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.
DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village
Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...
Special Rate! Ground Floor at Royal Sea Cliff, Central AC!
Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...
Exquisite interior updates and stunning ocean view
Kaanapali Shores 849 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 8th floor, you'll find an open-concept layout and Hawaiian-inspired furniture and decor. When it's time to rest, the bedroom features...
*Luxurious & Remodeled *Complex is OCEANFRONT*
*Please Note the Lanai / balcony in the property is not accessible, however make sure to take advantage of the gorgeous one of a kind 360° wrap around views just a 60 second walk from the property on the complexes rooftop or enjoy the ample grassy area around the...
Paradise in Puamana just steps to the Pacific Ocean 4 king beds
Puamana 177-1 is like staying at a Hawaiian home. Living area is 1250 SQ FT with 220 SQ FT of front and back lanai’s and an added-on room to the rear of unit that provides a 3rd bedroom at night. It has an 800 SF backyard and 300 SF front yard which includes a unique...
VI 902 BeachFront Condo w Sunset and Ocean Views Pool
Valley Isle 902 Amazing Ocean View at Beachfront Resort 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 Farm Tour, Pineapple Farm Tour, and...
Ocean View KAN106 - Maui Beach Front, Lovely & Charming Ground-Floor Condo
Looking for a tranquil oceanview condo for your vacation in Maui, Hawaii? Look no further than Kanai A Nalu #106. This 2 bedroom/2 bath unit is fully furnished and can comfortably accommodate up to 4 guests. With a serene master bedroom, fully equipped kitchen, and...
KA 409 OceanFront Condo w Ocean Views Heated Pool AC
Kaleialoha 409 Convenient Location Steps Away From the Pacific 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, Alpaca Farm Tour, Pineapple...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo with Huge Lanai, Corner Villa! HKK-234
Luxurious 1-bedroom villa with soaring ceilings, ocean views, gourmet kitchen, and private lanai. Enjoy resort amenities and peaceful island living, perfect for a romantic Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Walk to Beach | Waikiki Studio w/ Balcony
This charming studio in the heart of Waikiki is perfect for a relaxing island escape. Located just a short walk from the beach, shops, and dining, this cozy retreat offers a private balcony with stunning city and mountain views. Enjoy a kitchenette, high-speed WiFi, and...
Beautiful Second-Floor Studio w/Free WiFi, Private Balcony + Shared Pool/Hot Tub
Islander on the Beach 257Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With partial ocean views from the furnished private balcony, this lovely second-floor studio is a terrific...
Kapaa Shore Resort A309, Oceanfront, Walk to Shops, Restaurants, Beaches
Kapaa Shore Resort A309 on the Coconut Coast, in the heart of Kapaa Town, Kauai Vacation Rental.*Two bedrooms, two bath, oceanfront, 3rd (top floor, no elevator) unit with washer and dryer in the unit.*King bed in the upstairs loft bedroom with private bathroom and...
Hale A Kai: Big Island Home w/partial Ocean view, AC &WiFi
Hale A Kai by Gather or Home by the Sea translated from Hawaiian, is nestled at the end of a quiet neighborhood cul de sac. This recently updated four bedroom, four bath home, is aptly named due to its proximity to the ocean, located just minutes away. The...
NEW to Our Inventory! FULLY RENOVATED! Modern Condo in the Heart of Waikiki!
Niihau Apartments #203 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2023) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured...
Off grid house with almost 100 fruit and veg plants, close to green sand beaches
Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...
KKSR2204 DIRECT OCEANFRONT CORNER UNIT!!! 2nd Floor, Wifi, BREATHTAKING VIEW!
Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular. The owners have...
Kaha Lani Resort #311, Great Ocean and Sunrise Views, Steps to Sandy Beach
Kaha Lani Resort #311, Ocean View, 3rd floor end unit, Kauai Vacation Rental located in Wailua, Kaua'i. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Accommodates up to 4 guests, including children and...
Refreshed North Shore Retreat W/AC, Community Pool & Tennis!
