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.
🏖️AC | Resort Amenities | Comfortable & Spacious | vrKCV
vrKCV - Keauhou Gardens 3202. Professionally managed by Kona Coast VacationsWelcome to Your Spacious Kona Retreat at Keauhou GardensExperience the perfect blend of comfort, convenience, and island charm in this beautifully remodeled, air-conditioned 1-bedroom,...
Hanalei Bay Villas #12, Waterfall and Ocean Views, walk to beach and One Hotel
This lovely Hanalei Bay vacation rental home, is a classic Hawaiian style pole house - suspended on poles and giving the house fabulous circulation from the cooling ocean breezes. The location and the views are unbeatable for a relaxing beach vacation. From nearly every...
Luxurious Getaway
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
Great value! Two Bedroom Hilo Condo with air conditioned bedrooms
Welcome to Hilo Terrace 228 in the heart of the historic town of Hilo on the east side of Hawaii Island where tourists mingle with locals and really experience the 'spirit of Aloha'. We welcome you enjoy Hilo and the surrounding areas. This complex is a mixed use with...
Tropical Poolside Condo on Napili Bay Beach with AC, #E141
Escape to Paradise: Your Ideal Maui Getaway Awaits!Tranquil Garden-View Condo: Step into our charming ground-floor condo at the prestigious Napili Shores Resort in Maui. This inviting one-bedroom, one-bathroom haven features a comfortable living area, a fully-equipped...
Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo with Beach & Kid Amenities! HKK-225
** 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...
Prime Wailea Location! Wailea Ekahi 37E
Discover Hawaiian paradise at this beautifully decorated 1 bedroom, 2 bath premium condo in the oceanfront Ekahi Village resort. Highlights include: • Spacious primary suite with king bed • Living area with sleeper sofa • Split AC • Fully-equipped kitchen • Dining area...
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
Carefree In Paradise. Just steps to the beach!
Experience the classic charm of Napili Shores Resort while enjoying the modern comforts of this updated studio condo.The studio features a king-sized bed and a twin-size sofabed. You’ll find it conveniently located near several communal BBQs. The pool is close enough...
Maui Resort Rentals: Honua Kai Hokulani 402 – 4th Floor Oceanfront Crown Jewel 3BR w/ B.B.Q on Balcony
Commanding an incredible 4th-floor vantage point above the palm trees in the closest column to the ocean at the entire Honua Kai Resort, Hokulani 402 is without question one of the most sought-after "Ali'i" (Hawaiian word for royalty) residences on offer at Honua...
Elegant Windsor Waikiki Condo
Surround yourself in luxurious, island-style furnishings with spectacular views of Diamond Head and the crystal blue waters of Waikiki. This elegant corner unit(1046 sq. ft.) offers 2 spacious master suites, 2 full baths and includes a fully equipped gourmet kitchen,...
Coastal Keaau Home: Ocean & Sunrise Views, Pool
Spend your next exciting Hawaii getaway staying in style at this incredible Keaau vacation rental! Featuring a private outdoor pool, beautiful ocean views, and a prime location directly on the coast, this 5-bedroom, 2.5-bath house makes a perfect spot for a memorable...
Oceanfront - Beautifully updated - Ground Floor - Kuleana 607
Beautiful - Oceanfront - Ground Floor - Walk OutFabulous updated oceanfront condo location: Kuleana 607 is right on the ocean on Maui's pristine West Coast with gorgeous panoramic views of the Pacific Ocean and the lovely off-shore islands of Molokai and Lanai. This...
Kona Ali'i Condo in the Center of the town awaits your presence!
The heart of Kona, Comfortable secure condo in Kona Ali'i. 1 Bedroom / 2 Bath. Close to public transportation, shops and beaches. 3rd floor, Makau site with view of pool, mountains and ocean. Tidy unit has additional sleeping arrangements and can accommodate 4...
Spacious Townhouse w/ Shared Pool & Hot Tub, Private Washer/Dryer, & Mtn. Views
Villas of Kamali'i Apt 44Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sprawling mountain and golf course views make this home the friendly retreat of your dreams! Partial air...
