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.
Maui's #1 Kaanapali Beach * 2 BR/2 BATH OCEAN VIEW F204
** Please inquire about booking as 1 bedroom *** Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room...
BEAUTIFUL TROPICAL STYLE CUSTOM HOME WITH POOL
A beautiful tropical style custom home featuring private ocean views and a gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3...
Kihei Akahi Condo w/ Free WiFi, Shared Grill-Surf, Bike, Golf, More
Kihei Akahi C504Our 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...
Affordable Comfy Condo - Just Steps Away from a Sandy Beach!
This Beautiful completely remodeled condo in Kihei Bay Vista complex is located across the street from the Humpback Whale Museum and historic Kulepolepo Beach. This beach is ideal for children as the water is generally calm. We have beach chairs and toys for your use at...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Spectacular View 1 Bedroom Condo on the ocean, Lahaina, Maui: Direct from Owner
Miraculously spared in the great wildfire of 2023, the property is intact.This beautiful and comfortable condominium unit is ideal for couples, right on the ocean. Enjoy West Maui from your doorstep - beautiful sunsets, unique downtown shopping, fine restaurants, world...
Mountain View, Close to Waikiki Beach w/ Parking
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...
Steps from Waikiki Beach, the Red Ginger
Location is everything!The Red Ginger is a compact studio apartment with its own private balcony providing a city view of Waikiki. With historic Waikiki Beach is just outside the hotel lobby, the Red Ginger makes a perfect home base for exploring Honolulu and the rest...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Resort Condo near the Beach
Aloha welcome to my condo in Kihei Resort: Located a few steps from the beach, 200 feet to Humpback visitor center, a few blocks to a windsurfing beach, 1.2 miles to Piilani shopping center with Safeway, Ross, Outback Steakhouse, Ruby Tuesday, etc; .9 miles to...
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
Upscale coursefront condo with central AC, shared outdoor pool - close to beach
Pili Mai 11COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This charming second-floor condo is built to be an escape - your escape! Warm neutrals and a refined island color palate...
Oceanside Cozy, Clean, Casual Suite - steps to beach and amenities!
Simplicity with stylish comfort in this lock-off suite within the Mana Kai Maui Resort! ! Be ready for active days making Maui memories! Restore enjoying the surrounding grounds, beach, and amenities! We appreciate you supporting the economic recovery of Maui, its...
Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools
-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...
Tropical view condo just steps to white sand beach
Hono Kai B15 is a bright 1-bedroom, 1-bathroom condo that offers tropical views from your private lanai. There are no elevators at this property. Unit B15 can accommodate up to 4 guests. The master bedroom is equipped with a queen-size bed and there is a queen-size...
Newly Renovated Amazing Oceanview & Mountain View 3BR/2.5BA - Makahuena #4308
Welcome to our beautifully renovated condo, perfectly situated to offer southeast-facing, uninhibited views of the majestic mountains, Shipwreck Rock, and the breathtaking Pacific Ocean. During the winter months, you can enjoy the awesome sight of whales breaching right...
White Sands Village#231: Beautiful Spacious Condo, Beachfront Complex, AC!
White Sands Village#231 is a beautiful addition to Knutson & Associates Vacation Rental Inventory. Quiet, Peaceful & Ocean views!! NEW OWNERSHIP & NEW CHANGES AS OF JANUARY 2024!All new bed linens, comforters, couch, recliner with ottoman, power lounge chair, bathroom...
Casa De Emdeko 211 - 2/2 OCEAN VIEW, AC, Elevators, Spacious, 2nd floor gem
This 2nd floor Casa De Emdeko 2 bedroom condo is an extremely spacious property with a spectacular ocean view. Just recently been put back into Vacation Rental!! We're proud to have this great condo back in our inventory! A great King sized bed in the master, and a...
Ground-floor beach getaway with a full kitchen & a furnished patio
Mahina Surf 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your way to this tropical, oceanside paradise - the perfect spot for a small family getaway or a romantic vacation...
Beautiful Beachfront Condo - Big Nightly Discounts!!!
Come in and visit paradise in our remodeled, air conditioned two bedroom, two bath second story condo located right on one of Maui's finest beaches. All that’s missing is you and your swimsuit!The master suite features a queen size bed with views of the ocean and...
Kailua Kona, Hawaii, United States
Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...
OCEANFRONT*OCEANVIEW*Exceptional Upgrades 3 Bedroom
Nestled inside this stunning newly redesigned condo with its light and airy modern decor you will feel yourself relax immediately. Open the glass doors in the living room to let the tropical breezes in as you unwind or take a coffee outside on the lanai to enjoy the...
Breathtaking Condo #3411: Your Ideal Maui Retreat Awaits!
Welcome to this breathtaking top-floor, Ocean View condo. Immerse yourself in the beauty of your surroundings while enjoying the utmost relaxation.Charley Young Beach, situated mere steps from the condo, showcases immaculate white sands and a family-friendly ocean,...
❤️PiH❤️HAWAII BLUE VILLA★ Bikes ★ Free Private Beach Club Access
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaii Blue Villa, part of our Hawaiian Luxury Collection. Hawaii Blue at Golf Villas is a wonderfully exquisite high-end 3 bedroom home which is one of the best buildings for glorious sunrises and golf views -...
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Nahenahe Cottage -Maui MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy tropical getaway awaits at this remodeled cottage, boasting a prime location in the private and...
KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr
Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo...
