Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Banyan Tree 203 - Peaceful oceanfront Kona condo
Welcome to Banyan Tree 203. With 1,166 square feet of living space, this two-bedroom, two-bathroom retreat comfortably accommodates up to four guests, making it an ideal choice for families or couples seeking a peaceful escape. Step inside to discover a beautifully...
Oceanfront Condo Total Remodel 2025 2 Pools Kona Sunsets Private Lanai A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Anini Beach House - Oceanfront on Kauai's North Shore
Our Anini Beach rentals include this romantic home that fronts Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. Near the end of the sandy road, finding a private spot on the sparsely populated beach is never a problem....
Nani Kai Hale #405 on Sugar Beach
Nani Kai Hale 405 is a 1 bedroom, 2 bath oceanfront Hawaiiana style condo along Sugar Beach. Enjoy your stay in this private condo with comfortable furniture and a split AC unit in each room. The open floor plan living room leads to a lanai with both ocean and Haleakala...
KK 306 Remodeled BeachFront 2BD w Ocean Views AC Pool
Kulakane 306 Remodeled OceanFront 2Bedroom, 2Bathroom Condo with Unobstructed Ocean Views and Pool. New Split Zone AC Throughout for the Warmer Summer Nights FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
🏝️Summer Deals-Beautiful Kihei Hideaway Studio Across the Beach🏝️
This Studio has been remodeled and furnished with modern furniture for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach....
Maui Resort Rentals: The Whaler 315 - Remodeled Interior Courtyard Studio, Gorgeous Ocean Views!
Suite 315 at The Whaler combines a luxurious contemporary island decor and fantastic ocean views from its interior courtyard vantage point.A full modern kitchen featuring granite countertops and custom wood cabinetry offers everything you need to prepare the perfect...
Spacious Studio on the Sunny South Side
Sunny south side studio condo with air-conditioning. This extra spacious (520 square feet) studio-style condo with lush garden view. The studio has a separate kitchen area and small dinette area, but the bed and the sofa, chair, end tables and coffee table, and TV are...
Enjoy Peaceful Ocean Views from our Na Hale O'Keauhou Villa
*** Please note the Hawaii State COVID-19 travel regulations for visitors arriving in Hawaii. For the most updated information regarding quarantine requirements and COVID pre-testing, please visit www.gohawaii.com for details ***** In recognition of the current...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Gorgeous Oceanfront Remodel I Sugar Beach 210
*Professional Photos of the interior including a light refresh to improve this already beautiful condo to come shortly. Take advantage of the introductory pricing of this new listing while you can!Experience beachfront living at its finest in this gorgeous, fully...
Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await
Kihei Akahi C512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
Welcome to Royal Kahana 906. Exceptional ocean views from this 9th floor condo. This spacious one bedroom can accommodate 4 people with its sofa sleeper. Keep cool year round with central AC. The fully equipped kitchen allows you to cook some of your own meals if you...
Family Retreat W/Kitchen and Lanai–Poipu Shores<br>
As the sun melts into the endless blue, the sky erupts in fiery shades of orange and pink, creating a mesmerizing oceanfront spectacle. Experience breathtaking ocean views from this spacious 2-bedroom, 2-bath condo. Perfect for families and friends, this unit...
Top-floor corner unit at oceanfront resort - steps to beachside pool & hot tub
Islander on the Beach 315 - February, March, & April Promo Rates!Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $110 a night through November 24th and $130 a...
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Sugar Beach Resort 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Kihei Garden Estates - Condo on the Beach of Maui
This Maui condo is located in the heart of Kihei Hawaii called Kihei Garden Estates, located within 300 feet of the ocean and 20 minutes from the Kahului Airport. Modern amenities, the condo is perfect for a family of 4 adults and 2 children being two stories. Includes...
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
Kihei Akahi DG08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Maui Resort Rentals: Honua Kai Hokulani 601 – King Kamehameha Suite! – 6th Floor Oceanfront 3BR Royal Penthouse
Never before available for vacation rental, Hokulani 601 is a jaw-dropping 6th-floor oceanfront penthouse representing the pinnacle of resort accommodations on Maui. From the moment you walk through the door of Hokulani 601, you will realize that you have found...
Beautiful Modern Remodeled Maui Banyan
Discover Maui at Maui Banyan P103 apartment, a charming 1-bed, 1-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay cool...
Stunning renovated condo with partial ocean view, onsite pool - walk to beach
Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...
Nani Kai Hale 303 | Amazing Views, Private Balcony
The gorgeous view and amazing location will excite you at Nani Kai Hale 303, a third-floor condo featuring one bedroom, two bathrooms and spacious room for up to four guests. Enjoy the beautiful ocean view from the furnished lanai! This amazing condo is the total...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West Oahu
Aloha,Welcome to stunning ocean views of Makaha Beach set against the backdrop of the Waianae mountain range. Waterfalls can be seen from around the building. Friendly peacocks will greet you upon arrival. Lots of sightseeing and places to explore. About 1-hour drive...
Dlx 2BR Oceanfront Kona Condo...Steps to the Water. Stunning Views!
Welcome to your own 2-Br Oceanfront Kona Condo...Ideally located in Kailua-Kona Town, featuring fantastic Oceanfront Views! Listen to the sound of the surf from your Spacious Lanai, and toast to another gorgeous Sunset! Sleeps up to 5 People: ideal for a family...
