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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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

4.95 out of 5 average rating, 155 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 favorite

A vibrant rainbow arches over the shimmering Pacific Ocean, visible from a lush green lawn. The scene includes rocky coastal formations and nearby tropical vegetation, creating a serene backdrop that invites relaxation and appreciation of the natural beauty.

Home in Laupahoehoe

4.94 out of 5 average rating, 124 reviews

Hamakua BnB, oceanfront cliff house

This is a unique Sea Cliff House above Laupahohoe point with unobstructed panoramic view of the Pacific Ocean from most rooms in the house. We are located along the Hamakua coast between Hilo & Waimea, 80 miles of coastline with exceptional agricultural lands with gulches, waterfalls and abundant flora. Here, the crashing windward waves of the pacific ocean carve rugged pinnacles into the coastline. From the heights of the home you'll see whales in the winter months. * Pay HI tax at check in

Guest favorite

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, 514 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

Guest favorite

A private cottage with a blue metal roof is set amidst lush tropical foliage. Surrounding trees, including palms and flowering plants, provide a tranquil ambiance. A covered porch area is visible, featuring wooden seating, and the garden offers a peaceful view of the landscape.

Guest suite in Pepeekeo

4.94 out of 5 average rating, 349 reviews

Garden Suite at Onomea

A lovely, private and very clean cottage with all amenities for a comfortable and peaceful stay. Quiet, and cool the year around, we are a 20 minute walk from the Hawaii Tropical Botanical Garden and well situated for touring to Waipio Valley, Akaka Falls, Volcano National Park, and many other destinations in the area. Come see the real Hawaii.... lush, tropical, friendly and far less touristy than the Kona side. We would love to have you come and stay! Please take a look at our reviews.

Guest favorite

A cozy sleeping area features a queen size bed with a white duvet and decorative pillows. Shelving units hold neatly folded towels and a small stool accompanies the bed. Natural light enters through windows adorned with bamboo shades, creating a bright and serene ambiance.

Place to stay in Keaau

4.98 out of 5 average rating, 165 reviews

The Bali Hale on Big Island

Reconnect with nature at this unforgettable escape. The Bali Hale allows you to experience the magic of the jungle, while still having many modern comforts of home. Surrounded by a lawn and fruit trees, enjoy the fresh Hawaiian air while you wake up to the sunrise. Fall in love with glamping and allow yourself to reconnect with yourself and Mother Earth. Experience island life, all while being amidst a laid back neighborhood and main roads that will take you to your next Big Island adventure!

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, 191 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 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, 394 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!

Guest favorite

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, 176 reviews

Renovated kitchen & Ocean Views

For the price of a hotel room (i.e. 1-2 rooms), you get a home that fits 6 people with beautiful scenic ocean views & a renovated kitchen! This bright & airy 3 bedroom, 2 bath home features a large outdoor deck that fits the entire family overlooking the Pacific Ocean, green pastures and starry skies. Great for families & groups. This 24-acre property comes complete with a meandering stream, lychee, rambutan, longan, coffee trees and gentle farm animals playing behind the fence.

Guest favorite

The exterior of a two-story A-frame ranch house features red wooden siding and a green metal roof. A spacious deck is visible with outdoor seating and tables, offering views of the surrounding landscape. Lush greenery encircles the property, enhancing the natural setting.

Cabin in Pāpa‘aloa

4.84 out of 5 average rating, 403 reviews

Horses and Waterfalls

E komo mai - welcome! When you need or want complete relaxation with your own private waterfalls, pools and ocean view stay at Horses and Waterfalls and enjoy Hawai’i style country living at its best! During your stay I highly recommend the Papaaloa Country Store and Restaurant just down the road. They have great pizza and fresh locally grown foods and local style menu. They usually have live music 3 nights a week . Hope to see you on our calendar soon ! Aloha - Keith and Ashley

Top guest favorite

Lush greenery frames the scene with tall palms swaying gently by the ocean. In the distance, waves roll onto rocky shores beneath a soft sky, where a faint rainbow arcs gracefully over the shimmering water.

Guesthouse in Hakalau

4.96 out of 5 average rating, 239 reviews

Oceanfront Gated Estate Retreat Carriage w/ Horses

Experience unmatched luxury in a one-bedroom apartment of 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 your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Top guest favorite

A cozy living area features a curved sofa with light-colored cushions, inviting relaxation. Natural light fills the space through large sliding glass doors, which lead to a deck. A hanging chair adds a unique touch, while a staircase leads to the loft area.

Guesthouse in Papaaloa

4.97 out of 5 average rating, 143 reviews

Garden Studio with Ocean View

Relax and indulge the serene Hamakua life! Adorable mother-in-law studio on an organic fruit orchard. Built with sustainability in mind, it is supported by solar power & water from the rain catchment. Perfect for the eco minded travelers who like the comfort of having amenities. The sleeping loft and the lanai face a grand view of the ocean surrounded by fruit trees, tropical garden and farm animals. This studio is one of a kind, will promise you an amazing stay!

Guest favorite

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

4.98 out of 5 average rating, 177 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....