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.
Beautifully Decorated Whaler Studio at The Whaler on Ka'anapali Beach
Property Description: The Whaler is a hotel-zoned property that is not affected by any legislation dealing with vacation rentals. Our unit is fully licensed by the State of Hawaii and the County of Maui, so book with confidence! The Whaler on Ka'anapali Beach is a world...
Ocean View Studio #264 - May 11-19, 2025 - Special
**Openings Available**between May 9-21 , 2026$295 + tax p/n7 night minimum required** No Host Fee EVER **Located on pristine Kaanapali Beach, the Whaler is truly a spot of absolute paradise; no other description can suffice. The Whaler offers some of the best amenities,...
Available 5/6 to 23…..Relax at Maui Eldorado Beach Cabana, Snorkel at Black Rock
Welcome to West Maui! You’ll love this spotless tropical Maui Eldorado Resort condo in heart of the beautiful, world famous Kaanapali Beach. This updated studio has everything you’ll need for a wonderful vacation on Maui! The Maui Eldorado is conveniently located...
180 Oceanfront View! A/C, Remodeled, 2 Oceanside Pools, Great Location, Clean!
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money.We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio with New AC. Sleep 30 feet from the ocean to the sound of waves!...
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd Floor
Escape to paradise with stunning ocean and green belt views from the lanai of this 2nd floor studio. 8F is a fully-furnished studio featuring cathedral ceilings, a comfortable living area, a California King bed, and a fully-equipped kitchen. The layout and décor of our...
Plantation Style Studio & Courtyard Garden In Koloa
COUNTY APPROVED PERMIT # Z-IV-2015- 25TMK # 2-6-013-046-0000Come and Experience Kauai's Sunny South Shore & Beautiful Beaches. Towering Eucalyptus Trees Form the Famous Arch Known as the " Tunnel of Trees " as it Welcomes our Visitors and Marks the Official Entrance...
Pineapple Paradise at Poipu Crater A/C In Bedrooms
Poipu Crater is our slice of paradise AND it's literally located inside of an extinct volcanic crater. Nestled into the hillside, this condo is shaded from the afternoon sun keeping it comfortable and cool. This is our home away from home. We live on the west side of...
147 Ten Star Reviews out of 147, AMAZING, Maui Magic, A206 with AC, BEACHFRONT
BEACHFRONT ON MAUI... A206 AT NAPILI SHORES RESORT! Located directly on gorgeous Napili Bay on West Maui with 240-degree view of the water and spectacular West Maui sunsets. This property is NOT affected by the vacation rental issues here on Maui. There is practically...
Hale Maile, Adorable, beautiful Hanalei home TVNC#1352
Welcome to your dream getaway at Hale Maile in Hanalei—an adorable two-bedroom, two-bath home nestled in the heart of Hanalei, a paradise on the island of Kauai. Prepare to be enchanted by the undeniable charm, comfort, and beauty that awaits you in this delightful...
Makaha Ocean Lullaby... The famous Makaha surf beach!
Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and Sandy beach views. We look...
Luxurious 4BR/4BA Presidential Suite AC Near Beach
Welcome to BlueTideVillas! Welcome to Poipu's newest luxury resort-style villas! This is a VERY spacious (2750+ total square feet), top floor villa featuring 4 bedrooms and 3 1/2 bathrooms, with three private lanai's to sit on and enjoy your favorite tropical drink....
New opening Apr22-Apr28,2025. Spectacular 6Th floor view.Prime location,unit662.
Condo Amenities:Right on the beach studio condo with tennis courts, large pool,jacuzzi,and sauna with plenty of lounge chairs. Built-in barbecues with tables located on the lawn. An unforgettable ocean and sunset view, indoor nautilus gym,Restrooms in the basement in...
Vacation in a Tropical Paradise Napili Shores - C121 Studio
Napili Shores Resort offers luxurious condominiums in the tropical paradise of Napili Bay. The resort is located on six beautifully landscaped acres and has two pools and two restaurants on the property. It's a getaway spot you won't soon forget!Our studio is a comfy,...
Cottage with Private Salt Water Pool
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...
