Vacation rentals with a pool in Hilo

4.93 out of 5 average rating, 449 reviews

Home in Puna

Romantic Dodecagon Retreat Near a Black Sand Beach

Feel the tropical vibe as sunlight pours into a fun and unique 12-sided home with a central dome skylight and vaulted ceilings. Casual, stylish furnishings, playful textiles, beautiful Balinese hardwood floors, a well-appointed kitchen and a deep, jetted tub with an oversized rain-showerhead create an inviting interior. Outside is the irresistible allure of your own private pool surrounded by lush greenery made complete with a soothing outdoor shower. Enjoy exotic flowers, fruit trees, native plants, and a beautiful lava-rock wall landscaped to give you complete privacy. Close to Kehena Beach! The unique 12-sided architecture includes high-pitched ceilings, Balinese hardwood floors, interior cedar siding w/ Redwood rafters, four screened doors and several screened windows and two Haiku ceiling fans to offer plenty of air-flow and natural light. A large dome skylight offers views of palm trees during the day and the stars at night. With a beautiful, fully-outfitted kitchen that includes spacious, granite countertops, a six-burner gas stove, oven, large refrigerator and a central island, there is plenty of room to prepare meals and to entertain. The well-appointed furniture includes a comfortable day bed, an over-sized, cozy papasan, a custom, artisanal desk, and an organic latex queen-sized bed with 100% cotton, high-thread count sheets. Pool, outdoor shower, and laundry facilities. Dr. Bronner's Liquid Soap, Shikai Shampoo and Conditioner provided. Indoor jet-tub with oversized, rain-type shower-head. Manager (not on property) is available for assistance nearby. Pool guy comes every four days, Mondays & Thursdays around 3pm to maintain pool (will give advance notice). ‘Mahalo Kai’ is immaculately landscaped and surrounded by coconut, mango, ‘soursop’, avocado, papaya, and banana trees. ‘Kehena’ Beach, located just 2 blocks away, is a beautiful black-sand (clothing-optional) beach and is ideal for sunbathing, exploring, picnics, swimming, and body-surfing. Activities include the fun-filled Wed. Night Market at Uncle Robert’s in Kalapana, nearby Farmer's Markets and driving or biking the gorgeous "Red Road": one of THE most scenic coastal roads in the world! There is an island bus. A rental car is recommended. The pool is a 30-foot (10m) round pool with an average depth of 4 feet (1.3m) and, while temperatures can vary depending on weather, it has an average temperature of 82°F (27.8°C). It is typically warmer in the Summer months and a touch cooler in the Winter months. It is tended every three to four days by our pool caretaker. Sorry, but we do not offer a dishwasher for guest use. Please note that cell phone reception tends to be weak at our home but the WiFi is excellent and there is a landline (you will need a calling card for long distance calls.) Mahalo Kai is just a block from the black sand Kehena Beach and 5 miles from a brand new black sand beach. The natural surroundings feature coconut trees, coffee, tropical fruit, and exotic flowers. Activities include bike trails and a night market.

4.94 out of 5 average rating, 196 reviews

Guesthouse in Puna

Adorable Jungle Bungalow + Pool

You awaken to birdsongs that rival the first spring on earth. A gentle rain falls, casting a silence over the cozy cabin. Do you stay in bed a little longer and soak up this soothing soundtrack of white noise? Or do you wake yourself up with a cup of Hawaiian coffee and an outdoor shower? Or maybe you start your day with a float and yoga. Whether you are looking for a quiet place to get a good night’s rest, a solo escape into nature, or a romantic getaway for your honeymoon, this is the place.

4.86 out of 5 average rating, 147 reviews

Condo in Hilo

Happy Honu Oasis in Hilo Town w/pool and A/C

Happy Honu Oasis has a calm vibe, A/C, and perfect location for your Big Island adventure. From this surf-shack style studio, you are close to Hilo Bay, the Merrie Monarch Festival, and all the shopping and restaurants. Enjoy your morning coffee on the lanai while taking in views of Mauna Kea. This property is adjacent to Wailoa State Rec Area and Arts Center, and a short drive to Hilo beaches. Start your day with yoga in the park, or enjoy the pool. Best suited for two adults or small family.

