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.
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean
Gorgeous home on quiet Old Makena Road with West-facing ocean views from every room.Slip on your beach shoes, walk down your 40 foot dogleg to the left of your front lawn, step over small rocks, and swim with the turtles at our private ocean access. It is just a short...
Plantation at Princeville 821
The Plantations at Princeville Resort is a gem on Kauai’s North Shore! Within walking distance to beaches, restaurants, shopping, and world-class golf, it’s just a short drive to picturesque Hanalei Bay. This peaceful complex features beautifully landscaped grounds...
Condo on the beach
Aloha and welcome to our little paradise at the Luana Kai. Our unit is unique, luxurious oceanfront condo with an ocean and pool view.We have an open kitchen with maple cabinets and granite counters. It is tiled from the bedroom through the lanai. The bathrooms have new...
🏖️Direct Ocean Front | Beautifully Updated | End Unit | vrKCV
vrKCV - Kona Isle E21, Professionally Managed by Kona Coast Vacations.Welcome to your oceanfront paradise! Nestled in the lushly landscaped Kona Isle complex, this 1-bedroom, 1-bath end unit in the desirable “E” building offers an idyllic Hawaiian escape. From the...
OCEANFRONT PARADISE Direct Private Sandy Beach! Sunsets Hale Mahina NO HOST FEE
Welcome to Your Exclusive Oceanfront Haven at Hale Mahina, Unit A206.Dive into the essence of beachfront luxury in our elegantly remodeled Unit A206 at Hale Mahina. Nestled in the sought-after A-building, this one-bedroom, split-level condo is a sanctuary of modern...
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
Hale Kamaole 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Front row of Maui Kamaole. Newly renovated unit with ocean views.
Completely renovated condo with updated kitchen and bathrooms on the lower floor with lanai. This corner unit is quiet with surrounding green belts. Amenities include Air Conditioning and Laundry. Fully stocked kitchen with full size appliances. Electronic Lutron shades...
Maui Resort Rentals: Honua Kai Konea 629 - 6th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom Deluxe Oceanview suite offers breathtaking views of the Pacific Ocean and Maui's neighboring island of Lanai from the moment you enter and the views continue throughout! All 3 bedrooms have beautiful ocean views. This suite affords a perfect...
Spring Specials! Lovely Condo with AC, Pool & Hot Tub in Mauna Lani Palm Villas!
POOL/SPA CLOSURE FOR RESURFACING SEPT 7 TO OCT 4, 2025. PRIVATE BEACH ACCESS IS STILL AVAILABLE DURING THIS TIME. We can’t wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex...
Great Mountain & Waterfall Views, Less Than 2-Minute Walk to Beach
Live the ultimate Kauai experience in this luxe and spacious 3-bedroom, 2-bath airy tropical house.Designed from the ground up as the ultimate tropical vacation home, this three-bedroom, two-bathroom home in the idyllic community of Haena, pampers you with the soothing...
Maui Kihei oceanfront/beach, grd floor, 2 bd/2bth, updated condo,Luana Kai A103,
This updated ocean front condo is located on the ground floor (no stairs/steps) - Great for people with mobility issues or young/old families. The beach is only steps from your personal patio.Open concept, spacious floor plan, upgraded oak/granite kitchen with...
!! Deluxe Ocean View Maui Condo, Steps to Kamaole Beach III, 2 King Suites !!
Located just 150 yards from the golden sands of Kamaole Beach Park III, this fully remodeled, 2-bedroom + loft condo offers over 1,200 sq. ft. of bright, breezy island living, perfect for families, couples, or groups up to 6. With sweeping unobstructed ocean views,...
Maui beachfront, steps to the sand!*Hono Kai C1*
In this direct ocean and beach view unit, you will feel immersed in the rich tropical views and ocean sounds as you enjoy your private patio only steps away from prime beach access! Soak in amazing ocean views on your private 3rd-floor lanai in this updated 2-story...
