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.
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
🏖️Breathtaking Ocean View | Ocean Front Complex | vrKCV🏖️
vrKCV - Alii Villas 228, Professionally Managed by Kona Coast VacationsWelcome to your slice of paradise at Alii Villas! This recently renovated second-floor condo boasts breathtaking ocean views that greet you the moment you step inside.Property Details: Bedrooms: 2...
Beachfront Escape With Dazzling Ocean Views! - Sugar Beach Condo #418
Sugar Beach Resort #418 – Your Beachfront EscapeWelcome to Sugar Beach Resort #418, a beautifully upgraded one-bedroom, one-bathroom oceanfront condo. Located on the fourth floor, this retreat combines stylish island décor with panoramic views of Makena, Molokini,...
Sizzling Specials at this amazing Oceanfront top floor condo!!
Top floor unit with unobstructed HUGE ocean views. Large windows face views and a cute balcony to sit and relax on. Unit is a comfortable 1bedroom/1bath with newly installed vinyl flooring, full kitchen: stove/oven, microwave, full fridge and...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost...
Hale Kamaole 329 Third floor condo, easy access to best beach on Maui!
Garden, tennis court, and slight Ocean View. This two bedroom unit offers a king bed in the master bedroom, twins in the downstairs bedroom, and a sofa sleeper in the living room - sleeps 6. Very large flat screen in the living room, and 32 inch flat screens in each...
Kona Alii#208 Beautiful 2nd Floor unit w/Elevators, INCREDIBLE LOCATION & AC!
Welcome to the listing page of our gorgeous Kona Alii, Unit#208! You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently renovated. Air...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
#330 Third floor condo, easy access to best beach on Maui!
The main floor bedroom has a queen bed, air conditioner, and ceiling fan. The main floor bathroom has a walk-in tiled shower. The upper master bedroom has a beautiful king bed, wall mounted cable TV, air conditioning, and ceiling fan. The adjoining bathroom was...
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!
Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...
🏖️Ocean Views | Across the Street from Beach | WIFI | vrKCV
vrKCV - White Sands Village 210, Professionally Managed by Kona Coast Vacations.Island Comfort Across from Magic Sands Beach – 2BR Condo with Central AC and Partial Ocean ViewWelcome to your Big Island retreat located just across Ali'i Drive from the famous Kona Magic...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
Wavecrest Resort C211
Wavecrest C211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a covered lanai and access to a shared pool, a cabana, grills, shared laundry facilities, and beautiful, lush,...
1-bed rental in downtown Kailua-Kona with pool, lanai, and convenient location
This one bedroom, one bathroom vacation rental in downtown Kailua-Kona offers an affordable and comfortable place to stay in Hawaii. The rental features a cozy queen-sized bed, fresh linens, and a bathroom with a tub and shower combo, providing all the essentials for a...
🏖️Spacious Ground Floor End Unit | Close to Beaches & Shopping | vrKCV
vrKCV - Waikoloa Beach Villas I4, Professionally Managed by Kona Coast VacationsWelcome to a sun-soaked retreat on the Kohala Coast of Hawaii's Big Island! This 3-bedroom, 3-bath ground-floor townhouse in the exclusive Waikoloa Beach Villas offers the ideal blend of...
Papakea Resort - Beautiful 1 BR Ocean View Suite - NO Resort Fee
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are...
Kihei Akahi Condo w/ Shared Pool, A/C-Beach Lovers Dream
Kihei Akahi D416Our 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...
Banyan Harbor #E56, Walk to Beach, Wifi, AC, Pool, Parking, Laundry
Banyan Harbor #E56 – Kauai Vacation Rental, Lihue, HawaiiCentrally Located on the Island of Kauai. Accommodates up to 5 guests, including children and infants.Discover the beauty of Kauai from the comfort of this spacious and well-appointed 2-bedroom, 2-bath...
Very Beautiful! High Floor! Waikiki Banyan One Bedroom with Parking Included
A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...
Perfect Private Kalapaki Beach Cliffside Getaway!
Discover the very best of Lihue from the comfort & convenience of this luxury oceanfront getaway! Step outside to enjoy incredible views overlooking Nawiliwili Harbor on your private cliffside balcony, or experience kayaking, surfing & relaxing on Kalapaki Beach just...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Oceanfront Kailua-Kona Townhome w/ Pool & Views!
Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
This extra-spacious two-story, townhome-style condo - Wailea Ekolu 1514 - offers a rare blend of privacy, luxury, and panoramic ocean views, with no shared walls and no unit above. Set in one of the most desirable locations in Wailea, this 1,489-square-foot retreat...
Perfectly located to provide spectacular views in every direction.
Sitting at the end of Pua'ana Point, high atop a bluff where picturesque Hanalei Bay meets the Pacific, this Princeville oceanfront condo is perfectly located to provide spectacular views in every direction...a panoramic sweep of Hanalei Bay, Lumahai Beach and the...
KBM Resorts | FREE CAR | The Whaler | Ocean view | Studio with Stunning Sunset! WH1-1218
** 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...
Relax in this newly upgraded condo with lanai near Magic Sands Beach
Enjoy the private lanai across from iconic Magic Sands Beach. Central air conditioning and all the amenities you need for a relaxing Hawaii vacation. Upon entry, you are welcomed by the Hawaii vibe throughout. Kick back in the Primary ensuite on the queen bed, enjoy the...
