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.
KKSR#58 INCREDIBLE REMODELED TOWNHOME, OCEANVIEW, AIR CONDITIONING
Keauhou Kona Surf & Racquet Club, Townhome#58 is an incredible 2 bedroom, 2 bathroom Townhome that Knutson & Associates is extremely proud to be representing. This absolutely stunning townhome is immaculate, remodeled and a Guest Favorite! Upon walking in on the main...
Quiet Complex Two Bedroom Condo, Ocean views, King Bed, Private, Ocean Front.
Welcome to your dream vacation destination on beautiful Maui! This stunning rental property offers breathtaking unobstructed ocean views, modern amenities, and the ultimate in relaxation and comfort.Property Highlights: • Location: Nestled on the pristine shores of...
OCEANFRONT CONDO - Last Minute Availability! Kihei Sands Beachfront Condos-A8
Condo A8 is a highly desirable OCEANFRONT 1-bedroom, (sleeps 2) ground floor home at Kihei Sands Condominiums & has been COMPLETELY remodeled & refurnished.Our FULL KITCHEN is stocked with essentials & everything you need to prepare your meals. Your welcome basket...
Hale Ilikai - Luxury Oceanfront Home on Poipu Coastline
One of the finest oceanfront Kauai vacation homes set on the edge of the spectacular Poipu coastline, this home has ocean and coastline views, central air conditioning, an oceanfront Jacuzzi spa, five bedroom suites and much more. Offering the perfect setting for a...
Amazing views w/ private pool and hot tub. Walk to 1 Hotel Hanalei Bay
A tropical paradise with stunning sea, mountain and valley views, of rainbows and flowers, gorgeous gardens and pool - all from the opulent luxury of a spectacularly designed and decorated contemporary 3500 square foot home less than 1/4 mile to the new 1 Hotel Hanalei...
Pua Melia: 3 BR / 3 BA house in Hanalei
This home has a spacious lanai from which to enjoy panoramic views during your morning cup of coffee or a relaxing evening. Vaulted ceiling and hardwood floors in the great room make this a great place to build family memories. There is air conditioning in each of the...
City & Mountain Views Condo at Luana Waikiki Hotel Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Luana at Waikiki is indeed located at 2045 Kalakaua Ave, making it a highly convenient location in Waikiki. Situated just steps away from...
245 May Special Napili Bay Ocean view condo Just steps to beach. Great location!
Relax and enjoy your Maui vacation at Unit #112 Napili Bay Resort! The beach is right outside your door-just steps away! Our privately owned condo has a beautiful ocean view of Napili Bay and the beach. You can also see the islands of Molokai and Lanai! Enjoy our...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 2-Bedroom Condo, Recently Remodeled! KGV-19P3
Fully remodeled ground-floor 2-bedroom Kapalua Golf Villa with sleek interiors, large private lanai, and tropical views. Enjoy modern comforts, spacious living, and a peaceful Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Maui Resort Rentals: Honua Kai – The Ultimate! 6 Bedroom Oceanfront Masterpiece, Sweeping 5th Floor Oceanfront Views, 4500+ Combined Sq. Ft. w/ 2 Built-in Viking B.B.Q.s
This 6 bedroom masterpiece combines our two absolute best adjacent 3 bedroom oceanfront residences to create an experience that is simply without equal. If your larger group or family is looking for the perfect retreat for a special gathering look no further.Enjoy...
Awesome Studio Near Famous Beaches w/ AC
Newly listed, tastefully decorated, spacious studio with AC is located 15 min away from the famous beaches, 5 min away from shopping centers, & tons of activities close by . Sleeps up to 3 people and an additional option to sleep up.You can swim in the community pool,...
Private, two story corner Villa with a range of Island Views!
Private villa located on the golf course at Mauna Lani Resort, surrounded around the Kohala Coast with all the joys of paradise, relaxation and fine dining. The villa is two stories, on the corner with privacy and a great view of Mauna Kea and a perfect view of the golf...
