Vacation rentals in Wailea

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Top-rated vacation rentals in Wailea

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Top guest favorite
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
4.96 out of 5 average rating, 210 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 favorite
A private hot tub is nestled on a wooden deck, surrounded by lush greenery and native Hawaiian plants. An outdoor shower with natural wood fencing is visible nearby, enhancing the serene setting within the tranquil rainforest.
Guesthouse in Volcano
4.99 out of 5 average rating, 361 reviews

Ohia Hideaway Bed & Breakfast

Welcome to Ohia Hideaway - where comfort meets environmental responsibility. Wake up to a room service style breakfast of local fruit and homemade baked goods surrounded by miles of lush native Hawaiian rainforest. Its the perfect place to stargaze and relax in the private hot tub after a day of adventures. Stay put or explore what the quaint Volcano area has to offer. You can spend your days viewing lava fountains, hiking the national park, exploring lava tubes, golfing, or visiting the winery.

Guest favorite
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, 216 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 favorite
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, 433 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 favorite
Earthen home in Mountain View
4.98 out of 5 average rating, 213 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 favorite
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, 252 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 favorite
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, 416 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 favorite
Tiny home in Mountain View
4.98 out of 5 average rating, 120 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.

Top guest favorite
The exterior of the all-concrete house features a unique architectural design with large circular and rectangular windows. Wooden shutters frame the windows, while tropical plants and vibrant flowers surround the base, creating a harmonious blend with the lush landscape.
Home in Pāhoa
4.97 out of 5 average rating, 219 reviews

Kehena Beach Ocean Front Cliff House

This home is obviously unique and has even been featured on HGTV's Off Beat American & The Travel Channel, but it is the land itself that we fell in love with. This all-concrete house is ocean front and perched on a lava cliff at Kehena Point. The Point sticks out into the ocean further than the surrounding lava cliffs and offers unparalleled views of the coast in both directions. Watch whales in season (November-April), and walk to a black sand beach.

Top guest favorite
The studio features a comfortable queen bed covered with crisp white linens and adorned with colorful throw pillows. A cozy armchair and patterned side chair provide additional seating. A kitchenette with a microwave and fruit bowl is visible in the background, enhancing the welcoming atmosphere.
Guest suite in Papaikou
4.97 out of 5 average rating, 191 reviews

*Gorgeous Studio on Botanical 5 acre Onomea Estate

Perfect for your Honeymoon, Anniversary, Birthday getaway - Welcome to peaceful Onomea ! Just a 10 min drive north of Downtown Hilo, we are a private 5 acre botanical estate. 20 min gorgeous nature walk or 4 min drive down our road to Onomea Bay and popular Hawaiʻi Tropical Botanical Garden. 🌿 Receive *Couples or Individual Lomilomi Hawaiian Massage* during your stay in our outdoor Lomi Cabana with Malama Honua Massage Therapy 🌿 5⭐️⭐️⭐️⭐️⭐️ Reviews.

Top guest favorite
A secluded tree house is elevated among lush greenery, featuring wooden beams and a spacious deck. Surrounding tropical plants and foliage create a serene environment, emphasizing the unique interplay between nature and the structure's design.
Treehouse in Kurtistown
4.99 out of 5 average rating, 191 reviews

Kilauea. 30min to Volcano and Beaches.Treehouse.

Secluded Tree House in Paradise. Discover your ultimate retreat high in the lush Hawaiian rainforest, where serenity meets adventure. Your enchanting tree house promises a perfect blend of tranquility and excitement. Message me about the best lava viewing locations, quiet ocean spaces, and other fun adventures.

Top guest favorite
A studio bedroom features a spacious bed with light green bedding and decorative pillows. A round rattan headboard adds character, while two lamps sit on wooden nightstands. A small fireplace is positioned on the floor, surrounded by a plant and a window allowing natural light.
Home in Volcano
4.96 out of 5 average rating, 132 reviews

Pele_Cottage

Tucked away on 3 acres of native rainforest the Pele Guest House at Volcano Village Retreat is the perfect spot to rest and relax after a day of exploring Volcanoes National Park located just 2 miles away. We can't wait to make the cottages the most perfect vacation spot for you!

Popular amenities for Wailea vacation rentals

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