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.
Two-story condo with 2 lanais, pools, hot tubs, tennis & gym - near beach/golf
Waikoloa Colony Villas 2401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gaze out across manicured gardens and rustling palms from your two shaded lanais at this bright, breezy...
The Ocean- Cozy Condo in the heart of Kona
Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...
Kuhio Village 702 Private Waterfall Room with Mountain View!
Kuhio Village 702 Private Waterfall Room with Mountain View!Great Studio for someone doing a vacation on a budget! Kuhio Village 702 offers accommodations in Honolulu, just 650 feet from Saint Augustine by-the-Sea .ONLY 2 MINS 2 BEACH!! The property features views of...
Marina Hawaii Vacations - Prime Waikiki Location, Beach is Minutes Away!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Lanai access will be restricted from early October, until the anticipated completion of the project in...
Amazing Location with AC and WiFi and Amenities
This newly renovated apartment is a short 2 minute walk to the iconic Waikiki Beach. Enjoy a bright, indoor/outdoor living space, a fully equipped kitchenette, and access to an array of nearby shops, restaurants and cultural activities such as surf lessons and rentals....
STUNNING Unobstructed Ocean View*Beachy Remodeled Condo
* *PLEASE NOTE: There will be on-going roofing repairs happening at the complex from May 5th to Nov. 4, 2025. During this time, there will be intermittent periods of loud noise Mon-Fri from 8am-5pm as they remove the existing roof of the building and prepare to install...
Penthouse B - 2br on 33 Floor, Spectacular Ocean Views! Book Now at Best Rate
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio
Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...
Ninth-floor condo with heated pool, hot tubs & sauna - walk to Waikiki beaches
Waikiki Banyan #908Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'All of Waikiki is yours to explore on foot when you escape to this comfortable, breezy condo on the ninth floor of...
Wailea Elua Village | 401
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline.The condo features an...
Sunshine + Rainbows = #1206 at Valley Isle with Direct Ocean Front Views!
Ocean front condo on the ocean in Kahana. Bring your DVD's from home and watch them on the 27" LCD TV. Front row seats for whale watching! The Humpback Whale season starts its 6-8 week migration to Maui from Alaska in the Fall! Here are some interesting whale...
Nicely Updated Home Close to Beach, Charming Personal Touches, Great Location
If you're looking for a chic, carefully put together retreat that'll make you feel right at home, Puamana 26B is the place for you! This two-story island townhouse has two comfortably furnished bedrooms, with a queen bed downstairs and a king in the upstairs loft, and a...
Monthly Discovery Bay 2904 2 Bedroom Ocean / Sunset / Marina 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
Home Away from Home w/Pacific View, Chic Kitchen, Free WiFi–Waikīkī Shore #1410
Gorgeous Pacific views shine in this upgraded deluxe one-bedroom with island-style décor. Homey amenities include a stainless steel-equipped kitchen, lanai, living room with flat screen, washer/dryer, WiFi access, air conditioning and ceiling fans. The only beachfront...
Desirable "44"; Stack At The Ilikai Hotel. Unobstructed Ocean Views!
Unobstructed Ocean Views! Most desirable and sought after "44" Stack At The Ilikai Hotel. Floor to ceiling glass windows provide you with the most amazing views of the ocean from all areas of the condo. You'll have front row seats to the Friday night fireworks and you...
Romantic Waikiki Banyan 2513 with Ocean and Diamond Head Views and Free Parking!
Waikiki Banyan 2513 Dancing in the Moonlight Ocean and DH Views and Free Parking!This cheerful and calming Honeymoon Suite is located on the 25th floor facing east with awesome Ocean, Diamond Head & Coco Head Views. This is a large one bedroom corner unit that has been...
Watch Waves from Lanai w/Wet Bar! Full Kitchen, WiFi, TV, Washer/Dryer Kanaloa 2902
This cute one-bedroom suite overlooking the Pacific Ocean is perfect for a romantic retreat or casual vacation in paradise. Read a book, enjoy your morning coffee, or dine al fresco on your tiled furnished lanai with wet bar. The full-size galley kitchen has a ceramic...