Ocean View Corner Unit Light and Bright, Ground Floor, Beach Gear Included
Welcome to your Maui home away from home! Our family-owned and operated condos have been lovingly cared for by our ohana for over 50 years. We personally live on island and treat each unit with the same attention, care, and aloha we give our own home. Staying here means...
Blue Hawaii Pacific Ocean Beachfront House. 3 Bedroom 3 Bath.90 day minimum stay
Base Price $395This dream vacation home is awaiting you! Kick your feet up and relax on this oceanfront property and turn your dreams into a reality. This home is truly a hidden gem if you want to get away from the hustle and bustle of "city life." Located in a quiet...
Tropical & Elegant- Sleeps 8- Ocean/Waterfall Views
Ala Hale is a luxurious island retreat with stunning views of the ocean & majestic mountain views. Located on the Makai Golf Course at the 6th hole, within the prestigious resort community of Princeville, Ala Hale's large private pool and spacious lanai's let you...
Unobstructed view of Molokai from our Lanai. Watch the Whales!
Recently remodeled and continuously updated two bedroom condo located on the second level with no one above you! Master bedroom with ensuite bathroom is on the main level. It is a peaceful bedroom with a king size bed, ample closet space and a flat screen televison. The...
Loft Style Completely Remodeled Condo
This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...
Spectacular Ocean Views! Nohonani 102
Amazing ocean front location just steps to sandy beach! Escape to this perfectly located ocean front ground floor 2 bedroom/2 bath that offers spacious accommodations with room for six. Primary bedroom boasts King bed and sliding glass doors that lead out to your...
Come & stay with us at the beautiful & peaceful Bird's Nest
The Bird's Nest is located in a peaceful neighborhood that is surrounded by lush greenery and bird songs can be heard throughout the day & tree frogs at night. The house sits high above the ground which makes it feel as if you are staying in a tree house. The road in...
Napili Oasis Hideaway, Amazing Oceanview in Maui
Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every nightLocated on the 2nd floor at Napili...
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
Welcome to Paradise!!This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Summer 2019, it is being offered to rental guests for the first time in over 20 years. We purchased this first floor corner apartment at Ekahi Village...
🏖️Beautiful Resort | AC | Walk to Beach & Restaurants | vrKCV
vrKCV - Waikoloa Colony Villas 1906, Professionally Managed by Kona Coast VacationsWelcome to Hale Laule'a – Your Peaceful Retreat on the Kohala CoastLocated near the stunning Kohala Coast on the Big Island of Hawaii, Waikoloa Colony Villas 1906, offers the perfect...
MAUI OCEAN Beach FRONT AMAZING VIEWS Summer Special 275 nightly
Our beautiful condo is located on the world famous Kaanapali Beach and shores. You can't get any closer to the ocean then the MAUI KAI Resort, the Bldg. Is just feet away with the best snorkeling right outside the front door. As you relax on the lanai, it's easy to...
Hale Koaniani - 3BR Beachfront Home in Ha'ena
TVNCU#1059 - TA# 121-109-0944-01 - "House with the Cooling Breeze"A true oasis, Hale Koaniani is a meticulously cared for three bedroom, two and a half bath home and a rare find on Kauai's spectacular North Shore. It’s elegantly constructed and furnished and has ocean...
Newly Remodeled Luxury Condo with Ocean and Fairway Views
Beautiful newly-remodeled unit in one of the most sought-after associations on the North Shore. We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to our beloved home....
Your Maui home-30 day minimum rental
Spacious 1Bedroom, 2Bath -- Rent from Super Hosts! Big View, Spacious Layout, Quality Furnishings, Two Private Lanais. New Air Conditioners, Remodeled throughout including updated kitchen and bathrooms, California King Bed.Perfect place for honeymooners!Enjoy an ocean...
ICC 20 Remodeled 2Bedroom Hawaiian Cottage w Pool AC
International Colony Club 20 Fully Remodeled Hawaiian Cottage- Walk to Beach & Steps to the Pool! 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,...
Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
Welcome to our beach front home on the Island of Kauai! Lae Nani is a beautiful resort located on the east side of Kauai, just south of Kapaa. Our location gives you easy access to the North Shore (Napali Coast) and South Shore (Poipu, Waimea Canyon) and there are lots...
