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Condo holiday rentals in Kailua-Kona

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Top-rated condo rentals in Kailua-Kona

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Condo in Kailua-Kona

4.82 out of 5 average rating, 190 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

IRONMAN SPECTATOR FRIENDLY!! ON ALII DRIVE RUN COURSE! Our 1 bed, 1 bath condo is near Kailua Village with access to coffee shops, restaurants, nightlife, retail shops, pier, museum, and many activities. Our place is good for couples & families (max. of 4, preferably 2 adults and 2 small kids). You can see, hear & smell the ocean. Kona Shores is a quiet community with salt water swimming pool, BBQ area & beach access nearby. We alsohave another downstair unit in the same complex that sleeps 4.

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 134 reviews

Condo At Magic Sands: Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona. This newly upgraded unit is located in the back of the complex, away from Alii Drive & offers beautiful ocean and mountain views, renewing sunrises and spectacular sunsets (Sept-March). You’ll enjoy the tranquility and privacy our location offers, while the beach is just steps away.

Guest favourite

Condo in Kailua-Kona

4.86 out of 5 average rating, 268 reviews

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

This adorable condo, is tastefully decorated with a light, happy, colorful, Hawaiian feel. With a king sized bed, air conditioning and quality sheets for bedding. Everything for that" HOMEY" feel is included. The complex being Oceanfront adds to the amazing experience , as well as the perfect sunsets. See the ocean and listen to the crashing waves from the Lanai. On property, is a sandy beach, a convenience store with a fresh market across the way. The location is close to downtown.

Condo in Keauhou

4.78 out of 5 average rating, 252 reviews

THE Ultimate Oceanfront Location at Magic Sands

The ultimate OCEANFRONT experience! Our condo, Honu Haven, literally 30 ft from ocean. Bamboo/teak furnishings and retro Hawaiian fabrics create a tropical vibe. Let the sound of the ocean loll you to sleep. Full kitchen, wifi, beach stuff, pool, BBQ area, FREE parking and 3.5 mi from downtown. Small, quiet complex next to Magic Sands Beach. Perfect getaway for 2 but can accommodate 4. Nightly fee INCLUDES state and local taxes of 17.75%. The resort has a few exterior security cameras.

Guest favourite

Condo in Waikoloa Beach Resort

4.97 out of 5 average rating, 127 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Guest favourite

Condo in Kailua-Kona

4.89 out of 5 average rating, 134 reviews

Kailua Bay Resort - Hale Ho’omaha

Modern Hawaiian style, freshly updated top floor condo with ocean and mountain views from the lanai. Spacious living, full kitchen, private bedroom, open upstairs loft, 2 bathrooms. Perfectly situated near downtown Kona which hosts an array of restaurants, shopping options, and adventure opportunities such as paddle boarding, snorkeling, and ocean kayaking. Kailua Bay Resort - Hale Ho’omaha, “house of rest” offers everything you need for a relaxing vacation on Big Island.

Condo in Kailua-Kona

4.74 out of 5 average rating, 194 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Minutes from the ocean & only blocks from main tourist area in heart of Kona. Enjoy this remodelled 2 bedroom condo with pool and laundry facilities. Make this your home away from home. All you need is here including priceless sunsets. Well equipped for infants & children. Window A/C unit in master bedroom to keep cool. We also have a 1 bedroom next door for extended families. Call/text to inquire 1-519-732-4922. This property is registered with State of Hawaii.

Guest favourite

Condo in Kailua-Kona

4.99 out of 5 average rating, 101 reviews

Exceptional Oceanfront Luxury Condo, Stunning View

Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. As you walk through the door and see the blue ocean out the balcony, you have arrived in Hawaiian paradise! AC in all spaces, fully updated with high-quality furnishings throughout. From the private balcony, relax watching sea turtles swim in tide pools directly below, see dolphins and porpoises doing flips right offshore, Enjoy fabulous sunsets almost every night.

Guest favourite

Condo in Keauhou

4.94 out of 5 average rating, 109 reviews

Gorgeous Oceanfront Keauhou Kona Surf & Racquet 03

Nicely furnished oceanfront condo on 2nd floor of Keauhou Kona Surf & Racquet Club - 2 bed / 2 bath in 1,164 sf - luxury vinyl plank throughout - total ocean views and stunning sunsets from spacious lanai - keyless entry - well-stocked kitchen with all the conveniences - king and twin beds with memory foam mattress toppers - large flat screen TV with cable - free wifi - washer and dryer - beach & snorkel gear - walk to shopping center - check our other listing 33498465

Condo in Kailua-Kona

4.88 out of 5 average rating, 197 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

Condo in Kailua-Kona

4.76 out of 5 average rating, 258 reviews

Oceanfront Condo-Paradise

Top floor oceanfront condo with spectacular views and a private balcony. Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The condo can comfortably sleep 4 people. The pool, hot tub and BBQ area overlook the ocean. There is a King bed, queen sleeper sofa, Washer/Dryer in the unit, elevator building, free parking, wifi, cable and no resort fee.

