Holiday houses 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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Top Guest favourite
An outdoor kitchen features wooden cabinetry and shelves adorned with glass jars and utensils. A propane stove top sits prominently on the counter, accompanied by an assortment of fresh ingredients, including fruits and eggs. Lush greenery provides a natural backdrop, enhancing the inviting space.
Cabin in Pāhoa
4.96 out of 5 average rating, 223 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.

Guest favourite
Guest suite in Hakalau
4.94 out of 5 average rating, 223 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.

Guest favourite
Home in Pepeekeo
4.88 out of 5 average rating, 185 reviews

Hamakua Coast Tropical Home

A beautiful tropical style custom home featuring private ocean views and a small gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3 bedroom, 2 1/2 bath residence located in the exclusive Pepeekeo Point subdivision, approx. 15 minutes from Hilo. Featuring a fiberglass pool with a bamboo pavilion& bbq for outdoor dining No parties or unregistered guests

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, 441 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, 228 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, 260 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 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, 427 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
The cottage is framed by lush green ferns and towering trees, blending with the natural surroundings. Its contemporary exterior features large windows that reflect the vibrant foliage, while the inviting entrance suggests a seamless connection with the forest.
Cottage in Volcano
4.97 out of 5 average rating, 420 reviews

Volcano Singing Forest Cottage

Nestled on ½ acres of native forest, The Singing Forest Cottage celebrates Hawai’i’s scenic beauty. This completely private cottage features a contemporary design, soaring ceilings and a steaming hot tub. Wake up to the song of native birds and explore Volcanoes National Park, just 2 miles away. Enjoy the romantic feel of a forest cottage with a full complement of amenities including a king sized bed, luxury linens and a cozy fireplace. STVR 19-351259

Guest favourite
An outdoor deck features a large dining table paired with long benches and cushioned chairs, offering ample seating. Scenic views of lush green fields and the ocean are visible in the background, illuminated by the warm glow of a sunset.
Home in Pepeekeo
4.88 out of 5 average rating, 186 reviews

3-Bedroom Home w Ocean Views & Renovated Kitchen

Enjoy a private 3-bedroom, 2-bath home for the price of a hotel room. This bright, airy retreat sleeps 6 and features sweeping ocean views, a renovated kitchen, and a spacious deck perfect for sunsets and stargazing. Set on 24 peaceful acres with fruit trees and farm animals, yet just minutes from Hilo, Akaka Falls, and the Hamakua Coast.

Top Guest favourite
Treehouse in Kurtistown
5 out of 5 average rating, 210 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 favourite
The spacious studio unit features a high ceiling with wooden beams, and a queen-sized bed adorned with a green quilt. A kitchen area with bar stools provides seating, while a bathroom is visible through an open door. Natural light fills the space from large windows framed by lush surrounding greenery.
Home in Volcano
4.97 out of 5 average rating, 144 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!

Guest favourite
An inviting lanai is highlighted by large sliding doors and rich wooden accents. A central firepit adds warmth, surrounded by comfortable seating. Lush greenery is visible through the window slats, bringing nature indoors while creating a cozy atmosphere.
Home in Volcano
4.95 out of 5 average rating, 165 reviews

Fire Pit Soaking Tub Enclosed Lanai Artisan Home

Enjoy your visit to Volcano and the national park while staying in this custom, one of a kind home built by hand. Everything you see has been designed and specialty crafted around a living experience that has been a labor of love over the course of eight years.

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