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.
Renovated in 2024 Studio! Just 1min to Beach@Waikiki
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Kapalua Ridge Villas Ocean View 1 Bedroom
Ridge Villas Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed-...
Hoʻonānea I Loko Kailua
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
Waiulu Villa - Contemporary Luxury Coastal | Onsite Staff & Daily Housekeeping
This 2 bedroom, 2 bath single-level upper floor corner villa offers wrap-around views of Hualalai Mountain, the 5th hole of the Tom Weiskopf Keolu Golf Course and Punawai Pond. The large windows and 16’ sliding pocket doors provide plenty of natural light giving this...
Kapalua Bay Villa 34G5 Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 16 stairs between the driveway and front door and 25 steps to Pool C- Carpet throughout and tile floors in kitchen and bathroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven,...
Ocean breezes greet you in this 12th-floor condo
Welcome to Valley Isle 1204, a 1-bedroom, 1-bathroom, 12th-floor condo that offers direct oceanfront views from your private lanai and ceiling fans throughout, as there is no A/C. This resort has elevators for easy access. Unit 1204 can accommodate up to 4 guests. The...
Newly renovated spacious studio! Great location!
Enjoy a very comfortable stay in this clean, newly renovated large studio unit with a king size bed. Just steps from beach, Honolulu Zoo, and Kapi’olani Park, this location is hard to top. Modern kitchen with cook top, allows plenty of space for meal preparation. This...
Kaanapali Maui Eldorado B202 Garden View 1 BD
- 2nd floor condo with balcony- Wooden plank flooring throughout- Fully equipped kitchen with granite countertops and stainless steel appliances – stove, oven, microwave, dishwasher, refrigerator, coffeemaker, toaster, cookware and tableware- 1 King bed- Double Sofa...
Regency Waikiki Partial Ocean View 2 Bedroom
Unwind in your spacious two-bedroom condo, just a block from Waikiki Beach, restaurants, and shopping. Designed for up to six guests, it features a fully equipped kitchen, two cozy queen beds, and a comfortable sofa bed in the living room.• Kitchen includes ceramic...
New! Maui Banyan G105 – Heart of Kihei
Maui Banyan G105 – Ground-Level Comfort Near the Pool in South Kihei!Welcome to your perfect Maui retreat! Located in the desirable Maui Banyan Resort, this ground-floor 1-bedroom, 2-bath condo offers comfort, convenience, and a fantastic South Kihei location—just...
Maui Kam J209: Your Tropical Oasis in Maui
Escape to this spacious 2-bedroom, 2-bathroom loft condo at Maui Kamaole J209. Featuring an open living area, large primary bedroom with King bed, and a guest room with a Queen and a Twin bed, this condo comfortably sleeps up to 6 guests. Enjoy the lush tropical gardens...
Renovated - Spacious 2BR/1BA Loft, AC, Close to beach
Our condo is conveniently located in South Kihei steps from the beautiful Kamaole I Beach Park and close to many shops and restaurants. Take in the beautiful views from your private lanai and watch the sunset.Our renovated 4th floor penthouse condo with floor to ceiling...
Kaanapali Alii | 156
Welcome to Kaanapali Alii 156, where luxury meets breathtaking views in an ultimate oceanfront corner location. This stunning condo offers expansive vistas of the beach, pools, tropical gardens, and the shimmering blue Pacific, making it a perfect retreat for those who...
Wailea Point | 2301 | 30+ Night Luxury Stays
Wailea Point is the ultimate in privacy and elegance for those seeking stays of 30 nights or longer. For shorter stays, please select from one of our other beautiful Wailea resort properties.The finest development in the finest neighborhood on the finest Hawaiian...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.• Waikiki Shore address is: 2161 Kalia Road,...
Diamond Resorts The Point at Poipu - 2 Bedroom Partial Ocean View
*** Sanitation/Cleaning Update ***At Diamond Resorts, the safety and well-being of our guests and team members is of utmost concern. We remain diligent in our commitment to provide a safe, hospitable environment for all who visit our properties. Please read below for...
Watch Whales from your Bed - Double Master Sunset Suite
Inside your unit, discover a fully equipped kitchen, convenient washer and dryer units, cable television on a gigantic 75-inch Smart TV, private lanai, and sumptuous linens provided by 808 Maui Vacation Rentals. Immerse yourself in luxury and relaxation at Royal Mauian...
Royal Kahana Maui Garden View Studio
Garden View Studio- Open kitchen layout includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Air Conditioning- 1 king bed or 1 queen bed and a single sofa bed- 431 square feet/40 square...
Wai'ula'ula H102 - Wrap-around Lanai
This private, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Fisher & Paykel and Wolf appliances/gas range and dual master suites. Additional features...
Pacific Sunset Paradise - Steps to beach and amenities
Welcome to your slice of paradise in Maui, Hawaii! Tired of crowded beaches? Say aloha to our this rental, just steps away from a white sandy beach off the beaten path. This beachside haven not only offers you the tranquility you crave but also puts you within flip-flop...
