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.
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Tropical Retreat Near Waikiki Beach with Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Ocean & Beach Front Condo w/Central Air (1BD/1BA)
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, nearby restaurants, and shopping....
New Listing unit 526 | Ocean View Beachfront At It's Finest
Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, 5th Floor Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 5th floor suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony and the...
PURELY*BEAUTIFUL OCEANVIEW*FULLY RENOVATED
Watch the striking Maui sunsets from your private, partial ocean view lanai (terrace) on the fourth floor of this updated, and centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
New Listing! Luxurious 2b condo with central AC
Kaanapali Royal K302 is a two-story condo with 2 bedrooms and 2 bathrooms, featuring floor-to-ceiling windows with ocean views and central air-conditioning. This condo can comfortably accommodate up to 4 guests. The second floor master bedroom includes a king-sized bed,...
VILLAS ON THE PRINCE 27 - PRIVATE GATED UPSCALE COMMUNITY - PANORAMIC GREENERY
- Villas on the Prince offers Privacy with a Pool, Spa, BBQ and Club House, secluded and serene, just minutes from the front entrance to the Princeville Resort and Shopping Center cafes, restaurants, shopping & groceries. - Nestled just a short 11-minute drive from the...
Stunning Ground-Level Oasis W/ Breathtaking Oceanfront Views - Wailea Elua 1403
Wailea Elua #1403 – Ocean View Elegance Just Steps from the BeachDiscover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully...
Maui Resort Rentals: Honua Kai Hokulani 841 - Upgraded Top Floor Deluxe 2BR, Corner Floor Plan, Stunning Ocean Views!
Hokulani 841 is simply one of the finest two bedrooms on offer at Honua Kai. This upgraded suite boasts a stunning 8th-floor "penthouse" vantage point and is among a class of the most sought after 2 bedroom floor plans at the entire resort. What distinguishes this...
2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Oceanfront Condo! Kuleana 713
Welcome to Kuleana 713, your private island oasis on Maui’s world-renowned West Side. Ideally located between Kaanapali and Kapalua, this 1-bedroom, 1-bath oceanfront condo offers everything you need for a relaxing and rejuvenating Hawaiian escape.Enjoy breathtaking...
Lovely Pu'u Poa home overlooking the Pacific Ocean w/shared pool, W/D, & lanai
Puu Poa 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high on the bluff above Hideaway Beach, the wonderful Pu’u Poa 102 awaits you! Guests can delight in the front...
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Wailua Bay View 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Maui Sunset B118~ 1 BR, 2 BA, Located by the Pool, Fun!
Ocean view, fully renovated one bedroom, two bath ground floor unit, conveniently located near the ocean side of the property. Beautifully designed renovation,includes everything you could possibly need. Condo has a queen size bed, sofa sleeper, plus an extra daybed,...
MSS 713 Charming Condo w AC and Steps to the Beach
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1*One ticket per...
Luana Waikiki City View
Enjoy this beautiful studio at Luana Waikiki. This building has an authentic Hawaiiana feel and gets you close to everything without putting you right in the middle of the hustle and bustle of Waikiki- 313 sq ft studio with 34 sq ft lanai- Queen size bed- Self check in-...
Fabulous 3 br 6 Hanalei Home just steps to the beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 3 bedroom, 2 bath hanalei home for 6, is just over a block to famous Hanalei Bay! Short walk to town as well with its restaurants, shopping and bars! The home is...
Ocean Front’s Top End Unit; Partial Ocean View in Lanai; 1minute walk to Beach
The Outrigger Spa and Resort is great in central location and Easy to drive anywhere in Kauai Island.This Unit is a Top End- Unit, With Partials Ocean View from Balcony, A Full Mountain View in room; New Paint in August, 2024.Catching A Breath-taking Sunrise Moments in...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Upstairs corner with great ocean view! Near beaches,golf
This two bedroom, two full bath, upper floor end unit at the edge of the Kamahana complex features ocean, mountain, and golf course views from each room. As you end your day snuggled in the master bedroom's king bed, you'll fall asleep to the sound of the sea. The guest...
Serene property with nature walk, meditation spot & enclosed gardens
E Komo Mai RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Channel your yogi self and experience the serenity and spirituality of the EKomoMai Retreat. Located in the peaceful...
Wailea Ekahi Village | 11A
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...
Happy Honu Oasis, Surf shack with pool and A/C
We really enjoy traveling as a couple and like to pick a base camp that we can venture out from day by day. We wanted to provide something similar for our guests. We had a lot of fun setting up Happy Honu Oasis (HHO) with this thought in mind. We hope you will settle in...
Kauai ocean view home near Tunnels & Lumahai Beach
Traveling north past Hanalei, you enter the dense jungle and intense blue waters of Kauai's far north shore. There are no words that can describe nature's beauty in this region. Many beaches, including tunnels and ke'e, are in the area. Trail heads for some of the most...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Kihei Ali'i Kai D-207
Welcome to Kihei Ali'i Kai D207. This ocean view 1 bedroom, 1 bathroom condo has everything needed to make your Maui memories special. Located in a prime South Kihei location your steps from Kamaole I and II Beach Park, shops, dining, activities, and more. This complex...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Emmalani Court 324! Elegant Princeville Sanctuary w/ Heated Pool and Luxurious Massage Chair!
