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Top 12 Luxury Vacation Rentals in Hawaii

Hawaii offers a luxury escape for anyone who’s looking to get away from it all. With its beautiful beaches, lush landscapes, and endless opportunities to make memories, it’s easy to understand why Hawaii is such a popular destination for families, couples, friends, and pretty much everyone else. But where to stay during your time in this magical state? If you’re looking for a lavish place to stay with a long list of amenities, you’ll find plenty of vacation rental options here. Read on for all of the top luxury vacation rentals in Hawaii.

Kamaole Villa - Kihei Kamaole Villa
Credit: Kamaole Villa by airbnb.com

Kamaole Villa - Kihei

Stare out the windows at Kamaole Villa, and you won’t know what to focus on first. Maybe those deep blue waters of the ocean. Or perhaps the beautiful mountainous backdrop. There’s a chance you might not even get that far, instead preferring to spend your first moments wandering around the insides of this awe-inspiring house. This three-bedroom home sits right up against sandy shores giving you instant access to Kamaole Beach, with a separate plunge pool and bubbling hot tub if you’d rather take a dip in freshwater. There’s also a living room, gourmet kitchen, and dining room.

Hale Lalama - Kailua-Kona Hale Lalama
Credit: Hale Lalama by Airbnb.com

Hale Lalama - Kailua-Kona

It’s hard to beat Hale Lalama, particularly when you’ve ridden the slide that drops directly into the pool. This wonderful villa is all about having fun as a large group, with a vast stretch of space in front of the pool for all to enjoy together. There’s space for up to 12 guests across Hale Lalama’s six bedrooms, with its private resort-style saltwater pool, eight-person spa, water slide, diving board, and waterfall. There’s a barbecue and alfresco dining facilities, and the property is surrounded by lush lawns and gardens to wander around as the sun sets down below.

Dali Hale Estate On Secret Beach - Kilauea Dali Hale Estate On Secret Beach
Credit: Dali Hale Estate On Secret Beach by Airbnb.com

Dali Hale Estate On Secret Beach - Kilauea

This unique villa sits on a private beach, which means uninterrupted days spent lying back on the golden sands with only your family or friends nearby. This spectacular 6,000-square-foot plantation is perched on lush bluffs above Kauai’s iconic North Shore coastline and has a direct view across the bay to Kilauea Lighthouse, an iconic local landmark. The pool terrace looks a little like a high-end spa with its ocean view and designer deck chairs. You’ll find a sheltered lanai that wraps the rest of the home with features stylish outdoor furnishings for alfresco meals, lounging or napping.

Collessie By The Sea - Kailua-Kona Collessie By The Sea
Credit: Collessie By The Sea by airbnb.com

Collessie By The Sea - Kailua-Kona

This gorgeous luxury Airbnb has it all, from the putting green and heated infinity pool to the stunning ocean views you’ll spy as soon as you wake up each morning. Collessie By The Sea is nestled within an exclusive community overlooking the charming town of Kona. This luxury home makes good use of a traditional Hawaiian indoor/outdoor living plan with disappearing walls of glass, a limestone lanai with a large built-in gas barbecue and its own entertainment area. Each of the three-bedroom suites has bathrooms with floor-to-ceiling travertine walk-in showers and more of those impressive views.

Hawaiian Destiny Villa With Heated Pool & Spa - Waimea Hawaiian Destiny Villa With Heated Pool & Spa
Credit: Hawaiian Destiny Villa With Heated Pool & Spa by airbnb.com

Hawaiian Destiny Villa With Heated Pool & Spa - Waimea

With its stunning backyard oasis including a private pool and spa as well as gorgeous views of the golf course, this is a villa that demands plenty of attention. A larger spot with plenty of space for a big group, it can fit up to 12 guests in total throughout its four bedrooms. Set in Waimea, its airy open concept main floor includes a spacious kitchen, dining area and large lanai with an outdoor kitchen. Enjoy an early morning dip in the pool and spend your days snorkeling, paddle boarding or hiking.

