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.
Oceanfront W/Kitchenette - Waikīkī Grand #709
Castle at Waikīkī Grand #709: This tastefully decorated ocean-view studio with a kitchenette provides everything you will need for your trip to paradise! Large floor-to-ceiling windows allow for plenty of natural light to fill up your room, cool tile flooring, air...
South Maui’s Best Vacation Condo. Steps to Beach!
Have fun with the whole family at this newly renovated and stylish condo.Large pool on site, sandy beaches, cafes, and restaurants within steps. Equipped with a full kitchen, laundry facilities, and parking. Private, quiet, and comfortably sleeps 4!The space:2nd floor...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Ocean View
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, Free Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Aloha and Welcome to...
Ocean-view corner condo with fast WiFi & lanai - walk to beach -90 night minimum
Mid-Century Modern Tropical GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire expansive vistas from this modern corner condo, overlooking the mountains, the city, and the...
NB 210 Napili Bay Studio with Direct Ocean View
Napili Bay 210 NEW LISTING Experience West Maui Directly from the Beach at Napili Bay, Swimming, Snorkeling and Sunsets just Steps Away from your Door! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Shores at Waikoloa Unit 112: 2/2 condo in the Tamarind Tower, Sleeps 6
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
Royal Kuhio 1706 - Spacious Waikiki Studio w/ Stunning Diamond Head & City Views
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4 ※Parking is available at $30/night upon request and advanced payment is required. Please request parking via email at least three (3) business days in advance. - Located in Heart of Waikiki...
Waikoloa Beach Resort Villa J23 Golf View 2BD 2BA
- 2nd floor condo with golf course view in a gated community; accessible by elevator or stairs- BBQ on your private lanai includes Viking grill, sink, granite countertops, cabinetry and outdoor dining space- Open kitchen features granite counters and includes...
Cozy studio in Ka Eo Kai, Kauai, HI
About this spaceOverlooking Anini Bay, this cozy studio suite is the perfect place to be while on the island of Kauai. Lots of amenities to enjoy. The resort offers easy access to top Kauai shopping, dining, entertainment, state parks, national wildlife refuges,...
Amazing Remodeled 2 Bdrm w/ AC! - Menehune Shores #509
Menehune Shores #509 – Ocean View Comfort in North KiheiEnjoy ocean views and the comfort of home at Menehune Shores #509, a two-bedroom, two-bathroom condo designed for relaxation and convenience. Perfect for couples or small families, this North Kihei retreat offers...
Oceanview 1br Maui Condo..at famous Kapalua Resort!
Welcome to your own 1br Oceanview Maui condo, at beautiful Kapalua Resort..justminutes from award-winning beaches and featuring beautiful ocean and fairway views. Your1br Maui condo getaway features large living room, 2 lanais - one from living room and one off the...
Blue Orchid Cabin
Welcome to the Hawaiian Sanctuary, a 44-acre tropical farm-stay that goes beyond the typical resort experience, offering a unique blend of island living, eco-conscious comfort, and vibrant community experiences. Unwind, revitalize, and reconnect with nature at Hawaiian...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
Welcome to Coconut Plantation 1222-3, where vacation dreams come true (and Mai Tais flow like waterfalls). This enchanting villa in the lush paradise of Ko Olina Resort is your ticket to a serene escape—or an epic family adventure.Walk into a living room so comfy, it...
Wake up to stunning Pacific Ocean views and unwind in paradise!
Experience breathtaking ocean views from this spacious and fully furnished 1-bedroom condo, located on the 20th floor. Enjoy the comforts of home with a full kitchen, a plush king-size bed, and a cozy living space designed for relaxation. This condo features central...
@ Marbella Lane - Vibrant and Refreshing Studio
Summary:Welcome to this vibrant and refreshing studio located in a secured apartment building in the heart of Waikiki. This unit features large windows making it bright and airy, with 2Queen beds, a full kitchen and access to the shared BBQ area. Just blocks away from...