Private Oceanfront Penthouse Lae Nani 231, New split A/C, Parking, AMAZING VIEW!
If you're flexible on travel dates see availability calendar here: https://www.vrbo.com/2522554?dateless=true(VRBO has recently changed format to hide availability)Lae Nani 231 is located on Kauai's beautiful coconut coast. The Penthouse overlooks the pool, lawn, beach,...
Great 2025 rates!! Kihei Bay Surf G259 - Comfortable Studio Space!
**2025 - Special rates - Book Now! **Discover the perfect retreat in our second-floor studio Kihei Bay Surf unit 259 located in the vibrant area of South Kihei. This charming accommodation offers a partial view of the Pacific Ocean and an array of amenities to ensure a...
Natural Light End Unit Kuilima East Steps to Pool-BBQ-Parking Golf Retreat
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to this stunning vacation rental, ideally located on the world-renowned North Shore of O'ahu, within the exclusive Turtle Bay...
Sunlit Luxe Home ~ Ocean Vista + Sunsets + Full AC
This Fully Air Conditioned, lush upscale Island Style Masterpiece Home offers 4 bedrooms, 4 bathrooms and sits atop the 2nd green of the world renowned Makai Golf Course. Enjoy the expansive lanais and verandas complete with outdoor dining and lounge chairs to enjoy...
Great Location, Clean, Beachy 1BR Cottage
Maui Permit STPH2015/0006. 1 bedroom, 1 bath, (sleeps 2) fully equipped & newly renovated kitchen, FREE WIFI, new appliances, coffee maker, toaster, blender, washer/dryer, new queen bed, linens, towels, beach towels, beach chairs (2), outdoor covered lanai with dining...
Breezy + Spacious 3/2 Home with Bali Hai View + Hot Tub
Welcome to the Kamalani Lodge! Our newly renovated 3BR/2BA house has floor-to-ceiling louvered windows to maximize tropical breezes throughout the house, a fully equipped kitchen with quartz countertops and SS appliances, and resort-quality king beds. Outside you will...
Includes Mauna Lani Beach Club Pass. 705 Kulalani
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
❤️PiH❤️ Island Hideaway ★ Enjoy Bikes & Surrey ★ Free Private Beach Club Pass
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Island Hideaway the newest home in our Hawaiian Luxury Collection.Island Hideaway at Kulalani is an exquisite 2 bedroom home with excellent amenities.We pride ourselves on providing some of the most sought...
5-4 thru 5-14 249USD Gorgeous Remodel, Oct 2024 BOSE SOUND STEPS TO POOL &BEACH
EXCITING NEW REMODEL October 2024!Welcome to my beautiful home on Maui at the Palms at Wailea!The condo is located in the upscale neighborhood of Wailea and its location on the property makes it feel more like a private home than a condo in a resort. The views are...
DISCOUNTED RATES! Fully Remodeled in the best location
Enjoy our Paradise in Maui only steps away from the best beach on the island! We are also in the heart of Kihei within walking distance of fantastic restaurants, incredible happy hours, shopping, and more. Fall in love with the 3 private pools, and 6 tennis courts on...
Plantation Style cottage short walk to beach and town nPermit STPH2013/0004
Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and a/c units in each bedroom, with the amenities of Historic Paia Town and Paia Bay just a 5 to 10 minute walk away. Baldwin...
KRV 2612 Renovated Kapalua Villa w Ocean Views Relaxing Outdoor Living
Kapalua Ridge Villas 2612 NEW LISTING! Beautifully Renovated Kapalua Villa with Epic Sunset and Ocean Views, Whale Watching, New AC, and Spacious Furnished Lanai for Outdoor Living FREE daily activities included with your stay value up to $1035! Complimentary admission,...
