Vacation rentals with a pool in Hilo

4.95 out of 5 average rating, 118 reviews

The modern villa features a large swimming pool reflecting the clear blue sky. A spacious outdoor area is bordered by tropical landscaping, with a combination of floor-to-ceiling glass walls and classic modernist design elements visible in the structure.

Villa in Puna

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.

A green cottage is set on a lush landscape, featuring a welcoming deck surrounded by tropical plants. A pathway leads to the entrance, with large windows inviting natural light into the space. The clear blue sky enhances the vibrant setting.

4.94 out of 5 average rating, 611 reviews

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

4.88 out of 5 average rating, 192 reviews

An aerial view showcases a spacious property with a tropical style home set against a backdrop of the ocean. A manicured lawn surrounds the residence, featuring a small gated pool and a gazebo. Lush vegetation and palm trees enhance the landscape, contributing to the private atmosphere.

Home in Pepeekeo

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

4.96 out of 5 average rating, 135 reviews

A private pool area features a stone patio with lounge chairs arranged around the water. Lush green grass surrounds the pool, while tall palm trees sway in the background. The spacious flat offers ocean views, enhancing the tranquil ambiance.

Guest suite in Hilo

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.

A modern studio suite features a spacious bed with light-colored bedding, a kitchen area equipped with stainless steel appliances, and a cozy seating area. Soft lighting illuminates the room, highlighting a warm wood dresser and tropical wall decor. A flat-screen TV is mounted on the wall.

4.85 out of 5 average rating, 168 reviews

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.

4.98 out of 5 average rating, 121 reviews

Home in Papaikou

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

A well-maintained home with a private pool is presented, featuring a star design at the bottom. The patio area includes lounge chairs and a dining table, surrounded by greenery and a fenced yard, providing a serene environment within the Hawaiian Paradise Park.

4.96 out of 5 average rating, 114 reviews

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.

5.0 out of 5 average rating, 231 reviews

An infinity edge saltwater pool reflects shimmering turquoise water, framed by lush greenery and a stone wall. A striking red octopus sculpture is positioned near the pool, emphasizing the oceanfront setting and vibrant landscaping.

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, 281 reviews

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

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.

4.92 out of 5 average rating, 187 reviews

Farm stay in Papaikou

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.

A spacious bedroom is depicted, featuring a large bed with white linens and a nightstand with a lamp. The image also shows a panoramic view of Hilo's lagoons and lush greenery beyond, with the condo complex and parking area visible below.

4.94 out of 5 average rating, 144 reviews

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.

4.93 out of 5 average rating, 116 reviews

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!

Popular amenities for Hilo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures the unique 12-sided home adjacent to a round pool surrounded by tropical landscaping. The pool is adorned with lava rock and colorful plants, while a separate structure, likely for amenities, is visible nearby. Lush greenery enhances the tranquil atmosphere.

4.92 out of 5 average rating, 505 reviews

Romantic Dodecagon Retreat Near a Black Sand Beach

An aerial view captures a custom home surrounded by lush tropical greenery. The spacious property is set on an acre, with the ocean visible in the background under a clear blue sky. Nearby vegetation enhances the serene atmosphere.

4.9 out of 5 average rating, 116 reviews

Eco Ocean Oasis, Private Pool, AC, Hot Tub, Lanai

4.88 out of 5 average rating, 94 reviews

Home in Pepeekeo

Oceanfront gated estate w/heated saltwater pool.

A spacious oceanfront home is highlighted, featuring a rounded design with a sandy-colored roof. A private pool is situated beside the deck, framed by lush greenery and volcanic rock. The ocean is visible in the background, under a clear blue sky with palm trees swaying gently.

5.0 out of 5 average rating, 21 reviews

Mermaid’s Oasis~ Direct ocean front~ Epic views!

A well-equipped kitchen features a spacious island with seating for four. Pendant lights hang above the counter, highlighting the modern appliances and glossy cabinetry. A wooden cutting board displays fresh fruit, complemented by a vibrant backsplash and natural light flowing in from an adjacent room.

4.95 out of 5 average rating, 39 reviews

Orchid Isle Pool Paradise- with A/C and laundry!

4.63 out of 5 average rating, 41 reviews

A private pool surrounded by a spacious deck features comfortable lounge chairs and an outdoor dining area. The villa's two-story structure, with stone accents, provides covered spaces for relaxation. Tropical plants add greenery to the setting, creating a tranquil atmosphere.