Refreshed in 2024, this beautifully updated home is the ultimate North Shore retreat, located in the prestigious Sunset Drive neighborhood—one of Princeville’s most sought-after communities. Guests enjoy exclusive access to a private clubhouse with a pool, tennis...
❤️PiH❤️ Coco Cabana ~ Hilton Pool & Waterslide Passes ★ Newly Decorated ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Coco Cabana, a part of our Hawaiian Luxury Collection. Coco Cabana at KaMilo is a gorgeous 3 bedroom, 2.5 bathroom home, with two master suites. This beautiful home has been newly decorated with stylish brand...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
Timeless island charm and breathtaking views
Papakea D208 is a 1-bedroom, 1-bathroom condo featuring amenities such as an ocean view, a washer/dryer, and air-conditioning. Located on the second floor, this condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in...
Napili Shores H-166 - Full Remodel Summer 2024 - $750 Free Daily Activities
Napili Shores Resort H-166 Full remodel Summer 2024 - new kitchen and bathroom, updated furnishings ... enjoy the brand new space! Perfect for family vacations, the lanai of this ground floor 1-bedroom / 1-bath Napili Shores condo extends into the grass and landscape of...
Kahana Villa E-210 - Affordable Maui Location - Free Activities - Walk to 'S' Turns Beach
Kahana Villa E-210 Enjoy your Hawaiian escape at this spacious, updated one bedroom/ one bath Maui vacation property. It is perfect for a couple or small family of up to 4 people. Best of all, stay for far less than half of what most hotels nearby charge with the added...
Corner condo on golf course with pool & hot tub access, & private washer/dryer
Shores at Waikoloa 135Our 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 in this beautiful garden-level condo in the Shores at Waikoloa! After a day of golfing,...
Top-floor beach condo with sweeping oceanfront views - steps to pool & hot tub
Islander on the Beach 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Puamana Ocean Front Tropical Paradise 226-1
Aloha to Maui Dream family vacation in a 4 bedroom 3 ½ bath spectacular ocean front condo at 226-1 Pualei Dr. in Puamana, Lahaina. This idyllic escape with unparalleled views and natural beauty is about 100 feet from the ocean. A beautiful grass area and palm trees are...
Ocean Front Condo at The Royal Sea-Cliff Resort
Amazing studio with ocean views. Enjoy the salt water and fresh water swimming pools and hot tub that overlook the Pacific. Have fun at the tennis court and take advantage of the outdoor BBQs. The resort is in a convenient location that is just 1 mile from the charming...
Family Friendly, Near Pool, Updated Bathrooms
Welcome to your Waikoloa retreat - a peaceful escape close to beaches & resort-style comforts:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Shared pool, hot tub & gym- Private lanai off master suite & backyard space- Fully equipped kitchen w/ dishwasher, oven & coffee...
🏖️Quiet Complex | AC & WIFI | Well-Equipped | vrKCV
vrKCV - Casa de Emdeko 311, Professionally Managed by Kona Coast VacationsCasa De Emdeko is conveniently located approximately 1.5 miles south of historic downtown Kona. The condo complex itself features two pools: a freshwater garden pool and a saltwater pool built on...
Calm & Quiet New Waikiki Studio
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & built in Stovetop.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Wailea Grand Champion Golf Villa 2 Bdr/2 Bath
6th night free! discounts applied when booked. offer good until Dec 15th 2025.Comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf Villas. A fully stocked kitchen for home-cooked meals and a private lanai for outdoor...
🏖️Fairway & Ocean Views | Updated Top Floor | AC | vrKCV
vrKCV - Kanaloa at Keauhou 405, Professionally Managed by Kona Coast VacationsPerfect Setting in Keauhou - Experience the Best of the Big IslandKey Features: Bedrooms: 2 large bedrooms, each with a king bed Bathrooms: 2 bathrooms, each with combo Tub / Shower Kitchen:...
Makani Sands #301 Corner 3brm Townhouse on Ocean
Makani Sands #301 is a spacious corner 3 Bedroom, 2 1/2 Bath townhouse on the 3rd & 4th floor corner, with an incredible view of the ocean. Decorated in a traditional Hawaiian style, this beautiful townhouse comes equipped with 3 cable TVs. There is a full kitchen...
