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.
Keauhou Akahi 405: 2-Bedroom Condo with Garden View in Keauhou, HI
Newly updated, furnished and equipped condo in the quiet Keauhou Akahi complex. Ocean view living in this lovely 2 bedroom 2 bathroom condo in peaceful garden setting fronting golf course. Impeccable setting along Alii Drive.Adjacent to the Kona...
Remodeled Hawaiian Vacation Condo by Waikiki Beach in Boutique Cabana Waikiki
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor (No Pool, No Parking and No Elevators)Living Room- Trundle Bed (2 Twins)- Flat...
Lovely Ocean Views with Convenient Walkable Location - Kamaole Nalu 601 w/ AC!
Kamaole Nalu #601 – Ocean View Comfort with Modern UpgradesKamaole Nalu #601 is a beautifully updated two-bedroom, two-bathroom condo located in one of Kihei’s most sought-after oceanfront communities. This sixth-floor retreat offers ocean views from the private...
Kihei Akahi Condo w/ Shared Grill, Shared Pool-Beaches and Beyond
Kihei Akahi C315Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Puu Poa 407: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
This top floor penthouse unit is one of the finest at the Puu Poa complex in Princeville. It’s open concept two bed two bathroom layout is perfect for families or two couples ready to experience Kauai in the lap of luxury. Attention to detail meets natures splendor...
Home with Ocean Views Along the Hamakua Coast
Welcome to Hamakua Pukana La Hale – A Brand New Vacation Rental!This beautifully decorated 3 bedroom, 2 bath home is located on a private acre parcel along the Hamakua Coast just north of Hilo! This brand new vacation rental home with ocean views sleeps 7, max 4...
Aloha Surf Waikiki - 5 minute walk to Waikiki beach
A extra twin size bed will be provided only upon booking for the 4th person.Just REMODELED the entire room from ceiling, walls, flooring, bathroom, kitchenette with cabinets & quartz counter top. Very nice, you will love the new look. Completed in Dec 1-2023Aqua Aloha...
Designer Studio Condo on 29th Floor In Waikiki--Fabulous View! and 100% Legal!
This clean, cozy, modern studio is in the Hawaiian Monarch Hotel in Waikiki, but is privately owned and managed. The unit is on the 29th floor with a wonderful view, a full-size refrigerator, hot-plate, microwave and a really comfortable queen bed!This unit is privately...
Third-floor condo w/partial ocean views/shared outdoor pool/gas grill/pool spa
Papakea Resort B302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take advantage of all the benefits of a resort while being close to Honokōwai Beach, one of the best beaches...
Maui is calling PARADISE!!!
This beautiful one-bedroom/one-bath condo is located just steps from the beach in the peaceful Luana Kai resort! Enjoy breathtaking sunsets, morning beach walks just 100 yards from your door, and stunning views of the west maui mountain framed by a large grassy park and...
Maui Banyan H-210 | Spacious Lanai, Steps to Beach
Escape to paradise at Maui Banyan H-210, your ultimate Hawaiian retreat! Nestled across the street from the stunning Kamaole Beach 2, with picturesque views of the majestic West Maui Mountains, this location offers unparalleled beauty and convenience. Explore nearby...
Gorgeous Condo W/ Ocean Views, Steps From Beach! Pool, Hot Tub, BBQ!
Completely Remodel, Modern Condo With Ocean View!! Kauhale Makai, Address for this Condo: 938 S. Kihei Rd #327, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kauhale Makai 327, a stunning freshly remodeled oceanfront condo...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
Moani Kaiolohia – Country Beach House with Private Sport Court
PLEASE INQUIRE FIRST.Escape to your own private, country beach house paradise! The house is a 6-bedroom, 4-bath, two-story home on an acre beach lot with an outdoor Jacuzzi overlooking the ocean and an all sport court (pickleball, basketball, and badminton) in a fenced...
Oceanfront KUL714 - Upgraded Unit in W. Maui Condo Resort, Great Views
** 2025 Discounted Rates - Book Now! **This stunning second-floor condo is the epitome of island living in Maui. As soon as you step inside, you'll be greeted with bright and cheerful surroundings that immediately lift your spirits. The condo has been completely...
Spacious 2BR/2BA Kihei Ali'i Kai B108: New Updates, Dual Lanais, Walk to Beaches
This beautiful 2 bed, 2 bath condo is conveniently located right up the street from dining, shopping and favorite beaches. New updates including New AC throughout and gorgeous new furnishings help make B108 the perfect home base for your Maui Vacation of a lifetime!Dual...
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
🏖️Breathtaking Ocean View | Ocean Front Complex | vrKCV🏖️
vrKCV - Alii Villas 228, Professionally Managed by Kona Coast VacationsWelcome to your slice of paradise at Alii Villas! This recently renovated second-floor condo boasts breathtaking ocean views that greet you the moment you step inside.Property Details: Bedrooms: 2...
Beachfront Escape With Dazzling Ocean Views! - Sugar Beach Condo #418
Sugar Beach Resort #418 – Your Beachfront EscapeWelcome to Sugar Beach Resort #418, a beautifully upgraded one-bedroom, one-bathroom oceanfront condo. Located on the fourth floor, this retreat combines stylish island décor with panoramic views of Makena, Molokini,...
Sizzling Specials at this amazing Oceanfront top floor condo!!
