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

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.

The Olena at Keauhou Bay
Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking access to Keauhou Bay and the shops at Keauhou Shopping Center. Enjoy a shared pool, savor sunsets on the expansive lanai with a picturesque view of the Kona Country Club, and immerse yourself in the laid back lifestyle of Hawaii.

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.

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.

Ocean Views~by Honl's Beach~Heart of Kona~AC
ENJOY OCEAN VIEWS from a newly renovated Stylish condo in one of Kona's most desirable locations. Condo is an apx 6 to 8 min walk to a variety of Ocean Side Restaurants, entertainment and a quick walk to Honl's Beach. No rental car is needed as you are a short walk into town. The condo looks directly out to the Pacific Ocean and is on the ground floor so (no long stairs to climb). Free dedicated parking spot, which is so IMPORTANT in KONA now! 65" SMART TV, AC, the SOFA folds to a 2nd bed.

Bungalow Bliss Ocean & Pool View
Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

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.

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

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.

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.

“Pineapple Cottage” your true Hawaiian getaway
This cozy Holualoa studio offers comfortable accommodations, up-to-date amenities, and a private deck that overlooks the small Kona Coffee farm that resides on the property! While relaxing, relish the lush gardens, sounds of the local wildlife, and ocean views. When you're ready for adventure, head out the door to Kahalua Beach or enjoy a tour of Hula Daddy Kona Coffee. This is the perfect spot for a romantic getaway or a solo trip to the Big Island.
Popular amenities for Holualoa rentals with a pool
House rentals with a pool

Island Time-Luxury Golf Front Home with Pool/Spa

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Private Pool - 180° Ocean View - Minutes to Beach

Ono Oasis: Oceanview Luxe w/Pool & Spacious Lanai

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

Walua Oasis 2/2 Private Pool

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

Central Kona Condo

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

Kailua Village Condo in the Heart of Kona

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

Modern 1BR Condo • Central Kona • <1 Mile to Ocean

Spectacular View, Direct Oceanfront Kona,Top Floor

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman
Other holiday rentals with a pool

Kona Nate's Ocean View Escape

Seahorse Luxury Suite at Seaspray Ocean View

Direct Oceanfront - Magic Sands Beach!

2 Bedroom Penthouse Condo With Ocean View And Pool

Brand NEW Oceanfront Retreat! Steps to Beach!

Hawai'i paradise at Kona Isle

Stunning Oceanfront Beach Condo!

NEW! ADORABLEbungalow in Kona
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £261 | £249 | £254 | £192 | £198 | £233 | £299 | £249 | £223 | £215 | £211 | £205 |
| 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 Holualoa

Total holiday rentals
Explore 100 holiday rentals in Holualoa

Nightly prices starting at
Holualoa holiday rentals start at £91 per night before taxes and fees

Verified guest reviews
Over 6,220 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Holualoa holiday rentals include wifi access

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

4.9 Average rating
Holualoa stays are highly rated by guests – averaging 4.9 out of 5!
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- Hapuna Beach
- Pahoa Beach
- Mauna Kea Golf Course
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- 49 Black Sand Beach
- Kuki’o Golf & Beach Club
- Waikoloa Beach Golf Course
- Kona Dog Beach
- Hapuna Golf Course
- Kona Country Club
- Makalawena Beach
- Kealakekua Bay State Historical Park
- Nanea Golf Club
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach
- Mahaiʻula Beach
- Wawaloli Beach




