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.
Aloha from Waikiki! 3 Partial Ocean View Units, Steps to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
🏝️SUMMER-Booking Now Beautiful Oceanview, Great Location Across the Beach🏝️
This beautifully renovated condo boasts a stunning ocean view and is situated across one of the best beaches in Kihei, Kamaole 3 Beach Park. Enjoy the daily sunset from the lanai, whale-watching from December to April while sipping coffee, cocktails, and savoring...
Maui Bay Villas by Hilton Grand Vacations Club - 1 Bedroom Penthouse Premiere
*** 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 &...
Royal Kahana Maui 917 Ocean View Studio
- 9th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and...
Royal Kahana Maui 1008 Oceanfront 1 Bedroom
- 10th floor condo with balcony- Updated open kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, dining room,...
Cozy Aloha Suite with AC in charming Kailua
Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.**PLEASE NOTE: As of November...
Lani Paradise Oceanfront Cottage
Discover paradise in our 2 bedroom cottage overlooking Maui’s North Shore, featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute...
North Shore Oahu | Turtle Bay - Hale Kahakai
Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach...
Oceanfront Paradise! Stunning Views from Lahaina Shores 313
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE!Lahaina Shores 313 – Great ocean views!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 313 is a 3rd-floor...
Maui Eldorado C203 Peaceful Paradise Adjacent to C202
Step into your own slice of paradise at Maui Eldorado C203, a spacious one-bedroom, two-bathroom condo surrounded by tropical gardens and island serenity. Recently updated and thoughtfully appointed, this relaxing retreat offers sweeping views of the island of Lanai,...
Kanaloa at Kona Oceanfront 2 Bedroom + Loft
- Oceanfront condos with loft located on 2nd floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
Awesome access to Beach 1min!Studio in Hotel&Condo
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Royal Kahana Maui 215 Ocean View 1 Bedroom
- 2nd floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in pebble shower with grab bar- Queen sofa bed in living area- Central Air Conditioning-...
Wailua Bay View 105 Oceanfront Condo
Kapaʻa is waiting for you at this lovely 1-bedroom condo. This adorable property comes equipped with all the essentials you need for a comfortable stay, including WiFi, a washing machine, and AC in the bedroom. We'll be available to answer any questions while you stay...
Makaha Vista Villa - Pool, Amazing Views
Welcome to your private Hawaiian escape on the beautiful west side of Oahu—a stunning 4-bedroom, 3.5-bath estate offering 4,000 square feet of beautifully designed living space. Set in a quiet, upscale neighborhood where homes are generously spaced for maximum...
Kapalua Bay Villa 36B4 Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with no stairs between parking and the front door- Travertine tile floors in living room, dining room, kitchen; porcelain tile in bathroom and carpet in bedroom- Updated white kitchen with granite counters includes...
Golf Discount, Sunset/Ocean Views, Two pools, BBQ
Welcome to your peaceful Waikoloa escape – a serene retreat surrounded by tropical gardens & ocean views, perfect for relaxing island days:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 swimming pools & hot tub access- Private lanai w/ ocean & sunset views- BBQ grill &...
Hana Hou Hale Pacific Ocean Front Villa and Guest House
Poipu Hana Hou Hale & Ohana is THE vacation home of your dreams. Situated in sunny Poipu, with first-class views of the sparkling Pacific, this picturesque home is equipped with everything you need for an unforgettable stay on Kauai. Enjoy uninterrupted sunrise and...
NEW LISTING! Offering limited time introductory rates! Luxury Remodeled Townhouse with Breathtaking Golf, Mountain & Partial Ocean Views
Property Highlights • Luxury remodeled townhouse offering sweeping golf course, mountain and partial ocean views from every window • Large lanai, ideal for whale watching and outdoor living at its very best • Close walk to three world-class beaches, including...
Royal Kahana Maui 912 Oceanfront 1 Bedroom
- 11th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- Washer/dryer in unit- Central air...
Ocean View Bliss: 1-Bedroom Premium Villa at Westin Ka’anapali Ocean Resort
Indulge in the ultimate Hawaiian escape with a 1-Bedroom Premium Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking Pacific vistas meet unmatched luxury and family-friendly fun. Nestled along the pristine sands of Ka’anapali Beach, this...
'Olina NEW (PKC 106) ~ 3 BR ~ Ground Floor ~ Pool
Summary:'OLINA, Puako Condo 106 is a ground floor unit that was designed with great attention to detail for a clean modern style and high quality feel throughout. The unit stays cool with two A/C units (one in the main bedroom and one for the living room kitchen) and...
Royal Kahana Maui 606 Ocean View 1 Bedroom
- 6th floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile flooring throughout-...
Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiKitchen: Fully equipped with oven, microwave, modern appliances, cookware, and...
Kaanapali Alii | 333
Located on the third floor and in the building on property closest to the ocean, you will be able to hear the sounds of the waves crashing on Kaanapali Beach just outside your vacation rental. Engage more of your senses and head out to your private lanai where you can...
