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.
Hotel Molokai 201
Vacasa at Hotel Molokai 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home and create everlasting memories at this cute studio with a king bed and two twins....
Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
Wailea Elua #1601 – Oceanfront Luxury with Upgraded Interior & Ground Floor AccessStep into effortless island living at Wailea Elua #1601, a beautifully upgraded 1-bedroom, 2-bathroom oceanfront condo designed for relaxation, comfort, and style. With a convenient...
Maui Banyan Q-109 Unit A | Amazing Location!
Discover the best location in Maui Banyan with unit Q109A, a rare studio unit that can comfortably sleep four guests and features a full-sized refrigerator. Situated in the serene back section of the complex, this unit offers a tranquil retreat away from street noise...
Two-level condo with ocean/Bali Hai views, 2 lanais, AC, pools & tennis courts
Hanalei Bay Resort 7302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An incredible setting awaits at Hanalei Bay Resort 7302, where you'll have two private lanais and gorgeous...
Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402
This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent...
Welcoming Waikiki Banyan 1-Bedroom | Private Lanai
Enjoy stunning Diamond Head views from a private lanai (balcony) at this beautiful one-bedroom home at the luxurious Waikiki Banyan. Located right off Kuhio Ave and a short walk to Waikiki Beach, this home offers ac, flatscreen tv, wifi, and cable. The Waikiki Banyan...
Convenient oceanfront condo with high-speed WiFi & outdoor pool
Mahina Surf 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Paradise of the Pacific awaits at this oceanfront condo! Equipped with all the comforts of a home away from home...
Hale Kamaole Condo w/ Shared Pool, Shared Grill, Private Washer/Dryer
Hale Kamaole 139Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Spacious Condo Across the Street from Maui's Best Beaches G304
Hawaii Tax ID: TA-075-907-0720-01TMK: 390040050052This unit provides 2 bedrooms and 2 bathrooms and will sleep up to 6 persons! Located in South Kihei within walking distance of dining, shopping, beaches and parks, you're sure to find lots to do! This is a great unit...
1 Bedroom Beachfront Condo - Paki Maui 118
With its lanai merging into lush courtyard landscaping, this one-bedroom suite features full kitchen convenience for prepping meals and snacks. Tropical furnishings play out with a sofabed, dining table for four and bedroom with floral accents. Free WiFi, ceiling fans...
Deluxe 2BR Condo in Waikiki!
Deluxe 2BR Condo in Waikiki!Convenient and clean 2BR unit with 3 full beds and 1 twin size trundle on the 16th floor in Luxury Allure Waikiki!Building amenities include pool, hot tub, and BBQ area. Friendly staff and solid management!Free internet and parking!Minimum...
Hale Kamaole Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Hale Kamaole 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Best Location! First Floor Family Friendly 2B/2B, Steps from the Beach & Shops
Welcome to your perfect Maui Beach vacation home base at this super convenient, family-friendly, ground floor, 2bed/2bath Kihei condo in an unbeatable location steps from Maui's best beaches, shops, and eateries for creating lifelong memories!- Fully equipped kitchen-...
Deluxe Ocean View Studio - Waikīkī Grand #508
Paradise found! This Deluxe Ocean View Studio w/Kitchenette has the modern décor with the personal touches that make this space feel like home. Map out the day on your private lanai with beautiful ocean and park views. There is seating for two people on the lanai or in...
Comfortable condo with private lanai in sunny South Kihei
Hale Kamaole #320Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on the sunny shore of South Kihei, Hale Kamaole is surrounded by lush landscaping, creating a serene tropical...
Maui Resort Rentals: Whaler 223 – 2BR Corner Suite w/ Partial Ocean & West Maui Mountain Views!
Enjoy all that Maui has to offer in this 2nd-floor two-bedroom partial ocean view suite at The Whaler in the heart of Kaanapali Beach.Whaler 223 is an expansive 2br/2ba corner suite with views of the Pacific Ocean, Maui's neighboring island Lanai, and the lush West Maui...