Beautiful, Ground Floor Condo, Steps to the Pool and Beach
From the moment you arrive here, you will find everything you need to enjoy a relaxing and laid-back vacation on Maui! This 2 king bedroom / 2 bathroom condo has a full kitchen which includes everything to cook for yourself. Master bedroom with king bed and en suite,...
PARADISE ON MAUI 2BD 2BA JUST STEPS FROM KAM II BEACH SHOPS AND RESTAURANTS
Our remodeled, 2-bedroom, 2-bath, non-smoking condominium is equipped with all the comforts of home, including flat screen HD TV and DVD, a landline telephone with FREE LONG DISTANCE TO CANADA & U.S., FREE WI-FI Internet access. Washer/Dryer in the Condo, microwave,...
Romantic Penthouse Oceanfront Condo with AC and Fabulous Views
As you walk in our beautiful condo and view the luxurious interior and the fabulous ocean view, you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
Kona Reef A-34 Absolute Oceanfront, Top Floor, Private
Private, top floor, absolute oceanfront, beautiful one bedroom condo at the highly acclaimed Kona Reef Resort! Newly Remodeled!Modern Appliances:• Brand New Efficient, Quiet Daikin 24 BTU Air conditioning and ceiling fans in both bedroom and living room.• Dish...
Completely Renovated! Kona Reef Oceanfront 2 Bedroom Penthouse A37
See dolphins, whales, turtles and surfers from our oceanfront lanai, in the most desirable 2 bedroom penthouse in Kona! Enjoy our brand new oceanfront pool area , hot tub and BBQ pavilion (completed Nov 2021)!Kona Reef Oceanfront Resort is the 1st choice in vacation...
Oceanfront - Beautifully updated - Ground Floor - Kuleana 605
Beautiful - Oceanfront - Ground Floor - Walk OutFabulous updated oceanfront condo location: Kuleana 605 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...
Luxurious & Tasteful Oceanfront Condo!
Indulge yourself in a direct oceanfront atmosphere replete with refinement and luxury. Enjoy porcelain ceramic tile floors, granite counter tops, custom-built lighted cabinets, a spiral staircase ascending to the Master Bedroom Loft Suite, brushed glass Shoji closet...
Aloha Villas # 2, Steps to Beach, Close to Golf & Restaurants
Your Ideal Maui Family Getaway Steps from Lipoa BeachImagine carefree days at the beach with your kids, building sandcastles and splashing in the waves. At Elua Villa, your Maui family getaway awaits! This luxurious 3-bedroom, 3-bath ground-floor condo is just steps...
A Must See! Beautifully renovated Direct Ocean Front condo. 1 Bedroom, 1 Bath.
Welcome to Paradise on the Big Island of Hawaii! Gorgeous Direct Ocean front condo located at Sea Village in the HIGHLY DESIRABLE ocean front building #3 (unit 3217). This unit is special because of its location within the complex. Due to its position, it is more...
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Welcome to Unit #330 at Sugar Beach Resort, Your private oceanfront oasis! The unit is in the Front row, literally 50 feet from the Ocean. Come enjoy the 180 Degree Panoramic Pacific views with winter time whale sightings right from your Lanai. The sunsets are memorable...
Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard
“Wow.”That’s the first word guests say when they arrive — and it’s easy to see why. The beauty of this place will take your breath away.If you’re dreaming of an authentic Hawaiian escape, welcome home. Wake up to the scent of tropical flowers, the songs of...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Gorgeous West Maui Mountain & Partial Ocean Views!
This tandem package combines 2 neighboring two-bedroom suites to create one of the best 4 bedroom values on the island. Each suite offers a great corner location and gorgeous views of the West Maui Mountains. One of the suites even offers some modest partial ocean views...
Spacious 3br/1ba home, A/C & WiFi
Our home is situated on a quiet family orieneted culdesac just below the Pauwela Cannery in Haiku. It is newly renovated with everything you'll need while you're here on your Hawaiian vacation. Hale Roselani offers an updated kitchen with granite countertops & stainless...