Lava Flow House - Kailua-Kona Lava Flow House
Credit: Lava Flow House by airbnb.com

Lava Flow House - Kailua-Kona

Lava Flow House is one of the most popular luxury vacation rentals in Hawaii, and it’s easy to understand why. This modern spot brings together all of the features we know and love from this incredible island and is a top spot for anyone looking for a memorable vacation. This luxurious spot sits in a serene setting in the untouched area of the Puna Coast on the Big Island. It has ocean views, large oversized rooms, soaring tall ceilings, classic modernist furnishings and moving walls of glass. If you want to venture out, it’s within walking distance of the famous Kehena Black Sand Beach.

Kahieluana - Waimea Kahieluana
Credit: Kahieluana by airbnb.com

Kahieluana - Waimea

Kahieluana is an awe-inspiring villa that seems to stretch as far as the eye can see. A place that could definitely fit more than its total occupancy of 14 guests, this is a place to visit with a large group of friends or a few small families looking to vacation together. A marriage of modern design and the grand tradition of Hawaiian lodges, this seaside villa offers a peaceful getaway on Hawaii’s west coast. Its location is directly next to a sheltered, sandy beach, you’re free to take in the blazing sunsets from its expansive grounds and tiered terraces every evening.

Hale Ama - Puako Hale Ama
Credit: Hale Ama by Airbnb.com

Hale Ama - Puako

Hale Ama stands alone on a huge stretch of land with the open ocean on one side and gorgeous greenery on the other. With space for eight guests, this impressive villa offers a bungalow ambiance in tune with its location on the Puako coast. Its beachfront location means you’re never far from a dip in the sea, while its private pool comes accentuated with a built-in grill and palm-strung hammock in the yard below. Its four bedrooms include a queen suite in the cottage with its own living area and kitchenette with plenty of communal space throughout.

Amazing OceanFront 5 Bedroom - Kailua-Kona Amazing OceanFront 5 Bedroom
Credit: Amazing OceanFront 5 Bedroom by Airbnb.com

Amazing OceanFront 5 Bedroom - Kailua-Kona

If you’re traveling as part of a larger group and want to keep luxury at the forefront of your mind, your first stop should definitely be Kailua-Kona. Here, you’ll find this magical five-bedroom villa overlooking the ocean. A top spot for surfers, this Airbnb is directly across from Lyman’s surf break, 1/2 mile north of Magic Sands Beach and one mile north of Kahaluu Bay. Each room in this house comes with huge windows letting in that glorious sunshine. You won’t know whether to spend your days inside or outside while staying here.

Oceanfront Villa With Mountain Backdrop - Hauula Oceanfront Villa With Mountain Backdrop
Credit: Oceanfront Villa With Mountain Backdrop by airbnb.com

Oceanfront Villa With Mountain Backdrop - Hauula

This incredible five-bedroom villa is one for those looking to call Hawaii home on a slightly longer basis, with a 30-day minimum rental period. Perfect for anyone looking for those laid-back ocean vibes without having to head home after a week or two, it’s a luxury spot that’s well worth a visit. Check-in here to enjoy its expansive spaces for both entertaining and relaxing, including two kitchens, two living rooms, and lots of outdoor space. It’s also only 15 minutes to the world-famous Turtle Bay Resort with its five-star restaurants, surf lessons, horseback riding, and more.

Blue Sky Villa - Lahaina Blue Sky Villa
Credit: Blue Sky Villa by Airbnb.com

Blue Sky Villa - Lahaina

You won’t know where to look first when you arrive at Blue Sky Villa. This colonial-esque villa sits directly next to the ocean with a beautiful infinity pool that almost seems to drop down into the blue water below. There are five bedrooms at this prestigious spot, with space for up to 10 guests to enjoy together. Within easy walking distance to Lahaina Town and a short drive to the beaches, Blue Sky Villa is also well located for exploring this spectacular island. Surfers and golfers, in particular, will love the easy access to both sports while staying here.

Large Home, Steps to the Beach - Kailua Large Home, Steps to the Beach
Credit: Large Home, Steps to the Beach by airbnb.com

Large Home, Steps to the Beach - Kailua

Centrally located in a prime location within Kailua, you’ll find this incredibly well-stocked villa. Perfect for anyone who wants to make the most of Hawaii’s wonderful outdoor world, you’ll find space here to hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, windsurf, and more without having to venture far. At night, after a big day of all of the aforementioned activities, you can enjoy the warm air and the ocean breeze while BBQing up a feast in the tropical backyard. This picture-perfect spot is a place you’ll never forget.

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