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, 6 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

Guest favourite

Condo in Kailua-Kona

4.94 out of 5 average rating, 160 reviews

Spectacular View, Direct Oceanfront Kona,Top Floor

ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!

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

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

Home in Captain Cook

4.89 out of 5 average rating, 159 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)

Guest favourite

Condo in Waikoloa Village

4.94 out of 5 average rating, 121 reviews

Casa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach

Aloha and thank you for considering our home for your visit to the Big Island of Hawaii. Our recently remodeled 2bd/2bath home is walking distance from Shopping (Kings/ Queens Shops), Dining, Entertainment, A’ Bay Beach, Historic Sites. The home is stocked with all your basic necessities. 1 covered parking spot included, steps from home. Great location for couples, groups, families with kids, everyone is welcome! Enjoy the sunset and trade wind breeze from the lanai. Washer and dryer in unit.

Guest favourite

Condo in Kailua-Kona

5 out of 5 average rating, 10 reviews

Offshore Oasis - Beautiful Condo in Kona

Relaxing upscale oasis with majestic sunsets and peek-a-boo ocean views located just steps from the beach. Enjoy offshore breezes that delight surfers at Banyons. Swim in heated pool and eat at Da Poke Shack across the street! Opportunities abound with playing in the surf at Magic Sands Beach one mile south, plus dining and shopping in the heart of Kona two miles north. Snorkel and dive at some of the world's most beautiful coral reefs, some as close as two miles away. Fully upgraded condo.

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

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

4.99 out of 5 average rating, 112 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, 242 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!

Guest favourite

Condo in Kamuela

4.97 out of 5 average rating, 31 reviews

Fairways 1706 2BR/2BA, Beach Access, Renovated!

Beautifully renovated and quiet 2 bedroom, 2 bathroom townhome in the Big Island Resort Community of the Fairways at Mauna Lani. The Mauna Lani Resort features a semi private resident's beach as well as a black sand beach, The Fairmont Orchid and the Auberge Resort, and the Shoppes at Mauna Lani.