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.
2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ
Experience Kailua-Kona like a local in this top floor, peaceful, cozy, 1-bedroom condo walking distance to Hon'l Beach and Ali'i Drive to downtown Kailua-Kona.Bask in Hualalai mountain views from the juliet terrace, and easily catch sunset beach views from the apartment...
Lovely Hawaiian decor with oceanfront views
Welcome to Paki Maui 310, a charming 1-bedroom, 1-bathroom unit that offers ocean views from your private lanai and ceiling fans throughout. This property does have elevators for easy access. Unit 310 can accommodate up to 4 guests. The bedroom features a queen-size bed...
Ocean View Studio with Kitchenette - Waikīkī Grand #910
Castle at Waikīkī Grand #910 - Make coffee in the morning in your coffee pot, warm up leftovers in the microwave, or cook a small meal on the hot plate all from your own kitchenette! Whatever your fancy, you'll have everything you need to warm up leftovers or to cook...
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Welcome to your Oceanfront Maui condo with Pool and Hot Tub, perfectly situated for exploring all the wonders of Maui while enjoying the soothing sounds of ocean waves .From your porch you'll be treated to stunning sunrises and breathtaking ocean views. Relax by the...
Ilikai 427 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway...
Lae Nani 313. Drastically Reduced Rates!
Rates have been drastically reduced to entice last minute travelers! This condo is very close to the beach. It is locatedon the ground floor so you can just walk to your beach without a staircase to obstruct you.You can relax on the lanai, amongst our beautiful...
Updated 2nd-floor condo in heart of Kona with lanai, pool, grills
Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...
Aqua Aloha Surf Waikiki 1212 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki #1212 Superior Studio with Lanai and Partial City Views as well as partial views of the mountain and ocean. Located just 2 Blocks to Waikiki Beach and the best shopping and dining on the island. This condo has (1) King bed, Sleeps 2, and is 301...
Renovated Waikiki Suite, Walk to Beach + Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.***PLEASE NOTE:⚠️ Important Notice:The 6th-floor recreation deck (pool, BBQ, playground, hot tubs) will be...
New Listing! Ground floor oceanfront blue oasis
Nohonani 101 is a spacious two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. With a king-size bed in each bedroom and a queen sleeper sofa in the living area, there's plenty of room for families or small groups to relax and unwind. Unit is...
Kona Mansions#225 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be newly representing a spectacular new addition to our Vacation Rental Inventory. Kona Mansions#225 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best...
Ocean View White Sands Village across from Magic Sands Beach!
Aloha and E Komo Mai!Our Oceanside Magic Sands Getaway is located in the Heart of Kailua Kona in the White Sands Village of Alií Drive on the Big Island of Hawaii. Just steps away from the World Famous La'aloa Beach Park also known as Magic Sand Beach. We offer a unique...
Kailua Studio w/ Pool Access & Garden Views!
Indulge in paradise when you stay at this vacation rental studio in Kailua! Located at Kona Islander Inn, the home has a queen Murphy bed and 1 bathroom. Take advantage of great community amenities including a hot tub, or stroll across the street to sunbathe at the...
Island Surf 510B | Close to Beach & On-Site Pool!
Escape to the serene paradise of Island Surf 510B, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, boasting 1 spacious bedroom and 1 bathroom all conveniently situated on one floor...
Coastal condo w/ breathtaking ocean views, shared pools, WiFi
Country Club Villas 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning ocean-view condo nestled along the iconic Ali'i Drive...
Island Surf 209 One Bedroom One Bath with Ocean View
If you want to be within walking distance to all the best food and fun to be found in South Maui, this is the property for you! This stunning ocean view condo offers an unparalleled blend of comfort and luxury. As you step into the spacious, sunlit living area, you’ll...
OceanView Studio Waikiki Legal
About this spaceIndulge in a breathtaking ocean panorama from your recently renovated lavish studio situated on the 25th floor of the magnificent Waikiki Beach. This condominium is designed for discerning travelers seeking a roomy,and contemporary space measuring a snug...
NEW LISTING, The Queens Bluff 3 bedroom, AC, Ocean View!