Kihei surf side Great ocean view #309
Great location to beach and terrific snorkeling. New A/C unit installed in both living room and bedroom to keep you comfortable both day & night, new pillow top mattress, big screen TV, fast internet and stocked kitchen. Close to restaurants and rental shops for all...
Kihei Condo: Steps to Kalepolepo Beach Park!
Pack your sunglasses, swimsuit, and favorite beach read; it's time for your dream Hawaiian vacation! Check into this 1-bedroom, 1-bathroom vacation rental in Kihei, where you'll find everything you need for a relaxing stay. Start each morning with coffee on the balcony...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Recently Remodeled 2-Bedroom Condo, Corner Unit! HKK-334
** 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...
Stunning Princeville 3BR/3BA Home on Golf Course-Views, screened in Lanai🌴🌴
This is a beautiful three bedroom, three bath home on the 11th fairway of the Makai Lakes Course in beautiful Princeville, Kauai. Enjoy the breathtaking views from literally EVERY room! Seriously--each room is like a 'Photograph'.. Split level design for entertainers...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Maalaea 5 star Island Sands 501 1 bed Oceanfront
A wonderful just renovated modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and...
Hidden Tiki Ohana at Punalu'u Black Sand Beach with ocean views, near Volcano National Park
Dramatic ocean and lava rock shoreline views, walk to black sand beach(All about Julie’s place)Relax and reconnect in one of the most stunning and serene locations in all of Hawaii! Sea Mountain Resort is a truly magical place, surrounded by beauty in every direction....
Renovated w/ City View at Aqua Palms Waikiki
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Kapaa Shore Resort C227, Oceanfront, End-Unit, Shops, Restaurants, Bike Path
Kapa'a Shore Resort Unit C227 on the "Coconut Coast". This Oceanfront Kaua'i Vacation Condo is everything you could dream of when it comes to laid-back Hawaiian living. Located on the beautiful coastal town of Kapa'a, Kaua'i, the Kapaa Shore Resort enjoys views of the...
🏖️Great Oceanviews | WIFI | Free Concerige | Top Floor | vrKCV
vrKCV - Sea Village 3310, Professionally Managed by Kona Coast VacationsEnjoy stunning sunsets and the shimmering city lights of downtown Kona as they reflect on the ocean waves from your top-floor condo at Sea Village. With tiki torches and exotic lighting enhancing...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Modern and well-appointed 3bd oceanfront condo
Noelani 303 is a spacious and beautifully decorated three-bedroom, two and a half bathroom condo located on the 3rd floor and accommodates a maximum of eight guests. Enjoy this oceanfront view while staying cool inside from the split air conditioning system that...
Mana Kai 815: Top-Floor Kihei Condo with Stunning Panoramic Ocean Views
Mana Kai 815 offers water, beach, and palm tree views! One of the best condos in Kihei has sandy beaches, a reef for snorkeling, lounge chairs in shaded grassy areas, an oceanfront pool, kayaks, and paddle boards for rent right on the property. All making this the best...
Ground-Floor Oceanview Home w/Private Lanai, WiFi, Shared Pool + Lots of Privacy
Wailea Ekolu Village 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a prime location and all the comforts of home, Wailea Ekolu 203 is the perfect setting for your next Maui...
Keaau Getaway w/ Patio, 3 Mi to Shipman Beach!
Spend plenty of time exploring the beautiful beaches of the Big Island when you stay at this exciting Keaau vacation rental. Located just down the road from the stunning Shipman and Haena Beaches, this 3-bedroom, 2-bath duplex guarantees plenty of opportunities for fun...
Maui Resort Rentals: Honua Kai Konea 516 - 5th Floor 1BR w/ Mountain Views
Konea 516 is a luxurious one-bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited to take advantage of some of the most beautiful sunrises. Coupled with frequent afternoon rainbows, you will cherish your...
Beautifully decorated in Hawaiian style.
The condo is beautifully decorated in Hawaiian style. On the main level is the fully equipped kitchen perfect for preparing at home meals or putting together a picnic for a day at the beach. The living room and dining room are comfortably furnished in tropical decor and...
One Ocean Mauna Lani Golf Estate 3
Experience contemporary island living at its finest at 6BD Mauna Lani Lux Golf Estate (3) at One Ocean, an architectural gem completed in 2024 within the private One Ocean enclave of Mauna Lani Resort. Overlooking lush fairways and partial ocean views, this six-bedroom,...
