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.
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...
Ground Floor Suite w/Modern Kitchen – Kiahuna 2421
You’ll fall in love with the tropical colors of this 640sf garden escape! Cook meals in the kitchen featuring stainless steel appliances. Then dine on your private lanai rolling right onto a grassy lawn flanked by vibrant tropical foliage. Amenities include a flat...
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...
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...
Lanai to Lawn Steps from the Beach! Kitchen Ease, WiFi, AC–Kamaole Sands 10112
It’s all about island-style ease in this 818sf villa with views of the fountain pond and channels between neighboring islands. Cook meals in the kitchen to enjoy on the lanai. Other homey comforts include a washer/dryer, air conditioning, DVD, WiFi and ceiling fans....
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...
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...
Makaha Villa by AvantStay | Mountain + Ocean Views
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a beautiful outdoor space with mountain and ocean views, and a 7-minute drive to Makaha Beach.Nestled in a cul-de-sac, you'll...
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...
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...
Affordable GEM 1br/1ba w/Tropical Lanai, Steps to Ocean, LOCATION Unit 2
Aloha, and welcome to our newest Paki Maui condo. We are delighted to share our little “peace” of paradise and hope that you will choose to stay in what we like to call, Nasher Hale. We just purchased this unit from dear friends who have made it feel like the...
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...
Cozy studio condo in wonderful Honolulu with WiFi, fitness room
Your home away from home in Honolulu . This serene condo is the perfect retreat for guests seeking a pleasant and phenomenal stay. With amenities like an iron, washing machine, fitness room, AC, hair dryer, and WiFi, you'll have everything you need for a comfortable...
Ilikai Marina - Sunset And Ocean Views! You'll Never Want To Leave Hawaii!
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. The project is expected to be completed by mid-December.Located within the Ilikai Marina, this condo is...
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...
No cleaning fee! Lively 2Bd,2Bth condo AC Close to everything!
Ride the Trade Winds across the Pacific and escape to Kahana, your piece of Hawaiian paradise! This 2-bed, 2-bath vacation rental condo features updated finishes and decor throughout. Just steps from the beach, 5 minute walk to restaurants and a coffee shop, and a quick...
Beachfront Resort Destination Maui Vacations -HK-A15 - Garden View- Relaxing
Tucked away in a quiet yet vibrant corner of Maui, Hono Kai A-15 offers an oasis of tranquility both inside and out. As you step over the threshold into this beautifully appointed one-bedroom, one-bathroom unit, the tile floors, and tasteful island-style furnishings...
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...
Blissful Kapolei Villa
Enjoy a stylish experience at this centrally-located place.Welcome to our stunning 3-bedroom, 2.5-bath retreat in the heart of Kapolei, Hawaii! Immerse yourself in the perfect blend of luxury and island living in this spacious and meticulously designed home.Neighborhood...
Mauna Kai 11: Delightful Condo w/ Pool - Close to Beaches, Golf & More
Welcome to Mauna Kai 11 by Gather, a beautifully renovated three-bedroom, three-bathroom condo in the heart of Princeville, Kauai. Ideal for families or groups of up to six guests, this spacious, air-conditioned condo offers the perfect blend of comfort, privacy, and...
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...
Charming 2-bedroom lodge in beautiful Volcano with Hot Tub
Discover the beauty of Volcano from this 2-bedroom lodge. Nestled in a serene setting, this pleasant retreat features 2 queen beds, WiFi, and heating. With 2 bathrooms, guests can relax and unwind in this excellent accommodation. Fall in love with Volcano and enjoy the...
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 is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic...
Turtle Bay Papaya Hale
Stunning light recently updated ground floor unit. This unit has a lovely, peaceful garden lanai area that looks out to the first fare way on the Fazio golf course. Beautiful sunset views. 2 TV's. Window AC units in the bedroom and Livingroom. You are near the pool area...
Royal Kuhio 1602 - Spacious Studio w/ Stunning Mountain View in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1602, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Infinity Pool- Endless Views- 2 Bedroom Villa
The Koya Suite is located on the Nouth side of the villa and has its own separate entrance (that is the entire right side of the house as shown in the opening image). All rooms in the Koya Suite overlook the Pacific Ocean through the lanai, deck and infinity pool. The...
Bright Oceanfront Suite w/ Incredible Views & Exclusive Upper-Floor Location
With an exclusive location on the 10th floor and above, these bright and airy suites offer gorgeous views of the Pacific Ocean. 1 King bed plus sofabedAir conditioningKeurig® coffeemakerFlat screen cable TVHair dryerIron-boardIn-room safeHigh-Speed WiFi Internet...
Premium Beach Retreat Waiohai Club Resort + Resort Amenities Included.
Nestled on the golden crescent of Poipu Beach, hailed as one of America's finest shores, our resort offers you a front-row seat to paradise. Imagine waking up to the gentle symphony of waves crashing and feeling the warm sand between your toes as you step onto the...
26th-Floor Condo | Pool, Gym, Walk to Beach
Enjoy breathtaking views from this beautifully renovated 1-bedroom condo in the heart of Waikiki. Sleeping up to 4 guests, the condo offers a fully equipped kitchen, balcony, and access to building amenities like a pool, gym, and BBQ area. Complimentary parking is...
215 Waikiki Grand Hotel · 215 Waikiki Grand Hotel
The Waikiki Grand has been a longtime favorite for many guests returning year after year. This newly renovated Studio is just a few feet from Hula's Bar & Lei stand.Enjoy step free access from your front door straight into one of the most popular bars at this end of...
Turtle Bay 2 bedroom Short Walk To Beach
This 2-bedroom on the north shore is perfect for your escape to paradise. With a king bed and a queen bed, guests can unwind in the serene and soothing bedrooms. Enjoy the convenience of a washing machine, WiFi, and AC during your stay. The 2 bathrooms offer a bathtub...
Waikiki Shore Ocean View 1 Bedroom
Enjoy front row ocean views from this charming one-bedroom condo in the only condominium building on Waikiki Beach. Whether you're relaxing indoors or exploring nearby shops and restaurants, this beachfront retreat has everything you need for a memorable stay.•...
Delightful Hawaiian Monarch Studio | Pool + Gym
Simple and spacious Waikiki studio with city views and a great location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is...
Beautiful Kauai North Shore condo, 2Br/2Ba! Pool, hot tub, AC!
The Wyndham Bali Hai Villas Resort is located on the beautiful North Shore of Kauai. This prime area is close to world-renowned beaches, hiking, shopping, golf courses, snorkeling, day spas, live entertainment and fine dining. Gorgeous Hanalei Bay is just a five-minute...
Sparkling Hawaiian Monarch Studio | Pool + Gym
Beautifully renovated Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building...