
Holiday rentals with a pool in Hilo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Lava Flow House Pool Ocean View Kehena Beach w A/C
This luxurious modernist masterpiece with swimming pool and ocean view, sits in a serene setting in the untouched area of the Puna Coast on the Big Island of Hawaii. If you love great design and style, fantastic tropical weather, rugged yet lush landscapes, blue ocean, and relaxation, then you will love this place for your next vacation. The unique combination is a stunning contrast of rugged landscape and sharp minimalist architecture. This is a shared family home with a Main house and Studio.

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.

Tropical Garden Condo with Pool Kitchen, and AC
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!

Puna Rainforest Retreat Hotspring: Green Bamboo
In a private retreat, this studio offers an idyllic escape with stunning ocean views. A full kitchen and bathroom with a queen-size bed for couples and additional small bed for a child or a small adult. This space is perfect for a romantic getaway or family vacation. Explore the one mile private rainforest trail, unwind in the pool, or experience the unique steam vent hot tubs. The owner resides on the 20-acre property to address any needs that may arise during your stay. TA-008-365-8240-01

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!

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.

Vacation Paradise Home with Pool
Welcome home to your stylish oasis! At Sunrise Solitude you will have everything you need for an unforgettable stay! This tropical home has a pool dedicated to your sole use. Walk the short easy fisherman’s path behind the home, to a incredible view of the ocean’s edge! You are a close drive to many places to explore; Volcanoes National Park, waterfalls, kaumana caves, Hilo’s farmers markets and more! Your host is available in the case that you need assistance or any local recommendations.

Oceanfront w/pool;surf beach! (Hale Kahoa Annex)
The spacious unit is an oceanfront one-bedroom flat facing Hilo Bay. Over 900 sq.ft, it's a vacation home at which one can sit and watch the sky change colors from sunrise to dusk. Waves crash all day; coqui frogs sing every night. A 3-minute walk takes you to watch surfers at Honoli'i Beach or to jump in the adjoining river for a refreshing swim. Explore the Big Island from the convenience of Hilo, or treat your stay like a resort vacation with the swimming pool just steps from your door.

Oceanfront! Spectacular ! 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.

Magical Jungle Cabin with Pool
Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

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.
Popular amenities for Hilo rentals with a pool
House rentals with a pool

Gorgeous Gated Retreat Near Ocean w Pool & Deck!

Mermaid's Lookout

Beautiful home with pool, on Kaloli Point

Plantation Style Home

Hawaiian Dream with Pool

the Cliff House at Kaloli Point

Hale Honu - Oceanfront, AC, Pool, Hot Tub

Hamakua Coast Tropical Home
Apartment rentals with a pool

Maunaloa Shores 405

Oceanview Mauna Loa Shores #201 Beach Park & Pool

Panoramic View of Hilo bay and Hamakua Coastline

Hilo studio with pool and balcony in Waiakea Villa

Haku Honu Hale w/Pool (30m to active volcano)!

Swim with the turtles, watch the whales. RELAX.

Maluhia Kahakai unit 111- Swim and Snorkel with Tu

Air Conditioned, cute updated studio w/Murphy bed
Other holiday rentals with a pool

Malalani by the Ocean

Modern Bungalow in Hilo

Beautiful Condo Near Downtown

Remodeled condo with a pool in the heart of town

Completely Private Hilo Condo, Convenient Location

4BR Pool+Spa Retreat near Ocean Cliffs

Epic Oceanfront Penthouse with Best Views in Hilo!

Cozy studio in Hilo
When is the best time to visit Hilo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 SGD | $160 SGD | $158 SGD | $174 SGD | $144 SGD | $151 SGD | $161 SGD | $156 SGD | $152 SGD | $155 SGD | $149 SGD | $170 SGD |
| Avg. temp | 22°C | 22°C | 22°C | 23°C | 23°C | 24°C | 25°C | 25°C | 25°C | 24°C | 23°C | 22°C |
Quick stats about holiday rentals with a pool in Hilo

Total holiday rentals
Explore 130 holiday rentals in Hilo

Nightly prices starting at
Hilo holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 5,260 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 of Hilo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hilo rentals

4.7 Average rating
Hilo stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Hilo’s top spots include Carlsmith Beach Park, Rainbow Falls and Pacific Tsunami Museum
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikīkī Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Napili-Honokowai Holiday rentals
- Wailea Holiday rentals
- Kailua Holiday rentals
- Bed and breakfasts Hilo
- Rentals with beach access Hilo
- Rentals with a patio Hilo
- Rentals with breakfast Hilo
- Boutique hotels Hilo
- Pet-friendly rentals Hilo
- Hotel rooms Hilo
- Beach house rentals Hilo
- Rentals with a firepit Hilo
- Apartment rentals Hilo
- Rentals with outdoor seating Hilo
- Guest house rentals Hilo
- Flat rentals Hilo
- Cottage rentals Hilo
- House rentals Hilo
- Cabin rentals Hilo
- Private suite rentals Hilo
- Rentals with lake access Hilo
- Family-friendly rentals Hilo
- Rentals with a washing machine and dryer Hilo
- Waterfront rentals Hilo
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Carlsmith Beach Park
- Isaac Hale Park
- Kilauea Lodge Restaurant
- Lava Tree State Monument
- Honoli'i Beach Park
- Rainbow Falls
- Mauna Kea
- Kilauea
- Uncle Robert's Awa Bar and Farmers Market
- Big Island Candies Inc
- Nahuku - Thurston Lava Tube
- Maku'u Farmer's Market
- Onekahakaha Beach Park
- Punaluu Black Sand Beach
- Boiling Pots
- The Umauma Experience
- Richardson Ocean Park
- Pana'ewa Rainforest Zoo and Gardens
- Volcano House
- Pacific Tsunami Museum
- Things to do Hilo
- Nature and outdoors Hilo
- Things to do Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Art and culture Hawaii County
- Food and drink Hawaii County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Things to do United States
- Nature and outdoors United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Wellness United States