Refreshed condo with bright and airy kitchen
Kahana Manor 218 is a 1-bedroom, 1-bath condo located North of Kaanapali, on the 1st floor that can accommodate up to 4 guests. You have easy access to the condo as the condominium offers elevator access. The main living area is bright with floor-to-ceiling windows and...
Kihei Luxury Suite, Pool, Walk to Beach
Summary:🏝 Prime Location – Steps to Kamaole Beach, dining & shops🛏 Luxury Comfort – King bed & memory foam sofa bed🏊 Resort Perks – Pool, hot tub, outdoor grills📺 Entertainment – 65" Smart TV, free Netflix & fast WiFi🛎 Seamless Stay –...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 19
Condo #19 is a garden view unit located on the lower level. This condo provides a recently remodeled bathroom as well as an updated kitchen. It is fully equipped with appliances, dishes, utensils, and cookware. The fully furnished living room is tastefully decorated and...
Stunning 1 Bedroom with Ocean and Island Views ~ Sleeps 4 ~ Royal Kahana 514
Experience the best of West Maui by booking a stay at the Royal Kahana, one of the most sought-after locations on the island. Imagine lounging on your spacious lanai, soaking up the breathtaking ocean views and watching turtles and whales swim by during their season....
Ohala Oasis 2 Bedroom Apartment
This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...
Ocean & Tropical Garden View at a Beach Front Property-Kihei Kai Unit 13
Condo #13 is a partial ocean view unit located on the upper level. The tropical decorations and furniture create an island atmosphere for you to enjoy. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Amenities included in...
Wyndham Paniolo Greens | 2BR/2BA King Suite
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas.Wyndham Paniolo Greens | 2BR/2BA...
PRINCEVILLE ~ Kauai Top Resort ~3 bedroom house w/ loft, waterfall views~pets ok
This tropical Princeville paradise is welcoming you to book now at a charming 3-bedroom, family house. The beautiful views of the Napali cliffs can be seen from the property. With a little rain you can enjoy gorgeous waterfalls as well.Enjoy this top location in...
Lush View in Sunny Kona-Keauhou! Kitchen Ease, Lanai, Laundry, WiFi, TV Kanaloa 1204
Kanaloa at Kona - Unit 1204: Enjoy everything Kanaloa has to offer in this one-bedroom, one-bathroom suite with views of the property’s lush landscaping and nearby fairways. Enjoy your morning coffee or an afternoon Mai Tai, on your furnished lanai with a wet bar and...
Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-AC, Wi-Fi
Welcome to Kamaole Sands 4-407, a top-floor penthouse condo with stunning ocean views, perfect for your South Maui getaway. This spacious unit comfortably sleeps up to six guests, making it an ideal retreat for families or friends. Located in Building 4 of the Kamaole...
WE 1509 Beautifully Remodeled Wailea 2BD w Ocean Views AC Pools Golf Course
Wailea Ekolu 1509 Luxurious 2Bedroom Wailea Villa on The Wailea Blue Golf Course with Expansive Occean Views, AC and Pools. Close to Beaches, Shops, Restaurants, Tennis FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
Oceanview Kalapaki Beach 2-bedroom condo with WiFi, AC in enchanting Lihue
Welcome to this charming top of the hill, Ocean View condo in Lihue. This super clean home offers an enjoyable stay for guests remodeled with 100% non toxic building/ linen materials as well as cleaning choices. We also have 3 Hepa air filters to maintain healthy air in...
Now booking for June 2025 - 6/14 - 6/21
Currently booking for 2025, please inquire if you're interested in a specific week.RESERVATIONS AVAILABLE IN SEVEN NIGHT INCREMENTS ONLY WITH CHECK-INS ON FRIDAYS, SATURDAYS or SUNDAYS.Please Inquire Prior to using Instant Booking Feature: If you are interested in dates...
Ocean View Oasis in the Heart of Waikiki
Welcome to Waikiki Blue Escape – your luxurious urban oasis in the heart of Waikiki! This modern apartment boasts breathtaking ocean views and a rooftop pool offering a stunning 360-degree panorama of the iconic Waikiki skyline. Unwind on the double balcony while...
Newly-built dog-friendly home with large yard, shaded patio, & washer/dryer
Hale Hawaii Ohana | 31-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for long-term stays (31-night minimum), this newly-built, single-level retreat is ready to...