Experience the ultimate Hawaiian getaway at Queens Bluff, a luxurious vacation rental located in the heart of Princeville, just steps away from the renowned Queen's Bath. This exquisite home offers the perfect blend of comfort, elegance, and breathtaking natural beauty,...
Kolea 1B | 3 Bedroom Kolea Vacation Rental with Easy Hilton Waikoloa Access
Kolea 1B is situated on the Hilton Waikoloa side of the Kolea property and offers a nice open view with some view of the blue waters of the Pacific Ocean. This expansive three bedroom vacation rental is great for families. Once you enter the villa through the large...
High Upgrades and Views W/TV and Washer/Dryer-Kanaloa
Kanaloa at Kona unit #2901: Whether you’re looking for a romantic retreat or a place to unwind and rejuvenate, this one-bedroom suite will satisfy your desires. Gaze out at the stunning Pacific Ocean from your furnished lanai that seats four guests and features a wet...
3-bedroom upstairs unit in beautiful Wailuku with AC
Get ready to unwind in this spacious 3-bedroom home located on the second floor in charming Wailuku. With two king beds and one twin bed, it’s the perfect spot for families or small groups seeking comfort and relaxation. The seating area is on the 2nd floor outside...
NEW! Stylish and Cozy Studio near Waikiki Beach!
Enjoy easy access to beach. Ala Moana shopping mall and central Waikiki area. Ihop restaurant and ABC store just next to the hotel. Across the street from Hilton Hawaiian Village. Hotel pool, gym, laundry facility, BBQ grill and more.Aqua Palms Waikiki ranks as one of...
Hale Kahanalu "House by the Surf"
!Special Discounted January Rates!Just 175 yards from Poipu Beach, Hale Kahanalu "House by the Surf" is a 720 sq ft corner apartment perched on the top floor. This cozy unit in an intimate 8-unit complex puts you steps from one of Travel Channel's "America's Best...
Hanalei Bay Resort 91234 By Parrish Kauai- Bay views with AC
One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos are located on over 22 acres of Hawaiian...
Aqua Palms Paradise Studio | Walk to Beach
Enjoy sunny palm-tree views from this gorgeous hotel-style studio at the Palms at Waikiki Building. Nestled across the street from Ala Wai Boat Harbor, Hilton Hawaiian Village, Duke Kahanamoku Lagoon, Waikiki Beach, and so much more, our home is walking distance to...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
Kihei Akahi C620Our 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...
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of one separate structure - newly built in 2018. Featuring...
🏖️Fantastic Ocean & Golf Course Views | Close to Shopping & Beaches | vrKCV
Welcome to Country Club Villas #317Discover your dream Hawaiian escape at Country Club Villas #317, a 2-bedroom plus loft, 3-bathroom condo perfectly positioned on the 18th fairway of the Kona Country Club Ocean Golf Course. With breathtaking views overlooking the Kona...
Spacious 1-Bedroom With Ocean Views At The Ilikai Hotel!
This spacious condo is located on the 7th floor of the Ilikai Hotel. Enjoy the coveted yacht harbor view and the Hawaiian breeze from your spacious lanai! KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware, Cookware, Coffee...
Gourmet Kitchen•Hot Tub•Pool•King Bed•Ground Floor•Netflix
Discover your slice of paradise at Unit 141 in the 35 acre Kiahuna Plantation, nestled on the breathtaking, sunny south shore of Kauai and the only beachfront condo resort. Enjoy spacious, fully equipped accommodation surrounded by lush tropical gardens and swaying palm...
3 Bedroom Ocean Front Condo with Pool & Elevator!
Bike along the Coconut coast, kayak the Waileau River, hike to Hanalei Bay, snorkel or whale watch along the Na Pali coast, or just spend your time with your toes in the sand outside this highly-desired ocean front condo! We are as close to the beach as you can possibly...
Spacious 2 Bed with Views!
Boasting a spectacular location on Maui’s western coast, this 2-bedroom condo provides a dreamy setting for a family or group vacation. The oceanfront resort is an idyllic retreat with a stunning tropical pool, exciting sports courts, outdoor BBQ area, and full fitness...
Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access
Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...