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 138 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

Penthouse Condo with Ocean View of Holualoa Bay in downtown Kona, HI. 1200 Sq Ft 2 Bedrooms, 2 Full Bath, Full Kitchen, Living room/Dining Room, Lanai. Master Bedroom has a Queen, Guest room has 2 twin beds & Living Room has a Full size pull out couch bed. (Air Mattress available) Includes Washer and dryer. Covered parking. Gorgeous views-

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Popular amenities for Kailua-Kona condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Guest favourite

Condo in Waikoloa Village

4.94 out of 5 average rating, 102 reviews

Renovated Condo with A/C, Pool & Spa

Guest favourite

Condo in Keauhou

4.88 out of 5 average rating, 161 reviews

Our Kona Getaway at Kahalu'u Bay

Condo in Keauhou

4.85 out of 5 average rating, 102 reviews

Spacious Condo sleeps 4-6, near golf course, ocean

Guest favourite

Condo in Kailua-Kona

4.95 out of 5 average rating, 77 reviews

Oceanfront complex at Casa de Emdeko unit #102

Guest favourite

Condo in Waikoloa beach

4.93 out of 5 average rating, 15 reviews

Aloha Condo. Vista Waikoloa. Views. Sand inToes.

Guest favourite

Condo in Kailua-Kona

4.91 out of 5 average rating, 141 reviews

Deluxe Penthouse Oceanfront Studio Condo w/ A/C.

Guest favourite

Condo in Waikoloa Village

4.91 out of 5 average rating, 69 reviews

Vista Waikoloa - Newly remodeled condo

Guest favourite

Condo in Kailua-Kona

4.97 out of 5 average rating, 131 reviews

On-the-Ocean; Stunning Corner Unit, Spacious, A/C!

Pet-friendly condo rentals

Guest favourite

Condo in Kailua-Kona

4.89 out of 5 average rating, 153 reviews

Downtown Hawaiian Condo w/ Hot Tub, Pool & Beach!

Condo in Kailua-Kona

4.51 out of 5 average rating, 114 reviews

Oceanview Top Floor Condo in Oceanfront Complex

Guest favourite

Condo in Keauhou

4.94 out of 5 average rating, 93 reviews

Diver's Paradise with Pool

Guest favourite

Condo in Kailua-Kona

4.89 out of 5 average rating, 45 reviews

1 Min Walk Downtown! Lux Spacious Condo w/ views

Condo in Kailua-Kona

4.73 out of 5 average rating, 11 reviews

*10% off—Rare Oceanview Patio w/ HotTub, A/C, Pool

Condo in Keauhou

4.29 out of 5 average rating, 7 reviews

Bridge unit 2/2 AC No stairs

Guest favourite

Condo in Kailua-Kona

4.94 out of 5 average rating, 139 reviews

Oceanfront, Modern, Accessible Kona: Close to Town

Condo in Kailua-Kona

4.81 out of 5 average rating, 252 reviews

Downtown Kona Condo with Hot Tub, Pool & Beach!

Condo rentals with a pool

Guest favourite

Condo in Keauhou

5 out of 5 average rating, 41 reviews

Newer furnished 3 Bed/2 Bath Condo with Ocean View

Guest favourite

Condo in Kailua-Kona

4.94 out of 5 average rating, 53 reviews

Kona by the Ocean

Guest favourite

Condo in Kailua-Kona

4.76 out of 5 average rating, 17 reviews

Downtown-AC-Pool-Kitchn-Desk-BBQ

Guest favourite

Condo in Waikoloa Village

4.9 out of 5 average rating, 71 reviews

Ka Hale O Malie

Guest favourite

Condo in Kailua-Kona

4.96 out of 5 average rating, 101 reviews

Royal Kahili Condo with Lanai Ocean View

Guest favourite

Condo in Kailua-Kona

4.96 out of 5 average rating, 26 reviews

Bohemian style 2 bedroom, 2 bath condo

Guest favourite

Condo in Kailua-Kona

4.99 out of 5 average rating, 112 reviews

Modern condo in Kona- Close to the ocean & dining

Guest favourite

Condo in Waikoloa Village

4.87 out of 5 average rating, 46 reviews

Ocean View Golf 2B2b w/ Pool & Jacuzzi near Beach

Quick stats about condo rentals in Kailua-Kona

Total rentals
990 properties
Total number of reviews
37K reviews
Family-friendly rentals
380 properties are a good fit for families
Rentals with a pool
960 properties have a pool
Rentals with dedicated workspaces
530 properties have a dedicated workspace
Wi-Fi availability
980 properties include access to Wi-Fi

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