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush landscapes of Kauai, this exclusive resort beckons you to unwind in style while being just moments away from the golden...
Remodeled 1 bedroom coastal stunner, AC, ocean & island views, resort amenities
Welcome to Royal Kahana 808. This beautifully remodeled coastal style 8th floor condo boasts expansive ocean and surrounding island views from multiple rooms. This condo can accommodate 4 people with its 1 bedroom and sofa sleeper. Stay cool year round with central AC...
2nd-floor resort condo near beach with outdoor pool, lanai, BBQ area, W/D, AC
Hono Kai B17Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a fantastic and unforgettable coastal escapade when you book this delightful second-floor condo in Hono Kai, a...
Remodeled boho island-style condo across from Banyan Surf. Pool, BBQ, and more!
Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
Kaanapali Luxury Vacation Rentals (KLVR) Presents Villa 17C in Oceanfront Resort.***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level villa.Luana Villa 17C is a newer resort home located...
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) King bed,...
Quiet eco-friendly studio nestled in Bamboo grove minutes from Hawi town
Escape to this delightful studio in picture-perfect Hawi. This cozy retreat features 1 queen bed, a washing machine, and a private bathroom. Guests will feel welcomed by the serene surroundings and enjoy a peaceful stay. Experience the magic of Hawi at our studio.Please...
KMN 608 Partial Ocean Views from 2BD Condo Convenient Kahana Location and Pool
Kahana Manor 608 NEW LISTING! Experience Maui with Partial Ocean Views from this Kahana 2Bedroom, 2Bathroom Condo, Convenient West Maui Location! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Ilikai Hotel - Spacious Lanai with Views of the Lagoon and Waikiki Beach!
You will have breathtaking views of the Duke Kahanamoku Lagoon & Pacific ocean from this 9th floor condo at the Ilikai Hotel. Catch the fireworks every Friday from the comforts of your spacious lanai. KITCHEN- Refrigerator- Cooktop/Oven- Microwave-Dishwasher-...
Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001
Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...
Maui Kamaole A-103: Spectacular ocean view 1Br/2Ba, newly remodeled condo
Spectacular ocean view one bedroom two full baths newly remodeled condo. Watch the sunset into the Pacific from your patio. Large lawn in front. Close to two of the most beautiful beaches on Maui. No steps to or in the unit. Sleeps a maximum of 4 people with a Queen bed...
Kauai Vacation Rental: Walk to Kalapaki Beach!
Trade in your day-to-day for the laid-back island lifestyle when you book this 2-bedroom, 1.5-bathroom condo in Lihue! This updated vacation rental has everything you need for a relaxing getaway, including a full kitchen, Smart TVs, and access to Banyan Harbor Resort...
Molokai Vacation Rental - Lanai, Cable TV
Cherish every moment in this one-bedroom Oceanview condominium with breathtaking views of the Pacific. Feel like you’re floating while relaxing on your private lanai. Inside you’ll find a kitchen with a full-size oven/stovetop and refrigerator, beautiful cabinetry,...
9th Floor Studio with Full Kitchen and Lanai
Stunning views over the Bay from this 9th Floor Diamond Head Beach Hotel Studio.A modern comfortable Queen bed, HD Smart TV and WiFi - Private lanai to sit out on and drink your morning coffee with table and chairs for two guests.Small but well equipped full kitchen...
Discover tranquility in Keauhou! 2-bed, 2-bath ground floor unit, garden views
The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...
Downtown Executive Center 1 BD w/ Parking
Welcome to this modern 1-bedroom suite located in the heart of Honolulu's business district at Executive Centre. Ideal for business travelers or vacationers, this beautifully designed unit on the 16th floor offers stunning city views, a full kitchen, and a relaxing...
Molokai Shores A214
Molokai Shores A214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor,vone-bedroom condo has views of the sparkling blue waters of the Pacific Ocean, Molokai's ancient...
Experience the beauty of Waikiki from Ilikai Tower!
You've found your home away from home! This condo is located on the 15th floor of the Ilikai Hotel and is the perfect spot for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai and watch the surfers riding the waves....