25% DISCOUNT Marriott Ko Olina Ocean View 2-bedroom Nov 18 to Nov 25 2023
OCEAN VIEW CATEGORY ROOM TYPEAVAILABLE: Nov 18 thru Nov 25 2023Book instantly! These are real dates and not teaser dates, like other postings on this site where you can't book instantly but have to inquire first to see whether the dates you want are really available. If...
Diamond Resorts The Point at Poipu - 2 Bedroom Garden View
*** Sanitation/Cleaning Update ***At Diamond Resorts, the safety and well-being of our guests and team members is of utmost concern. We remain diligent in our commitment to provide a safe, hospitable environment for all who visit our properties. Please read below for...
"Ali'i" Studio w/ FREE Parking & Full Kitchen
Our Premium ALI'I STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona
Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...
PM 301 Spectacular Direct Oceanfront Views Remodeled 1BD Convenient Location
Paki Maui 301 NEW LISTING Breathtaking Direct Ocean Views from this Fully Renovated 2Bedroom, 1Bathroom West Maui Condo FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Lahaina Shores 324: Gorgeous Studio
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE!Lahaina Shores 324 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 324 is a 3rd-floor...
2 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Aloha Springs Ohana
Enjoy a stylish experience at this centrally-located ohana. We are Located at 1500 elevation with sweeping ocean views & cooler breezes just 10 minutes to beaches and down town Kona. The inside offers a stylish remodeled design with 10 foot ceilings two bedrooms...
Kaanapali Maui Eldorado I202 Garden View 1 BD
- 2nd floor condo with balcony- Tile throughout unit- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 queen beds- Queen sofa sleeper in living room - 1200 square feet / 112 square meters-...
Marriott's Kaua‘i Lagoons | Two 2BR Villas
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Refined Resort Wailea Oceanview Vistas
Summary:Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while...
Easy Access to Maui’s Top Sights, with Outdoor Pool, Pets Allowed | 3 Units
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...
Wai'ula'ula 328 - Luxe Oceanview Residence
This luxe, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances, including a double oven and wine refrigerator, dual master suites and a...
North Shore Sweet Spot w/ King Bed Overlooking Lush Valley
Welcome to Hale Moi, your tropical escape on Kauai's stunning North Shore! Our charming Princeville condo offers comfort, authentic island experience, and lush greenery. Enjoy breathtaking views from your private lanai, modern amenities, easy access to Hideaways Beach...
FREE Parking1BR Penthouse Condo @Palms +near Beach
【Basic Info】This is a private 1 Bedroom 1 bathroom condominium unit in Waikiki!!You can enjoy your stay by only yourself, friend or partner. The condominium is located in Waikiki.It's closed to many famous shopping centers like Royal Hawaiian Center, T Galleria!You...
Relaxing Ocean View Room - Steps to Waikiki Beach
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Kaanapali Maui Eldorado A106 Partial Ocean 1 BD
- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware, tableware- 2 KING beds- Queen sofa sleeper in living room- Partial ocean view- Lanai dining - Bathroom with walk-in tile shower- 1200 sqft / 111 sqm- Maximum 4 persons including children...
🏖️Beautiful Mountain View | Concierge Included | Spacious | vrKCV
vrKCV - Vista Waikoloa D204, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Vista D204, a comfortably appointed condo ideal for couples or families. This 2-bedroom, 2.5-bathroom second-floor unit is nestled in the heart of Waikoloa Beach Resort and...
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...
New Listing! Ocean views from your bed
Kaanapali Plantation 6 is a stunning, fully renovated 2-bedroom, 2-bathroom condo located in the highly desirable West Maui area. Blending comfort, convenience, and island charm, this ground-floor retreat has been thoughtfully updated with modern finishes, brand-new...
LS 428 Dream Vacation Studio by the Beach and Pool
Lahaina Shores 428 NEW LISTING Relax in this Charming Studio with Majestic West Maui Mountain Views 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...
Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...
3 HGVC Hawaiian Village Beachfront Resort and Spa!
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...
Marriott Ko Olina Beach Club 2BR Villa - July 4th or Thanksgiving on the Beach!
A beautiful Hawaiian Resort awaits your family and friends to celebrate Thanksgiving Week. Your charming 2 bedroom villa invites relaxation and restoration with two lanais offering island, mountain, and/or partial ocean views replete with the occasional rainbow or...
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 219 square feet deck- Master bedroom with 1 king bed- 2nd bedroom with 1 queen bed- Queen sofa bed in living area-...
Direct Ocean Front 1 BDRM 2Ba Whaler #601
Whaler 601 is a privately owned, beautiful, 1 bedroom, 2 bath, DIRECT ocean front, corner unit, with a wraparound lanai on the North tower on the 6th floor of the Whaler resort. Many listings say 'ocean front' but in reality, are common ocean views. The attached photos...
Kaanapali Alii | 183
Kaanapali Alii 183 is a luxurious oceanfront vacation rental nestled in the heart of Maui's renowned beach destination of Kaanapali. This spacious 1,800 square foot condo offers breathtaking views of the Pacific Ocean, the islands of Lanai and Molokai, and the pristine...
NEW LISTING: Open Condo with Warm Wood Accents
Welcome to Koa Resort 2I — a beautifully appointed 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. The spacious living room features a queen sleeper sofa for additional sleeping space. Please note that the second bedroom is a loft, offering...