KPL 10 Panoramic Ocean and Golf Course Views 2BD Walking Distance to the Beach
Kaanapali Plantation 10 NEW LISTING Take in Beautiful Panoramic Ocean and Golf Course Views from this 2Bedroom 2 Bathroom Condo in Kaanapali West Maui! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Travel Destination! Outdoor Pool, Sundeck, Minutes to Magic Island & Shangri La
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Tropical studio in the center of Kihei Town
Welcome to Maui Banyan P202A, a cozy studio condo in Kihei designed for couples, honeymooners, and anyone seeking a romantic yet affordable Maui vacation rental. Just across the street from Kamaole II Beach, one of the most beautiful beaches on the island, this intimate...
Maui Kamaole F208: Two bedroom loft condo on the second floor, sleeps 6. Wal
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Hawaiian atmosphere: With a décor lovingly curated by the owners over 30+ years of visiting Maui and inspired by the island’s natural beauty,...
Ocean View Condo with shared pool, beach access, grill areas, & more!
Ke Nani Kai 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the serene paradise of Kaunakakai, HI, where this charming condo awaits to provide you with a relaxing and...
LUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed CityViewStudio,WiFi,AC,GYM,POOL & Kitchen
Legally permitted rentalLUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed City View StudioWiFi, AC, GYM, POOL & Kitchen2045 Kalakaua Ave 502Welcome to our cozy studio in the heart of WaikikiA stylish space features a comfortable Queen bed and a convenient sofa-bed.❤Perfect if...
*Alamona Hotel four start 2bed
The spaceAbout the Room:Thoughtfully renovated in Sep. 2025 with style and comfort in mind, this condo-tel features two double beds that meet hotel-quality standards, enhanced with cozy touches and extra amenities for an exceptional stay.With these added amenities, I...
Wailea Ekahi Village 18C - 1 Bedroom Garden View Condo
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway. Upon...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Ilikai Hotel One-Bedroom Suite in a Great Location In Waikiki! No Resort Fees!
Look no further, you've found PARADISE! This condo is located on the 6th floor of the Ilikai Hotel. Wake up & spend your mornings on your private lanai, enjoying watching the sun rise on the east. Come home after a long day of exploring the islands and relax on your...
Upscale Coastal Getaway with Panoramic Ocean Views – Wailea Elua #1702
Wailea Elua #1702 – Oceanfront Elegance with Upgraded Interior and Panoramic ViewsEnjoy luxurious oceanfront living at Wailea Elua #1702, a spacious second-floor, 2-bedroom, 2-bathroom condo featuring stunning views and a beautifully remodeled interior. With a prime...
Beachfront Family Dream Vacation in Tranquil Home Along the Waianae Coast
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.***This property is new to our inventory. Reviews are coming soon. Please rest assured this home is...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Radiant Hawaiian Monarch Studio | Pool + Gym
Spacious Hawaiian Monarch studio with Ala Wai views located at the beginning of Waikiki. 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...
Home with ocean views, studio, large lanai, koi pond, washer/dryer
Seabreeze Hawaii Kai - 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 from the hustle and bustle of everyday life to this slice of paradise! You are sure to...
Luana Waikiki Oceanview High Floor Condo
Luana Waikiki is one of the most popular, best-located, authentically Hawaiian hotels in the heart of Waikiki Beach. Enjoy your gorgeous unobstructed oceanview (the beach is only a 5-8 minute walk). You are on Kalakaua Avenue - the heart of Waikiki - with all of the...
Royal Kuhio 1812 Corner Unit w/ Ocean City Views + Parking Included!
Royal Kuhio - Located in Heart of Waikiki This unit includes 1 Parking stall. 1 Bedroom / 1 Bathroom 18th floorFloor: 18th floor Beds: 2 Full size beds + 1 queen size sofa bed(AC in the living room, Fan in the bedroom)WIFI + TELEPHONE: Wifi and local calls are...
