Holiday houses in Wailea

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Top-rated holiday rentals in Wailea

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Top Guest favourite
A natural wood cabin is nestled within vibrant greenery, showcasing a welcoming porch with wooden steps. Surrounding foliage includes lush tropical plants, creating a serene and secluded atmosphere underneath a light canopy.
Cabin in Pāhoa
4.97 out of 5 average rating, 205 reviews

Jungle Haven at ReKindle Farm

Surrounded by fruit trees and lush greenery, ReKindle offers a peaceful retreat for those seeking to reconnect and restore. A 15 minute walk to the ocean, our cabin tucked in the jungle is the perfect place for guests to unwind and immerse themselves in nature. Fully sustainable, while still providing luxury and comfort. Whether you're looking to relax in a peaceful setting, learn about permaculture, or visit our farm, we have something for everyone. Jungle Haven is off grid and on solar power.

Top Guest favourite
The log cabin is positioned on a hillside surrounded by lush greenery, featuring a blend of vibrant trees and tropical plants. A clear sky adds to the natural tranquility of the setting, highlighting the cabin's wooden exterior and nearby landscaping.
Guesthouse in Honokaa
4.97 out of 5 average rating, 317 reviews

Romantic waterfall cabin in the rain forest

Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

Top Guest favourite
An outdoor soaker tub is surrounded by a tropical rug and two wooden chairs with a small table. The tub is adorned with floating flowers. A doorway in the background leads into a welcoming interior space with natural light and decorative elements.
Guest suite in Volcano
4.97 out of 5 average rating, 591 reviews

ꕥ𝙃𝙖𝙡𝙚 𝙇𝙖𝙣𝙞, charming Jungalow near Volcano, Hawaii

Welcome to ❀Hale Lani - Heavenly House (FULLY LICENSED) We are nestled in 3 lush acres of natural Hawaiian Rain forest on the Big Island of Hawaii Located only 8 miles from Volcano National Park. Enjoy the welcoming spirit of Aloha and let us host you in the style and comfort that you deserve.The unique space has all the comforts of home yet it is paired with adventure and whimsy. A Relaxing net hammock bed for star gazing, outdoor shower, outdoor soaker tub, swing bar chairs, and thatched bar

Top Guest favourite
The interior of the studio cottage features a comfortable seating area with a light-colored futon and a wooden side table. A well-equipped kitchen is visible in the background, showcasing modern appliances. Natural light filters through the windows, illuminating the space and creating a relaxed ambiance.
Guesthouse in Keaau
4.97 out of 5 average rating, 464 reviews

Bamboo Bungalow

Our slice of paradise sits on 1 acre of manicured tropical orchard with over 40 varieties of fruit trees, a giant stand of bamboo, hundreds of orchids and herbs. Newly constructed unattached studio cottage with canopy queen size bed and super comfortable full size futon. Indoor bath with shower and outdoor bamboo shower. Brand new kitchen and an adorable lanai for enjoying the panoramic view of sunset or morning coffee. Our teak swing above the cottage offers a horizon view of the ocean.

Guest favourite
A comfortable guest studio is featured, furnished with a queen bed dressed in soft linens. A small table and chair sit beside a window, providing natural light. A mini-fridge and microwave are also visible in the room, which is surrounded by lush greenery seen through the windows.
Guest suite in Hakalau
4.94 out of 5 average rating, 210 reviews

Private Studio short walk to Hakalau Beach Hamakua

Private/separate from the main house guest studio in lovely Hakalau village. NEWLY RENOVATED for more square footage & A/C. Easy access and parking, comfortable queen bed, private bath, spacious shower, HD Smart TV, cable, high speed WiFi and kitchenette. Lush landscaping and private bistro garden. A short walk from the house is a spectacular rainforest hike down to the shoreline. Surfing, ziplining, waterfalls, hiking, biking, horseback riding and more within a short drive from the house.

Top Guest favourite
A tranquil waterfall cascades over dark rocks into a serene swimming hole surrounded by lush greenery. A person is seen swimming in the calm water, while others relax on the rocky edge, engaged with the natural surroundings.
Farm stay in Hakalau
4.95 out of 5 average rating, 428 reviews

Forest Hale Cabin @ Permaculture Farm, Waterfall

A beautiful get-away surrounded by nature on a cacao farm! One-bedroom + loft cabin, full kitchen, bathroom, w/d, sunny lanai, on our Big Island off-grid permaculture farm. Cabin is nestled in a food forest a few hundred feet from a stunning waterfall with swimming hole in a peaceful bamboo grove. One king-size bed in bedroom, two twin beds in loft, which has low ceiling & is accessed by steep narrow stairs. Free entrance to botanic garden. Organic eggs, homemade chocolate at farmstand!

