Holiday rentals with a pool in Kailua-Kona

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!

Kahaluu Bay Get-Away

Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

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!

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

Ocean Front Corner Condo in Paradise

Tranquil ocean front setting is pure relaxation listening to the waves. Enjoy ocean breezes & expansive views, w/dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated saltwater pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close

Exceptional Oceanfront Luxury Condo, Stunning View

🌊Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. Step inside to stunning ocean views from floor-to-ceiling windows and your private oceanfront balcony — welcome to paradise! 🌴 🌬AC in all spaces, elevator access (zero steps!), fully updated with high-quality furnishings throughout. From the balcony, watch sea turtles in the tide pools below, spot dolphins just offshore, and enjoy spectacular sunsets — all just steps from the ocean.

OCEAN VIEWS | Steps to Beach & Downtown | AC

🌴 Stylish Ocean View Condo – Walk to Beach, Dining & Downtown Kona 🌊Enjoy Seaside Beach Town Living with Stunning Pacific Ocean views from a newly renovated condo in one of Kona’s most desirable locations. Relax in comfort with air conditioning, modern finishes, and an unbeatable setting just minutes from everything. 🚶‍♀️ Prime Walkable Location 6–8 minute walk to oceanfront restaurants, bars, and entertainment and steps to Honl’s Beach. 🚗 Dedicated/Assigned FREE Parking Spot.

Honua Studio *Ocean Views on the Golf Course!

Unwind at Honua Studio in Waikoloa Village, nestled above the Robert Trent Jones golf course. Our cozy retreat offers air-conditioned comfort for those warm Hawaiian nights and a comfortable queen bed, perfect for a couples retreat. Take in the sweeping views of the ocean, golf course, and, on clear days, the distant allure of Maui. Embrace the easygoing vibe, soak up the beauty, and make memories at your own pace. Ready for a relaxed escape? Book your spot at Honua Studio now.

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.

Oceanview Kailua-Kona Condo with Lanai

Experience the best of Kona in this spacious ocean view condo with A/C, two private lanais, and beach essentials. Just minutes from Keauhou Bay—ideal for manta ray snorkeling, fishing, and ocean adventures. Enjoy two saltwater pools, BBQ areas, and lush tropical grounds. Walk to Keauhou Shopping Center for dining and groceries, or hit the links at nearby Kona Country Club. Perfect for beach lovers and adventure seekers alike!

Paradise Oceanview Retreat in Kona

Experience true aloha in one of the best ocean-view stays in Kona 💎—a peaceful, sun-filled retreat designed for relaxation and comfort. This beautiful ground-floor space in a two story home offers a separate entrance, giving you the perfect blend of privacy and convenience. Bright, breezy, and thoughtfully styled with island charm, it’s the ideal place to unwind after a day of exploring the Big Island.

Kona Reef Sand and Surf (Beachfront, Walk to Town)

Offering a large discount due to complex currently undergoing Spalling Repairs & Repairs on Building A are scheduled to be completed on 5/29/26 however delays are possible. Currently only have lightweight lanai furniture (not regular pieces shown in photos). Please be aware of noise disturbances & inconveniences from construction project Mon-Fri 8-4. .