Kamaole Sands Condo with Garden View, walking distance to beaches and shops
One bedroom, two bath, non-smoking condo has a great location in one of Kihei's best condominium complexes., has a large pool, a child’s pool, two jacuzzis, workout facilities and free WiFi . The condo is fully furnished with all linens, complete kitchen including all...
Papakea A306 Remodeled Oceanfront Studio Tropical Getaway
Papakea A306 Stunning Remodeled Oceanfront Studio with Ocean Views at Papakea Resort in West Maui! Tropical Getaway to Relax and Recharge with Sunshine and Cool BreezesAloha from this amazing direct oceanfront studio nestled within the picturesque Papakea Resort in West...
50 steps to the Ocean! Newly remodeled!
Thank you for looking at our listing! Our ground floor condo has 1 bedroom 1 bathroom and a sleeper sofa. Sleeps 4. Condo complex is oceanfront. (50 steps from our condo entrance)!!! Large enclosed private patio! This unit is immaculate and pride of ownership is evident...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
Hawaii Kauai- 1 Bedroom Ocean Front Condo on Kauai Bike Path - Pono Kai
Our 1 Bedroom Ocean Front condo has a fully equipped kitchen, 1 bedroom and 1 private bathroom. The first bedroom has a Queen or King size bed depending on the condo available and the living room has a pull out queen sofa sleeper. Very spacious condo fully stocked with...
Beautiful Condo at Napili Shores Oceanfront Resort
Your Ideal Getaway at Napili Shores, West MauiEscape to Napili Shores, a peaceful oceanfront resort on the stunning West Maui coastline. Nestled among tropical gardens, koi ponds, two swimming pools, and a relaxing whirlpool spa, this charming retreat offers everything...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
Ocean view 3bd condo with tropical vibes and A/C
Papakea K402 is a 3-bedroom, 2.5-bathroom condo with welcoming tropical hues that greet you the moment you walk in. Beautifully furnished and decorated, K402 can accommodate up to 8 guests. The unit includes a split AC system and ceiling fans to stay cool after a long...
2-Bedroom Suite Close to Beach in Heart of Waikiki! Parking nearby, AC, Wi-Fi
Niihau Apartments #201 — 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This bright 835-sqft corner unit...
Kaanapali Alii | 112
Kaanapali Alii Unit 1122 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Kaanapali Alii 112 is a charming ground-floor garden view one-bedroom, with a fully enclosed den that comfortably serves as a second bedroom accommodating up...
Waikoloa Village CONDO#E10: Golf Course Frontage, Ocean Views, Great Studio!
Newly representing HaleOMalia, which is a ground floor studio with an enclosed private lanai, and it is located directly onthe beautiful Waikoloa Village Golf Course. The unit has expansive ocean, sunset, and mountain views. Beautifully landscaped, the setting...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
Remodeled Charming 1B/1B condo in brilliant Lahaina w/ AC and easy beach access
Welcome to your coastal chic retreat at Kahana Manor! This newly renovated condo combines modern comfort with authentic Hawaiian charm, just a 5-7 minute stroll to pristine Kahana Beach. Watch magical sunsets where sea turtles come ashore to rest for the night. Perfect...
Black Friday Specials! 15% off 7 day or Longer Stays! Kona Reef Ocean Front Unit
True oceanfront condo complexes are hard to find and the only real oceanfront condos at Kona Reef are located in buildings A and D. Any others are just ocean view! Enjoy sliding open the lanai door straight to the ocean! Relax and unwind at this truly oceanfront condo....
Front Row Whale Watching - Rare Oceanfront - Papakea A205
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Escape with Private Lanai, Chef's Kitchen, and Resort Amenities Steps from the BeachWelcome to your puʻuhonua (sanctuary) in paradise, where Maui's serene...
Beautiful Studio By The Beach! 1BR
o Experience a comfortable and convenient stay in this 1-bedroom studio located along the Coconut Coast. This unit is perfect for guests who are looking to explore the beautiful island of Kauai. The location is extremely convenient for getting around with grocery...
Napili Point B18 Remodeled Oceanfront 1BD Steps to Pool
Napili Point B18 NEW LISTING Wake up to Amazing Ocean Views in this Beautifully Appointed Ground Floor Condo at Napili Point! You can't get any closer to the ocean than this! Napili Point B18 sits directly on Honokeana Cove, home to some of Maui's best snorkeling and...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
Set your sights on Kaimana Breeze by Gather, an elegant beachfront studio perched on the 14th floor of Honolulu’s prestigious Gold Coast. With 505 square feet of thoughtfully designed space, this refined residence pairs breathtaking panoramic ocean views with timeless...
Oceanfront condo off the beaten path! MIN 30 DAYS
*MINIMUM 30 DAYS STAY REQUIRED* Charming apartment with full kitchen, queen bed, and second (futon) bed in living room. Gorgeous panoramic Pacific Ocean views from the lanai! Enjoy all that beautiful Oahu has to offer without all the crowds. Swimming pool on the beach,...
‘Coastal Escape’ Condo w/ Pool, Near Beaches!
Situated right near the northern coast, this aesthetic 2-bedroom, 2-bath Princeville condo invites you to stay and play in Kauai — nicknamed ‘the Garden Island’ for its lush, breathtaking landscapes. This cozy vacation rental offers the perfect home base, featuring a...
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout lanai to the pools/ocean
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Amazing ground floor unit with king bed, chaise lounge and walk out lanai to pools/ beach. Step out your door, in seconds your at the pools and a minute or two your at the...