NEW LISTING! Treetop Poipu Condo Pool and Gym
Top Floor Corner Unit at Kiahuna Plantation with Poi'pu Beach Athletic Club Access Prime Location on Kauai's Sunny South Shore! Your vacation awaits in this charming top-floor corner unit at the renowned Kiahuna Plantation Resort. Unit #418 offers the perfect blend of...
Fit For Royalty! Beachfront w/Open Kitchen, Lanai, WiFi, TV, Ceiling Fans–Kiahuna 2004
It doesn’t get any better than this 1,360-square foot 2-bedroom vacation condo located beachfront at Kiahuna Plantation. Imagine walking out your lanai door and stepping out onto Poipu’s golden sands and soothing waters.An open-design kitchen flows into the stylish...
Beach/garden-view condo with wraparound lanai, pool, tennis courts, & hot tub
Plumeria Breeze at Ke Nani Kai #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to explore the adventures that Molokai has to offer you? Welcome to Plumeria Breeze...
Oceanfront Blissful Sanctuary 🐳 Balcony that Almost Hangs Over The Ocean! 🐠 Hale Kona Kai 308
True and total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
Oceanfront with King Bed in Wavecrest
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can peek around the corner to see the pool from the lanai to decide when to...
Aston Waikiki Sunset: 2 Bedroom Condo w/Diamond Head Views, Close to Beach
Aston Waikiki Sunset two-bedroom with a Diamond Head view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
2 Bedroom Ocean View Condo - Kaha Lani 212
Castle Kaha Lani Resort #212, on the second floor: Guests can begin their day enjoying a fresh pot of coffee or blending local fruits in their blender. The inviting recently remodeled full kitchen has ample granite countertop space to prepare fantastic meals and feature...
Cozy Ground Floor Studio Unit
Hawaii Tax ID: TA-061-611-2128-01TMK: 390011070017Kihei Bay Surf 117 is an affordable studio located across the street from the ocean. You will love having the convenience of a kitchen while you are on vacation that will allow you to cook your own meals or grab a...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-30G2
** 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...
Watermark - Luxury 2BD/2BA/1PA on 30th floor with an Ocean View!
This luxurious high-floor unit offers an exceptional stay with breathtaking views and modern comforts. Featuring 2 queen-size beds and 2 tri-fold memory foam mattresses, the condo comfortably accommodates up to 6 guests, making it perfect for families or groups.The unit...
MKV A302 - Beach Front 2 bedroom with Garden Views
Book with us and come to Maui to explore everything we have to offer!Enjoy staying at this well maintained 2 bedroom 1 bath unit located at the Maui Kaanapali Villas. Boasting 2 pools, a spa, onsite restaurant, fitness center, activities center, and access to the...
Downtown Honolulu Skyview - 1Bed+Den- Free Parking
Downtown Honolulu Skyview - 36th Floor Oasis with Stunning City and Ocean ViewsLocated on the 36th floor of the Executive Centre, Downtown Honolulu Skyview offers a stunning view of both the city and ocean. The unit is a comfortable one bedroom + den, one bathroom...
Kailua-Kona Condo w/ Balcony: Walk to the Beach!
Indulge in an unforgettable escape when you stay at this 1-bedroom, 1-bath condo in Kailua-Kona. Less than a half-mile away from a shopping village and tons of oceanfront activities, this vacation rental invites you to embrace the Aloha Spirit of Hawaii. Peruse local...
Ilikai Hotel - Amazing Lagoon Views! Free WIFI, No Resort Fees!
Amazing views, perfect location! This rare and sought after condo is located on the desirable lagoon side of the Ilikai Hotel on the 18th floor. There is a sliding divider between the living area & bedroom for added privacy. You'll love waking up and enjoying your...
Inviting 2 bedroom/2 bathroom suite-sleeps 6
This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...
Queen Studio, Full Kitchen 1.5 mins from the Beach
We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price.Not only are all the appliances (including full cooker) brand new, The studio itself is only 1.5 minutes from Waikiki Beach!With a comfortable bed and ample space to...
Hapuna Beach Residence B49 at Mauna Kea Resort
Where extraordinary meets island luxury, this newly-constructed, top floor, beachfront residence offers floor-to-ceiling sliding pocket doors that transform the great room into a lanai; an epicurean kitchen with professional-grade Wolf, Sub-Zero and Miele appliances,...