Greetings and a heartfelt aloha, we welcome you to our enchanting Princeville Sanctuary! Nestled on the top floor, our spacious two-bedroom, two-bath private condo offers a serene escape amidst the stunning backdrop of the 8th hole of the Makai Golf Course. You'll be...
Suite in Building K at Pono Kai Resort on Kauai's Bike Path, Tennis View Condo
The Pono Kai Resort sits on 12 acres in the quiet town of Kapa`a on the east side of the island of Kaua`i. The Resort is right on the beach, which is perfect for wind surfing, kite surfing or wading and frolicking in the waves. This condo is not ocean view but koi pond...
16 GUESTS , 4 X ❤️AWESOME STUDIOS❤️ , FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
Awesome view. Walking distance to beach, restaurants, shopping
32nd floor corner unit in Hawaiian Monarch condo and hotel. Enjoy pool, hot tub, BBQ, gym, No resort fee. Self check in with lock box. Smart car rental in lobby. Laundry $. Luggage storage $. On-site parking $$. 24 hr security
HBR Family Condo 7202, Ocean View, Quiet Location, Add'l Resort Fees
Hanalei Bay Resort Front Desk Fees: $50 guest check in fee, plus a reservation fee of $6.75, plus $25/day and $20/day/car + GET & TAT Tax. Please note this is a separate transaction with the guest and the front desk, subject to change and beyond our control.Hanalei Bay...
Paradise Adventure Getaway - newly remodeled
*30 day rental. Please inquire. When you stay at the Paradise Adventure Getaway you will be minutes away from amazing attractions of the North Shore. This newly-remodeled home has three bedrooms, one full bathroom, a fully furnished kitchen and so many amenities that...
Cozy condo w/ ocean views across iconic Kahaluu Bay. Sleeps 4, pool, + BBQ! 102
Kahaluu Bay Villas #102 is located across the street from the iconic Kahaluu Bay. This two-bedroom, two-bathroom condo has it all. Enjoy an open layout of the living area, kitchen, sit-down dining table, and more. Sit on the large lanai and enjoy the ocean views.Upon...
Ilikai Hotel - One-Bedroom unit on the 19th Floor overlooking the mountains!
Look no further, you've found PARADISE! This condo is located on the 19th floor of the Ilikai Hotel and offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo been fully remolded and...
Full Kitchen, Studio, Just Minutes to the Beach!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from early August to early October. The project is expected to...
KR607 - Great Top Floor Condo with Ocean/Bay Views - Ocean/Beach Access!
Welcome to the sixth-floor condo, where comfort and relaxation await. As you enter, the spacious living room immediately captures your attention with its charming furnishings, TV, and refreshing AC. The tasteful decor and modern art pieces create a welcoming atmosphere,...
Great Rate! Updates in Progress!
Valley Isle Resort 1106From the moment you open the front door, you'll be drawn to the balcony by the breathtaking view. This is the kind of view you see on travel channels, in books, magazines, and postcards. It takes a few moments to realize that this stunning...
Amazing High Floor 1bd/1ba with Diamond Head Views at the Waikiki Banyan 2901 T1
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 29th floor corner unit of the Waikiki Banyan has been completely remodeled with brand new wood laminate flooring, countertops,...
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!
This exquisite home is in the exclusive Kiahuna Golf Village. Ancient lava rock walls surround the stunning property, bridging old Hawaii with modern appeal. Rolling golf course greens give way to the nearby ocean and your own private pool provides a personal paradise...
Redesigned 1BD/2BA condo with Haleakala views, near Wailea's beaches + dining
Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with wonderful views of Haleakala. This condo is newly redesigned and furnished. It is the perfect setting for couples and small families. Its convenient...
Splendid Partial Oceanview 2 Bed 2 Bath Remodel
Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. For travelers seeking an escape from everyday life, this complex is one of the most exclusive sanctuaries in South Maui. This beautiful vacation rental with partial ocean views...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...
Whaler 524 - Upgraded Oceanview, Spring Savings 4/5-4/12, Instant Discounts!
Enjoy a luxurious and comfortable stay at Whaler 524, a spacious one-bedroom, two-bath corner unit thoughtfully designed for relaxation and convenience. This beautifully upgraded condo features floor-to-ceiling glass sliding doors that open onto a large wrap-around...
#21A Grand Champions 1 Bed - Ulua & Mokapu beaches
Welcome to our spacious ground floor condo with a tropical garden view.Located in the heart of Wailea. Grand Champions is a world class resort surrounded by the Wailea Old Blue Golf Course that features two pools with whirlpool spas, barbecue facilities, and amazing...
Maui Resort Rentals: Kaanapali Ali'i – 4 Total Bedrooms, Luxuriously Remodeled, Partial Ocean AND West Maui Mountain Views!
This tandem package is comprised of two beautifully remodeled 7th floor two bedroom suites that are directly adjacent to each other. Each suite provides partial ocean views of the Blue Pacific Ocean and the golden sands of the world-famous Kaanapali Beach as well as...
Ground floor great for families!! Whaler #123
Whaler 123 is a spacious inner court, ground floor condo, with a King bed; 2 Doubles; and a Sofa Sleeper - ideal for families or couples looking for a peaceful environment to relax after a day in the water, out Maui sightseeing or on the golf course. | | The condo is...