Beautiful Marina Sunset Views, Located In The Ilikai Hotel!
This condo is located on the 9th floor of the Ilikai Hotel. You'll have amazing views of the Ala Wai Yacht Harbor and Ala Moana Beach Park, with stunning sunset view. Construction Notice: Exterior spall repair and painting work is currently scheduled for Phase 3 between...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...
Renovated 1-Bedroom At The Ilikai Hotel!
Look no further, you've found PARADISE! This condo has a King bed with a sofa sleeper in the living area. There is a sliding shoji door that separates the living area and the bedroom for added privacy. With a full kitchen, you can prepare your meals or enjoy the many...
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina, on the...
1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!
Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of exploring,...
Penthouse Waipouli Beach Resort E404 - Beautiful Ocean & Pool View
Penthouse - Ocean & Pool View 1 bedroom "Jewel" - ACExperience your vacation in this Beautiful Ocean and Pool View, a 1 bedroom, 2 bath condo "Jewel" in this Oceanfront Resort & Spa. From the moment you walk into the living room and master bedroom you will know you made...
Mauna Lani Golf Course Villa with Newly Renovated Pool & Spa
Brought to you by Abita Luxury Rentals.Now with Mauna Lani Sports Club and Mauna Lani Beach Club Access!This resort home is situated on the Mauna Lani North Golf Course, with views of the 4th fairway from the private pool and spa that were renfinished in 2023! The...
!DISCOUNTED RATES! FULL ocean view. Rated "EXCEPTIONAL". Renovated. Top Floor.
**The condo is already booked 44% in 2026 with some dates already booked in 2027! I've HEAVILY discounted some dates in 2026. Reserve your stay today before your dates are gone.****NEW elevator and NEW lobby just completed.****Hale Ono Loa Condos, the resorts at...
Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories
Ainamalu located at the entrance of the Waikoloa Beach Resort road. A 20 minute drive from the Ellison Onizuka Kona International Airport at Keahole. Our home is a 3 bedrooms 2 bath (model Kalani). There is a fabulous view of the Mauna Kea mountain, which sometimes...
Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.
Beautifully remodeled ground floor corner unit in Building 20, with Pacific Ocean views! From the front Lanai, there is a broad green lawn, lined with palm trees that take you to one of the most beautiful swimming and surfing beaches in the world. Our one bedroom, first...
Oceanfront living - Floor to Ceiling wall of glass
Enjoy oceanfront condo living with all the amenities and added comforts of home. Included is an in-unit washer/dryer, full kitchen, reserved parking space, beach and snorkeling gear, WiFi, cable TV, and A/C. Experience one of the BEST unobstructed ocean views and wake...
Hale Maluhia - Gorgeous Kaneohe Bay Home
Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...
Kailua-Kona Condo w/ Pool & Ocean Views
A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...
Kanaloa at Kona 3304: Delightful Oceanfront Condo w/ AC, Pool & Spa
Welcome to Kanaloa at Kona 3304, an oceanfront 3-bedroom condo perched above the lava-lined coastline of Heeia Bay in Keauhou. With 1,746 square feet of bright, vaulted living space, panoramic Pacific views, and a generous lanai designed for outdoor living, this...
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a regular visitor, thank you for giving us the opportunity to host your special vacation. Bougainvillea-109 is one of the...
One Hanalei, Luxury Home, walk to the bay! TVNC #1168
One HanaleiPermitted Vacation Rental Property - TVNC#1168Transient vacation rental is located in the tsunami evacuation zoneOne, meaning Sand in Hawaiian, is a family beach house, named after the owner’s mother Sandy and the beautiful sand beaches of Hanalei just steps...
Low price special - 15 ft from the water 180 deg views 2bed/2ba unit Views Views
Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful....
Naue Beach Tropical Dream House on Kauai's North Shore
Vacation 'Hawaiian Style' with Beautiful Naue Beach right outside your door. This home has a premium ocean/beachfront location right at Naue Beach. You are surrounded by North Shore beauty. No parking worries for you. It is perfect for watching whales (in season),...