
Vacation rentals in Wailea
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Top-rated vacation rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Wailea
Top guest favorite

Private room in Papaikou
5 out of 5 average rating, 71 reviews*Exquisite Guest Suite on Gorgeous 5 acre Estate.
CherylRating, 5 stars1 month ago
Bernadette provided meticulous instructions on how to get to the location, where to park, how to enter the suite, etc. Everything looked exactly as the photos posted and the place was very clean. The location is great also! We highly recommend this place.
Top guest favorite

Apartment 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 favorite

Tiny home in Keaau
5 out of 5 average rating, 44 reviewsGuava Ohana
PerryRating, 5 stars4 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 favorite

Private room in Pāhoa
5 out of 5 average rating, 104 reviewsCottage
GraceRating, 5 stars1 week 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!

Treehouse in Mountain View
4.86 out of 5 average rating, 252 reviews🍃 Hawaiian Tree House 🍃 Peaceful Glamping Retreat
KayliRating, 5 stars1 month ago
The treehouse was a very cool place to stay! We had a wonderful experience. We slept very comfortably listening to the sounds of nature and rain. It was absolutely gorgeous.
Guest favorite

Hotel room in Honomu
4.91 out of 5 average rating, 168 reviewsInn at Akaka Falls - 15 Minutes to Hilo - Rm#3
DanaRating, 5 stars2 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 favorite

Guesthouse 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 favorite

Private room in Pāhoa
4.99 out of 5 average rating, 661 reviewsMangolay, a Garden of Eden in Puna
KassandraRating, 5 stars1 week ago
Paul’s place is nothing short of magical, a true hidden gem that felt like a sanctuary from the moment we arrived. My husband and I stayed for about a week, and leaving was honestly the hardest part. The room is spacious, with a dreamy outdoor shower and a large bathroom. We loved spending our evenings at the outdoor table, grilling dinner on the BBQ, and soaking in the peace of the land around us. The serene pool, sacred art, and lush gardens wove an enchanting spell that left us feeling deeply restored. Don’t think twice about booking this Garden of Eden. If you’re lucky, you might even get turned into a mermaid!
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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
- 49 Black Sand Beach
- Carlsmith Beach Park
- Waikoloa Beach Golf Course
- Akaka Falls State Park
- Mauna Lani Golf
- Volcano Golf and Country Club
- Isaac Hale Beach Park
- Hapuna Golf Course
- Mauumae Beach
- Kahonua
- Pololū Beach
- Kaluhikaa Beach