Drect Ocean Front | Small 6-Unit Complex | vrKCV
Welcome to Hale Pohaku #5 – Your Oceanfront Escape Awaits!Perched on the edge of paradise, Hale Pohaku #5 is where mid-century modern design meets the breathtaking beauty of the Pacific. Designed by the legendary Vladimir Ossipoff—renowned for his mastery of modern...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Partial Ocean AND West Maui Mountain Views
This tandem 7th floor package combines a two-bedroom/one-bath with an adjacent one-bedroom/one-bath to create a fantastic option for groups or families seeking exceptional luxury value. Each suite delivers partial ocean views in addition to delightful views of the...
Iconic Ilikai Hotel condo on the 18th floor steps away from the beach!
Iconic Ilikai Hotel condo – 18th Floor unit – Enjoy well-appointed comfort and convenience with walking distance proximity to beaches, shopping, golf courses, restaurants, and much more!Condo Features:• King-size bed• Sunrise city views• Full kitchenBuilding...
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...
Menehune Shores 225 | Stunning Ocean Views!
When you come to Maui it’s all about the sun and surf, and that’s what you get when you stay at Menehune Shores 225. You have a beachfront view – no peek-a-boo or semi-view. At Menehune Shores 225 you can sit on your lanai and gaze directly out on the Pacific...
Panoramic views to die for! Lux 2BR | Free parking
This luxury 2 bedroom, 2 bathroom ocean view prime corner unit is a fully furnished retreat with stunning panoramic views in every room, gorgeous unobstructed sunsets every evening and gleaming shoreline city lights every night! FREE PARKINGWalk out the back of the...
Heart of Downtown, Newly renovated Mountain View Suite, Full Kitchen Living Room
Nestled in the bustling heart of downtown Honolulu, the 41-story Bishop Suites at The Executive Centre stands as a prime choice for both business travelers and leisure seekers. Perfectly situated, our hotel is just a short walk from the State Capitol, key government...
Enjoy Luxe Hawaiian Retreat: Majestic Ocean, Elite Golf & Vibrant Vibes!
Escape to a sanctuary of peace and natural splendor, distinctively different from Waikiki's hustle, in this Ko Olina retreat. Just minutes from the enchanting beaches and elite golf courses of Ko Olina Resort, this inviting 3-bedroom, 2.5-bath vacation home is a beacon...
Waikiki Paradise: Oceanview Condo W/ Free Parking
Waikiki Banyan Tower 1 Suite 2808Deluxe Ocean View Condo 2 Queen Beds in Waikiki, FREE Parking & Wi-FiThe 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...
(7305) Ocean View Studio Hanalei Bay Resort, Pool , Tennis, Beach Gear
Welcome to Hanalei Bay Resort unit 7305. This studio condo comes with a with a King bed and lovely lanai offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North Shore sunsets. Step inside this top-floor studio condo to find some of...
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! by Koko Resort Vacation Rentals
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! This cozy 2 bedroom 31st floor condo with gorgeous ocean and Diamond Headviews is only 2 blocks away from the world-famous Waikiki Beach. This condocomes with a fully furnished kitchen which includes...
Special Rates! Ocean View Studio at Bali Kai
Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot. This studio has a queen bed, a sofa for seating, and a small table...
Lush Suite w/Fairway Views - Kanaloa at Kona #501
The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or...
Central HNL Condo, Bike-Bus Friendly, Pet-Friendly!
This centrally located condo allows you to quickly access all the main attractions in Honolulu, including world-famous Waikiki (10-15 min drive), the main beaches and shopping centers, University of Hawaii, Downtown, and much more. For healthcare providers, the main...
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
explore 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢-Beachfront Kaanapali Resort+Hyatt Amenities
Immerse yourself in the stunning beauty of Kā‘anapali Beach from your exclusive 2-Bedroom Ocean View Resort Villa. Discover luxury living on the iconic shores of West Maui, with exclusive access to the 40-acre Hyatt Regency Maui Resort & Spa.𝐌𝐞𝐢𝐥𝐢...