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.
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Royal Kahana Maui 1113 Oceanfront 1 Bedroom
- 11th floor condo with lanai- Vinyl plank flooring in living room, dining room, bathroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom with granite counter...
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
Welcome to our Sunset Hale Retreat - Ko'olina Beach Villa. Steps to the pool and beach!Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket...
Dead center ocean views and indoor/outdoor living at it's best
Feel the Aloha as soon as you walk through the door with expansive ocean views from this beautiful 1 bedroom, 1 bathroom condo centrally located on the Westside of Maui. Recently remodeled kitchen and bathroom, fully stocked with Pampered Chef items, new linens, beach...
Ocean Ohana — Private Luxury on the Hamakua Coast
Welcome to our breathtaking luxury property nestled along the serene Hamakua Coast of Hawaii's Big Island. This awe-inspiring oceanfront paradise is a true tropical haven, enveloping you in the purest essence of Hawaiian living.Every detail has been curated to immerse...
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort CommunityWelcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Wailea’s most...
Seaside Accommodations! Minutes Away from Blue Hawaiian Helicopter, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Ma'alaea Surf, Unit A4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool
Ma'alaea Surf, Unit A4 - Just steps from one of Maui’s longest white sand beaches, newly remodeled A4 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, but once you’ve settled in your...
The Westin Princeville Ocean Resort Villas-Studio
Summary:With its cascading waterfalls, tropical rainforests, and mountainous landscapes, Kauaʻi is a magnificent vacation destination. The Westin Princeville Ocean Resort Villas offers a collection of amenities to keep you entertained without ever having to leave the...
Luxurious Villas in Kapalua, Maui with Pool Access
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Hyatt Residence Club Maui, Ka'anapali Beach Christmas & New Years 7 or 14 night
Enjoy the prime holiday season at Kaanapali’s newest and most luxurious resort, the Hyatt Residence Club Kaanapali. This unit is available for a 7-night or 14-night booking, with check-in and check-out on Saturday. This one-bedroom mountain view unit is spacious with...
1 Mi to Town & Rainbow Falls: Updated Hilo Getaway
2 Mi to Beach | Community Pool & Laundry Facilities | Day Trip to Volcanoes Nat’l ParkEscape to your next Big Island base, just a mile from vibrant Downtown Hilo, lush waterfalls, and black sand beaches! This 2-bedroom, 1-bathroom vacation rental condo features...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Maui Bay Beach Front Villas
This two-bedroom, two-bathroom suite offers a 138 square-foot lanai area, as well as a balcony with seating for four. The primary bedroom features a king-size bed, 55-inch TV and desk. The primary bathroom includes a vanity with a single sink, a backlit mirror, backlit...
Welcoming Signature Courtyard 2 Queen Beds at Outrigger Kāʻanapali Near Whalers
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Ground Floor Ease w/Kitchen, Laundry, WiFi, Lanai, Flat Screen+AC–Kamaole Sands 4104
Edging the resort’s beautiful grounds landscaped with gardens, waterfalls and ponds. The open design kitchen and living area create a perfect space for mapping out the day’s itinerary as meals are being prepped for sharing at the granite countertop breakfast bar,...
Chic Salt Lake 2-Bedroom at Fairway Gardens | Pool
This 2-bedroom, 1-bathroom apartment features a full kitchen with breakfast bar that opens up to a stylish living and dining area. Located at Fairway Gardens building in Salt Lakes, guests enjoy access to communal amenities, including a sizeable pool, hot tub, fitness...
Royal Kahana Maui 1018 Ocean View Studio
- 10th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and vinyl plank flooring in the...
Kalo Homes - Immersed in Aloha
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated community just minutes from pristine beaches, this peaceful retreat offers comfort, beauty, and safety all in one. Perfect...
Highly desirable Deluxe One-bedroom City View Unit. Reserve Today, Will not last Long!!
