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.
Panoramic Maui Sunset Ocean Views
Hawaii Tax ID: TA-153-135-9232-01TMK: 390010750123This beautiful Kauhale Makai 335 condo offers panoramic Maui sunset ocean views as well as whale watching during whale season. You are steps away from the ocean when you stay here and have all of the conveniences of home...
Gorgeous interior with oceanfront location
Noelani 113 is a beautiful Studio condo located on the first-floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. This spacious condo can accommodate up to 2 guests with a king-size bed. The spacious main living area includes...
Maui Kaanapali Villas - one Bedroom Garden View
Photos are not of actual units. Rooms are assigned upon arrival.Resort Highlights:•2 Swimming pools•2 Hot tubs•2 Tennis courts•Pickle ball court•Manicured landscaping•Elevator•24 Hour front desk•Activity desk•Fitness center ($)*Full service...
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...
Corner condo with direct beach access
Nohonani 203 is a premium oceanfront,1-bedroom, 1-bathroom corner unit, with stunning ocean views that can accommodate up to 4 guests. It has been beautifully updated with a fully equipped kitchen, granite countertops, and updated appliances and does not have A/C. The...
#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,...
Unwind and Immerse Yourself in Stunning Ocean Views with AC- Kihei Surfside #305
Kihei Surfside #305 – Stunning Ocean Views with Comfortable Island Living and Split ACWake up to the sound of ocean waves and breathtaking panoramic views at Kihei Surfside #305. Located on the third floor of this iconic South Maui property, this 1-bedroom,...
Grand Champions 68! Enjoy stunning golf and ocean views from this inviting condo
Grand Champions 68! Beautiful golf and ocean views.As you enter you will be greeted by the charm of this condo! Open and inviting! Floor to ceiling sliding glass doors lead to your private lanai. Take in the tropical setting overlooking the golf course and ocean views...
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...
Prime location in Kihei, walk to shops and dining
Discover the ultimate island retreat at Kamaole Beach Royale 302, a 2-bedroom, 2-bathroom oasis perfectly located just steps from the beach and Kihei's vibrant shopping and dining scene. This spacious condo comfortably accommodates up to 6 guests, making it ideal for...
🏖️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 Oceanfront Resort - Beautiful 1 BR Ocean View Suite
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...
Unique Greenhouse Stay w Ocean Views
Escape to the Hawaiian Off-Grid Paradise!Our 100% sustainable space offers unparalleled tranquility with over 10+ acres of natural beauty, you'll be serenaded by coqui frogs at night, enchanted by the melodies of birds and rustling palm trees, and may even catch a...
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...
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...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
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
Remodeled top-floor studio at The Whaler featuring ocean views, sleeper sofa, 50-inch TV, oceanfront pool, fitness center, and nearby snorkeling.*Special Offer- Book any KBM rental home in Hawaii for 6 nights or more with an arrival date between Jan 1 - Dec 31, 2025 &...
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...
House of the Rising Sun
Per Oahu law, all bookings must be for a minimum of 29 nights. If you plan to stay less than 30 days, that's OK but your booking will still be for 30 days per Oahu Law and the monthly rental fee will NOT be pro-rated based on the actual number of days you plan to occupy...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above Your Expectations!Beautiful, very private 14th floor penthouse has panoramic western views of all the Ko Olina lagoons and great ocean sunsets. The elevator for this villa opens out to your own private lobby. A full kitchen and open floor plan look directly...
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical garden
Nestled in flourishing tropical landscape within the Poipu Kai Resort, this spacious 4 bedroom, 3 bath Kauai vacation home is uniquely designed for privacy with a beautifully appointed back yard and covered patio. Central air conditioning, vaulted ceilings and numerous...
Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo
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 create an island feel perfectly fitting for your Maui vacation. Your view from the living space balcony could compel you 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
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 Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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...
Mauna Lani Villages luxurious Villa with Private Beach Access!
Luxury 3-bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanais with a BBQ and wet bar...
HK 322 Luxurious Kaanapali BeachFront 2BD w Pool AC
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 Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Family Vacation Condo w/Full Kitchen by the Beach & Near Shops & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 3rd Floor (No Parking, No Elevators and No Pool)Living Room- Trundle Bed (2 twins)- Flat...
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...
Right on the beach near Diamond Head and 4 miles from Waikiki!
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...
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 that's just a short drive from the beach. Feel the...
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🌴
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 bringing the entire ohana together. The living room provides plenty of...
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...
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....
Mountain & Lake-view condo with on-site golf, pool, hot tub, & fitness room
Waikoloa Fairway Villas N-5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're seeking adventure or relaxation, this Waikoloa Village condo located in the highly desirable...
Take a Look! Ocean View with cute Kitchenette
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach....
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...
Spacious house with private gas grill, shared pool, close to golf
The H-HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The award winning "H House", designed by George Heneghan, is truly one of Waikoloa's finest architectural specimens. In the...
Beach Villas Peekaboo Ocean & Mountain View Resort w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Location: 92-106 Waialii Place, Ko Olina, HawaiiExperience the ultimate blend of luxury and comfort at the...