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.
Maui Sunset B409 1 bedroom, 2 bath with ocean views!
Renovated one bedroom, two bath ocean view fourth floor condo. Stainless steel kitchen appliances. Air conditioning in living room and bedroom. Condo has a queen size bed and a sofa sleeper. Remodeled bathrooms feature tiled showers, no tub. Good walking, windsurfing,...
Steps To The Sand Ground level Makani A Kai A1
This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the...
Beautiful townhome with 2 pools— 5 min from the beach!
The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The community features...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525âš•âš•For your health and safetyâš•âš• We utilize additional Sterilization procedures between reservations.ðŸEscape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat & heart of...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #802 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...
Waikiki 1 Bedroom Queen Suite 27th Floor Sleeps 4
A modern one bedroom condo on the 27th floor in the heart of Waikiki. The Pacific Ocean, Waikiki and Mountain views are enough to delight during the day but just wait until sunset for spectacular! Plus the rooftop pool & sundeck are ready and waiting for you as our...
Chic Condo steps from White Sandy Beach Fast Wi-Fi
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Sugar Beach Resort Condo w/ Shared Grill, Ocean View-Beaches and Beyond
Sugar Beach Resort 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Classic island condo w/ partial ocean view, & shared hot tub & pool
Kona Bali Kai #366Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
AC l Resort Amenities l Spacious & Comfortable l vrKVR
Spacious Kona Coast Condo | Golf Views, Resort Amenities & Lanai LivingDiscover the perfect Hawaiian escape in this beautifully appointed 1-bedroom, 1-bath condo offering over 1,100 sq. ft. of coastal-inspired living. Set alongside the Kona Country Club Golf Course,...
Hale Kamaole 173 Ground floor condo, easy access to best beach on Maui!
Nice one bedroom, one bath condo with ocean view as well as a full view of the West Maui Mountains from the lanai.Comfortable furniture. Queen bed in bedroom with queen hide- a- bed in living room. Very nice upgraded kitchen as well as upgraded bath with custom tiled...
Studio in beachfront property with lanai, outdoor pool & BBQ area
Kapa'a Sands 18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The perfect little Kauai getaway spot! This ocean view studio is located on the ground floor of an oceanfront property....
Surfer's Dream Condo w/ Full Kitchen - Free Wifi, Sleeps 4
Legally permitted rental - 2551 Cartwright Rd. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples.With a Queen bed in the bedroom...
Spacious Hawaiian home 50 steps from Sugar Beach!
This permitted private home (STKM2020/003, TA-145-334-3744) is unique to the vacation rental market! The home is a short 50 steps to a stretch of the famous Sugar Beach. It's a spacious and updated three bedroom, two bathroom, that comfortably sleeps a total of SIX...
Central Waikiki 16th Floor Corner studio w/ Kitchen, free parking & pool
Waikiki studio, Located on the 16th floor of the Marine Surf apartment 1601 Offers FREE parking and is a corner unit with complete kitchen and full bathroom - swimming pool and laundry available on site
Luxurious Oceanfront Corner Unit SURF RESORT, #F-212
Makena Surf F-212Welcome to Makena Surf F-212—an oceanfront corner unit offering unmatched views, exceptional privacy, and refined interior comfort. Located in the highly sought-after Makena Surf Resort, this two-bedroom, two-bathroom condo delivers the perfect balance...
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking
This Unique and private beachfront condo with turtles everywhere and its a perfect swimming beach. Come enjoy the newly remodeled oceanview unit that has a wonderful ocean crossbreeze from the trade winds and air conditioning also now we are happy we have a brand new...
Kaanapali Alii | 343
Kaanapali Alii 3432 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 343, a beautifully designed platinum-rated condo that invites you to gather and soak in stunning ocean views framed by swaying palms. This...
Spacious Studio at Ka'anapali Shores Beachfront Resort
Aston Kaanapali Shores resort will charge USD 9.95 per day for self-parking, and $10 per day if you want to use Gym.Surf all day or explore in town, then come home for maximum relaxation at this spacious studio condo in the legendary Kaanapali Shores waterfront resort....
KKSR#36 SPACIOUS, 3 BED TOWNHOME, SLEEPS 8!!! AIR CONDITIONING!!!!
Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8!!! Newly Remodeled Bathrooms in 2024 with Walk in Showers in Both! Air Conditioning Split Units Installed Throughout Entire unit, all bedrooms, and living room.Upgraded appliances,...
Ground floor beachfront escape at Maalaea
Hono Kai A3 is a charming ground-floor, 1-bedroom, 1-bathroom condo that features a window A/C in the bedroom and ceiling fans throughout for added comfort. Unit A3 can accommodate up to 4 guests. The bedroom boasts a queen-size bed and a queen-size sofa sleeper in the...
Pono Kai A-201 Air conditioned, Oceanfront Condo on the Coconut Coast
Enjoy beautiful sunrises at this completely remodeled air-conditioned condo centrally located on the Coconut Coast of Kauai’s East Side. This oceanfront two bedroom condo is in close proximity to many activities, shopping and dining. Take romantic walks along the white...
Plantation Hale Suites G5, King Bed, AC, Near Ocean, Shops & Restaurants
Plantation Hale Suites Unit G5, Kapaa, Central Kauai Vacation Rental near the Coconut Market Place. Ground Floor, Upgraded Split System Air Conditioned Unit throughout unit! Engineered hardwood flooring in the living room and bedroom. Accommodates up to 3 guests,...
Alii Villas#340 Gorgeous Top floor Condo, Ocean Views, Nice Updates!
This top floor Alii Villas condo, Unit #340, has NEW owners and a NEW look. It welcomes visitors with a bright, clean, open air floor plan that boasts a large lanai facing the ocean. Watch the beautiful western evening sky from your balcony or join other guests, as they...
Beachfront Oceanview HK-B4 - Maui Vacation Charming Condo at Ma’alaea Bay
Experience the ultimate beachfront getaway at our charming resort! Wake up to the soothing sound of waves and the invigorating scent of the ocean. Our two-story, second-floor loft condo offers ocean views and plenty of natural light. With comfortable sleeping...
Wailea Ekolu Village 1703 - 1 Bedroom Ocean View Condo
Wailea Ekolu 1703 is a stunning one-bedroom, two-bath ocean view vacation rental on the beautiful island of Maui that comfortably sleeps up to four guests. As you step into this spacious rental, you\'ll immediately be greeted by breathtaking views of the shimmering...
Peekaboo Ocean View in Beautiful Tropical West Maui!
Only 100 steps from the ocean on Beautiful West Maui. Watch whales from the ocean wall while Turtles swim on the reef right in front of you! This comfortable Beach Coastal themed condo has a comfortable King Size Bed and Sofa Sleeper. The kitchen is stocked with...
Waikiki Ocean & Yacht Harbor Views! Short Walk to Beach, Shops & restaurants!
Ilikai Marina #988 – 1765 Ala Moana Blvd.You'll love this condo's tropical décor and the sweeping panoramic views of the ocean, yacht harbor and Magic Island, not to mention the beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs,...
Ilikai Hotel - Perfect Waikiki Getaway, Waikiki Oasis! Minutes to Beach!
Stylish and modern, you've found your perfect Hawaiian getaway! This condo is located on the 6th floor of the Ilikai Hotel.The condo can comfortably sleep 4, with a queen bed and sofa sleeper in the living area. The newly renovated kitchen is open, furnished and...
Kihei Akahi D414 1br/1ba garden view condo at Short walk to beaches, shops
**PLEASE NOTE: NEIGBORING UNIT D616 WILL BE UNDERGOING RENOVATION FROM 01/05/26 - 03/20/26. EXPECT NOISE**Enjoy Ocean Views from this one-bedroom Ocean View Condo. This unit sleeps four (4) people with a king bed in the bedroom and a sofa bed in the living room. The...
Kekoa Camp Home
Come and enjoy staying in a remodeled Sugarcane Plantation-Style house in the quaint town of Papa’aloa. This is a great (basic accommodation) home base and an opportunity for adventurous travelers. This home is off the beaten path, away from tourist areas, in a local...
🌴Beautiful condo located at higher elevations, Expansive Ocean Views🌴
Enjoy expansive ocean views from the lanai of this beautifully renovated two-bedroom condo set on the second story at Kona Coffee Villas. The condo community of mostly local residents is set at a comfortably cool 1,500foot elevation, a 15-minute drive from the beaches...