1 Bedroom Deluxe City View on the 13th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo can comfortably accommodate 4, with a...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Cozy Studio Hotel Stay w/ Resort Amenities
Experience the serene charm of Maui’s North Shore at this inviting hotel room in Kahana Falls Resort. Just steps from Kahana Beach, this cozy retreat is perfect for solo travelers or couples. Enjoy a Queen bed, a convenient kitchenette, free Wi-Fi, and a flat-screen...
Hale Lani – 5BR Estate at Hualalai Resort
WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into this five bedroom, five-and-a-half bathroom estate. The custom-built residence unveils dramatic 180-degree ocean, fairway, Maui and sunset views. The resort residence captures the best of indoor and...
The ‘Ulu Suite - Jungle Bungalow on 10 Acres- close to all!
Welcome to The ‘Ulu Grove Suite, a cozy, minimalist jungle bungalow designed for peace and simplicity. Surrounded by forest on all sides, this ground-floor space offers the perfect setting for nature lovers, remote workers, or anyone needing a calm reset.Located just...
Westin Ka'anapali Luxury 1 BR Villa w Full Kitchen
Take an island vacation to the Westin Ka'anapali and experience everything Maui has to offer! The many luxurious accommodations of the unit will allow you to explore everything the resort has to offer including a spa, snorkeling, surfing, or simply lounging on its...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Kona Makai #5-103 One-Bedroom Tropical Escape
Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Maui Kihei 2 Bedroom Condo Sleeps 6
Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui. Spectacular ocean views put you at home with the privacy and convenience of your own tastefully decorated two-bedroom condo. On-site amenities include a swimming...
Kailua vacation rental wih stunning views - 5 min to beach
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
Kapalua Golf Villas Gold Ocean View 2 Bedroom
Golf Villas Gold Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Walk to Beach | Pool, Gym, Lanai
Summary:A211 | TA-009-423-5136-01Wake up to paradise in Villa A211, a spacious 3-bedroom, 3-bathroom luxury retreat at the Villas at Poipu Kai. Enjoy your morning coffee on the lanai with garden views and ocean peeks, walk just minutes to Poipu’s world-class beaches,...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Mauna Kea Villa 3019 - Lavish Island Villa
This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
Wailea Elua Village | 1510
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance,...
Group Getaway in Beachfront Property, 3 Pet-friendly Units, Outdoor Pool
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails...
Royal Kahana Maui 1117 Ocean View Studio
- 11th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
Mauna Lani Point B105
Mauna Lani Point B105 is a two-bedroom ocean view residence that perfectly encapsulates the beauty and tranquility of Hawaii. Located along the stunning Kohala Coast, this residence offers breathtaking views of the Pacific Ocean and the meticulously manicured fairways...
Honua Kai Konea 208 Resort View 1 Bedroom + Den
Konea 208 1Bedroom + Den Resort View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Private Lanai- King bed- 2 Sofa beds- Large bathroom with a separate soaking tub & shower and double vanity- Fully equipped gourmet...
Golf Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Newly Renovated 4BR Family Home - Minutes from Dole Plantation
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins → Sunset Beach- 25 mins...
Enchanting Ocean & Coastal view. Private Beach! Romantic Sunset Views - Month Plus
Beautiful, Ocean Front accommodations. Two-bedroom end unit with plenty of space to relax, read a book on the ocean front lanai or just enjoy the amazing ocean view from your chair. You may have to look past a palm tree or two blended in with your romantic sunset view....
Marriott's Waikoloa Ocean Club - 1-Bedroom - Family Friendly
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Premier
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kaimana Beach Penthouse by Gather,...
Hapuna Beach Residence C21 at Mauna Kea Resort
This incomparable, oceanfront, newly-constructed island masterpiece seamlessly fuses the blissful convenience of ground-floor beach access with exceptional privacy and size. This residence showcases floor-to-ceiling sliding window walls that create an exquisite...