Belle Vue Vacation Rental in Waimea
Welcome to Belle Vue Waimea. Enjoy a private first-floor one-bedroom apartment with peek-a-boo views of Waimea town, the ocean, coastline, and mountains. Located just 15 minutes from the Gold Coast`s best beaches, this peaceful retreat borders Parker Ranch and offers...
Wavecrest Resort C205
Wavecrest C205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is a one-bedroom, single-bath oceanview retreat. This home was recently remodeled with a new kitchen...
Nani Kai Hale #602, Ocean View 2-bd 2-ba on Sugar Beach! A/C, Heated Pool!
Beautifully furnished 2-bedroom, 2-bath located on Sugar Beach. Just minutes to shops, groceries and activities.Nani Kai Hale #602 is a 2 bedroom, 2 bath top floor condo ideal for family getaways. The living room is air conditioned. The master suite has a queen bed and...
Ocean View Waikiki Condo with Free Parking -- Short Walk to Beach
Incredible Panoramic Views - 37th Floor, Free parking & Wi-FiEnjoy paradise with an incredible mountain view Waikiki Banyan condo suite only one block from world famous Waikiki Beach! Condo suite is located on the 37th floor and has a spectacular view of the mountains...
Oceanfront & Full Ocean View Gem - 2br in Kihei
Welcome to Kamaole Nalu 402. Located on the fourth floor and accessible by elevator, this inviting beachfront condo features two comfortable bedrooms and two bathrooms, ideal for up to five guests. Conveniently walk to either Kamaole II or Kamaole I beaches to enjoy a...
Hawaii Sunset Mansion
Spectacular and Luxurious Property with a Unique Style to enjoy with family and friends. Elegant Pool and Jacuzzi with Sun Deck chairs and outdoor bar. Just about 5 minutes from the beach and 15 minutes from the airport. This house overlooks the pacific Ocean with...
Waikiki Banyan - Diamond Head/Ocean View, Walk to Beach. Under new mgmt.
We're pleased to announce this unit is now under new management, ensuring a higher standard of cleanliness with a reputable cleaning companyWalk to Waikiki beach, zoo, aquarium, restaurants, shops and many other Waikiki attractions in this newly renovated unit with two...
Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401
Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...
Wailea Ekolu 1603-Stunningly updated, private condo in Wailea.
Stunningly updated, private condo near all that Wailea has to offer! Beaches, tennis, golf, shopping and dining all within a mile.This tropical 2 Bedroom, 2 Bath condo offers a beautiful space to relax and enjoy your Maui vacation. The condo has been remodeled,...
Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii
WelcomeCasa de Emdeko condo is a beautiful and comfortable getaway location in the heart of Kailua, Kona. This side of the Big Island is known for its white sand beaches, snorkeling, swimming, dining, and coffee. Aloha and welcome to your next tropical retreat! The...
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
This adorable condo boasts pure privacy on your own lanai in the lush gardens of Kihei Akahi! Sip on your coffee or enjoy your favorite glass of wine with pure peace and serenity. This complex comes equipped with two pools (one of which is very close to the condo), BBQ...
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper Sofa
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper SofaEscape to paradise in this charming 2-bedroom, 2-bathroom condo located in the beautiful Fairway Terrace community. Perfectly suited for families, couples, or small groups, this stylish retreat offers...
L-202 Kaanapali Royal, Ocean, Fairway Views, Gorgeous , Convenient Location
Enjoy Kaanapali at its finest! This condo is located directly on the 16th fairway of the Royal Kaanapali Golf Course. Kaanapali Royal is located in the heart of Kaanapali. Close to all your vacation needs. Superb ocean and island views. This condo is on parking lot...
Charming Hawaiian Monarch Studio | Pool + Gym
Freshly updated, stylish studio with city, mountain and Ala Wai views in an awesome location at the beginning of Waikiki. This unit features ac, smart tv, Wi-Fi and cable. Only a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Top floor, loft-bedroom combo studios with garden, pool & mountain views
Hanalei Bay Resort 2301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 23012 is an air-conditioned combination vacation rental. It features marvelous garden...
