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

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!

Cozy Couples Retreat- Guest Suite w/ Pool & Patio
Perched above Kona on a serene hillside, the Monkeypod Villa offers a peaceful escape on a private country estate. Nestled off the beaten path & away from tourist crowds, you're just a scenic 7-mile drive from downtown Kona and pristine beaches. Wake to the gentle chorus of birds and sip your morning coffee beneath the shade of a magnificent monkey pod tree. After a day of exploring the Big Island, take a refreshing dip in the pool & unwind as the sky transforms with a stunning Hawaiian sunset.

Discounted KonaReef D33 OceanFront* AC* Park Free*
The Kona Reef is being renovated in 2026. Special construction rate of $295 per night! Reno hours 8a-5p Mon-Sat while you are out at the beaches, volcano etc. You’ll love this condo! Absolute Ocean Front. 5 minute walk to downtown. Free parking! Completely remodeled! Fresh, clean, stylish & comfortable. NEW Full A/C, Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Check out our 2 other Kona Reef condos A35 & B31 TA-109-936-6880-01 STVR-19-352037

Oceanfront Gem, Walk to Beach/Town, AC, Elevator
Right-on-the-ocean, newly renovated, spacious, upscale condo in a gated boutique complex. Unbelievable views from the lanai, living room and bedroom. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. New king bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Heated, ocean-front salt water pool with outdoor shower and community BBQ. Quiet; no noise from Ali'i Drive. Reserved parking spot. A/C. Elevator.

Updated condo with ocean views & air conditioning
Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

Suite Magic Sands Beach
Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

Downtown Kona Plaza Condo w/AC
Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

Plantation Hale
Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

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.

Blissful paradise with epic view- Hale Mahana
Serenity in Kona- with epic ocean views! Wake up with the ocean waves crashing below. Hang out on the lanai with some Kona coffee from the Green Flash cafe next door. You have a front row seat for whale watching during whale season. Or, hang out and enjoy the sunsets- at times with our local manta ray! We have a queen sofa bed, and AC. Close to town- an 18 minute walk. Quiet, very little road noise here. You can rent bikes too across the street.

Inna's Downtown-Walk to Beach and to Supermarket!
This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Updated Kona Condo • Central • <1 Mile to Ocean
Aloha, welcome to Kona Ohana Hale. Escape to a modern 1BR Kailua Kona retreat filled with paintings and photos from local artists, giving the space a unique, authentic island vibe. Centrally located, you’re less than a mile from the ocean, dining, and shops—perfect for beach days or exploring the town. Enjoy a bright, comfortable living space designed for relaxation and easy access to all the Big Island has to offer.
Popular amenities for Kalaoa rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

HAVEN: Poolside Sanctuary with Heavenly Views

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Condo rentals with a pool

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

Kailua Village Condo in the Heart of Kona

Comfortable and cozy condo; great views from lanai

Keauhou Garden - Ocean view - Walk to Harbor

The Olena at Keauhou Bay

Hawai'i paradise at Kona Isle

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

Ocean View Kailua-Kona Condo Near Keauhou Bay
Other vacation rentals with a pool

Oceanview, Steps to Downtown: The Pono Condo

Steps to ocean, 1st floor downtown Kona, free park

Stunning Oceanfront Beach Condo!

1BR Kona Condo w/ Chef’s Kitchen & Tropical Lanai

Brand new Luxury Oceanfront Living in Kona with AC

Ocean Views in Na Hale O Keauhou

Water's Edge Hale at Kona Reef D3

Wake up to the sound of waves in Hale Nalu
When is the best time to visit Kalaoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$94,095 GYD | G$115,214 GYD | G$115,423 GYD | G$115,423 GYD | G$106,850 GYD | G$105,805 GYD | G$97,022 GYD | G$112,078 GYD | G$104,550 GYD | G$97,232 GYD | G$94,095 GYD | G$95,977 GYD |
| 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 G$27,183 GYD 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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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Kea
- Big Island Retreat
- Mauna Lani Beach Club
- Spencer Beach Park
- Manini'owali Beach
- Sea Village
- Captain James Cook Monument
- Pololū Valley Lookout
- Waialea Beach
- Puʻuhonua o Hōnaunau National Historical Park
- Kaloko-Honokohau Nat'l Hist Park
- Magic Sands Beach Park
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- Kua Bay