Lovely 1b/1b ~ Extremely comfortable condo #2218 , Beautifully Updated!!
The Maui Vista complex is located across the street from beautiful Charlie Young & Kamaole Beach Park I. These are some of Kihei, Hawaii's best beaches. The Cove Park, a great beginner surfing location, is just around the corner, walking distance to this complex. This...
Relaxing Ocean Studio 2 Blocks From The Beach
This comfy and clean Ocean Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more. The Ocean...
NEW! FULLY UPDATED ground floor condo with AC!
Paradise awaits! This is your opportunity to stay at a fully remodeled (2024) condo in a prime location.Light and bright, the upgrades to the space include all recessed lighting throughout, soft close cabinetry and quartz countertops in the kitchen and bathroom. Fully...
New, King beds, ocean view, EV charger, BBQ
Summary:Welcome to this beautiful, newly constructed, Ohana. Designed to accommodate 1 or 2 families, it offers a chance to unwind after a long day exploring the island. Yours to enjoy - high ceilings, 2 king beds, 2 brand new bathrooms, large TV, patio, BBQ, seating...
Tri Zone AC - You're invited! Come inside, the house is yours!
Welcome to Papakea! Located between the Kaanapali and Kapalua world-class golf resorts and minutes from shops, museums, restaurants, and galleries in nearby Lahaina and Whalers Village. Papakea is a 13 acre oceanfront resort with the true aloha feeling of Maui.Papakea...
Dreamy Beachfront Studio! 1BR
Nestled in Kapaʻa, this delightful studio is perfect for couples or solo travelers! The bedroom features a comfortable king bed, ensuring a restful night's sleep. Enjoy the amazing beach view from the lanai, take relaxing walks along the beach, or jump into the pool....
Pali Ke Kua 146, Ocean cliff condo, Enjoy the view!
This ocean cliff condo has views of the ocean from both patios off of the living room and the master bedroom. The dining room is surrounded by three windows with views of the ocean and boasts a fully equipped kitchen and laundry facilities. The condo is in Princeville,...
KBV 33B1 Remodeled OceanFront Kapalua Bay Condo
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-102, Oceanfront
Condo 1-102 at the Keauhou Kona Surf and Racquet Club Resort is as close as you can get to the ocean on the Big Island of Hawaii. The condo section of the Keauhou Kona Surf and Racquet Club Resort was built when the construction permits didn't require resorts to be set...
Menehune Shores #405 2bed/2bath recently renovated
Forth floor 2 bed/2bath recently renovated condo, Menehune Shores oceanfront. Enjoy ocean and beach views from your balcony. The beach is just a few steps away from our condo. Enjoy the sunsets and sunrises. Our guests say the beach in front of our condo feels very...
Oceanfront Hale Hui Kai 313 Large Lanai, AC, Incredible Views on Keawakapu Beach
Located on Keawakapu Beach, one of Maui's best swimming and snorkeling beaches, with unobstructed ocean views to the outer islands and beyond, this third-floor condo sets a spectacular tone for your ultimate Maui beach adventure. One of only two condo properties on...
Hale Alealea Beach House, one house back from Kepuhi Beach.
Hale Alealea Beach House with air conditioning is one house back from Kepuhi Beach. This home is situated on a large, private street-to-street lot in Haena's prime neighborhood made up of unique, well manicured beach front/adjacent homes. Our 15000 square foot yard is...
Mele Kai at Poipu, AC, Ocean, Sunset Views, Near Poipu Beach
Mele Kai at Poipu, "Song of the Ocean". Private 2-story Poipu vacation home with ocean views. Conveniently located walking distance (0.5 mi) to Brennecke's Beach and Poipu Beach. Sleeps up to 8 people including children and infants (1 pack n play provided). Mele Kai...