Top floor unit with unobstructed HUGE ocean views. Large windows face views and a cute balcony to sit and relax on. Unit is a comfortable 1bedroom/1bath with newly installed vinyl flooring, full kitchen: stove/oven, microwave, full fridge and...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost...
Hale Kamaole 329 Third floor condo, easy access to best beach on Maui!
Garden, tennis court, and slight Ocean View. This two bedroom unit offers a king bed in the master bedroom, twins in the downstairs bedroom, and a sofa sleeper in the living room - sleeps 6. Very large flat screen in the living room, and 32 inch flat screens in each...
Panoramic Maui Sunset Ocean Views
Hawaii Tax ID: TA-153-135-9232-01TMK: 390010750123This beautiful Kauhale Makai 335 condo offers panoramic Maui sunset ocean views as well as whale watching during whale season. You are steps away from the ocean when you stay here and have all of the conveniences of home...
Kona Alii#208 Beautiful 2nd Floor unit w/Elevators, INCREDIBLE LOCATION & AC!
Welcome to the listing page of our gorgeous Kona Alii, Unit#208! You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently renovated. Air...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Corner condo with direct beach access
Nohonani 203 is a premium oceanfront,1-bedroom, 1-bathroom corner unit, with stunning ocean views that can accommodate up to 4 guests. It has been beautifully updated with a fully equipped kitchen, granite countertops, and updated appliances and does not have A/C. The...
#330 Third floor condo, easy access to best beach on Maui!
The main floor bedroom has a queen bed, air conditioner, and ceiling fan. The main floor bathroom has a walk-in tiled shower. The upper master bedroom has a beautiful king bed, wall mounted cable TV, air conditioning, and ceiling fan. The adjoining bathroom was...
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!
Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...
🏖️Ocean Views | Across the Street from Beach | WIFI | vrKCV
vrKCV - White Sands Village 210, Professionally Managed by Kona Coast Vacations.Island Comfort Across from Magic Sands Beach – 2BR Condo with Central AC and Partial Ocean ViewWelcome to your Big Island retreat located just across Ali'i Drive from the famous Kona Magic...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa 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!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
Wavecrest Resort C211
Wavecrest C211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a covered lanai and access to a shared pool, a cabana, grills, shared laundry facilities, and beautiful, lush,...
1-bed rental in downtown Kailua-Kona with pool, lanai, and convenient location
This one bedroom, one bathroom vacation rental in downtown Kailua-Kona offers an affordable and comfortable place to stay in Hawaii. The rental features a cozy queen-sized bed, fresh linens, and a bathroom with a tub and shower combo, providing all the essentials for a...
🏖️Spacious Ground Floor End Unit | Close to Beaches & Shopping | vrKCV
vrKCV - Waikoloa Beach Villas I4, Professionally Managed by Kona Coast VacationsWelcome to a sun-soaked retreat on the Kohala Coast of Hawaii's Big Island! This 3-bedroom, 3-bath ground-floor townhouse in the exclusive Waikoloa Beach Villas offers the ideal blend of...
Papakea Resort - Beautiful 1 BR Ocean View Suite - NO Resort Fee
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are...
Kihei Akahi Condo w/ Shared Pool, A/C-Beach Lovers Dream
Kihei Akahi D416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Banyan Harbor #E56, Walk to Beach, Wifi, AC, Pool, Parking, Laundry
Banyan Harbor #E56 – Kauai Vacation Rental, Lihue, HawaiiCentrally Located on the Island of Kauai. Accommodates up to 5 guests, including children and infants.Discover the beauty of Kauai from the comfort of this spacious and well-appointed 2-bedroom, 2-bath...
Very Beautiful! High Floor! Waikiki Banyan One Bedroom with Parking Included
A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...
Perfect Private Kalapaki Beach Cliffside Getaway!
Discover the very best of Lihue from the comfort & convenience of this luxury oceanfront getaway! Step outside to enjoy incredible views overlooking Nawiliwili Harbor on your private cliffside balcony, or experience kayaking, surfing & relaxing on Kalapaki Beach just...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Oceanfront Kailua-Kona Townhome w/ Pool & Views!
Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
Perfectly located to provide spectacular views in every direction.
Sitting at the end of Pua'ana Point, high atop a bluff where picturesque Hanalei Bay meets the Pacific, this Princeville oceanfront condo is perfectly located to provide spectacular views in every direction...a panoramic sweep of Hanalei Bay, Lumahai Beach and the...
KBM Resorts | FREE CAR | The Whaler | Ocean view | Studio with Stunning Sunset! WH1-1218
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Relax in this newly upgraded condo with lanai near Magic Sands Beach
Enjoy the private lanai across from iconic Magic Sands Beach. Central air conditioning and all the amenities you need for a relaxing Hawaii vacation. Upon entry, you are welcomed by the Hawaii vibe throughout. Kick back in the Primary ensuite on the queen bed, enjoy the...
Maui Sunset Vacation Rentals A316
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
Oceanview Remodeled Across from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautifully remodeled condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Ocean views from this second floor condo are sure to be a sight you'll never forget. Rattan furnishings with Tropical accents adorn this unit to...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...
NP B5 Ground Floor OceanFront Condo w Ocean Views AC Pool
Napili Point B5 Spacious Ground-Floor OceanFront Condo with Ocean Views, AC & PoolFREE 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...