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.
Ilima Suite at The Ilikai | Short Walk to Beach!
Summary:This property is professionally managed by Grand Welcome Vacation Rentals. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Ilima Suite is a cozy condominium at The Ilikai featuring an ocean view. Located in the Ala Moana and...
Waterfront in heart of Hilo, 1 block to hotels. Built on pond w/ fish & turtles.
UNIQUE Two story home built over a pond that has both freshwater and saltwater fish plus turtles swimming together. Walk into the pond from the steps on lower level, very unique. Tastefully renovated home. 3 bedrooms/ 3 baths upstairs plus living area, large kitchen and...
High Floor Waikiki Studio with 2 Beds & 1 Free Parking!!
Spectacular studio (392 Sqft Liv. & 56 Sqft Lanai) located in the heart of Waikiki at the Marine Surf Waikiki. Bright unit with a window AC (upgraded Feb 2022), 2 full size beds and a Sofa. This studio unit also has a kitchenette. Laundry room is on each floor. One Free...
Perfectly located Air conditioned 2BR 2BTH Condo in downtown Kona
Fully equipped, clean, updated and comfortable downtown Kona Condo on Alii Drive for your vacation convenience! 2 bedroom sleeps 4 comfortably with 2 full shower bathrooms, washer/dryer in unit, fully decked kitchen with appliances, utensil, and serve/table ware. Hair...
Ilikai Hotel - Gorgeous Sunset Views! Free WIFI!
This spacious condo is located on the 11th floor of the Ilikai Hotel. With a gorgeous view of the yacht harbor, you'll always want to relax with a cocktail and enjoy the beautiful Hawaiian sunsets. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware,...
Kamaole Sands 2BR, 2BA on One Level Overlooks Pool Rates $189-$239
Kamole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Swim in the large swimming pool or relax in one of the two jet spas. There is also a children's wading pool. Stroll along golden sand beaches and enjoy an ocean full...
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking to stay in a resort style area that has it all? This is the place! Breathtaking sunset views are only one of the property’s many features, which include new furniture, fully equipped kitchen, and many other amazing amenities. Surrounded by a world class golf...
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC*Plantation Hale Suites is situated in Kapaa town and close to everything you came to experience from the most convenient home base. C16 has balcony views to one of the properties three pools and is...
Hale Kamaole 338 Third floor condo, easy access to best beach on Maui!
Welcome to our family’s recently updated top floor two bedroom two bath Hale Kamaole view condo for up to six people at Kamaole Beach Park III, with mesh wifi that provides high speed coverage throughout the unit. Updates include new washer/dryer, fridge, and...
Oceanfront 3 Bedroom w/Kitchen and Lanai–Kaha Lani
Castle Kaha Lani Resort #323 on the third floor: Upon entry, guests will feel comfortable in this bright space featuring sliding glass doors that brighten up the main living space. Wake up to the smell of fresh local coffee brewing as you catch up on local news in the...
🏖️Steps to the Ocean | Great Location | Central AC | vrKCV
vrKCV - Casa de Emdeko 121, Professionally Managed by Kona Coast VacationsCasa de Emdeko 121 – Charming Ground-Floor Condo in an Oceanfront ComplexExperience the beauty of the Big Island from Casa de Emdeko 121, a charming ground-floor condo in an oceanfront complex...
Stunning Ocean Views Await at Maui Vista #3410 – Your Ideal Kihei Getaway!
Experience the perfect Maui getaway at Maui Vista #3410, a charming 2-bedroom, 2-bathroom condo in South Kihei. Ideally located across from Charley Young Beach, this affordable rental offers stunning Pacific Ocean views from your private lanai. Enjoy seasonal whale...
Tropical hideaway with easy beach access, alfresco patio, pool & tennis
Tropical Hideaway B18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this tropical vacation home that offers a perfect blend of comfort and convenience. With a heated,...