Waterfront Condo w/ Partial Ocean View, Resort Pools, Hot Tubs - Family Friendly
Honua Kai - Konea 446Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at This Upscale Maui CondoIndulge in the ultimate oceanfront getaway at this luxurious...
Fairway Villas I-23 2 bed 2 bath on golf course
Summary:Find your Hawaiian retreat in this welcoming 2-bedroom apartment in Waikoloa Village. Enjoy resort amenities, easy beach, golf, and shopping access. This family-friendly apartment has a fully equipped kitchen, private balcony, and air conditioning for a...
Luxurious Maui Getaway w/ Panoramic Ocean Views!
Wake up to the calming sounds of the sea with a stay at this luxurious Maui condo! The 1-bedroom, 2-bathroom Wailuku vacation rental is ideally located for exploring the lush and mountainous landscape of the island, with Maalaea Harbor, Baldwin Beach Park, and Iao...
Aloha Condos, Napili Bay Resort, Condo 216, Beach View
Napili Bay Resort Condo 216 is ideal for couples, just steps from a beautiful beach. Guests praise its excellent location, quiet garden view, and cozy Old Hawaii vibe. The studio is well-equipped, with comfortable furnishings, beach gear, and a responsive owner....
15th Floor Studio at the Luana Waikiki Hotel
Beautiful high floor studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner...
Spectacular Oceanfront 2 bedroom Villa with Sweeping Views, AC & pool.
Introducing our exclusive Oceanfront 2-bedroom Alii Villa, just 30 feet from the water! This luxurious home boasts an expansive great room with panoramic ocean views that seamlessly extend to the covered oceanfront lanai, offering the best sunset views in Maui. The...
GREAT HOME LARGE FAMILIES
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
Maui Oceanfront, Top Floor Ocean View in Kahana Reef
Hurray...after three years, construction on the sea wall is complete with new landscaping, new steps to the ocean and beach. It looks beautiful. Also, because of COVID-19 we have updated our cleaning process to include complete sanitation of the condo including all...
Professionally decorated 2bd ocean view condo
Papakea G302 is a 2-bedroom, 2-bathroom condo located on the third floor and can accommodate up to 6 guests. In the living room, you will find a Queen size sleeper sofa, bar stools, and dining table with chairs for four. You will also find a flat screen TV with cable...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
Bungalow 1 with large kitchen, outdoor private shower and 1/2 bath.
On half acre of lush tropical setting, minutes away from the historic Holualoa village, (driving), home of the best coffee in the world, also 10 minutes away from Kailua-Kona and beaches, (driving). This room has its own private bathroom and kitchen with an outdoor and...
Laie Ohana Escape - AC Bedrooms, near beaches, PCC
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYSAIR CONDITIONING in every room. Wow! This newly remodeled 5-bedroom, 2-bath home speaks comfort and convenience. Aside from having cool and relaxing bedrooms, the home interior has a bright and fun...
2bd with ocean views, steps from beach
Kana'i A Nalu 210 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and offers an ocean, pool, and garden view along with 2 split A/C units, and a private washer/dryer. This property has an elevator for easy access. Unit 210 can accommodate up to 6 guests. The...
Beautiful Home Just Up From Brennecke's Beach w/Free WiFi and Ocean Views
Hale Kahanalu #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just walking distance to two world-class beaches, this lovely two-bedroom home is close to everything Southshore has...
Tropical downtown suite w/private hot tub & gazebo, washer & dryer, patio
Kailua View Estates -HoeneOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A serene paradise located just two minutes from downtown, this thoughtfully upgraded five-bedroom, five-bath...
414 - Gorgeous 2 Bedroom Oceanfront property with A/C!
Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...
New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102
Kihei Bay Vista B-102 is located just a 45 second walk to the longest stretch of white sand beach on Maui, this air-conditioned condo is fresh, newly updated, and completely furnished to host your romantic Maui getaway or family (up to four) adventure. Spectacular Sugar...