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.
Charming Retreat with Majestic Ocean Views!
Welcome to one of the best locations in Princeville—beautifully updated with modern flooring, stylish furniture, and fresh island-inspired décor! Perched on a bluff above the sparkling Pacific, this beautifully updated condo at Pali Ke Kua offers sweeping views of...
BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!
Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...
Kauai Beach Villas, Access Kauai Beach Resort pools, Walk to beach, FREE PARKING
Lihue vacation condo with kitchen and 2 lanai'sKauai Beach Villas D 11, 2-Bedroom, 2-Bath, 3rd Floor Unit (no elevator) with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi and free Parking!Enjoy tropical lagoon views, on a centrally...
An Affordable Alternative to Expensive Accommodations in Poipu
When you arrive, just park in the driveway between the yellow lines... the car on the far right will be partly on the gravel. The front door is never locked and there will be a welcome note for you taped to the inside door post. Please take it to your room which will be...
Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Greeting Sugar Beach Resort Lovers!Amazing ocean view beach front condo that captures the magic of Maui with contemporary elegant style situated on popular Sugar Beach! Take walks on the sandy beach for miles or swim in the warm ocean waters in front of the condo. Enjoy...
Cozy 1bd Kihei condo steps to Kamaole Beach
Kihei Kai Nani 368 is a 1-bedroom, 1-bathroom condo located on the 3rd floor that offers 1 window A/C unit and can accommodate up to 4 guests. Please note that this condominium does not have an elevator. Enjoy the tranquil setting on your private lanai with a tropical...
Cozy Cute Condo Kihei Maui Vista Complex
Located in sunny South Kihei at Maui Vista Complex enjoy what this 1-bedroom condo has to offer. With a comfy king bed, WiFi, AC, 2 smart TVs, washer & dryer our guests can relax and unwind after a day at the beach. The "Beach Closet" at the entrance has everything you...
Gorgeous home with lanai, AC, outdoor pool & tennis - walk to dining & beach
Manualoha 608Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Manualoha 608 is the perfect home for your whole ohana! Just 100 yards from one of Poipu's finest beaches, Brennecke's...
Beautiful Remodel Partial Ocean View - Kaanapali Alii #2104
Kaanapali Alii 2104 is a spacious 10th floor condominium offering Kaanapali’s best location and partial ocean views at value pricing! You’ll enjoy West Maui Mountain views from your lanai, a fully equipped kitchen, dining room, washer and dryer, and access to all of...
Your Perfect Maui Vacation Awaits You
Located on Kaanapali Beach, one of the most beautiful beaches in the world, you will enjoy all the comforts of home in this cozy, newly renovated comfortable one bedroom, one bath condo located in the 'E' building of the desirable Maui El Dorado Resort. Enjoy coffee on...
Washlets! A/C, Washer/Dryer, Dishwasher, Wi-Fi, Pool, and 1 FREE Parking!
Fairway Villa #1217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy Oahu's tropical beauty from this contemporary Hawaiian two-bedroom, two-bath condo (723 sq.ft. plus 151 sq.ft. lanai). Sleeps up to 6.The Fairway Villa is...
"Picture Perfect: Oceanfront Gem on the Top Floor at Wailua Bay View!"
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!View of the Sea from this cozy condo! Sun, Surf, and white sand beaches are calling you to come and relax. Let the view take your breath away and the sound of the waves your soul. Stylish decorated condo...
A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️
Relax at the Oceanfront Pool while you plan your adventure in Hawaii. Beautiful 1 bedroom ground floor condo on the scenic Ali'i Drive less than a mile from town. Full kitchen, brand new Queen Novaform 14 inch gel memory foam mattress in the bedroom and a queen sofa...
Keauhou Kona Surf & Racquet Club Townhouse #4
ABSOLUTE OCEANFRONT! AIR CONDITIONED! REMODELED!Nestled at the edge of a secluded cove and beach, the newly remodeled 'Waving Turtle' Oceanfront Townhome offers dramatic ocean views from its lanai, living room, kitchen, master bedroom and master bathroom. It offers...
Hale Kamaole 341 Third floor condo, easy access to best beach on Maui!
Fabulous Ocean and Garden View – one of the BEST views on the property. There is new furniture and a king bed in the master bedroom, the loft has new furniture and a queen bed. Downstairs, the bedroom has new furniture with a king bed. The living room has wood...
Waimea Condo < 1 Mile from Mauna Lani Beach Club!
