
Vacation 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.

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

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!

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.

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach
A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Lovely 1 Bedroom Condo with Ocean Views, AC, Pool!
Aloha from Hale Malina! We invite you to enjoy a piece of paradise, which has been recently updated to help you have a relaxing and enjoyable stay on the Big Island. PLEASE NOTE: We take pride in maintaining our listing as owner-operated and DO NOT charge additional service fees. UPDATE: We have recently installed new countertops and a dual zone mini-split air conditioner! In addition to the living room space, it will also allow the bedroom to be cooled separately!!

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 Holualoa 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

Private Pool - 180° Ocean View - Minutes to Beach

Tropical Oasis Home with Pool and Steps to Beach

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

HAVEN: Poolside Sanctuary with Heavenly Views

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

Just A Few Steps To The Beach

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

Kailua Village Condo in the Heart of Kona

Stylish Condo with pool-10 minute walk to ocean

Direct Oceanfront - Magic Sands Beach!

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

Kailua Kona Downtown Condo Walk to Pier & Beaches

Studio condo, King bed, pool view on Alii Drive
Other vacation rentals with a pool

Gorgeous Unit, Stunning Views!

Magic Reef 306 Oceanfront

Kona Condo:AC, Near Beach &Shops

1 BR condo steps from Kona's premier surf break

Ocean Front Corner Condo in Paradise

NEW! ADORABLEbungalow in Kona

Brand new Luxury Oceanfront Living in Kona with AC

Spacious 2BR Retreat in Kona! Close to downtown!
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 296 | € 283 | € 288 | € 217 | € 224 | € 264 | € 339 | € 283 | € 252 | € 244 | € 239 | € 233 |
| 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 Holualoa

Total vacation rentals
Explore 110 vacation rentals in Holualoa

Nightly prices starting at
Holualoa vacation rentals start at € 112 per night before taxes and fees

Verified guest reviews
Over 6,470 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Holualoa vacation rentals include wi-fi access

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

4.8 Average rating
Holualoa stays are highly rated by guests—averaging 4.8 out of 5!
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kilauea Lodge Restaurant
- Kona Country Club
- Makalawena
- Mauna Kea
- Kua Bay
- Kilauea
- Captain James Cook Monument
- Big Island Retreat
- Magic Sands Beach Park
- Mauna Lani Beach Club
- Manini'owali Beach
- Waialea Beach
- Sea Village
- Kaloko-Honokohau Nat'l Hist Park
- Kona Farmer's Market
- Puʻuhonua o Hōnaunau National Historical Park
- Spencer Beach Park
- Pololū Valley Lookout
- Volcano House
- Punaluu Black Sand Beach




