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.
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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 6BR masterpiece combines our two absolute best adjacent 3BR 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 stunning views...
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...
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
Kapalua Bay Villas 33B1 Expansive Ocean Views on Your Private Lanai at OceanFront Resort. Updated 1Bedroom with Central AC, Pools, Tennis Courts; Near Beaches and Golf CoursesThe moment you enter this lovely condo, you are captivated by breathtaking ocean views. An...
Tropical Modern Home Minutes From the World’s Most Gorgeous Beaches
A tropical oasis awaits you. Surrounded by mature tropical landscaping, overlooking Princeville’s famous mountains and waterfalls, this recently renovated condo is a wonderful place to stage your vacation on the most beautiful island in the world!Not just outside, but...
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: 4BR Haena Home near 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...
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...
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: Poipu Kai Luxury Home with Private Pool
🌴 E Komo Mai — Loke Lani | Private Poipu Retreat with Lagoon PoolExperience tropical island living at Loke Lani, a bright and airy 3-bedroom, 2-bath main house in Poipu Kai. Stylishly decorated for comfort and relaxation, this home features a gourmet kitchen and a...
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...
Ko Olina Beach Villa O1404 by Gather: Modern Penthouse w/ Panoramic Ocean Views
Discover the effortless charm of Ko Olina Beach Villas O1404, a sophisticated escape perched on the 14th floor in Kapolei, HI. This beautifully designed villa offers 1,187 square feet of elevated island living, complete with breathtaking lagoon and ocean views from its...
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...
Stunning Oceanfront Kauai Condo for Two!
Spectacular ocean view from the lanai of this second-floor, air-conditioned condo in Wailua Bay View. Enjoy view of waves breaking on Wailua beach, a favorite among kite surfers, and watch the Wailua river flow into the bay. Relax to the sound of surf, breathe fresh...
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!
Summary:ALOHA! Kind Note: Our beautiful 2BD + Loft has been upgraded with a brand-new 36,000 BTU high-efficiency Mitsubishi split A/C unit in the loft area. This HVAC enhancement is part of our ongoing commitment to providing a cooler, more comfortable, and enjoyable...
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...
Waipouli Beach Resort B104 Ground floor ocean & pool view, 2 bed 3 bath sleeps 8
Location, location!! Ocean and pool views from every room!! One of the best locations in the resort. Ground floor lets the kids play on the grass in front of your condo. 30ft from the pool entrance and 150ft from the restaurant, 30 seconds to the beach. It doesn't get...
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!
Royal Kahana is a beachfront resort on the West side between Ka'anapali and Kapalua! This studio unit has a King bed and a twin sleeper sofa. Fully equipped kitchen with granite countertops and full-size appliances. Flat-screen high-definition TV, free long-distance to...
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...
House of Paddles, POOL, Ocean close in Keaau, Hawaii, near Hilo
Located in the Kaloli Point sun belt on the East side of the Big Island of Hawai, House of Paddles is within earshot of the Pacific Ocean’s crashing waves. This private tropical oasis is a two-minute walk from the spectacular Puna coastline to watch sea turtles and...
Family Friendly Ocean View Condo in Beautiful Kihei!
***Featured on Staycation - Streaming December 15, 2025 on Roku TV!***Oceanfront | Newly Remodeled | 2 Bedroom Maui Condo at Kauhale MakaiBe among the first to stay in our freshly remodeled Maui condo - soon to be featured on the travel show Staycation on the...
NEWLY REMODELED-2 BEDROOM-OCEAN VIEW-AC-WELL EQUIPPED
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach.
Come enjoy this tranquil unit with modern updated furnishings and two great lanais. Unit 59 has 2 bedrooms and 2 bathrooms with plenty of room inside and out. Well stocked with free Wifi and guest amenities. Close to the large swimming pool, hot tub, tennis court,...
Recently upgraded single level ocean view condo
Fully upgraded kitchen with new appliances. Partially upgraded bathrooms and freshly painted walls. Ideal single level layout with great ocean views. Easy access from parking to the condo. The guest bedroom bedding configuration can be converted into king size, great...
Ground-floor condo on golf course with pools & hot tub
Pili Mai 13AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lush Kauai’s not known as the Garden Island for nothing, and here at Pili Mai, you’ll be surrounded not only by vibrant...
Bright condo with private lanai and full kitchen - walk to the beach
Village Manor A12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover your tropical escape at this beautifully remodeled garden-level condo in Village Manor!Located just steps...
Great for families and couples. Next to a tropical pool in Hawaiian landscape.
-Maui Kamaole Unit K202-upstairs, beautiful garden view, 2 bedroom, 2 bathroom unit-fully equipped kitchen-full size washer & dryer-Split A/C in living room and bedrooms. -convenient for walking to beaches, shops & restaurants-short stroll from our front door to the...
OCEANFRONT RESORT, 2br, 2bath, Kitchen, washer/dryer, daily fresh towel exchange
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
PM 217 Cozy 1BR Condo w Oceanfront Pool and Hot Tub
You'll have a great time at this comfortable place to stay. FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour,...