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Aloha!Welcome to the Hana Bay View Cottage in the heart of Hana town right above Hana Bay. This 1 bedroom, 1 bathroom Cottage offers all the comforts of home while enjoying Hana and its natural surroundings. The Cottage features a full kitchen with granite counter tops,...
Hale Kamaole 142 Ground floor condo, easy access to best beach on Maui!
Come experience this beautiful beach style remodeled ground floor condo. It is located close to pool and up on the top part of the property. Luxury furnishings throughout the unit. Amazing walk in tile shower. King size bed in bedroom, and queen hide-a-bed in living...
KR403-South Maui Condo with Stunning Ocean Views from Every Room
Beachfront Kealia #403 condo boasts breathtaking ocean views. This one-bedroom, one-bathroom unit exudes charm and coziness with its tasteful materials, finishes, and furniture. The standout feature is the fully equipped kitchen, complete with stainless steel...
1BR, 2BA! Enjoy fairway, & partial ocean views from your private lanai!
Renovated 1 Bedroom 2 Bathroom! Kick back and relax on your own private lanai and take in wonderful garden, fairway, and partial ocean views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...
Hilo Lagoon Centre 814 2 King BR 2BA AC Ocean View
Hilo Lagoon Centre is a noteworthy mid-century modern building in downtown Hilo. Our condo unit 814 boasts epic views of the Hilo lagoons, the Pacific ocean, and quaint downtown. We invite you to visit our tastefully decorated two-suite condominium for your vacation or...
AMAZING VIEWS!! LARGE BEAUTIFUL HOME WITH PRIVATE POOL OVERLOOKING THE OCEAN!
Beautiful, spacious 2 story home with Private Pool and deck to relax!!! Sleeps 12, this home has one of the most breathtaking views from the large Lanai, with the ocean a stone's throw away to watch whales, dolphins & amazing sunsets! . This vacation home is built for...
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Indulge in a tropical retreat at Ho'olei 12-2 in Wailea, Maui! This opulent 3-bedroom, 3.5-bathroom vacation rental, showcasing the Maile floor plan with over 2400 square feet, promises unparalleled relaxation amid lush surroundings.Discover the epitome of luxury at...
Loke Lani by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
E Komo Mai — Welcome to Loke Lani!Enjoy tropical island living in this light, airy, and stylishly decorated 3-bedroom, 2-bathroom main house in Poipu Kai. The gourmet kitchen is fully equipped for your culinary needs, and your private lagoon-style pool with a soothing...
BEST OCEAN VIEW!! ACROSS FROM CHARLEY YOUNG BEACH REMODELED
HAD A RENTER CANCEL IN AUGUST ..SO MY PAIN IS YOUR BARGAIN…$165 A NIGHT!!! VERY DISCOUNTED FOR A 2 BEDROOM!!!1 RECENTLY REMODELED AND REDECORATED!!!2 AC UNITS...ONE JUST INSTALLED IN THE MASTER BEDROOM!!!RARE: ONE OF THE FEW UNITS WITH AC UNITS IN BEDROOM AND LIVING...
Polo Beach Club 205! Direct ocean front and sunset views!
Polo Beach Club 205! Direct ocean front views! Located in the highly sought-after beachfront stack. Enjoy incredible views of Polo Beach, Molokini Crater, Kaho'olawe, and the West Maui Mountains!As you enter, you will be taken aback by the amazing views from your...
Ko Olina Beach Villa O1404 by Gather: Modern Penthouse w/ Panoramic Ocean Views
Welcome to Ko Olina Beach Villa O1404 by Gather, a stunning 14th-floor penthouse in Kapolei, Hawaii, where elegance meets comfort. This 2-bedroom, 2-bathroom villa accommodates up to six guests, offering a luxurious escape with breathtaking 180-degree ocean views and...
Beautiful home w/ocean & fairway views from lanai, shared pool/hot tub, & tennis
Waikoloa Villas H202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the tranquil Waikoloa Villas community, this three-bedroom, three-bath condo boasts lanai views of the...