Breathe in that fresh ocean air during a relaxing stay at this vacation rental. With 3 bedrooms, 2 bathrooms, a private lanai, and access to pool, tennis courts, yoga classes, and more, this Mauna Lani condo promises a worry-free retreat. Stroll through Kalahuipua'a...
Kona Makai 5305 Top Floor, Ocean View, 1 Bedroom + Loft & 2 Lanais! SPLIT AC!
Newly remodeled in 2023! Pictures reflect the current updates! Incredibly special & unique unit at Kona Makai, this top floor unit with a loft has SPLIT AIR CONDITIONING INSTALLED! Split AC in Loft Bedroom & Back Bedroom! Very rare offering, and such a high in demand...
Ocean View ~ Sunsets ~ Jungle ~ Mountain ~
PARADISE FOUND..! A UNIQUE and VERY SPECIAL Location offering VIEWS that few others can provide: Lush Mountain Waterfalls, Amazing Bali Hai Sunsets, Jungle Valley with Tropical Birds Singing & the Crashing Sounds of the Distant Blue Ocean. This Condo is Situated on a...
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 109, Huge Lawn Area, Steps to Pools/Beach/B.B.Q.s!
Enjoy one of the most convenient ground floor locations at Honua Kai in the highly sought interior courtyard of the Konea Tower. Konea 109 offers a spacious 1315 square feet of living space and convenient interior ground floor access to the pools, beach, and BBQs. The...
Kahana Sunset C8 - Beautiful Views - Special Rates!
Tropical landscaping, sparkling heated swimming pool and delightful surprises, like the sandy beach of Keoni Nu'i Bay, surround you while staying at Kahana Sunset. Unit C8 has been fully renovated and features granite countertops, tile floors/baths, air conditioning and...
Keauhou Kona Surf & Racquet 9303: Condo w/ AC, Stunning Views & Shared Pool
Picturesque ocean views and this newly renovated, Hawaiian-inspired space is sure to whisk you away to island time. Keauhou Kona Surf & Racquet #9303 has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 9 guests, with all of the perks and amenities to give...
Brand-new AC in a stylish, contemporary condo
Kihei Akahi B102 is a 2-bedroom, 2-bathroom condo located on the ground floor featuring easy access to the resort grounds, a new split A/C unit in all spaces, and tile flooring throughout. Unit B102 can accommodate up to 4 guests. The master bedroom has a king-size bed,...
Beach front paradise! Kapaa Sands#23
This special place is close to everything, making it easy to plan your visit. The beach is only steps away. Three beaches within a five minute walking distance. Centrally located. 19 Restaurants and shops are within walking distance. Walk off the lanai down to the beach...
Garden Island Retreat - Islander on the Beach #116 - Studio Condo
Beautiful ground level studio #116 w/kitchenette at Islander on the Beach. Just steps away from the beach! Great, quiet location in the resort complex and has an ocean view from the lanai. Islander on the Beach, Hawaiian Style Resort, is set on six acres of oceanfront...
Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.
Special Rate! Last Minute Deal when you book to arrive 2/28 - 3/4/2025.Steps from the beach at White Sands Village #334No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the...
Cozy Top-Floor Maui Parkshore Condo
Welcome to beautiful Maui and our inviting condominium at Maui Parkshore! From the lanai on the top floor of this well-located resort, your eyes will feast on the tropical, beautiful surroundings just two minutes from south Kihei’s favorite beach park, Kamaole III....
Enjoy Stunning Ocean Views From Living Room & Lanai, Bright Beautiful Condo
Address for this Condo: 800 S. Kihei Rd #402, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your home away from home, Koa Lagoon #402, where you will find everything you need to enjoy your perfect Maui getaway! Upon entering...
Kona Makai 4104: Delightful Oceanview Condo w/ AC, Shared Pool & Spa
Kona Makai 4104 offers a peaceful oceanfront retreat in the heart of Kailua-Kona. This newly remodeled 1-bedroom, 1-bath vacation condo features lush garden surroundings, unobstructed Pacific views, and resort-style amenities just steps from your private lanai. Whether...
Expansive Mauna Lani Resort Estate with Pool, Garden, Maid Service & Beach Access!
This 5 Bedroom, 4.5 bathroom sprawling family compound located in the prestigious Champion Ridge gated community just a short mile drive to the private Beach Club and oceanside restaurant. This spectacular home is surrounded by lush gardens and features a gigantic...
Ocean Front, One bedroom, Completely Renovated! King Bed
Spectacular Western view from this, third floor, direct ocean front condo. Waves breaking just 50 feet off the private lanai. This one bedroom, one bath condo has an open floor plan, full kitchen, spacious lanai and pull-out sofa in the living room sleeps two....