Newly Remodeled Maui Eldorado J102 - Kaanapali Beach - Great Views
Be one of the first to enjoy the place after a complete remodel. Photos taken January 2021Maui Eldorado resort property on Kaanapali golf course. Beautiful paradise views from lanais & floor to ceiling glass windows.A short walk (less than 5 minutes) to the beach with...
🏖️Ocean Front Views | Central AC | 3 Complex Pools | vrKCV
vrKCV - Kanaloa at Keauhou 2301, Professionally Managed by Kona Coast VacationsExperience Oceanfront Bliss at Kona CoveWake up to the soothing sound of waves and breathtaking ocean views from this stunning 2-bedroom, 2-bathroom oceanfront condo, Kona Cove. Located in...
Maui Eldorado D206~Renovated & Spacious 1 Bed/2 Bath with Ocean Views
Remodeled Kitchen & Bathrooms, Dual-Zone AC & More ~ Hosted by Maui Westside● Spacious and renovated one-bedroom, two-bathroom condo with ocean views● Newly renovated kitchen with stainless steel appliances, beautiful cabinetry, and granite counters● Comfortable...
Maui Resort Rentals: Honua Kai Hokulani 937 – 2 BR Corner w/ Stunning 9th Floor Ocean Views!
Hokulani 937 is one of only (4) 2 bedrooms at Honua Kai with this highly sought after floor plan. Exclusive to the 9th floor of Honua Kai, this suite offers commanding direct ocean views, unsurpassed among two-bedroom ocean views at Honua Kai. Experience a true panorama...
Hula House: Luxury Kukui'ula Villa with Superb Amenities
A private luxury home with all the appeal of a beautiful 5-star resort, and an emphasis on recreational activities: that was the defining vision behind the creation of Hula House, and this extraordinary property in Kukui'ula’s scenic Kula Makai section delivers...
OCEANVIEW 3 Bedroom 2 Bath Condo - Kahana Village 13
Welcome to your Maui dream vacation at Kahana Village — a serene oceanview oasis located on the desirable West Side of the island. This 3-bedroom, 2-bathroom ground-floor condo is new to the rental market and features stunning views, fresh updates, and the comfort and...
Oceanfront resort, Kanaloa at Kona, Sleeps 6
Enjoy your tranquil Hawaiian experience in this spacious 2 Bedroom/2 Bath End Unit. Located off the 11th Fairway with stunning garden views from our 2 lanais, our home sleeps 6 with a sleeper sofa in the living room. Envision yourself sipping a tropical beverage at the...
Fresh and New Luxury Elua Village 2 Bdrm+2 Bath Paradise Condominium #907
New, New, New! New furniture, new electronics, new beds, mattresses and linens, paint and artwork. Sooooo close to the beach! Treat yourself to the best that Elua Village has to offer. You and your guests will enjoy the short walk to the beach from this special property...
Elua Village Beach Front Townhomes- 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service.Please see the video (https://youtube.com/watch?v=_mjte4in4k8) and read a few of our many guest reviews to get a feel of this very special owner-managed...
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35 acre Kiahuna Plantation resort complex. The grounds boast wide, green manicured spaces coupled with beautiful flowering...
Aloha! Close enough to the beach you can walk. Maui misses you!
This unit is the Trifecta of locations! Close enough to walk to the beach(6 min), close enough to walk to grocery stores(12 min) and restaurants yet far enough away from the road noise on S. Kihei Rd not to hear it. This generously sized 2BR 2 BA condo with 745sf...
Blue Kauai at Islander on the Beach!
Aloha and Welcome to Blue Kauai at Islander on the Beach!Beautifully Renovated Ocean & Pool View Studio Condo - Air Conditioned! No Resort Fees!Blue Kauai - Ocean/Pool View & Prime Location! This Beautiful Ocean & Pool View Studio Condo is located on the second floor,...