Holiday houses in Kailua-Kona

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Top-rated holiday rentals in Kailua-Kona

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Guest favourite

Townhouse in Waikoloa Village

5 out of 5 average rating, 5 reviews

Best NEW 3 bed villa by beach, golf, pool, king

Treat yourself to vacation of a lifetime in this tastefully remodeled villa that opens to beautiful sunsets every night. Located across the lake (short walk) from golf, shopping, coffee, beach. King bed on 1st floor with no steps. Oversized main with king bed, private balcony, office area and sleeper couch. Fully stocked kitchen, beach gear, high end Stearns & Foster mattresses, designer paint and lights. Beautifully staged by local artists. AC, TV, ceiling fan, black out shades in each bedroom

Superhost

Home in Waikoloa Village

4.71 out of 5 average rating, 105 reviews

Wonderful Community Home Close to Famous Beaches

Spacious home with AC, located 15 min away from the famous beaches, 5 min away from shopping centers & tons of activities close by Sleeps up to 8 people and an additional option to sleep up to 9 people (please inquire how). You can swim in the community pool, play tennis or play golf (small fee) on our gorgeous course. (driving distance) No Pets or smoking allowed. Kids Deposit Required.Guest must adhere to the community quiet hours of 8pm to 8am. Large group require deposit.Host lives on site.

Guest favourite

Home in Captain Cook

4.89 out of 5 average rating, 158 reviews

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

Our home Hale Ho’olana is a cozy Ohana (Family) style home located in historic Kealakekua Bay. The wraparound deck captures cool breezes & stunning oceanfront views offering comfort and serenity to its guests. Locals and visitors enjoy swimming, snorkeling and kayaking activities in the Bay. Manini Beach Park is a short stroll away with ocean access, a grassy area to picnic and provides a path to the coastline to view the most beautiful sunsets. E Komo Mai (Welcome) a nānea mai (relax)

Superhost

Condo in Keauhou

4.85 out of 5 average rating, 102 reviews

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

Well-appointed beautiful, clean, updated 800 SF condo located in Kona, HI on The Big Island. A fully equipped unit is nestled in a peaceful, tropical landscape, with back lanai facing the golf course. 1 bedroom with a king-size bed, den with queen size bed and converts to 2nd bedroom, a sleeper sofa for two and two baths. Airbed also available in the unit. Near all amenities, beaches, approximately 30 minutes from Kona airport. IRONMAN-approx. 12 minutes from town center. Sleeps 5-6

Superhost

Condo in Keauhou

4.78 out of 5 average rating, 250 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

Home in Kailua-Kona

4.91 out of 5 average rating, 121 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

My home is a classic Hawaiian ranchette on the slopes of Hualalai, on 3 acres of beautiful Hawaiian forest. It has beautiful lanais, a deck with hot tub downstairs, along with a workout room and ping pong table. KMH is close to several of Kona's beautiful beaches, the Big Island's most challenging golf, and has great views of the Kona coast. It is also adjacent to a Nature Preserve where you can hike for miles through the Forest. My home will make you feel like you live in Hawaii!

Guest favourite

Condo in Waikoloa Beach Resort

4.97 out of 5 average rating, 126 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

4.93 out of 5 average rating, 261 reviews

Ocean Front Million Dollar View Home. Sea Village

Hale Kamaka Honu. Please read all details. No infants or travelers under the age of six years old permitted. Absolutely no late check out which is 11AM FIRM and check in is 4PM. As a reminder, cleaning fee, HI GE and TA tax or the fee Airbnb charges travelers , which we have no control over, will be reflected in your confirmed reservation. Welcome to the Sea Village Kona, HI. Extended stay clean and bed linen change provided for guest’s stay more than seven nights.

Guest favourite

Condo in Waikoloa Village

4.94 out of 5 average rating, 100 reviews

Renovated Condo with A/C, Pool & Spa

Kick back and relax in this stylish, clean space with everything you need to make your stay comfortable (including a community pool, spa and gym). The Fairway Terrace complex is located 20 minutes from the best beaches on the island! Close to shopping, restaurants, activities. This renovated corner unit condo has plenty of light and new furnishings. Enjoy the quiet lanai and golf course views after exploring what the island has to offer.

Guest favourite

Condo in Kailua-Kona

4.99 out of 5 average rating, 109 reviews

Modern condo in Kona- Close to the ocean & dining

Aloha, welcome to Kona Ohana Hale. This newly renovated condo is centrally located in the heart of Kailua-Kona and will be the perfect home base to explore all the island has to offer. The living space displays the photos and paintings by local artist to complement a modern décor. You will be less than 1 mile away from the ocean and walking distance to shopping, dining, groceries stores, bowling, and gyms.

Guest favourite

Condo in Kailua-Kona

4.92 out of 5 average rating, 240 reviews

Seaside Chic OceanView @ Kona’s Sea Village

Get your Aloha On! Come Enjoy Top Floor, Ocean, Garden AND Mountain Views at Sea Village 3302!!! This beautifully upgraded 1 bedroom, 1 bathroom unit has it all. Nestled on the top floor, among the garden's palm trees, enjoy views of the ocean and the Hualalai volcano from the well furnished lanai. Walk to town and enjoy all that the island has to offer from this perfect location!

Superhost

Townhouse in Waimea

4.8 out of 5 average rating, 20 reviews

PiH: Hawaiiana Escape ~ Hilton Pool Passes, Bikes!

Hawaiiana Escape is a wonderful 3 bedroom home in the gated Kulalani community with high-end finishes and golf course views while being very close to the pool and recreation center complex. We have now partnered with the wonderful homeowners of Hawaiiana Escape to provide a very similar well-equipped home for your entire family or group to enjoy.