KKSR6104 GRND FLR, CORNER W/WRAP AROUND SCREENED IN LANAI! GARDEN & GOLF VIEW
Gorgeous, Highly Rated, Guest Favorite at the Surf & Racquet ClubUnit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end corner unit with a large, wrap-around, ENCLOSED...
Kona Makai 3-203 2nd Flr, Ocean View, Remodeled Throughout!
NEW REMODEL AS OF FEBRUARY 2024! Enjoy amazing new features of Kona Makai 3-203 to include: All new flooring, Paint throughout, All new cabinets, All new granite countertops, New furnishings, appliances, and much more!! The Owners are the best! They take amazing care of...
KR203-Oceanfront Beautiful Condo
Beachfront Kealia 203 is a meticulously remodeled vacation rental, exuding charm and tranquility. The condo features light-colored tile flooring, extending seamlessly onto the lanai, offering a perfect spot to savor your morning coffee while taking in the awe-inspiring...
OCEANFRONT 1 Bed/1 Bath condo - Steps to the water! Incredible views!
Kuleana Resort in West Maui. Nestled on meticulously landscaped grounds, this second-floor unit offers panoramic ocean views from a spacious private lanai—perfect for sunset dining or spotting whales in season.Inside, enjoy the comforts of air conditioning, a...
Ilikai 1820 Ocean / Lagoon Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. Fully equipped and very clean. AC, cable,...
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views
Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...
Steps to the sand, oceanfront views, wild & beautiful!
Hanalei Colony Resort I1 is unique among north shore Kauai condo resorts. Recently voted one of Travel + Leisure's top 20 favorite resorts, these vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I1 is the closest...
Great Location! Steps Away From The Beach. Easy Walk To Shops And Restaraunts
This cute condo on the second floor has one bedroom and bath. Permitted parking is available right in front of the unit. The kitchen is stocked with all the necessities of home. There is a balcony overlooking a lush tree belt, away from traffic noise - perfect for...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 UP TO 20% OFF STAYS IN SEPTEMBER. ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY...
Northshore Hawaiian Experience 1 Bedroom at Kuilima East
Aloha, Enjoy an Old Hawaiian Experience at Kuilima at the Turtle Bay Resort, an hour away from Waikiki but a century away in time. New Air Conditioner installed August 3, 2021. 2 TV’s, 50 “ new Smart in LR, 32” in bedroom.Your Master Suite with queen bed and...
Luxury meets captivating panoramic ocean views
Welcome to Mahana 305, a a newly updated 1-bedroom, 2-bathroom condo with exquisite ocean view, beach access, and central A/C nestled along the picturesque shores of Maui. There are elevators at this property. Unit 305 can accommodate up to 4 guests. The master bedroom...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything!
At Maui Vista 3-102 you can walk right out onto your lanai and the beautiful garden beyond, under the Plumeria trees - or sip coffee or your favorite beverage on your own private patio/lanai. Our fully equipped condo, which comes with everything down to your own beach...
Exceptional Molokai vacation condo - Steps from Hawaii's longest beach
Welcome to the island of Molokai. No traffic, no crowds, not a single stoplight, just a tropical island paradise left alone by time. This is the Hawaii of yesterday: the 'real' Hawaii. Situated ideally on the sunny west side of the island, my fully equipped and roomy 2...
KA 210 OceanFront 1BD Tropical Getaway w AC
Kaleialoha 210 Direct oceanfront 1 Bedroom/1Bath Condo Hawaiian Style Tropical Paradise FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Hale Kamaole 273 Second floor condo, easy access to best beach on Maui!
Spectacular ocean and pool views! This condo is a recently remodeled two bedroom with additional loft. Upscale furnishings throughout with king bed in master bedroom, king bed in downstairs bedroom and 2 twin beds in loft area. Large flat screen in living area with...
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, AC
Peaceful ground floor condo. End unit with many shutters/windows to enjoy the ocean breezes in a beautiful garden setting Newly installed AC included also Two minute walk through nice grassy garden to the exclusive Kiahuna Plantation beach complete with a Beach Hut...
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753*** Professionally Cleaned Condo, No Contact Check-In/Check Out ****** Newly RENOVATED CONDO!!***Welcome to Palms at Wailea! This is your tropical paradise! This recently remodeled...
Oceanfront condo walking distance to Pohaku Park, shopping, and dining
Hololani B702Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break from the daily grind with a tropical adventure in this oceanfront Maui condo at Hololani Resort. Nearby...