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.
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...
Welcoming, open and spacious 3 Bed/3Bath - Enjoy the magic of the Northshore!
If you’re looking for a prime location on the North Shore of Kauai, this is it. Villas on the Prince 34 is a 3 bedroom, 3 bath home which offers privacy in a quiet, gated, upscale community. This home is delightful and wonderfully appointed and has everything you could...
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
DECEMBER HOLIDAY SPECIAL VILLAS ON THE PRINCE offers Privacy in a Tropical Panorama of Tropical Lush Greenery, with a Pool and BBQ, Secluded and Serene, yet just minutes from multiple nearby beaches, Princeville Resort and Shopping Center cafes, restaurants, shopping &...
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...
Ilikai 542 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Beautiful remodel....
Mauna View by AvantStay | 10min to Beach, Backyard
Kick back in the heart of Makaha Valley at Mauna View, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a beautiful location to give you...
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 row...
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,...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Cute and Cozy Ground Floor! Beach access! Great Location! #113
Unit #113 at Hale Kai ( which means “ home by the sea”) is comfortably decorated with tropical Hawaiian furniture and with Island style. This CORNER unit is equipped to provide you with all the comforts of home. Even with high speed Internet availability; imagine...
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
Maui Sands Seaside 713 Charming One Bedroom Condo With Amazing Views Just Steps from the Ocean 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,...
Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko
At Casa De Emdeko you can have it all! Enjoy your morning coffee from the lanai while enjoying the partial ocean views! You'll also have a direct lush garden view to the soothing fountain. Relax and bask in the breathtaking ocean views from the saltwater pool... one of...
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
Outrigger Kauai Resort and Spa is near Lihue Airport and also in central location to drive anywhere in Kauai Island quite easily.This is a Top End- Unit, With Partials Ocean View from Balcony, A Full Mountain View in room; Catching A Breath-taking Sunrise Moments in...
KR 201 OceanFront 1BD Kahana Condo Ocean View Pool BBQ
Kahana Reef 201 1Bedroom/Bath Beautiful Direct Oceanfront with Views of Molokai & Lanai 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...
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...
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...
Bright Waikiki 1BR with Stunning Ocean Views
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...
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, walk to Kamaole I & II Beach Park, shops, dining, activities, & more. This complex offer...
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!
Summary:Experience ultimate relaxation in your Princeville Sanctuary, featuring a heated pool, bedroom A/C units for perfect comfort, and a luxurious massage chair to unwind in style!The Space:Greetings and a heartfelt aloha, we welcome you to our enchanting Princeville...
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 &...
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...
Full Kitchen, Studio, Just Minutes to the Beach!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 5/18 - 6/12/26. 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...
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...
🤿 Styling Oceanfront Condo! 🌅 - Hale Kona Kai 303 🐢
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. Any closer and you would be swimming. View the tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of...
Direct Beachfront/Oceanfront Condo - 3 minute walk into Kapa'a
Direct Beachfront and Oceanfront- your unit is 50 yards from the ocean and beach!Aloha and Welcome,The Pono Kai Resort is located in a perfect spot for island visitors!! Located halfway along the coast between the resort towns of Poipu and Koloa Town on the South shore...
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...
#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 consists 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...
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi by Koko Resort Vacation Rentals
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-Fi 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 project. Enjoy paradise with an...
Oceanfront condo with pool & hot tub - ocean views & easy beach access
Papakea Resort B407Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax with the sound of waves and fluttering palm trees at this luxury condo on Maui, offering ocean views, a...
Newly updated home with pools, lanai, ocean view - walk to golf
Waikoloa Neighborhood RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find everything you need for a memorable Hawaiian getaway at this Waikoloa Village home, where you'll...
Waikiki Comfort for 4 Guests with Pool & Hot-tub
2425 Kuhio Ave, Honolulu. 1203** For your health and safety, we utilize additional Sterilization procedures between reservations.This comfortable 12th floor 1 Bedroom Suite offers solid sliding dividers if required to separate the living area sofa bed from the...
Modern 2bd ground-floor West Maui condo
Pacific Shores B106 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area with Hawaiian inspired decor and...
Ilikai 1236 Ocean / Lagoon / King Bed, Futon Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...
B2 Poipu Makai: Cruise-ship view-AC-Whale Watch
Breathtaking up close and personal ocean views in this rarely available OCEAN FRONT Poipu Makai Condominium! One of the few condos in Poipu with covered parking. Experience the ultimate island lifestyle in this stunning 2-bedroom, 2-bathroom Oceanfront 2nd-floor condo...