Unforgettable Maui Escape: Experience Wailea Elua 1402, Your Oceanfront Haven!
Wailea Elua #1402 – Oceanfront Luxury with Spectacular ViewsIf you're searching for an exceptional oceanfront condo on Maui, look no further than Wailea Elua #1402. Nestled within the highly coveted Wailea Elua Village, this second-floor, 1-bedroom, 1-bathroom unit...
Paradise Park Vacation Rental ~ 4 Mi to Shoreline!
Head to the Island of Hawai’i for black-sand beaches, lush surroundings, and endless adventure. This peaceful Keaau vacation rental has all the essentials for a laid-back getaway, including beautiful views, a private backyard, and a central location near everything on...
Palms at Waikiki: Remodeled Studio Suite - 702
This newly remodeled suite at the Palms at Waikiki is situated at the edge of of Waikiki and just steps to the beach. Conveniently located near shops and dining, you'll have everything you need within arm's reach for your stay in paradise. The studio is complete with...
🏖️Alii Villas 107| Ground Floor Oasis | vrKCV🏖️
vrKCV - Alii Villas 107 - Professionally Managed by Kona Coast VacationsAlii Villas 107 in Kona, Hawaii: Your Tropical Paradise Awaits!Welcome to Alii Villas 107, your perfect escape to paradise in Kona, Hawaii! This professionally managed vacation rental offers a...
Spectacular Oceanfront Views - Cool off W/ AC – Ground Level Kihei Surfside 109
Kihei Surfside #109 – Ground-Floor Oceanfront Comfort with Scenic ViewsStep into island ease at Kihei Surfside #109, a ground-floor oceanfront condo offering panoramic views of the Pacific and convenient access to Keawakapu Beach. This 1-bedroom, 1-bathroom unit...
Clean studio in the heart of Waikiki!!
Sweeping views at this 34th floor condo over looking Ala wai canal, city and mountain view.Convenient location on the edge of Waikiki close to Ala Moana Beach Park, Ala Moana Shopping Center, Waikiki restaurants/bars/nightlife, and much more! Unit 3406 is Separated into...
Cute and Cozy Ground Floor! Beach access! Great Location! #113
Unit #113 at Hale Kai ( which means “ home by the sea”) is comfortably decorated with tropical Hawaiian furniture and with Island style. This CORNER unit is equipped to provide you with all the comforts of home. Even with high speed Internet availability; imagine...
Keauhou Resort w/ Golf & Ocean Views
Summary:This private 2 bedroom unit is close to the fairways of the Keauhou Golf Course. Enjoy the blue water views and endless golf on your tropical vacation. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in accordance with local...
Ocean Front KUL413 - West Maui Beach Condo with Spectacular Views—1 BR/1B
** Summer 2025 Discounted Rates - Book Now! **Unit #413 is a true gem. The clean and bright space boasts beautiful bamboo floors that stretch throughout the entirety of the living space. Upon stepping foot in the unit, guests are greeted with a stunning ocean view that...
Serene garden oasis with ocean views
Welcome to Napili Shores B211, a charming 1-bedroom, 1-bathroom 2nd-floor condo offering Hawaiian-inspired décor, ocean views, and a portable A/C unit for the comfort of up to 4 guests. The resort does not have elevators. The spacious living area invites you to relax...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Classic Mid-Century Condo near the Ocean w/Private Lanai & Shared Pool
Maunaloa Shores 612Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Maunaloa Shores 612 is a retreat that feels like home. This rental has recently been redone in tropical decor,...
Maui Sunset B502, 1 BR, 2 BA with Partial Ocean View
One bedroom, two bath partial ocean view fifth floor. Nice kitchen, bathrooms, floors, etc. Bright and cheery! Good walking, windsurfing, kitesurfing and whale watching property. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South...
Kihei Akahi Condo w/ Shared Grill, A/C-Beach Lovers Dream
Kihei Akahi DG09Our 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...
