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

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

HAVEN: Poolside Sanctuary with Heavenly Views
HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

Kona Nate's Ocean Front Photography Escape
Kick back in this stylish ocean front condo that is also my travel photography gallery! The Big Island is one of the best places in the world for photography and I give location advice! The walls are covered with my photo prints from my travels across the globe and they are all available for you to take home or have shipped! The condo has 2 bedrooms and 2 full bathrooms with a split A/C unit to keep you cool. In-Unit Washer and Dryer for your convenience and the kitchen is a dream!

Enjoy lush tropical lifestyle in Waikoloa Resort
Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Oceanview condo walking distance to Kona Town
Location! Location! Location! Welcome to our centrally located studio condo #345 in the heart of Kona Town! Nestled between Ali’i Drive and Kuakini Hwy, you’ll be within walking distance of Kona’s best restaurants, shops, beaches, and bars. Enjoy swimming & snorkeling at the nearby pier, just a short walk away. Unwind by the pool or hot tub, take an evening stroll for a nightcap, or start your day with a morning walk for a cup of Kona coffee. Your perfect getaway awaits!

The Ocean
Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, TV , and free Wifi The kitchen has a full size refrigerator & sink, but there is no stove. It does have an electric skillet, Toaster, Microwave and Crock Pot for cooking. Hawaii TA# TA-059-690-3424-01

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.
Popular amenities for Kalaoa rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Exceptional Oceanview Home - Pool & Stunning View

Island Views Hale

Tropical Oasis Home with Pool and Steps to Beach

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Hale Kolepa, at Keauhou Estates

Oceanview 3BR House in Waikoloa w/ A/C & backyard

Fully Equipped Lush Kona Home • AC • Pool • Lanai
Condo rentals with a pool

Discounted A35 Kona Reef Oceanfront AC Park Free

Ocean Views~by Honl's Beach~Heart of Kona~AC

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

Downtown 1BR Condo AC, Pool, BBQ & Walk to Beach

Ocean Front Corner Condo in Paradise

*Oceanfront Penthouse in Kona with AC!*

Heart of Kona Studio near beach!

Kona Reef Sand and Surf (Beachfront, Walk to Town)
Other vacation rentals with a pool

Hilton Pool Pass - Luxe Penthouse, Walk to Beach

Holua Resort at Mauna Loa | 1BR King Bed Suite

Gorgeous Unit, Stunning Views!

PARADISE! 1 BR Condo Steps Away from the Beach

Wife Makai Ocean Dreamin'

Oceanfront Kona Bali stay| AC, Pool & Sunsets

Ohana With Private Pool & Jacuzzi

Hilton Pool Pass for 2026! Shores at Waikoloa 306
When is the best time to visit Kalaoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,653 | ﺩ.ﺇ2,024 | ﺩ.ﺇ2,027 | ﺩ.ﺇ2,027 | ﺩ.ﺇ1,877 | ﺩ.ﺇ1,858 | ﺩ.ﺇ1,704 | ﺩ.ﺇ1,968 | ﺩ.ﺇ1,836 | ﺩ.ﺇ1,744 | ﺩ.ﺇ1,858 | ﺩ.ﺇ3,581 |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
Quick stats about vacation rentals with a pool in Kalaoa

Total vacation rentals
Explore 90 vacation rentals in Kalaoa

Nightly prices starting at
Kalaoa vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

Verified guest reviews
Over 2,000 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Kalaoa vacation rentals include wi-fi access

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

4.9 Average rating
Kalaoa stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Rentals with pools Island of Hawai'i
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Mauna Lani Beach Club
- Makalawena
- Manini'owali Beach
- Mauna Kea
- Big Island Retreat
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Spencer Beach Park
- Magic Sands Beach Park
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Waialea Beach
- Sea Village
- Kua Bay
- Kona Farmer's Market
- Captain James Cook Monument