Haleakala Shores A403: Spacious 2-Bed/2-Bath Condo with Mountain and Water Views
Haleakala Shores A403 offers a great location with peeks of the water and West Maui mountains. This 2-bedroom/2-bath condo is perfect for families or couples traveling together. It's spacious, open, and inviting with vaulted ceilings. Enjoy dining or your favorite...
Charming 2bd, 1st-level condo at oceanfront resort
Papakea J105 is a ground-floor, 2-bed, 2-bath condo that offers high-speed Wi-Fi, easy access, and garden views. This condo can accommodate 7 guests. With a king-size bed in the master bedroom, one queen-size bed and one twin-size bed in the second bedroom, and a...
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Royal Kahana Resort- beautiful, 1 bedroom 1 bathroom with spectacular ocean and island views!Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per...
Luxurious 2 bed 3 bath Waipouli Beach Resort Rental
Welcome to our luxurious 2 bed 3 bath Waipouli Beach Resort D405 rental, located in the heart of Kauai, Hawaii. This rental is a well-decorated condo that offers luxury and comfort to our guests. The unit features a clean design with a Hawaiian inspired color scheme and...
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...
Ocean-view condo with balcony, pool, & sun loungers - walk to beach
Kahana Reef 413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in sunset views over Lanai and Molokai and spend your days scouring the coast for sights of whales and turtles...
Beautiful ground floor condo by Kamaole beach
Hale Kamaole 109 is a 1-bedroom, 1-bathroom condo featuring amenities such as a ground-floor patio, a washer/dryer, and air-conditioning. This ground-floor condo can comfortably accommodate up to 2 guests with a King bed in the bedroom and a Queen sleeper sofa in the...
Hale Ono Loa 106 - Relax Steps Away from the Ocean
Book with us and come to Maui to explore everything we have to offer!Hale Ono Loa means, "House of good living" in Hawaiian. This 1 bedroom 1 bathroom ground floor condo between Kaanapali and Kapalua is nicely appointed with everything you need for a Maui getaway! Fully...
Charming 1-bedroom immediately on the shore Poipu's PK surf break, water views
Your cozy getaway awaits in Koloa at this superb condo. With 1 king bed in the bedroom, guests can relax in style. Enjoy the convenience of amenities like WiFi, a hair dryer, and an iron. This adorable space is perfect for a relaxing retreat. A great place to call...
Grand Champions 68! Enjoy stunning golf and ocean views from this inviting condo
Grand Champions 68! Beautiful golf and ocean views.As you enter you will be greeted by the charm of this condo! Open and inviting! Floor to ceiling sliding glass doors lead to your private lanai. Take in the tropical setting overlooking the golf course and ocean views...
Stunning High-Floor Unit with Spectacular Ocean, Diamond Head, and Waikiki Views
Welcome to Waikiki Landmark, where paradise meets luxury living. Come stay at this stunning high-floor views of the Ocean, Diamond Head, and Waikiki. This exquisite 2-bedroom, 2-bathroom unit with 1 parking spot embodies the essence of island living. Located at the...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...
Amazing golf course front condo with lanai, AC, pool, & hot tub
Waikoloa Fairway Villas F3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax, unwind, and enjoy the beauty of the Waikoloa Fairway Villas at this golf-course-front condo!...
Ilikai Hotel, Great Location Near The Beach! Enjoy The City Views!
This condo is located on the 4th floor of the Ilikai Hotel. Come & unwind in this tastefully furnished Hawaiian style condo within the popular Ilikai Hotel! Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. This airy and fresh...
Unobstructed Ocean View Suite Book Now & Save
Prime Location & Nearby AttractionsLocated in the heart of Waikiki, your stay places you minutes away from the best Oahu has to offer.Top Things to Do:Experience a Hawaiian Luau – Enjoy an authentic luau at Hilton Hawaiian Village or Paradise Cove at Ko Olina.Visit...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
WG 220 - Charming studio in wonderful Honolulu with WiFi and AC - Sleeps 3
Legal STR RentalWaikiki Grand Hotel® 220♥Escape to this charming studio in picturesque Honolulu and less than 2 mins walk to Waikiki Beach. This delightful space features a cozy living area with 1 Queen bed and 1 sofa-bed, perfect for a small group of guestsEnjoy the...
Sunny condo with oceanview, pool, washer/dryer, & balcony
Kona Mansions D-123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island, the best place to get your whole Hawaiian getaway experience. With the ocean...