
Holiday rentals with a pool in Kalaoa
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Top-rated rentals with a pool in Kalaoa
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Spectacular View, Direct Oceanfront Kona,Top Floor
ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!

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.

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

Incredible Downtown Kona /Renovated/New Dual AC
Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Brand new dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

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.

*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.

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.
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

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

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

Oceanfront living - Floor to Ceiling wall of glass

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

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

Inna's Downtown-Walk to Beach and to Supermarket!

Kailua Village Condo in the Heart of Kona

Hawaii Retreat with Beautiful Ocean View and AC

Heart of Kona Studio near beach!

Honua Studio *Ocean Views on the Golf Course!
Other holiday rentals with a pool

Kona Condo:AC, Near Beach &Shops

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

Stunning Oceanfront Beach Condo!

NEW! ADORABLEbungalow in Kona

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

Brand new Luxury Oceanfront Living in Kona with AC

Oceanfront AC Penthouse -few feet to Ocean Waves

Ocean Views in Na Hale O Keauhou
When is the best time to visit Kalaoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £335 | £411 | £411 | £411 | £381 | £377 | £346 | £399 | £373 | £347 | £335 | £342 |
| 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 holiday rentals with a pool in Kalaoa

Total holiday rentals
Explore 90 holiday rentals in Kalaoa

Nightly prices starting at
Kalaoa holiday rentals start at £97 per night before taxes and fees

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

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Kalaoa holiday rentals include wifi 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
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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
- Makalawena
- Mauna Kea
- Mauna Lani Beach Club
- Kua Bay
- Big Island Retreat
- Captain James Cook Monument
- Spencer Beach Park
- Waialea Beach
- Magic Sands Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Manini'owali Beach
- Sea Village
- Hapuna Beach State Recreation Area
- Kona Farmer's Market
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout




