
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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Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea

Apartment in Hilo
4.85 out of 5 average rating, 137 reviewsModern Suite-Polynesian Retreat
AnthonyRating, 5 stars1 week 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.
Guest favourite

Home in Volcano
5 out of 5 average rating, 6 reviewsApapane Cottage
YangRating, 5 stars5 days ago
Super convenient location for volcano national park, nice decoration and spacious cottage with great amenities, especially the jacuzzi!
Guest favourite

Private room in Hilo
5 out of 5 average rating, 6 reviewsPrivate Cozy Room in Hilo | Hilo Room
HillaryRating, 5 stars4 days ago
Great place, central location and comfortable bed. No AC, but the fan was enough to need covers at night.
Guest favourite

Private room in Papaikou
4.93 out of 5 average rating, 81 reviewsPua's Patch: The Tivaevae Room
AlexRating, 5 stars2 weeks ago
Laurie’s place was beautifully decorated—the room was spacious, very clean, and full of thoughtful little details that made it feel special. The kitchen was fully equipped with everything we needed, and the entire space was clearly well cared for. Laurie was a wonderful host—always communicative and welcoming. She greeted us when we arrived, which made us feel right at home. The surrounding area was peaceful and absolutely beautiful. Thank you so much, Laurie, for a lovely stay!

Home in Pepeekeo
4.75 out of 5 average rating, 92 reviewsHawaiian Dream with Pool
HilarioRating, 5 stars3 weeks ago
Beautiful home. Joanna was very accomodating. Easy to communicate with. A++++

Cabin in Pepeekeo
4.8 out of 5 average rating, 5 reviewsOff-Grid Rainforest River Cabin (No Cleaning Fee)
MansourRating, 5 stars1 month ago
“It’s been a great pleasure staying at your place, everything was perfect! I truly enjoyed my time here and would love to stay again on my next trip to the Big Island of Hawaii.”
Guest favourite

Private room in Keaau
4.77 out of 5 average rating, 332 reviews(A) budget friendly with all the amenities!
JamieRating, 5 stars4 weeks ago
Great place to stay. Clean and cozy. Easy to find and check-in was a breeze. Very friendly host and felt right at home.

Flat in Pepeekeo
New place to stayTropical 1BR Hideaway w/ Balcony near surf Beaches
JenniferRating, 5 stars2 days ago
This stay was perfect. Grounds are beautiful. Denisse and Matt were easy to communicate with and very accommodating! Other guests share the home with you but it never felt crowded. We each had our own space. The fridge and microwave in the room were super convenient to have! Mahalo for hosting and we would definitely stay again!
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- Hapuna Beach
- Kalapana Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Lava Tree State Monument
- Mauna Lani Golf
- Machida Beach
- Waikōloa Beach
- Mauna Lani, Auberge Resorts Collection
- 49 Black Sand Beach
- Waikoloa Beach Golf Course
- Carlsmith Beach Park
- Akaka Falls State Park
- Volcano Golf and Country Club
- Isaac Hale Beach Park
- Mauumae Beach
- Hapuna Golf Course
- Bakers Beach
- Kahonua
- Kaluhikaa Beach
- Pololū Beach