Maui Sunset Vacation Rentals A316
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
Oceanview Remodeled Across from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautifully remodeled condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Ocean views from this second floor condo are sure to be a sight you'll never forget. Rattan furnishings with Tropical accents adorn this unit to...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...
NP B5 Ground Floor OceanFront Condo w Ocean Views AC Pool
Napili Point B5 Spacious Ground-Floor OceanFront Condo with Ocean Views, AC & PoolFREE 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, Alpaca Farm...
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Maui Vista Resort is South Maui's Best Value, offering 1 and 2 bedroom condos. Consisting of 3 buildings, pools, tennis courts, and BBQ areas at each building. This complex is in prime location to everything in Kihei located across from famous Kamaole 1 and Charley...
HK 322 Luxurious Kaanapali BeachFront 2BD w Pool AC
Honua Kai 322 Luxury Resort Honua Kai 2Bedroom in Kaanapali, Maui 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, Alpaca Farm Tour, Pineapple Farm...
Updated Wailea Condo in Oceanfront Complex!
Enjoy your open and airy living area with breathtaking views of the picturesque foliage through your lanai door in unit 52A! Ample seating available as the dining table for four and two seats at the bar area provide comfort and relaxation as you entertain family and...
Maui Sunset Vacation Rentals B207
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023. Easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior....
Waikiki Moana Inn
Location, Location, Location. Relax to the gorgeous views of flowing canal waters, or walk to the beach. It's at your fingertips. Built for your comfort, and located for your convenience. Experience windows wrapped around the new corner unit on the 18th floor. 2...
Charming home with balcony, washer/dryer & free WiFi – stunning ocean views
Waipio Glass HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Unwinding into vacation mode is easy at this ocean-view home! Feel the breeze through the palm trees as you lounge...
Tropical Ocean View! Escape to the Rainforest getaway of your dreams!
We are pleased to now offer THE HOUSE OF THE FULL MOON on VRBO!!!Indulge in the serenity that will be yours as you sleep with the sound of singing frogs and crashing waves. Awaken to birds chirping and warm, tropical breezes. Appointed with everything you need in a...
🌴 Very Comfortable and Spacious Townhome in a Resort Like Community🌴
Enjoy a free late checkout on bookings made before December 15th 2025!This bright and spacious townhome offers quiet island living and resort-style amenities a mile from Kahaluu Beach and Kona Country Club. Your 1,778 square-foot townhouse has an open floor plan for...
Partial Ocean View W/Private Lanai-Kamaole Sands
Kamaole Sands unit #10-201: This charming unit provides the space and design allows you and your family or friends plenty of room to relax among the modern décor and high-quality finishes. Cooling flooring, ceiling fans, and a wall AC unit will keep you comfortable...
Lae Nani 123 Ocean and Pool Penthouse
Paradise Found! Oceanfront Resort Lae Nani - Penthouse Ocean and Pool View Unit 123! NEW AC! The Best of the Best! From the moment you walk in you will know you made the best choice! This Royal Hawaiian Penthouse Ocean and Pool View Condo has a Stunning Ocean View with...
Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.
Hana Maui1 & 2 Night Staysit's PerfectOn 4 acres of tropical gardens/farmland for you to enjoy during your stay. A very friendly 100 lb dog and 9lb cat. Both will approach you for affection. When You Want To Explore Hana For More Than An Afternoon, Enjoy a 1 or 2 Night...
North Shore 2-Story Rustic Yurt Glamping Lodge Tropical Nature Rental Near Beach
Tropical North Shore Island Nature Retreat! 2.5 blocks to the beach & famous surf breaks. Close to historic Haleiwa town & many other gorgeous North Shore beaches & world-class surfing!Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan....
Diamond Head Ocean Views! Parking/Wifi included
Panoramic views of Diamond Head Crater and the ocean is the WOW factor to this unit on the 31st floor in the Royal Kuhio!Newly upgraded bathroom to a “luxury 5 star spa”. Also the unit has “washer/dryer combination”.The spaceOpen floor plan featuring a "pocket...
Cozy Condo At Waikiki Beach 2 Beds & 2 Baths, with 1 free parking space
This is newly listing of remodeled 1000 sf property , fully furniture and kitchenette plus 150 sf patio . Located on 4th floor . Just 2 minute walk to the famous Waikiki beach . Step away to many restaurants and shopping . Every thing in house is new , 2 smart TV...
Waikomo Stream 402 - Private, Peaceful, Garden View Condo With 2 Lanais
This charming one-bedroom, plantation-style condo is a tropical retreat in sunny Poipu on the garden island of Kauai. Located near many of Hawaii's best beaches, restaurants and shopping, come stay and relax in paradise.Indulge in the charming ambiance of this recently...
Discounts! Experience WaikaloAloha! Cozy. Comfy. Convenient. Views.
The Hawaiian term ‘aloha’ runs deeper than a word of salutation. Over many years of visits to the Big Island, we are grateful to have experienced aloha: kindness, mutual regard, warmth in caring. Now, with our renovated condo in Waikoloa Village, we are eager to...
Golf course adjacent condo with heated pool, hot tub, fitness room, tennis
Fairway Terrace G101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack up your clubs and make your way to this golf course adjacent condo where you'll also enjoy access to a host...
Beach Condo by the Shared Pool w/ Free WiFi, a Full Kitchen, & Furnished Patio
Kihei Kai Nani 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next beach getaway awaits at this ground-floor, tropical-themed condo located just steps from the resort pool...