
Holiday rentals in Wailea
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Top-rated holiday rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Wailea
Top guest favourite

Flat in Pepeekeo
5 out of 5 average rating, 19 reviewsCozy 2BR/2BA Haven near Botanical World Adventures
NatalieRating, 5 stars1 week ago
Pictures cannot do the place justice! The back yard is gorgeous, right on the water, and has plenty of spots to sit and chill, rain or shine. The living area and kitchenette are spacious - we were able to cook everything we needed for 6 days, the couch is like a cloud, good wifi. Linens, towels, bathrooms, everything was pristine. Plenty of beach towels in the unit and great beach/water equipment for general use. Everywhere we wanted to go already required a car so it was totally worth being a little outside Hilo to get the scenery, with grocery store and shops about 20 min away. Denise and Matt responded to messages right away and there was someone on the property who helped us check in.
Guest favourite

Tiny home in Keaau
5 out of 5 average rating, 44 reviewsGuava Ohana
PerryRating, 5 stars6 days ago
This was the perfect R&R space for my friend and I after a very stressful day of travel - the space was amazing, the host was incredibly kind and communicative (even brought us fresh eggs one morning!) and the nature around the tiny home was simply beautiful.
Top guest favourite

Private room in Pāhoa
5 out of 5 average rating, 104 reviewsCottage
GraceRating, 5 stars2 weeks ago
This spot in Pahoa was perfect for our two night stay, very clean and comfortable with nice outdoor kitchen. Kyun and his wife were excellent hosts and welcomed us when we arrived with delicious smoothies! We were so appreciative of their hospitality and local recommendations, we would definitely recommend to anyone else visiting the area in the future!
Guest favourite

Hotel room in Honomu
4.91 out of 5 average rating, 168 reviewsInn at Akaka Falls - 15 Minutes to Hilo - Rm#3
DanaRating, 5 stars3 weeks ago
Love this Inn. So quaint and clean. Unique location with very cute shops in walking distance. Easy parking and responsive host. Highly recommend.
Top guest favourite

Guest house in Hakalau
4.82 out of 5 average rating, 61 reviewsRoyal Palm Cottage
JuyeunRating, 5 stars1 month ago
Palm tree cottage was such a gem! It’s surrounded by beautiful palm trees and peaceful nature sounds, aa described. The place was super clean and cozy, and we loved the welcome tray with fresh fruit and yummy banana bread. Laurel was really responsive and easy to communicate with. We’re so glad we found this place — it made our Hawaii trip even better!
Top guest favourite

Home in Hilo
5 out of 5 average rating, 13 reviewsCozy Studio | Near Beaches and Hilo Airport
StephanieRating, 5 stars2 days ago
Great location very close to the airport. We stayed one night after a 21 hour long day of traveling. It was the perfect place to grab dinner at a local Korean cafe and recover from traveling to the island. It was so nice to be so close to the airport. The place was clean and well laid out with easy instructions and a friendly manager.
Superhost

Apartment in Hilo
4.92 out of 5 average rating, 52 reviewsStudio in Hilo Center with Pool and Lake Views
ShadgunaRating, 5 stars2 weeks ago
Good place to stay. Locks are secure and bit tricky to open though. Vivian is quickly responsive for any help.

Cottage in Pāhoa
4.94 out of 5 average rating, 17 reviewsSummer Special Halemanu Coastal Jungle Eco-Retreat
VladislavRating, 5 stars1 month ago
Thank you Shanna and Molly for such a pleasant and magical stay! We found a true treasure on the Island that we enjoyed so much! It is a very cozy little house that has everything you need. It feels very different than any other places I stayed at. Here you feel the nature. You feel like you are a part of it: from a very beautiful and unique garden to a chorus of singing birds at night. The sky is so bright at night that you can clearly see all the stars. If I ever got back to the Island, without any doubt I would consider Shanna’s place! My personal advice: please don’t fly to Kona if you are staying here 😹 better book a flight to Hilo to save yourself a lot of time. Otherwise you will find yourself driving all day long (like I did lol) if you decide to explore the west side of the Island. Although, it still takes you about 50 min just to get to Hilo.
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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
- 49 Black Sand Beach
- Carlsmith Beach Park
- Akaka Falls State Park
- Isaac Hale Beach Park
- Mauna Lani Golf
- Volcano Golf and Country Club
- Hapuna Golf Course
- Mauumae Beach
- Kahonua
- Kaluhikaa Beach
- Pololū Beach