Charming Glamping Getaway
Unwind at this enchanting getaway. Immerse yourself in the serene sounds of nature at this exceptional retreat. Experience glamping in a picturesque garden that provides fresh, seasonal fruit. A peaceful haven for one or two guests, featuring a full-size bed, a modern...
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
Sunset Shores - UNIT B Kauipoho
Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...
Views on the Kaanapali Coast!
Prepare to be completely swept away by the breathtaking beauty and boundless excitement that awaits you on the island of Maui, your best vacation yet! At the beachfront retreat of Paki Maui, the azure waters of the Pacific Ocean gently caress the golden sands just steps...
Hale O Ka La – Luxury Villa at Mauna Kea Resort
MEET THE VILLAHale 'O Ka La on the Big Island defines Hawaiian luxury. Developed by Laurance S. Rockefeller in the 1960s, Mauna Kea Resort was the Kohala Coast's first luxury destination and remains an icon of island elegance.This stunning 5,358 sq. ft. estate features...
Kapalua Ridge Villa 124 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Second floor unit with 15 stairs from parking to the villa- Tile flooring in kitchen, bathroom and carpeted in living room and bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...
Golf Discount in Village, Gorgeous Views, 2 Pools
Welcome to your peaceful island escape overlooking the Waikoloa golf course, perfect for families or friends seeking comfort & scenic views:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Access to 2 pools, hot tubs & tennis courts- Private lanai w/ panoramic sunset views-...
Gorgeous 5 br for 12 in Kapaa - Beachfront!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!The fabulous 5 bedroom, 4 bath oceanfront for 13, is made up of a 3 bedroom and 2 bedroom oceanfront townhome, just steps apart! Fabulous beachfront pool and sundeck onsite! Beautiful...
Wailea Ekolu 1608 | 1 Bedroom | Prime Wailea Location with Golf Course Views
Experience the beauty and convenience of Wailea from this tastefully appointed 1-bedroom, 2-bath condo at Wailea Ekolu 1608. Perfectly situated along the fairway of Wailea’s prestigious Blue Golf Course, this ground-level home offers comfort, privacy, and stunning...
Modern Family Beach Villa near shops and dining
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking
Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes...
Island living first floor condo near beach, shared hot tub, pool and gas grills
Royal Kahili B205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Royal Kahili Retreat, where the ultimate island lifestyle awaits you in this stunning, completely...
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport
Newly renovated (June 2025)! Bright studio with Queen bed plus Full & Twin in bonus sleep rooms (76” ceilings). Perfect for families—kids get their own space at a fraction of hotel costs. Enjoy cool breezes at 1,070 ft elevation, a covered patio, and private...
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3400 combined Sq. Ft. w/ Built-in Viking B.B.Q.
This 5-bedroom gem combines one of our very finest 3BR oceanfront "Ali'i" residences with a spacious partial ocean view 2BR suite located directly next door and is perfectly suited to larger groups or families.The generous 3400+ sq ft of the combined interior living...
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...
Kapalua Golf Villas Gold Fairway View 2 Bedroom
Golf Villas Gold Fairway 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...
Kaanapali Alii | 124
Kaanapali Alii 124 is an exquisite two-bedroom ocean-view rental that is perfect for families or groups seeking a luxurious getaway in Maui. This spacious residence features an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating a...
New Listing! Ocean and Pool Front Remodeled Condo
Newly Renovated Oceanview Paradise at Kaha Lani Resort - Steps from Pool and BeachWelcome to your own slice of Hawaiian paradise in this beautifully updated ground-floor one-bedroom unit at the prestigious Kaha Lani Resort. Brand-new furnishings throughout, this...
New Listing! Save up to 25% Instantly on stays thru 5/31/25! 2B/2B, AC, Pool
Experience tranquil island living at Kaanapali Plantation 12, nestled on 10 acres of lush tropical gardens. This serene and spacious retreat is just minutes from the renowned Kaanapali Beach. This charming 2-bedroom, 2-bath condo is a haven for golf enthusiasts,...
Charming 2-bedroom apartment on beautiful farm in Honaunau with WiFi
Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings.The Ohana house has a full kitchen, living room, & covered patio with access to our retreat area with infrared sauna, outdoor shower,...
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous...
Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & Dining
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 Ko Olina Kai 1083C by Gather, a...
Kona Makai 3-204 2nd Flr, Ocean View, Remodeled Throughout!
Kona Makai 3-204 – Elegant Coastal Retreat in Kailua-KonaWelcome to Kona Makai 3-204, a beautifully upgraded condo that combines modern luxury with the relaxed charm of Hawaiʻi living. Nestled in one of Kailua-Kona’s most desirable oceanfront communities, this...
Serene Mountain Views from 6th Floor Studio at Lahaina Shores
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE! Lahaina Shores 610 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 610 is a...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...