Holiday rentals with a pool in Hilo

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.

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.

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! 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.

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.

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!

Historic Estate - Guest Cottage

This Historic Estate is nested in the privacy of almost ten acres of lush botanical gardens in a convenient urban location. Nestled in the jungle, the estate offers a serene and magical ambiance, rich with island history. The 2bd/2ba pool house was built 130 years ago for occasional visitors. It is totally preserved in its originality, the floors, the trims, the moldings on the high ceilings, the sash windows on weights, everything still authentic original.