
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

Ocean-front penthouse, sunsets, whales, surfers!
*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

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!

Ocean Front Corner Condo in Paradise
Tranquil ocean front setting is pure relaxation listening to the waves. Enjoy ocean breezes & expansive views, w/dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated saltwater pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close

The Ohia (The Koi House with Pool)
Step into The Ohia, a 500 sq. ft. poolside one-bedroom suite with boho textiles and natural accents. Featuring a private entrance, a large open living space, kitchenette, and a private lanai, The Ohia is the ideal place to immerse yourself in laid back Hawaiian living. The suite spans the lower level of The Koi House, set beside a nature reserve that echoes a relaxed way of life. The Ohia is the perfect home base for all of your adventures and a 10 minute drive from the heart of Kailua-Kona.

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.

*Oceanfront Penthouse in Kona with AC!*
What better way to enjoy Hawaii than having an unobstructed 180 degree view in an oceanfront penthouse? Watch surfers cutting through the waves, turtles gliding in the shallows or whales spouting (in season) from the privacy of your own lanai. With views from both the living and master bedroom, you can relax your days away from the couch or bed. Imagine waking up to the lull of ocean waves at your feet and enjoying sunset dinners on the water’s edge. Truly paradise on the Big Island.

Romantic Oceanfront Island Mermaid, DT Kona!
Immerse yourself in a true Hawaii experience with awesome ocean views and vibrant island décor in a stunning and incredibly romantic downtown studio -- just steps from the beach, outdoor cafes and entertainment! Right on the Ironman Route and a block from Ironman Village!! Only a 2-minute walk to everything! And take in the vast ocean blue from the lanai, which has a custom-made snuggle nook and a Koa wood surfboard bar. This is a "true local" experience you will never forget!

Ocean, Sunset, Mountain & Celestial Views
Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.

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

Island Views Hale

Luxurious Makai Villa with Pool and Ocean Views

Tropical Oasis Home with Pool and Steps to Beach

HAVEN: Poolside Sanctuary with Heavenly Views

Tranquil Hawaiian Pineapple Poolhouse with A/C

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

Peaceful Paradise in Kailua-Kona
Condo rentals with a pool

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

Condo with A/C, Pool, Spa & Golf Course Views

Casa Chilin-Waikoloa Beach Resort

Incredible Downtown Kona /Renovated/New Dual AC

Kailua Kona Downtown Condo Walk to Pier & Beaches

Kona Reef Sand and Surf (Beachfront, Walk to Town)

Ocean Front Paradise with AC at Magic Sands Beach

Oceanfront 2 bed, 2 bath, kitchen with full AC!
Other vacation rentals with a pool

Ocean Front! 402 Kona Alii

Gorgeous Unit, Stunning Views!

Golf Pkg, Min from the beach Shores Waikoloa

Downtown 1BR Condo w/ AC, Pool & Walk to Beach

Waikoloa retreat with BBQ & pool access

Top Floor | Direct Ocean Front View | AC!

Brand NEW Oceanfront Retreat! Steps to Beach!

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ
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
- Family-friendly rentals Kalaoa
- Rentals with beach access Kalaoa
- Rentals with outdoor seating Kalaoa
- Rentals with a washer and dryer Kalaoa
- Rentals with a hot tub Kalaoa
- Pet-friendly rentals Kalaoa
- Fitness-friendly rentals Kalaoa
- Private suite rentals Kalaoa
- Guesthouse rentals Kalaoa
- Villa rentals Kalaoa
- Apartment rentals Kalaoa
- Rentals with a patio Kalaoa
- Luxury rentals Kalaoa
- House rentals Kalaoa
- Rentals with a fire pit Kalaoa
- 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
- Makalawena
- Mauna Lani Beach Club
- Manini'owali Beach
- Mauna Kea
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Pololū Valley Lookout
- Magic Sands Beach Park
- Waialea Beach
- Sea Village
- Kaloko-Honokohau Nat'l Hist Park
- Hapuna Beach State Recreation Area
- Kua Bay
- Captain James Cook Monument
- Kona Farmer's Market