265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches
World Famous Waikiki Beach condo is just steps away, less that 2 blocks. We have everything you need, shopping, restaurants and a beach all within 1 block, boogie beach towels, umbrellas, sand toys, Newly remodeled in 2023 1 bedroom 1 bath unit sleeps 4 comfortably....
Lovely 2bd gem with breathtaking ocean views
Welcome to Kana'i A Nalu 214, this 2-bedroom, 2-bathroom, 2nd-floor condo offers breathtaking views of the Pacific Ocean, pool, and lush gardens. Enjoy the convenience of a private washer/dryer, split A/C unit, and ceiling fans throughout. There are elevators at this...
Charming Oceanfront Condo with AC – Kihei Surfside #311: Your Perfect Retreatnnn
Kihei Surfside #311 – Ocean Views, Modern Comfort, and Split-Duct ACWelcome to Kihei Surfside #311, a stylish and comfortable 1-bedroom, 1.5-bathroom oceanfront condo located on the third floor of one of South Kihei’s most iconic coastal resorts. With sweeping views...
Great Remodel of Marine Surf Studio w/ Lanai, Queen Bed +Kitchen #1708
Legally permitted rental - 364 Seaside Ave #1708** For your health and safety, we utilize additional Sterilization procedures between reservations.Relax high above the city (17th floor) in this newly remodeled large Studio with Kitchen. A great size at 450sq feet!! And...
Aloha Lil Hawaiiana 🌺
Aloha, a small 400 sq ft studio condo unit is centrally located at the beautiful Kona Islander Inn off Ali'i Drive and Kaukini Highway. Just a few steps from ocean to watch sunset, close walking distance to many restaurants, shops, farmers market, pier and trolley stops...
Direct, OCEANFRONT Kahana Village 2 Bedroom 2 Bath Condo
Welcome to your luxury coastal escape at Kahana Village, one of West Maui’s most beloved boutique oceanfront communities. This newly updated 2-bedroom, 2-bathroom condo offers panoramic views of the Pacific Ocean, the neighboring island of Molokai, and direct access...
Corner hotel room with lanai, ocean views, outdoor pool, hot tub & grill
Hanalei Bay Resort 9206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9206 is an air-conditioned hotel room that is perfect for solo travelers and friends or...
Modern Ilikai 16th floor Harbor Studio - Surfing, Sunset & & Yacht Views!
Feel Hawaiian Breeze! Ilikai Hotel (IA04). Modern 16th floor spacious studio with full kitchen, nearly panoramic windows and a balcony with the views of the Pacific Ocean located close to the Convention Center and shopping area!!The sunlight in the unit is beaming...
Elegant Kamilo Home - Private Pool, Guest House, Gym Access
Kamilo 329 is a brand new (construction completed in 2016) 4 bedroom, 4.5 bath single story resort home. The Hoku B home model is the largest available floor plan in the Kamilo community with 3,529 sf of living space, including 627 sq. ft. of covered outdoor lanai...
Bright, Airy Condo w/Epic View! Wood Floors, Lanai, Full Kitchen, WiFi–Kaha Lani 225
Castle Kaha Lani Resort #225 - This spacious 1,183 sq. ft. two-bedroom vacation condo, located on the second floor, overlooks the shores of Kauai’s east coast. Unit 225 offers a full kitchen, separate living area and bedrooms, and convenient touches such as ceiling...
Ground floor great for families!! Whaler #123
Whaler 123 is a spacious inner court, ground floor condo, with a King bed; 2 Doubles; and a Sofa Sleeper - ideal for families or couples looking for a peaceful environment to relax after a day in the water, out Maui sightseeing or on the golf course. | | The condo is...
Bright Ocean View! A/C, Kitchenette, WiFi, Flat Screen+More! Waikīkī Shore #1004
This uniquely appointed deluxe studio unit with Waikīkī beach views of the Pacific Ocean is bright and airy. Enjoy a larger kitchenette with everything you need to cook your own meals, a furnished lanai perfect for enjoying your morning coffee or evening glass of...