Maui Resort Rentals: Honua Kai Konea 222 - 1BR w/ West Maui Mountain Views and Oversized Balcony
Konea 222 is a luxurious one-bedroom mountain view suite and it enjoys the largest private lanai (balcony) in its class, offering an expansive vista of the West Maui Mountains. The suite is ideally suited for small families and couples, providing an ideal environment to...
🏖️Recently Updated | Professionally Managed | Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 302, Professionally Managed by Kona Coast Vacations.Introducing Mauna Lani Fairways 302: Your Gateway to Big Island Luxury LivingWelcome to your dream Hawaiian retreat in the exclusive and tranquil gated community of Mauna Lani Fairways,...
Oceanfront Condo w/ Pool Access on Molokai!
Beautiful Ocean & Sunset Views | Steps to Beach | Ground-Floor UnitPlanning a romantic honeymoon escape or a remote-work retreat? Book this Maunaloa vacation rental and you'll be a step closer to serene island bliss! This 1-bedroom, 1-bath condo is located on Kepuhi...
❤️PiH❤️ Home of the Milky Way ★ Ocean Views ★ Pool and Spa ★ Astronomy Retreat ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Home of the Milky Way, Hale Lalani Hoku, a part of our Hawaiian Luxury Collection. Home of the Milky Way is a wonderful 3 bedroom home on Kohala Ranch. It has some of the most amazing views of the Pacific Ocean...
Ilikai Hotel - Perfect Waikiki Getaway! Overlooking The Mountains & City Lights!
If you're looking for an AMAZING deal in the most sought after location, look no further! This comfortable unit is located on the 12th floor of the Ilikai Hotel. Enjoy the tropical island breeze from your spacious lanai while taking in the city lights!KITCHEN-...
Extraordinary Listing on the Block!!! 2 Story Condo Renovated!
ALOHA! Kind Note: We’re excited to share that as of May 30th, 2025, we’ve installed a brand-new 36,000 BTU high-efficiency Mitsubishi split A/C unit in the loft area of the condo. This HVAC upgrade is part of our ongoing commitment to ensuring a cooler, more...
Maui Resort Rentals: Honua Kai Hokulani 446 - Spacious 2BR w/ Partial Ocean & Mountain Views!
Hokulani 446 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Suite 446 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in two...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom
Tucked away on the most beautiful side of the Island, our spacious, 700 square ft., and comfortable country hideaway is located 45 minutes from Honolulu/Waikiki. Surrounded by the ocean and the mountains, you will experience the timeless beauty unique to this place in...
Construction Special Studio with Great Views and Close to the Beach!
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Royal Kahana is a beachfront resort on the West side between the Ka'anapali and Kapalua! This studio unit has a King bed and a twin sleeper sofa. Fully equipped kitchen with granite countertops...
3 Bedroom 2 Bath With Private Beach and Golf
Summary:This beautifully furnished 3-bedroom, 2-bath condo sleeps 6 and is located in the peaceful, gated Palm Villas community within the Mauna Lani Resort. Enjoy outdoor dining with a built-in gas grill on the lanai and exclusive access to the private Mauna Lani Beach...
Large Oceanfront House on a Secret Beach with Spacious Yard and Amazing Views
Beautiful Country Beach House in Laie, Hawaii. Our Spacious property has all you need for your extended family retreat. Located on a gated oceanfront property our guests enjoy privacy and seclusion. The highlight of our property is its oceanfront location. We have...
STHA-2017/0002 Across from Hana Bay
We are a licensed vacation rental:STHA# 2017/0002 TA-061-740-4416-01GE-061-740-4416-01Aloha & Welcome,The Fisher's Hana Hale is located across the street from Hana Bay and Waikoloa Beach. We are within walking distance of Hana Bay, Hana town, and Travasa Hotel. Just a...