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.
Spacious luxury 2-floor villa with breathtaking ocean, golf, and mountain views.
Welcome to our spacious luxury villa, where you can enjoy breathtaking ocean views, golf courses, and mountains.This exceptional two-floor, 2-bedroom, 3-bathroom unit beckons you into a bright and open layout, encompassing an impressive 1756 square feet of interior...
'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039
Aloha! This Beautifully Designed and Just Renovated (April 2023) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located closest to the best beaches, this single level (no stairs) ground floor unit has 6 windows and 2 sliding...
Luxury 30th floor 2 bedroom condo in Waikiki
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.
New Listing! Studio with direct ocean views
Mahana 913 is a beautifully updated studio condo that offers stunning, unobstructed oceanfront views and a serene, relaxing atmosphere. Perfect for a romantic getaway or solo retreat, this bright and airy space accommodates up to three guests and features a plush...
KAMAOLE SANDS 3104-BRIGHT, CLEAN, AND FRESH!
Kamaole Sands 3-104 has some features that separate it from other condos and make it a great choice for your vacation:1) The lanai is not only oversized and covered, but it also faces SW. This means you ALWAYS have the choice between full sun or full shade. It is on the...
2 Bedroom Oceanfront in Honokowai - Pikake A6
This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash...
Hualalai Hillside Penthouse Oceanview Retreat
One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous...
Golf Villas at Mauna Lani - Q22 - 1,460 sq ft with Beach Club Access
The Golf Villas at Mauna Lani is a quiet complex with swimming pool, hot tub, and fitness center. Our Villa has two bedrooms and a loft that is set up as a third bedroom. The unit is located in the middle of this small complex. Walk around the back of the building and...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
Stunning Ocean View! Kapalua Bay Villa 12G4! Quam Properties Hawaii
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Kapalua Bay Villa 12G4 is a beautifully remodeled and spacious 1-bedroom, 1-bathroom ocean view condo, just a short walk to the beautiful beaches located in Kapalua. This condo features...
Sea Village Oceanfront ground floor unit
NEW TO THE VACATION RENTAL MARKET. Wonderful direct ground floor 2 bedroom/ 2 bath oceanfront condo with sweeping views of Kailua Bay and lots of ocean activity. Beautifully updated unit with everything you need for a great Hawaiian getaway. Note, this unit does not...
Embark on an extraordinary escape to this remodeled condo at Ka'anapali Royal.
Embark on an extraordinary escape to this recently remodeled 2BR condo at Ka'anapali Royal. Spanning over 1,600 square feet with mesmerizing water-view lanai. Spacious living room, queen sofa bed, and accommodates up to 6 guests. King bed in the primary bedroom upstairs...
Kamaole Beach Royale 3 Bedroom Fabulous OCEAN VIEW DOUBLE BALCONY, Great Reviews
Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean view lanai/balconies.PLEASE READ MY GREAT REVIEWS!!We are at Kamaole Beach Royale unit 512 on the 5th floor with specular views Complete view of Maui...
Chic cottage in Rainforest 5 Min. to Volcanoes Park-clean, cozy, comfort -2 Bdrm
Discover a serene artistic haven just 5 minutes from Hawaii Volcanoes National Park and village restaurants, an ideal launchpad for exploring the East Side of the island. ,Enjoy rainforest ambiance from our spacious lanai, providing an outdoor dining area perfect for...
Includes Mauna Lani Beach Club. Fairways at Mauna Lani 201
Fairways at Mauna Lani 201. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedMauna Lani Beach Club Pass: Your stay will include a pass card to the private parking area for...
Beach Road Hale
Our Beach Road Hale is located in a safe, and peaceful community. In a walking distance from this bnb is a popular 2.5 mile hike to a beautiful secluded beach with turtles relaxing on the shores. Down the other end of the road about a 2min drive you’ll enjoy the...