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
NOT AFFECTED BY MEASURE 9. THIS PROPERTY IS IN HOTEL ZONING VACATION RENATALS ARE APPROVED.'The Very Best Location on Maui !' Our Kamaole Beach Royale offers three bedrooms and two baths in 1380 square feet of comfort and privacy! Walk to shopping, restaurants, and the...
Private Island Getaway With Expansive Ocean Views!
Take in stunning panoramic views of the Pacific from this private, ground-floor condo with a classic Hawaiian plantation feel. Located in the heart of Princeville, you're just minutes from the Princeville Shopping Center, golf, dining, and North Shore favorites like...
PANORAMIC CORNER OCEAN & GOLF VIEWS in Kaanapali, 1200 sq ft 1BR
Premium corner one bedroom at Maui Eldorado Resort. Corner unit, 1 bedroom spacious condo at 1200 sq ft. K212 is located higher up in elevation than all other units so it offers sweeping golf course and 180 degree panoramic ocean views unlike any other unit at the...
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
On the main floor of the home, there is a large lanai with a pool, jacuzzi, outdoor eating area and a fire pit with lounge area. Inside, on the main floor, you will find a **newly renovated** kitchen, large eating area, living room area, and the mother-in-law suite. The...
Condo With Stunning Views!
Welcome!You will have "In your face" tropical sunset views of Lanai and Molokai islands all from a private lanai balcony. From the ocean front deck, you can not beat watching the giant green sea turtles play year round!There is a great pool and grilling area to relax...
Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates
The Cliffs 7301 is spacious oceanfront unit on the 3rd (top) floor at the end of a building with a spectacular view. It encompasses over 1500 square feet of luxury, all dedicated to your comfort when you are not out enjoying the beauty of Kauai. It is ideal for groups...
KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED! AC!!!
Keauhou Kona Surf & Racquet Club#5-104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!AMAZING PROPERTYAIR CONDITIONING AVAILABLE IN CONDO NOW! Welcome to unit #5-104 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-203
** 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...
Views Views Hanalei Bay Resort Highest Lanai View at Resort n2024 rate 239/night
Please note $45/day Resort fee and $50 check in fee not include in VRBO total and paid by guest upon check in arrival at the front desk. Hanalei Bay Resorts and Suites is located on the North Shore of Kauai, the most beautiful area of the most beautiful of the Hawaiian...
Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split AC
Welcome to Wailea Ekolu 403, a stunning Maui vacation rental offering breathtaking ocean views, luxurious comfort, and a prime location in the heart of Wailea. This spacious two-bedroom, two-bathroom condo sits on the lush fairways of the Wailea Blue Golf Course and...
Stay in Hana #2
Beautiful studio with 1 queen bed, fridge, microwave, coffee maker, ceiling fan, full private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The...
Fantastic details throughout 2BD oceanfront condo
This STUNNING, CORNER, OCEANFRONT, REMODELED PENTHOUSE is available for the highly discriminating vacationer. Noelani 410 is a spacious two-bedroom, two-bathroom remodeled condo that offers all the luxuries and comforts of home. Enjoy cooking in this fully equipped...
Oceanfront Bali House next to Kehena Black Sand Beach w/ Hot tub
Aloha and E Komo Mai! Take an Incredible Break from Reality and Enjoy Blissful Ocean Breezes and Relaxation Beyond Compare! Break away from the Hustle and Bustle of your routine and lose yourself in the serenity of Big Island and all it has to offer. Unwind at this very...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Simple yet comfortable cottage is just a very short block from the ocean.
This simple yet comfortable cottage is just a very short block from the ocean. Enjoy year round swimming, snorkeling and sea turtle watching at Poipu Beach Park just a five-minute walk away. Nearby is Brenneck'e Beach where boogie boarding is popular. Relax on the porch...
Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.
Welcome to the Ocean Breeze Kona Home – a true gem on the Big Island!Relax on your private deck as you watch surfers ride the waves—this home offers the perfect blend of comfort, space, and serenity. Thoughtfully stocked and beautifully maintained, you'll feel pampered...