Apartment holiday rentals in Kailua-Kona

4.94 out of 5 average rating, 479 reviews

"Harbor View Hale" Romantic Retreat

Aloha! Escape to this romantic, luxuriously designed 1-bedroom retreat with A/C. Sleep soundly in a teak canopy Cal King bed, cook in a sleek kitchen with stainless steel appliances, and enjoy the convenience of an in-unit washer/dryer. Relax on your private lanai with stunning ocean views overlooking a lush tropical garden full of fruit trees and birdsong. A custom *tablet* offers local tips, property info, and more. Guests love the cool comfort and authentic vibe of our Hawaiian neighborhood.

4.93 out of 5 average rating, 272 reviews

Ocean View Pool Home. Kona Tropical Oasis.

READ THIS BEFORE YOU SEND A MESSAGE / REQUEST TO BOOK. Welcome to Ka-Iwi-Pele, the backbone of Pele. This is a hosted location - we live on site. NO INFANTS/TRAVELERS UNDER 30 accepted. Apartment is not a walk out to pool patio. It is 14 steps from your door to pool. We do not accept more than two travelers. Rate does not include HI St taxes or Airbnb fees charged to traveler which we do not control. DO NOT request an exception to our minimum age or total head count or pet/smoking policy.

4.96 out of 5 average rating, 100 reviews

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.

4.92 out of 5 average rating, 202 reviews

Gated Tropical Retreat in Kailua Kona with Hot Tub

The Kona Palm Retreat is a private villa that’s a 5-minute drive from Kailua Kona town. The accommodation is private and well appointed. You have your own completely furnished apartment with its own tropical gardens and outdoor seating. There are no shared spaces. Our accommodations are very clean and well furnished, the Hot tub and BBQ area are only for you and your guests and are not shared. Monica and I live upstairs, we rarely see our guests and we respect our guests privacy.

4.98 out of 5 average rating, 245 reviews

Flat in Holualoa

Anuhea House Akau - Beautiful custom-built studio

Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in the heart of Holualoa we are a 5 minute walk to Holualoa town with its local artist galleries and coffee shop. We are a 10-15 minute drive to Kailua-Kona and its beautiful beaches. Follow us on IG @anuheahouse!

4.97 out of 5 average rating, 109 reviews

Alii Hale, AC, cozy 1 bedroom

Welcome to Alii Hale, or Bungalow A! Vacation at this cute apartment centrally located in the heart of Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, Alii Poke, shave Ice & tons of souvenirs. Turtles Beach, a local favorite is across the street (and a short walk to the North over rocks). Stay here and you will be right in the middle of Kona in the heart of all the action. *Locally owned and operated* TA-023-449-1904-01

4.93 out of 5 average rating, 302 reviews

Flat in Captain Cook

BLUE BLISS: Hip Hideaway w/Hawaiian Gardens

Laid-back and retro-inspired yet ultra-comfy, this unique space offers a stylish, authentic Hawaiian escape. Just 20 minutes from Kona, South Kona’s relaxed pace provides the perfect retreat. Warm breezes flow through your screened living area and lanai, while vinyl records spin and a classic cruiser awaits. The calming blue hues reflect the nearby ocean, giving you all the beach vibes you crave. Long-term discounts available—stay and soak it all in!

4.86 out of 5 average rating, 193 reviews

Space for Couples w/ garden view near airport

Enjoy cool breezes in a garden-like setting at 860 foot elevation on our large property. Only a 5 minute drive to the Kona airport and a 15 minute drive to town. An ideal spot for couples, this updated one bedroom, one bath condo includes a king bed, large closet, free parking, Roku TV, mini-fridge, BBQ grill, beach gear and much more. A perfect place for couples to relax on the lanai w/ a cup of Kona coffee after a fun day of exploring the island.

4.99 out of 5 average rating, 120 reviews

Cozy Pineapple Studio 2 Blocks From The Ocean

You'll love the peaceful and chill vibe of the comfy Pineapple Studio, with a private full bathroom and well-appointed kitchenette including an on-demand hot and cold filtered water server. Located less than half a mile from Ali'i drive, it's convenient for exploring restaurants, retail shops, bars, coffee and smoothie spots, fresh farmers markets, beaches, and much more. Click the reserve button below to book your stay with us today.

4.93 out of 5 average rating, 176 reviews

Flat in Keauhou

La Caseta- Tropical at Keauhou Bay

Walk to two beaches from La Caseta for gorgeous Kona sunsets and spend evenings on the lanai with a drink in hand and geckos scrambling overhead. No hard to contact agency at this legal rental, with on property owner hosts. Wood rafter ceilings, wing back rattan chairs, curated art, and tropical plants pepper the space with style. This is an older home where we rely on the trade winds and ocean dips over air-con.

Superhost

4.88 out of 5 average rating, 558 reviews

Completely remodeled studio condo

Beautiful and complete suite located directly on Alii dr. with full kitchen, air conditioning and in house laundry Oceanfront pool, bicycles included for use. Just a short walk to heart of town. Perfect for 2 but can sleep 4. Remodeled with guests in mind to provide almost everything one could need…just bring your suitcase and a bathing suit! Taxes are included in fees .