Oceanview Bliss! Large 3BR-3BA Unit - Great For Family Getaways, #E403
Papakea is a lovely tropical resort situated on the north side of Ka'anapali Beach. Close to shopping, restaurants, and walking trails, it's perfect for a larger group wanting privacy and space, sleeping up to 8. This unit comes fully furnished to meet all of your...
Kauna‘oa 7B at Mauna Kea – Private Retreat with Pool, Spa & Beach Access
This luxury two-story townhome features four bedrooms (including two primary suites) and 4.5 baths, with its own private pool and spa, in an exclusive gated community. Only about 500 yards from two exceptional resorts and two of the most renowned white-sand beaches on...
SPECTACULAR OCEANFRONT VIEWS, BEAUTIFUL STUDIO!
***GREAT LOCATION, AMAZING OCEAN VIEWS, SPECTACULAR STUDIO #102A***ABOUT THE CONDO...This beautiful direct oceanfront STUDIO is located in beautiful West Maui along the North Ka'anapali coast, 7 minutes North of Lahaina. While relaxing on your private lanai, you have...
Makani Sands #101 Summer Sale! Book Now!!!
Unit 101, a 1 bedroom 1 1/2 bath West Maui vacation rental corner condo will make your Maui vacation just like being at home. From your private vacation rental lanai, you can watch the beautiful sunsets or relax to the sound of the ocean's waves. You are steps from our...
Waterfront condo on the ground floor with a pool, ocean views & beach access
Kauai Kailani 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from the beach at this incredible, ground-floor condo with an ocean view right from your...
Oceanfront Condo in Paradise-Hale Mahina “mauiseaturtlecondo"
Guest(s) must review and sign host rental agreement and provide government issued ID to host prior to reservation acceptance. Minimum age of main guest must be 28 years. Condo is not wheelchair accessible and/or handicap accessible. Two person maximum and no children...
We are OPEN welcoming guests unit 221 GORGEOUS Studio, Ocean and Resort views
Welcome to Kaanapali Shores #221Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a plush queen size bed and a queen sofa sleeper, central air conditioning, a fully equipped kitchen, an...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
Gingerhill Farm Retreat. Commune with Nature In South Kona.
Gingerhill Farm is located on five acres of organic orchards and gardens nestled just above famous Kealakekua Bay. We offer serenity and escape mere minutes away from local restaurants and shops.The Sunset Suite is a large room in the main house with private bathroom...
Sugar Beach Resort Corner Unit | Ocean-View Lanai & AC | Heated Pool, Hot Tub
Sugar Beach Resort 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Overlooking the Pacific, this 2BR/2BA condo has a spacious lanai for enjoying gorgeous sunset views and the...
Updated, private home with serene fairway views. Modern comfort in paradise!
Newly updated home with privacy and serenity. Tucked amongst the tropical foliage, in the far corner of the property, overlooking the fairway of hole #3 of the Wailea Blue Golf Course, Grand Champions #30 is a mix of peaceful tranquility and modern comfort. Fresh paint,...
Waikiki Banyon Suite - Ocean View, Full Kitchen, Sleeps 4
Legally permitted rental - 201 Ohua Ave #1608-I90/TVU-1003 1990/NUC-0728 ** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel....
🏖️150 Steps from Lanai to Beach | AC | WIFI | Affordable | vrKCV
vrKCV - Surf and Racquet 52, Professionally Managed by Kona Coast VacationsWelcome to Surf & Racquet Club – Your Kona RetreatLocated in a gated oceanfront community, this two-bedroom, two-bath end-unit townhouse offers the perfect blend of comfort and convenience....
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
You will love our beautiful 3-bedroom, 2 1/2-bath oceanfront home, located in the serene, 30-acre gated Puamana community of low-rise townhomes in West Maui. While the Lahaina fire impacted parts of the community, our home has been professionally cleaned and offers a...
🏖️Ocean View | Concierge Included | Great Value | vrKCV
vrKCV - Casa de Emdeko 232, Professionally Managed by Kona Coast VacationsEscape to Paradise – Casa de Emdeko 232Picture yourself in paradise while enjoying an unforgettable vacation at Casa de Emdeko unit 232. Whether you're swimming, surfing, sunbathing, or watching...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Imagine stepping into your dream villa,...
Shores at Waikoloa Beach Resort 19 - 2 Ensuite & Loft
Summary:This luxurious 2 bedroom + loft villa is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The Waikoloa Beach Resort features...
Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!
NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...
Great ocean view, hike to Anini Beach, walk to shopping/dining
Completely remodeled with gorgeous upgraded kitchen and master bathroom, new flooring throughout, all new furnishings. You'll love the ocean view from Puamana 16B. Sit in the shade of the furnished lanai and enjoy unobstructed views of the ocean across a corner of the...
True and Absolute Oceanfront Condo 🌅 Breathtaking Views From The Lanai!🍍Hale Kona Kai 402
True and complete 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...
Makani Sands #208 1brm Beachfront condo with balcony on the ocean
Makani Sands Unit #208 is your home away from home while on Maui.This one bedroom condo has a beautiful view of the ocean, as well as our neighboring islands of Molokai & Lanai. Condo has bamboo floors in the living room, and a large wrap around couch with a sofa...
Honokeana Cove 208 Beautiful
This beautifully appointed 2nd floor condo has a King bed in the Mezzanine bedroom and a Queen bed in the lower bedroom. The lower bedroom has an air conditioning unit. Each condo has a lanai overlooking Cove itself, the grassy lawn, the tropical gardens, the heated...
Hale Kamaole #107 Ground floor condo, easy access to best beach on Maui!
This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room, for extra guests!...