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.

Location · Value · Kitchen

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

Value · Location · Sleep quality

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

Value · Family · Hiking

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.

Location · Family · Hospitality

Hale Honu - Oceanfront, AC, Pool, Hot Tub

Aloha from Koili Point! Our oceanfront 2 bdrm, 2 bath home has everything you need to relax. Great Wifi, pool, hot tub, AC, numerous appliances, and an open layout make it a retreat after a day of sightseeing. Free parking, washer/dryer and located just north of Hilo. Guests love our focus on eco-living and pesticide free orchard where you can pick your own fruit. We are powered 100% by solar. If this house is booked, check out our nearly identical house: airbnb.com/h/koilipoint-kohola

Location · Value · Amenities

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.

Location · Family · Quiet

Beautiful home with pool, on Kaloli Point

This beautiful 3 bedroom 2 bath home has every thing you need in your home away from home. The kitchen is well equipped for cooking meals at home. Located in the Hawaiian Paradise Park Subdivision. Walking distance to the ocean. Guests love the privacy of the home and pool. Fenced in lawn for the kids to play. We even provide bikes for your use. Volcano National Park is a 30 minute Drive from the home. the home has a maximum of six guests on the property. This includes children.

Value · Location · Biking

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.

Location · Family · Backyard

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.

Location · Family · Air conditioning

Zen Treehouse Private Retreat & Farm Stay

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 tucked in the treetops in a tropical rainforest setting. Stargaze from bed and wake to birdsong. De-stress, meditate, read, write, dance, create and breathe! New King bed, high quality linens, streaming TV and an awesome BedJet air cooling/warming system & more ensure the most comfortable sleep possible.

Family · Value · View

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.

Location · Family · TV

Gorgeous Gated Retreat w Pool Deck Firepit, 1 acre

Enjoy a blissful vacation at the Hawaiian Paradise Beach House. This 3BR/2BA retreat is perfect for groups of 10, offering welcoming spaces both indoor and outdoor to dine and relax in the beautiful Hawaiian weather. Spacious outdoor deck with swimming pool, fire pit, lounge areas. Close to shops, beaches, and the airport, it's a convenient yet peaceful stay. Considerate host nearby. We look forward to welcoming you to our tropical escape!

Value · Location · Condition