4.84 out of 5 average rating, 162 reviews

Apartment in Hilo

Tropical Garden Condo with Pool, Kitchen, and A/C!

This remodeled air-conditioned condo is perhaps one of the best located accommodations in Hilo. Near the center of town, yet the grounds feel like a tropical zen oasis! Koi filled streams and ponds lined with walking trails meander through the complex. Minutes from the airport, farmers markets, golfing, shops, and over 100 restaurants! The complex also backs to Wailoa State Park where you can walk through over 130 acres of beautiful grounds and unique bridges leading to the beach at Hilo Bay!

4.95 out of 5 average rating, 165 reviews

Farm stay in Papaikou

Zen Treehouse Private Retreat & Farm Stay

Retreat to a Zen-like setting in the Trees! BRAND NEW (11/24) KING BED w/ DUAL BEDJET air systems for the most comfortable sleep surrounded by nature. Retreat to a Zen-like setting in the trees, slow down and relax in this beautiful redwood octagon artist studio on a working coffee, vanilla and chocolate farm. Private lanai in the treetops tucked into a tropical rainforest. Watch the stars or stream from bed. Wake to birdsong; de-stress, meditate, read, write, dance, create and breathe!

4.91 out of 5 average rating, 513 reviews

Home in Puna

Puna Rainforest Retreat Hotspring Rainbow Cottage

The Rainbow Cottage boasts a breathtaking ocean view from the queen bedroom and lanai. The cottage features a full bathroom and kitchenette containing a range, oven, mini-fridge, and microwave. There's a cozy twin bed for a third guest in the living room. Amenities: pool, two volcanic hot tubs, rainforest trail, garden, orchard, and a peaceful private retreat setting surrounded by nature. The owner lives on the 20-acre property to ensure your stay is perfect in every way. TA-008-365-8240-01

4.85 out of 5 average rating, 140 reviews

Condo in Hilo

Modern Suite-Polynesian Retreat

E Komo Mai! Relax in this beautiful freshly updated modern suite located in the heart of Hilo, minutes from the airport, shopping, dinning & farmers markets. A Polynesian style setting with Koi ponds & streams fill the property. Cool off in the pool or take a stroll in the park. Steps away is Wailoa State Park, 131 acres of ponds & bridges with walking path leading to Hilo Bay. Enjoy ducks, nene, birds, & tropical fish. Perfect place for a photo shoot! Come escape to our Polynesian retreat.

5 out of 5 average rating, 189 reviews

Guest suite in Puna

Oceanfront! Outstanding! 2BR/2BA w Pool & Hot Tub

Location Location Location!! You will absolutely love our beautiful oceanfront Harmony House Hawaii on the lush east side of Hawaii Island. Imagine sitting on your lanai overlooking the infinity edge saltwater pool, hot tub and Zen Garden, watching & hearing the ocean waves dramatically crash on to the rugged lava cliffs. Walk through the rear gate & stroll on the popular Beach Road walking path or take out camp chairs to just sit & enjoy the stunning view. Whale watching Dec - Mar.

4.96 out of 5 average rating, 248 reviews

Guesthouse in Hakalau

Oceanfront Estate Retreat 1 - 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.

4.93 out of 5 average rating, 126 reviews

Condo in Hilo

Hilotown condo w A/C~central to island adventures

Enjoy this turnkey condo in Hilotown! The condo is a hidden gem and over looks Wailoa State Park (131 acres) with sweeping views of the lagoons, immaculately maintained walking grounds and paths, and impressive curved Japanese bridges. Hilo is a welcoming community rich with island beauty and cultural delights. Centrally located and easy access to Hilo Farmers Market, art galleries, museums, Bay Front, Lilioukalani Park, Hilo's best beaches, local eateries, and so much more.

4.86 out of 5 average rating, 103 reviews

Home in Papaaloa

Lush Paradise—Luxury Eco-Getaway

Escape to our luxurious cedar home on Hawaii's main island. Surrounded by rainforest, waterfalls, and a stream, our sustainable retreat offers serenity just 25 mins from Hilo. With 4 beds, 2 baths, and an open-concept kitchen, our spacious home blends Hawaiian charm with modern amenities. Unwind on the travertine lanai, and explore fruit trees and trails. Perfectly located for beach adventures and vibrant towns. Experience tropical living at its finest. Book now!