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.
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
Mauna Lani Point | H202
You will be dreaming and reminiscing of the views from Mauna Lani Point H202 long after you depart! Take in 180-degree panoramic views of the meticulously cut golf course fairways, the dramatic black lava fields, and of course the majestic blue ocean. Your elevated...
Peaceful, stylish, modern Hawaiian getaway on one acre with views and stars!
Escape to a serene 3BR/2BA retreat on 1 gated acre in Ocean View, Hawaiʻi. Features include luxury finishes, spacious open living, a well equipped kitchen, and a wrap-around lanai with swing, BBQ, and fire pit. Enjoy peekaboo ocean views, stunning sunsets, and...
Puako Hale Hau Oli | House in Puako near beach with bikes & Roku
Puako Hale Hau OliOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This classic Hawaiian beach cottage is located in Puako, a small beach community on the Big Island of Hawaii, with...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Tropical 2 bedroom close to airport and town!
Discover this charming 2-bedroom gem in Kailua-Kona. This quaint house features a cozy king bed and a comfortable queen bed, perfect for a relaxing stay. With WiFi and a washing machine available, guests can enjoy modern conveniences during their visit. It's easy to see...
BEACH SIDE Condo w/POOL at Lawai Beach Resort!
Summary:Welcome to our spacious 1-bedroom residence boasting a tranquil garden, a refreshing pool, and picturesque lanais offering partial views of the mesmerizing ocean.The Space:The bedroom is equipped with a luxurious king-size bed, ensuring a comfortable and restful...
🏖️Family-Friendly | Pools & BBQs | Concierge Service
vrKCV - Waikoloa Colony Villas 801, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 801 — your perfect escape to the beauty and tranquility of Hawaii's Kohala Coast. Tucked within a private, gated resort community, this spacious villa...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Waikiki View 2 Doubles, 3 Units, OUTRIGGER Waikiki Beachcomber Hotel
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Marriott Maui Ocean Club | Two 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
HAWAIIAN OVERLANDERS 4WD FJ CAMPER!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
New Listing • Private Pool • Walk to ML Beach Club• Discounted Intro Rates
Summary:Dreaming of sun, sand, and serenity? Hale Linaka offers it all. This 4BR/3.5BA home in Mauna Lani Resort is just a 5-min stroll to the Beach Club with turquoise waters and Napua restaurant. Enjoy indoor-outdoor living with sliding doors, plantation shutters,...
Plumeria Hale | Enjoy On-site Amenities Galore!
Summary:Welcome to Hawaii! Your ultimate tropical vacation awaits you at Plumeria Hale, the quintessential beachfront 2-bedroom condo with partial ocean views, located on the west coast of the Big Island. Maximum occupancy strictly enforced in accordance with local...
Fairway Villas at Waikoloa Golf View 3 Bedroom
Golf View 3 Bedroom 3 Bath- 2 story condo located only on 1st floor- Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Balcony with Golf course views-...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
- First floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Tile throughout- Full kitchen with tile countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker,...
Oceanfront Condo 117 in Kailua-Kona
Summary:Welcome to your dream island getaway at White Sands Village 117. - Oceanfront community with saltwater pool and Jacuzzi - Spacious living room with smart TV and cozy dining area - Fully equipped kitchen for easy meal prep - Two private bedrooms, including a king...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Royal Kahana Maui 601 Partial Ocean View 2 Bedroom
- 6th 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 with grab bar- Master bedroom with 1 king bed- Guest bedroom with 2 twin beds- 1...
Oceanfront center studio, sleeps four, Westin Ka'anapali, 3/8-3/15/2025!
Aloha! This is a premium oceanfront center studio unit. This is an ideal family getaway and just in time for whale season. The units are very well equipped. The units have a king-sized Westin Heavenly bed and a sofa sleeper in the living room area. There is a...
The Westin Nanea Ocean Villas – Ocean Front, Full Kitchen, Lanai, Sleeps 8
Plan your Maui getaway at The Westin Nanea, one of Kā‘anapali Beach’s premier resorts. This 3-bedroom villa sleeps up to 8 guests and features three king beds, a sofa bed, two full bathrooms, and a fully equipped kitchen. Relax on your private lanai with ocean or...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
- 2nd floor condo located on West side of building close to elevators and parking- Sundeck and covered lanai are 154 sqft/14 sqm - Tile flooring throughout- Updated kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
A Delightful Beach Loft with Panoramic Ocean View
Conveniently located just 12 minutes from the closest surf break, 9 miles from downtown Kona and 7 minutes from the airport, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer!The bright, tasteful decor is a nod to a...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
Princeville Ocean View Resort 2BR Condo. Private path to walk to the beach!