Top Guest favourite
Earthen home in Mountain View
4.98 out of 5 average rating, 206 reviews

Experience Living Inn a Volcano & Luxury Spa Bath

Stay in a volcano, on a volcano... Don't let your adventure stop at the national park! Come experience living in a luxurious volcano dome home where you will live in synergy with the natural exquisite surroundings. The cinder we used to build the whole dome comes from the local query produced from big island's natural volcanic features. We promise you'll lava it! There is the main bed that can sleep two people and our 7 foot bean bag can double as a bed for one adult or two children

Top Guest favourite
A serene sunset view is captured over the ocean, with silhouettes of trees and palms framing the scene. The sky displays soft hues of orange and pink, reflected gently on the water's surface. The tranquil atmosphere is complemented by a still pool in the foreground.
Guesthouse in Hakalau
4.93 out of 5 average rating, 251 reviews

Oceanfront Estate Retreat 2 - Solar w/ Horses

Experience unmatched luxury in a private, hi-end artistic apartment on a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in this spacious apartment featuring living, dining, desk, garden, sleeping, kitchen, bathroom with walk-in rainfall shower, bidet, and a luxurious furnishing. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Top Guest favourite
A serene garden scene features a vibrant waterfall cascading over rocks, surrounded by lush green foliage and large ornamental leaves. Bright pink flowers are visible in the foreground, adding a pop of color to the tranquil tropical setting.
Apartment in Hilo
4.99 out of 5 average rating, 156 reviews

Rivendell Oasis: Private Hot tub! NO cleaning fee!

This location is ideal for a visit to Hawaii Island's lush tropical east side. Close to all the amenities of town, yet secluded enough to only hear the sounds of nature. Located in a quiet secluded neighborhood at a cool elevation minutes from beautiful waterfalls and downtown Hilo, where you can shop the famous Hilo Farmers Market. Come relax and unwind in your private tropical jungle oasis after a day of hiking and exploring all that Hawaii Island's east side has to offer.

Top Guest favourite
A guesthouse is positioned on a cliff overlooking the ocean, surrounded by lush greenery. Large windows reflect a warm glow from inside, contrasting with the twilight sky. The scene captures the tranquil atmosphere of the Hamakua Coast, framed by trees and plants.
Bungalow in Pepeekeo
4.97 out of 5 average rating, 412 reviews

Heavenly Hakalau: Oceanfront Cliff House

Hamakua Coast living at it's best! Comfortably accommodating 4 guests, the guesthouse is situated on a cliff with unobstructed ocean views. Air conditioning in both rooms, ensures that everyone is comfortable after a day of island fun. Enjoy stargazing on clear nights, watching whales during whale season or just enjoying the sun and tradewinds. Minutes from ziplining, waterfalls, botanical gardens and just 16 miles north of Hilo. No children under 12 years old.

Top Guest favourite
A country kitchen area features wooden shelving with colorful kitchenware and appliances. A cozy sitting area includes a blue chair with a patterned throw. Large glass doors open to an outdoor view, framed by vibrant curtains and tropical wall decor.
Guest suite in Papaikou
4.97 out of 5 average rating, 199 reviews

Puumoi Ocean View Hideaway

Puumoi ocean view hideaway is a colorful and comfy one bedroom accommodation that boasts some of the best sunrise views on Hamakua coast. The bedroom has a cheerful feel and the King sized bed is set up for a restful sleep. The bathroom is airy and brightly decorated with hues of blue. A country cozy kitchen is simplified for your use. A fold out sofa is available in the the sitting area as well for extra guests. Come enjoy a bit of Hawaiian country....

Top Guest favourite
Tiny home in Mountain View
4.98 out of 5 average rating, 111 reviews

Hale Ohana- Volcano, HI

Located in Volcano, HI- 5 short miles to Hawaii Volcanoes National Park. Sweet little studio cabin with outside bamboo shower- take a hot shower in the rain! (Please note there is no inside shower). Queen sized bed along with 32” TV, mini fridge, microwave, drip coffee pot and tea kettle. This place is small, but very cute! Tall ceilings with cedar tongue and groove. Small closet with a space to hang your coats. Indoor toilet and sink vanity in bathroom.

Popular amenities for Wailea holiday rentals

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  2. United States
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  5. Wailea