Home in Keaukaha

Luxury family w/pool sleep 8/5 minute walk 2 beach

4.82 out of 5 average rating, 34 reviews

The Cliff House: 2 Oceanfront Homes & Pool

A private pool is surrounded by a spacious patio, featuring lounge chairs and an outdoor dining area under a shaded umbrella. Lush greenery and trees are visible in the background, creating a tranquil environment for relaxation and gatherings.

4.98 out of 5 average rating, 59 reviews

Plantation Style Home

Condo rentals with a pool

The spacious bedroom features a comfortable bed with quality linens, flanked by two lamps on either side. A desk and chair are positioned nearby. The room includes sliding glass doors leading to a private lanai, where natural light enhances the warm decor and wooden accents.

4.84 out of 5 average rating, 241 reviews

Polynesian Koi Pond Gardens Condo in Hilo w pool

4.85 out of 5 average rating, 209 reviews

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

The studio features an open concept living area with a canopy bed dressed in yellow linens, complemented by tropical plants. A modern kitchen with stainless steel appliances is visible alongside a well-appointed bathroom with elegant fixtures. An outdoor lanai is shown, furnished for relaxation.

4.79 out of 5 average rating, 160 reviews

Kailani Hawaii-Modern Studio, feels like home

A beautiful sunrise illuminates the sky with warm hues of orange and gold, reflecting on calm waters. The horizon displays distant silhouettes of land, creating a serene coastal scene.

4.95 out of 5 average rating, 59 reviews

Panoramic View of Hilo bay and Hamakua Coastline

4.88 out of 5 average rating, 25 reviews

Hilo Lagoon Centre 814 2 King BR 2BA AC Ocean View

Lush green landscapes are framed by palm trees, with the shimmering Wailoa River visible in the background. The expansive view captures vibrant foliage and the clear blue sky, creating a tranquil outdoor setting surrounded by nature.

4.9 out of 5 average rating, 67 reviews

Loko Kai Nani - Upscale 2BD, 3 lanais, A/C, pool

4.84 out of 5 average rating, 44 reviews

Coastal Escape | Surfboard Bar & Workstation

4.93 out of 5 average rating, 30 reviews

Centrally Located, Elevators, pool, WiFi And A/C

Other vacation rentals with a pool

4.98 out of 5 average rating, 48 reviews

Apartment in Hilo

Hilo Tropical Oasis | 2BR/2BA | A More Better Home

4.91 out of 5 average rating, 80 reviews

A spacious blue house surrounded by lush tropical landscaping, including palm trees and various green plants. Large windows hint at the interior sunlight, while the ocean is visible in the background, enhancing the natural setting.

Bungalow in Puna

Oceanview Kehena Black Sand Beach House - spa/pool

4.98 out of 5 average rating, 48 reviews

A spacious bedroom is highlighted by a king-size bed, complemented by decorative gold wall art. Two bedside lamps provide soft lighting. Sliding glass doors offer access to a patio, with a small outdoor dining set visible outside.

Apartment in Hilo

Hilo Studio w/pool 3 mi airport

4.77 out of 5 average rating, 132 reviews

A well-equipped kitchen features white cabinetry and stainless steel appliances, including a gas stove and refrigerator. Gray tile flooring complements the design. A variety of dishes and cookware are neatly arranged on the shelves above the counter, providing a functional cooking space.

Apartment in Hilo

Beautiful Condo Near Downtown

4.92 out of 5 average rating, 153 reviews

A cozy cabin is nestled among tropical landscaping, illuminated softly under a starry sky. Two chairs are positioned on a wooden deck, with various plants surrounding the structure, creating an inviting and serene outdoor setting.

Island in Puna

TROPICAL GARDEN OASIS

A cozy living area features a comfortable sofa adorned with decorative pillows. Large glass doors lead to a balcony, offering views of the outdoors. A small dining table and chairs are visible on the balcony, with greenery enhancing the space.

Condo in Keaukaha

Epic Oceanfront Penthouse with Best Views in Hilo!

4.6 out of 5 average rating, 283 reviews

An outdoor patio area features a paved surface with space for seating. Colorful chairs are positioned near the house, and lush greenery surrounds the space. The ocean is visible beyond the foliage, with clear skies enhancing the coastal view.

4.85 out of 5 average rating, 53 reviews

Oceanfront Keaau Gem: Ocean & Sunrise Views, Pool