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.
Ocean View, affordable luxury 2 bedroom condo
This lovely ocean view condo with park and mountain views is the perfect place to relax and enjoy the island. Wake up in the morning in a comfortable bed to a beautiful sunrise overlooking the ocean . Have your coffee/tea on the lanai while enjoying amazing mountain...
Lae Nani 532 - Delightful & Spectacular Sunrises
Decorated with a delightful mix of island-style furnishings and Hawaiian accents, this oceanfront condo offers spectacular views of Kauai's Coconut Coast. Lounge on the lanai with a cup of coffee and Enjoy colorful sunrises and the gentle ocean breeze. The open floor...
ENJOY THE BEAUTIFUL VIEW AT QUEEN'S HIDEAWAY!
This spacious ocean bluff condo, unit 109, called 'Queens Hideaway' has sweeping views of the Pacific and is now totally refurnished by interior designers to become the most elegant and comfortable unit in Pu'u Poa! Modern, large lounging sectionals and updated...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Contact us for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and walking distance to...
Sealodge J8: Cozy Oceanfront Condo Newly Remodeled, 5 Min Drive to Hanalei Bay
Welcome to Sealodge J8 – your oceanfront retreat perched on the dramatic cliffs of Princeville’s North Shore. This bright, breezy two-bedroom condo captures sweeping Pacific vistas and the serene rhythm of island life, ideal for couples, small families, or solo...
Kapaa Shore Resort C327, Beautiful Unit! Oceanfront, Moon and Sunrise Views
Beautifully and tastefully remodeled Kapaa Shore Resort C327, a highly sought after Kaua'i vacation rental. Exquisite local art, beach vibe throughout this remodeled condo! Kapa'a Shore Resort on the Coconut Coast, Kapaa, Kauai Vacation RentalAs Recommended In Frommer's...
Tranquility on West Moloka'i
Kick back and relax in this calm, stylish space. This one bedroom, one bathroom condo is located in the Kanaini Kai development on West Molokai. Featuring a spacious floor plan with a full kitchen and an amazing lanai with views of the ocean and Papohaku Beach (longest...
Waipouli Beach Resort Exquisite Luxury VIP Oceanview Condo!
Oceanview! Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the lanai...
West Maui beachfront. Steps to the ocean. Stunning sunsets. Heated pool.
Makani Sands #104 is a one Bedroom right on the ground floor where you can walk right out to grass and beach. There is a lanai off the living room that opens the ocean side. The lanai has a table and chairs so you can sit outside and sip your morning coffee, or watch...
Kings' Club Golf Membership and Sunset Views- 2 bedroom, 2 bathroom, plus loft
Come enjoy our Kings' Club golf membership. Our condo is ready for your vacation in paradise! Bring the family or a few couples and enjoy the resort life in the heart of the Waikoloa Beach Resort. Located on the fourth hole of the Waikoloa Lakes Course you can play a...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Partial Ocean AND West Maui Mountain Views, Special Discounted Pricing!
This tandem package is comprised of two adjacent two-bedroom partial ocean-view suites that each offer views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Guests will find that these suites are well situated to enjoy what Maui is known for: ocean and...
Spacious 2bd island-inspired condo in Kihei
Maui Vista 1403 is a 2 bedroom, 2 bathroom loft-style condo featuring amenities such as a washer/dryer, partial ocean views, and air-conditioning. Located on the fourth floor, this unit accommodates up to 5 guests with a Queen-sized bed in the master bedroom, two...
K L V R Welcomes you to H432 4th Floor, Gorgeous rainbow views
Aloha and welcome!Our condo is Hokulani 432 with beautiful mountain and rainbow views.We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos.The Honua Kai (HK) resort is located at the northern end...
🏖️AC | Ocean View | Concierge Included | vrKCV
vrKCV - Kona Isle C35, Professionally Managed by Kona Coast Vacations.Charming One-Bedroom Condo with Partial Ocean ViewEscape to this delightful one-bedroom, one-bathroom condo offering a lovely partial ocean view and the convenience of concierge service to make your...
Spacious, Comfortable with Full Kitchen
Hale Anuenue (House of Rainbows) is a large, fully equipped studio/condominium unit fronting on a tree lined walking path that leads down to Anini Beach. It offers a full, well of equipped kitchen, washer/dryer, Queen size bed, Wi-Fi, Smart TV, a large walk-in shower,...
❤️PiH❤️ OHANA SPIRIT★Free Hilton Resort Passes ★Free Private Beach Club
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest home in our Hawaiian Luxury Collection. Ohana Spirit at KaMilo is a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled...
Private- 2 Master Bedrooms, 2.5 Baths with Ocean Views on Keoni Nu"i Bay!
Ocean Front complex! This unit has 2 master suites!! Main floor has an extra 1/2 bath.Fans in every room. Relax in the sun, lay by the pool, swim, paddle board, kayak, or snorkel with the turtles in the bay, take a walk on the white sandy beach, BBQ for lunch/dinner and...
A/C Oceanfront View Of Poipu Beach.
Poipu / Brenneckes Beach House is a, three - four bedroom ocean view vacation house.Located across from the Poipu Beach Park in the heart of Poipu, Kauai - this two story house features large bay windows, two large lanais (sun decks ) and a 65 inch T.V. entertainment...
Clean, Conveniently Located Condo
Clean and cool downstairs unit, with front door parking and outside lanai space. Well stocked kitchen with all the conveniences, washer and dryer, California king size bed. Good airflow and shaded lanai. Conveniently located close to Princeville One Hotel and Westin...
3 BR Makena Oceanfront Home on 1/2 Acre Lot
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...
South Maui Partial ocean views Maui Sunset A116 1 BR, 2BA
Spectacular one bedroom, two bath ocean view ground floor condo. Newly renovated and new furniture and 85 inch smart TV. Equipped with a large oversized washer/dryer. Desirable stainless appliances for all of your kitchen needs. Open floor plan makes this one bedroom a...
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...
KBM Resorts | FREE CAR | Honua Kai Konea | Oceanfront | 2-Bedroom Condo with Private BBQ, Large Balcony! HKK-201
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...