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
Positioned on the quiet side of the property with city skyline views, Studio suite 604 is spacious bright and offers a comfortable King size bed with fresh white cotton linens, great A/C and free WiFi.The studio has a fully equipped kitchenette with apartment size...
Directly Beachfront | Country Cottage
The Sand Dollar Cottage - NUC #: 90/TVU-0632Ultra High Speed Internet - Desk/Work SpaceOf the 26 charming duplex cottages in the gated Mokuleia Beach Colony, only five actually face the ocean; and this is one of them! You’ll wake to the sound of waves, sit on your...
Say Aloha to Island Life! Pool View Suite w/Kitchen Ease, WiFi–Kamaole Sands 6308
Blue skies and swaying palms paint the scene as you sip morning coffee on the lanai of this air-conditioned 884sf suite with full kitchen and washer/dryer. It’s easy island living with homey touches like WiFi, flat screens, ceiling fans, DVD and cool tile floors....
Spacious 2 Bedroom Oceanfront Condo with Full Kitchen & 'Wrap around' Lanai
Legally permitted vacation rental - 2947 Kalakaua Ave #501** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 501 at The Diamond Head Beach Hotel - ++New Flooring and Window Treatments added December 2021.++My place...
Plantation Hale Suites A7, Garden View, Ground Floor, AC, Walk to Beach
Plantation Hale Suite A7, Ground Floor, Garden Unit. Kapa`a, Hawaii, Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! Accommodates up to 4 guests, including children and infantsWailua, Kauai Vacation Rental near to shops,...
Great Views+Roomy Design! 2-Story w/Lanai, New Kitchen, WiFi–Kamaole Sands 3403
Families appreciate the cool colors and design of this two-story, 1,102sf condo with upstairs loft. Touches include a furnished lanai overlooking the swimming pool, open kitchen, air conditioning, ceiling fans, DVD, WiFi, flat screens and a washer/dryer. Sleeps 6 in 1...
STAY HERE for BEST OCEANFRONT VIEWS in KONA, HI
NEWLY REMODELED CONDO. This is the REAL DEAL - A DIRECT OCEANFRONT CONDO in a OCEANFRONT COMPLEX. Not an Oceanview Condo in an Oceanfront Complex!!Stay in our beautiful remodeled and well appointed OCEANFRONT 1-Bedroom Condo (sleeps 2-4). Condo is located in the popular...
Beautiful Renovated Oceanfront Condo 🐬 Incredible Views From The Lanai! 🌅 Hale Kona Kai 407
Unit #407 is an ocean-front, comfortable, stylish, eco-conscious escape that features the newest technologies and conveniences for today's travelers.The condo is an absolute oceanfront condo with a lanai (balcony) that offers beautiful ocean views. Both bedroom & living...
Kona's only Oceanfront pool! Pineapple Pl Reimagined! Cozy 2/1 Condo, sleeps 6,
Aloha!Welcome to Pineapple Place Reimagined! Our 2 bed 1 bath condo in lovely Kona sleeps 6, with access to an amazing oceanfront pool! In fact we just learned its the only residential ocean front pool in Kona! So therefore its the best pool in Kona! It's our tiny slice...
PacSB303 Spacious Kihei 2BR w/Pool, AC & Steps to the Beach
Pacific Shores B303 NEW LISTING Enjoy your next amazing Maui Vacation at this 2Bedroom, 2Bathroom, Kihei Retreat. Steps to the Pool, Hot Tub, and Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of...
Beautiful Maui Banyan, South Kihei-2br, 1br or studio.
Can be rented as a 2 bedroom, 1 bedroom, or studio.We are in Building G, Unit 304.Time to get away!Great Location. 300' from the beach! Unit located right across the street from Kamaole Beach II. Kamaole Beach II is one of the best beach in Maui with beautiful sunsets,...