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.
Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort
Kihei Surfside #609 – Oceanfront Serenity with Bedroom AC and Spectacular ViewsWelcome to Kihei Surfside #609, a 1-bedroom, 1-bathroom oceanfront condo offering expansive views of the Pacific Ocean and West Maui coastline. Perfect for a couple or solo traveler, this...
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...
#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...
AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!
Welcome to Ohia Lehua 119 at Kiahuna Plantation, a newly updated and beautifully furnished one-bedroom, one-bath retreat on Kaua‘i’s sunny South Shore. Located on the second floor with easy access, this condo combines island charm with modern comfort.Inside, you’ll find...
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 individually...
"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West
NO HOST FEES!!!! BOTTOM LINE PRICING!!! Plus Oceanfront Outer Island "Book Ends Tour" PROMO $ 75 PER NIGHT !!! Contact Tom for details. Located amongst a Superior Turtle Bay Resort and centrally located along t he World-Famous North Shore of Oahu, the possibilities and...
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 the...
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...
Maui Resort Rentals: Honua Kai Konea 410 – 4th Floor 1BR w/ Beautiful Partial Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Partial Oceanview suite at the Honua Kai Resort, newly launched on 12/18/2024 to start taking reservations for check-in on 1/6/2025!Konea 410 is a luxurious 4th-floor 1BR/1BA suite showcasing beautiful...
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
Welcome to Wailea Ekolu 1514 - a spacious, two-story luxury condo designed for travelers seeking comfort, privacy, and jaw-dropping ocean views. This townhome-style villa boasts one of the most private floor plans in the community, with no shared walls and no unit...
Beautiful, Modern, & Spacious: Updated Island Townhome Great for Large Groups
If you're looking for a place to unwind in style while you're on island, Puamana 6B has everything you'll need! This attractive, contemporary retreat features two spacious and comfortable bedrooms, each with their own private lanai, as well as an upstairs loft area with...
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...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Ko Olina Beach Villas O1406 offers a beautiful blend of modern elegance and island serenity, perched high above Kapolei with sweeping ocean views from your private lanai. This 1,265 sq ft penthouse-level retreat accommodates up to six guests and features upscale...
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...
Condo w/ Lanai at Beginning of Road to Hana!
Your heavenly Hawaiian holiday awaits at this seaside sanctuary situated just 1 block from the diamond-dusted shoreline of the Maui coast. This 1-bedroom, 1-bath condo is well-appointed with upscale furnishings and a private outdoor lanai with plush patio seating....
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...
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 even...
Explore Maui from our Cozy Oceanfront Room | Pets Are Allowed
This listing is for a room within a hotel.✦ Your room is 272 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
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...
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 door" for...
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...
Maui Sunset Vacation Rentals B304
Comfortable relaxing interior when you are not enjoying the resort amenities or relax on your private view lanai view deck. Free WIFI in the B304 and at the pool.Condo B-304 has the view and privacy that guests love. We supply a starter set of shampoo, conditioner, and...
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 offer...
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...
Spacious 2 bedroom Villa with large loft over Pool and Abay with amazing sunsets
Located in the beautiful resort of Waikoloa Beach near Marriott and the Hilton hotel in the Kohala Coast is a beautifully furnished 2 bedroom condo with 2 full bathrooms along with a 2nd level loft that can serve as the 3rd bedroom if necessary. The condo overlooks the...
OCEANFRONT RESORT, 2BDRM, fresh towel changes, WIFI, wshr/dryr, pool, bar&grill
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Princeville Paradise Studio @ Wyndham Ka Eo Kai
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Stylish condo just a short stroll from top beaches
Welcome to Pacific Shores B110, a delightful 2-bedroom, 1-bathroom ground-floor condo that can accommodate up to 4 guests. As you step inside, you'll be greeted by an inviting open-concept living space. The living room, designed for both relaxation and entertainment,...