at. The beds are comfortable, it’s very clean, and feels spacious with lots of windows and a nice breeze. It was cool, which made no AC totally fine! There was some road noise but very tolerable. Parking is close to the entrance. Condo came with beach supplies, and was stocked with shampoos, body wash, plenty of towels, etc. Mary is a great communicator and very hospitable.

Close to best beaches! Pool, A/C
Had a great time at this location had everything we needed

Hapuna Beach Residence B33
Beautiful stay. So peaceful and easy. I’d stay again.
Condo rentals with a pool

Modern Suite-Polynesian Retreat
Genes place was very clean,and comfortable. lots of space and nice kitchen area. ceiling fan is a life saver as it can get warm but everything worked great and the the view from the balcony is nice over looking the pool with all the greenery. Mahalo to Gene and O'hana!

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

Mauna Lani Villages Villa & private beach access!
Marisa's place was excellent ! We were a family of 5 and we had plenty of space with showers and bathrooms for all ! The condo is spacious, with beach towels and chairs provided. Great availability of the grill, seasonings and other cooking pots and pans. Beds were absolutly comfy, we all slept well and were able to rest after very stressful few months. In addition to all these great things, access to the private beach is absolutely lovely, the beach has the best snorkeling, apart from the Captain cook's spot, we loved it! From the condo you can easily walk to the Island Gourmet store, 10 min and you are there, all walking on the private property. Absolutely perfect stay for our family and we would love to stay here again in the future. Thank you for hosting us. Mahalo

Chic Waikoloa Condo w/ Lanai + Complex Pools!
Loved the style of this home, very comfortable and well equipped for our needs. Very quiet inside condo despite being in the middle of the complex/building. Only thing that would be helpful is a map of the complex/multiple buildings so it would be easier to find after sunset (hard to see house numbers/letters after 6pm or sunset). Buildings aren’t necessarily placed intuitively or in sequence

Kumulani I-1: Amazing Ocean Views w/ Lanai & Pool
We really enjoyed our stay at the condo. Comfortable furnishing and very clean.. Amenities at two resorts are nice to have with additional fees. Mauna Kea beach is one of most beautiful beaches we've visited, absolutely loved it. Will definitely come back to stay here at Kamuela.

Ka Hale O Malie
My family loved staying here, we felt right at home. It’s located in a excellent location near hiking spots and beaches. We loved watching the sunset over the ocean every night, there was also lots of wildlife like turkeys, lizards and beautiful birds. Every bedroom had its own bathroom and balcony which was great with 3 kids. I highly recommend. Mahalo 😁

King size bed, heated pools & spas, ocean views
Had a wonderful stay in a beautiful setting. Thank you for hosting us at your amazing unit! Communication was some of the best I’ve ever experienced, had one small issue that was immediately taken care of. Would recommend and would go back again! Mahalo!

Includes Mauna Lani Beach Club Pass. 518
Amazing! We were so happy, great place, great location, and just wonderful! Beds were so comfortable, beautiful home, pool was a great hit with the littles. Everything we needed was available. I hope to come back! Thank you so much for an amazing vacation!
Private condo rentals

Oceanview Mauna Loa Shores #201 Beach Park & Pool
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.

Gorgeous 1BR Waterview 2nd-Floor | Pool
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.

Modern Bungalow in Hilo
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.

Charming apartment with pool/pond Gardens Hilo
We truly enjoyed our stay at Qin's place in Hilo. It was a lovely spot for our night there. Although there wasn't any air conditioning, the fans made it manageable and we felt comfortable overall. The location was incredibly convenient for exploring the area, with easy access to shopping and dining. Qin’s co-host, Mandy, was absolutely fantastic, ensuring that our check-in and check-out experience went smoothly. Every aspect of the space felt unique and special, and we genuinely look forward to returning when we come back to Hilo.

Epic Oceanfront Penthouse with Best Views in Hilo!
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.

Cozy studio in Hilo.
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.

Updated 1 bedroom in paradise!
This place was perfect for our stay on the island of Kona! Ryan was super responsive and provided excellent instructions on finding and checking into the bnb. The place was super clean and included all the beach accessories we needed. Super close to a grocery store and wonderful coffee shop. We would 100% stay again! Thanks Ryan.

Waikoloa Condo on The Big Island HI
Great location. Loved this place! Accommodations were as described. And we had good beach supplies available for use. The property manager keeps things tidy. We used the pool and hot tub every night, even after being in the ocean most days. The location is wonderful. If you can walk a mile, you can reach the local grocery store and coffee shop (HiCo). Plus new businesses are on the way across Waikoloa Road. Pudgee Panda had good (very sweet) Hawaiian frozen yogurt with ube. Puro’s Osteria is fantastic. And the drive out to Queen’s Marketplace and Kings shops is easy. Paul was a great host, answering our questions promptly. We will be back!
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- Hapuna Beach
- Kalapana Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Lava Tree State Monument
- Waikōloa Beach
- Machida Beach
- Mauna Lani, Auberge Resorts Collection
- Waikoloa Beach Golf Course
- Carlsmith Beach Park
- 49 Black Sand Beach
- Akaka Falls State Park
- Volcano Golf and Country Club
- Mauna Lani Golf
- Isaac Hale Beach Park
- Hapuna Golf Course
- Mauumae Beach
- Kahonua
- Pololū Beach
- Kaluhikaa Beach