
Holiday 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.

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, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ grill.

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!
Tropical Couples Retreat w/ Pool & Relaxing Lanai
Perched on the hillside above Kona, this private guest suite offers a peaceful escape just 7 miles from town & beaches. Wake up to birdsong and enjoy your morning coffee beneath a stunning monkeypod tree, then spend your day exploring the Big Island’s beaches, snorkeling spots, and scenic drives. Back at the property, unwind with a refreshing dip in the pool and relax on your private patio. Perfect for couples seeking a quiet, off-the-beaten-path stay—close to Kona, yet far from the crowds.

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

Exceptional Oceanview Home - Pool & Stunning View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Kona Ocean-View Retreat | Pool, Sunsets & Aloha
Wake up to sweeping ocean views, coffee in hand on your private lanai, with nothing on the agenda but deciding which beach to hit first. This beautifully styled ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise. Rated 4.98 stars by 166 guests, this is a top 5% Airbnb home on the Big Island — and guests keep coming back for the views, the beds, and the aloha spirit Tracy and JD bring to every stay.

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 unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite 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. Tax ID # TA-110-823-1680-01

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.

Spacious Fairways 2BD townhome. Pool/Beach Club!
Desirable 2 Bd 2.5 Bath townhouse in the beautiful Fairways at Mauna Lani! Tastefully decorated and well appointed with everything you need in your home away from home. Resort style pool/hot tub/fitness center onsite. Close proximity to beaches, shopping, restaurants. Beach Club Access to All of Our Guests!! We leave our access card for our guests to use during your stay- private gated parking, free cabana/beach chair use. AMAZING BEACH for relaxing, snorkeling, and water recreation!

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.
Popular amenities for Kalaoa rentals with a pool
House rentals with a pool

Hale Lio Kai

Island Views Hale

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Mauna Kea Uplands ~ Mountain & Ocean Views

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ
Apartment rentals with a pool

Kona Paradise with Oceanfront views!

Just A Few Steps To The Beach

Royal Kahili Condo with Lanai Ocean View

Direct Oceanfront - Magic Sands Beach!

Blissful paradise with epic view- Hale Mahana

Spectacular View, NEW A/C Oceanfront, Top Floor

Incredible Downtown Kona /Renovated/New Dual AC

Beautiful Villa ... walk to most everything!
Other holiday rentals with a pool

NEW! Expansive OceanView Retreat/Best Beaches/Golf

Discounted A35 Kona Reef Oceanfront AC Park Free

Beautiful Modern Ocean Front Condo

Kona Mansion Infinity Pool & Ocean Views (Hosted)

Luxury Ohana, 60ft Salt Pool,

Stunning Oceanfront Beach Condo!

Ohana With Private Pool & Jacuzzi

NEW! ADORABLEbungalow I in Kona
When is the best time to visit Kalaoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $667 SGD | $766 SGD | $734 SGD | $705 SGD | $652 SGD | $646 SGD | $592 SGD | $684 SGD | $638 SGD | $606 SGD | $646 SGD | $1,245 SGD |
| 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 $128 SGD per night before taxes and fees

Verified guest reviews
Over 2,040 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
- Guest house rentals Kalaoa
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- Rentals with pools Island of Hawai'i
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- Rentals with pools United States
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Mauna Lani Beach Club
- Mauna Kea
- Makalawena
- Manini'owali Beach
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Pololū Valley Lookout
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Waialea Beach
- Sea Village
- Kona Farmer's Market
- Kua Bay
- Magic Sands Beach Park
- 49 Black Sand Beach
- Hapuna Beach State Recreation Area
- Kealakekua Bay State Historical Park
- Captain James Cook Monument
- Old Kona Airport State Recreation Area
- Kailua Pier
- Kekaha Kai State Park