Kailua-Kona Studio - Walk to Hale Halawai Park!
Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...
Beautiful Beachfront KoOlina Resort +Amenities. Studio
Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.Booking Details: Reservations at this property are rented in 7-night increments (Friday-Friday, Saturday-Saturday, or Sunday-Sunday). Resort is a beachfront location. Resort has Ocean/Beach views from...
Lanai Vacation Rental with Ocean Views
The Island of Lanai is a true get away, known as “Hawaii’s Most Enticing Island”. It’s only nine miles from Maui yet feels like a world away. You can truly immerse yourself in the elegance and amenities the Island has to offer including the Four Season Resort;...
Bishop Suites at Executive Center Ocean View 1 Bedroom Suite + Full Kitchen
Experience breathtaking ocean views from our One-Bedroom Ocean View Suite, a perfect blend of luxury and comfort high above Downtown Honolulu.Enjoy our newly renovated 1-Bedroom Ocean View Suite complete with views of the ocean, harbor, and downtown Honolulu. This suite...
Ground Floor Studio 4101 at Hanalei Bay Resort, Ocean View, Pool, Tennis
Welcome to Hanalei Bay Resort unit 4101, a beautiful ground floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This lovely studio unit has 1 King size bed and bathroom with a shower to come home to after a day of exploring! Relax and...
Beachfront hideaway with breathtaking views & modern updates - steps to sand
Sea Turtle 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!'Escape to the islands at this charming 1BR hideaway! Enjoy a stunning beachfront locale with...
Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2305 Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Ilikai Marina - Sunset And Ocean Views! You'll Never Want To Leave Hawaii!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 1/12 - 2/6/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Breezy Ocean View Waikiki Condo with Free Parking!
The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen, which includes a...
Comfortable ocean-view condo with WIFI, spacious lanai & pool - great location
Island Surf 512-AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the...
Ocean, Beach, Pool, and private viewing deck in Maui B412
Escape to Paradise at Maui Sunset in Central KiheiWelcome to your dream beachfront getaway! Nestled in the heart of Central Kihei on Maui, our stunning 4th-floor condo at Maui Sunset offers breathtaking water views and beautifully manicured grounds. Perfect for couples,...
Peaceful Pacific Monarch Studio | Rooftop Pool
Enjoy expansive ocean views in this beautiful one-bedroom one-bath with large wraparound lanai on Kuhio Ave. Located in the luxurious Pacific Monarch building, this gorgeous home includes both indoor and outdoor dining areas, full kitchen, full bath and private bedroom...
Large Oceanfront Haven 3 4
Explore the Wonders of OahuExperience the breathtaking marine life right from the white sandy beach in front of your penthouses! Snorkel alongside sea turtles, whales, monk seals, and a vibrant array of tropical fish. Fishing enthusiasts will also find excellent...
Mauna Kai 11: Delightful Condo w/ Pool - Close to Beaches, Golf & More
Tucked in the heart of Princeville on Kauai’s lush North Shore, Mauna Kai 11 welcomes you with airy, vaulted ceilings, an effortless indoor-outdoor flow, and a beautifully refreshed design made for modern island living. This three-bedroom, three-bath retreat blends...
Charming Deluxe Ocean View Studio w/Kitchenette and A/C - Waikīkī Grand #514
Castle at Waikīkī Grand #514 - Enter and unpack at your Waikīkī getaway! The moment you walk in the door you will be greeted with Hawaiian-themed décor and a dresser with four drawers for you and your guest. You will be ready to call this place home. The tropical...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
Wavecrest Resort C306
Wavecrest C306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a beautiful oceanview condo located on the third floor of the C complex. This premium suite is complete with a...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
SPECTACULAR OCEAN VIEW REMODELED VILLA WITH A/C
Treat yourself to a slice of Hawaiian paradise when you visit this 2-bedroom, 2-bath Lahaina condo! This suite invites 4 guests to bask in beautiful ocean views and the luxury of Kahana Villa’s community amenities. Walk 2 minutes to the pristine shoreline, or 10...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...