Enjoy New Year's week in Princeville. Best price per night is staying all 7 nights each week Saturday to Saturday. If you are looking to stay at a place in that offers amazing views of the ocean and mountains, has less than a 8 minute walk on a private resort path to...
1 Bedroom Suite-Marriotts-Ko
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Honua Kai Hokulani 304 Ocean View 3 Bed 3 Bath
Hokulani 304 Ocean View 3 Bedroom 3 Bath- A modern oasis with gorgeous ocean views in a tranquil and quiet location- Spacious lanai (balcony) with outdoor dining for eight (8), lounge chairs, and glass railings for optimal views- Oversized accordion glass doors fully...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Princeville 1 + Loft at The Cliffs - Sleeps 6!
Aloha and welcome to your serene slice of paradise at The Cliffs Resort in breathtaking Princeville! This spacious 1-bedroom + loft, 2-bathroom condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, families, or small groups...
New Listing Honua Kai 510! Scenic Views, Pools, AC+Beach Access, Family Friendly
Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom
- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both...
Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively doubling your group's balcony...
Paradise Cove Maui Oceanfront Vacation Home with Pool
We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Enchanting Modern Wailea Vistas
Summary:Perched overlooking Wailea on southern Maui, this immaculate one-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness,...
Kanaloa at Kona 3201, Oceanfront
Welcome to Your Oceanfront Escape –Hale Moana Kai.Experience island living at its finest in this beautifully appointed ground-floor condo, offering 1,486 square feet of refined comfort and uninterrupted views of He’eia Bay, and the vast Pacific Ocean. Located in the...
Escape to Paradise! 2 City View Units, Pool, 3 Restaurants, Right on Beach!
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...
The Islands at Mauna Lani | A2
The three-bedroom Islands at Mauna Lani A2 has tremendous curb appeal. Enter a private gate and walk along the hand-laid brick pathway surrounded by blooming hibiscus, tropical greenery, and palm trees to the double-wide etched glass front doors. There is even an...
Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate
Hale 'Ae Kai, is a world class Balinese-inspired estate on 15 acres above the infamous Secret Beach. With views from Bali Hai to the Kilauea Lighthouse, this luxury compound comprises 4 buildings connected by breezeways, surrounded by gardens and ponds. With an...
Kapalua Golf Villas Gold Partial Ocean 1 Bedroom
Golf Villas Gold Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Royal Kahana Maui 507 Ocean View 1 Bedroom
- 5th 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- Tiled entry into the kitchen...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.This property is new to our inventory, and while reviews are coming soon, we can confidently assure you...
Oceanfront Living on the Gold Coast!
This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...
🏖️2BD + Loft! | Golf Course View | Concierge Included
vrKCV - Palm Villas at Mauna Lani H23, Professionally Managed by Kona Coast Vacations Golf and Sunset views with a short stroll to Mauna Lani Beach ClubEscape to Palm Villas H23, a beautifully updated 2-bedroom + loft, 2-bath condo tucked inside the exclusive Palm...
Marriott Waiohai. Ocean View 2 BR, 2 BA. Week #1 9/12-19/25. Week #2 9/19-26/25
Make yourself at home in this superb 2-bedroom Ocean front Poipu retreat. Sleeps 8 with a king bed, queen bed, and sofa bed, this cool resort offers a tremendous living room space with an additional sofa bed. Fully equipped kitchen. Guests can unwind in the...
Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping
Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale by GatherNestled in the exclusive Kukui'ula Subdivision on Kauai's breathtaking South Shore, Hiki Moe Hale by Gather is a luxurious 4-bedroom, 4.5-bathroom retreat offering the perfect blend of comfort, elegance, and resort-style living. Located...
Island Colony Ocean View Studio | Private Lanai
Fantastically located Waikiki studio with spacious lanai overlooking the ocean, Waikiki cityscape, and palm-tree dotted Ala Wai canal. As part of the luxurious Island Colony community, our guests indulge in the spacious sun deck, bbq area, fitness center, pool and hot...