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Immerse yourself in the pinnacle of luxury at Hale Keaka at Kukuiula by Gather, a striking 6BR/6.5BA estate in Koloa, Hawaii, perfect for up to 14 guests seeking a sumptuous south shore Kauaʻi vacation.Step into Hale Keaka at Kukuiula, a brand-new luxury estate...
Ocean Front HOME on the Big Island! Lookout and view Heaven - Maka'Ala Lani!!
Located in a quiet neighborhood on the pahoehoe lava rocks above the blue Pacific Ocean. Wake up to the most beautiful sunrises and fall asleep to the lull of the ocean waves. Go for a walk or run on the ocean front or through the neighborhood. Take a nap in the hammock...
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on the ocean side with great cross-breezes and fantastic surrounding ocean views. This unit was hand-picked for its...
Island Paradise Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP
Built in 2022!This cozy 1-bedroom studio, with its own private entry next to the main house separated by garage, is located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau and offers a real retreat from the busy world. Within a 5...
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a sweeping view of the world-class Wailea Blue Golf Course and splendid sunset over the ocean from...
Wailea Ekolu Village | 1607
Wailea Ekolu 1607 is a stunning one-bedroom, two-bathroom vacation rental that offers an exceptional escape in beautiful Wailea. This beautifully appointed condo features calming views of the lush landscapes of the Wailea Blue Golf Course, providing a serene backdrop...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 7
Welcome to Condo # 07, a beautifully remodeled lower-level garden view unit that captures the charm of Old Hawaii. This relaxing beach getaway is just steps from Sugar Beach, offering 590 foot space with a comfortable bedroom and an open kitchen-living area. The...
Maui Westside Presents: Mahana 1003 - Beautiful Premium Studio Unit at Mahana
Aloha and welcome to Mahana #1003. We named our special getaway "Nani," which means "beauty" in Hawaiian, for the breathtaking view from our ocean-front vacation home. This spacious 10th floor studio condominium is ideal for viewing the famous Maui rainbows and sunsets....
THE SURFS UP! A GREAT LOCATION, LOW RATES n& JUST STEPS 2 THE BEACH ON SUNSET PT
***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...
Ocean Views ~ Steps to the Beach ~ Pineapple Paradise
***Just remodeled*** Welcome to Pineapple Paradise Maui! A modern and stylish condo with ocean views and a private lanai. This incredible location is just a two minute stroll from Sugar Beach—the longest beach in Maui with beautiful white sand. Guests can enjoy the...
🌴Hotel Room w/in beautiful Oceanfront Condo.🌸
You will enjoy easy access to everything from this centrally located place. This 3rd floor room is a part of Kauai Kailani Condo's with an ocean view from your room. Enjoy the coastal breeze or use the air conditioner. The room is equipped with a microwave, mini-fridge,...
Newly Remodeled 3 Bed/2 Bath Ocean and Mountain Views
Our condo, (unit 402) is family owned and operated and new to the rental pool. This beautiful and spacious 3 bedroom beach front condo offers stunning ocean and sweeping white water views from the living room, kitchen and master bedroom. In October 2019 the condo was...
*OCEANFRONT *EXCLUSIVELY UPGRADED 1 BED 1 BATH
The Royal Mauian 208 is a stunning fully remodeled and oceanfront condo. This one bedroom apartment is bright and airy equipped with spacious living area offering a queen sleeper sofa as an additional sleeping arrangement. You will enjoy magnificent, OCEANFRONT views...
❤️Best Views on Maui! Perfect for Honeymooners!!❤️
*** NO RESORT FEES OR PARKING FEES! ****** Our condo is Unit 1013, located in The Lanai Building at The Mahana. We recently had our roof replaced in the summer of 2024, so there will be no construction work in our building this year. This year’s roof replacement...
Waipouli Beach Resort Gorgeous Luxury Ocean View & Pool View AC!
Gorgeous Oceanview 2 Bedroom, 3 Bathroom Condo at First Class Waipouli Beachfront Resort & Spa on Beautiful Kauai.There is Central AC in this condo as well as a full-size washer and dryer for laundry!This exceptionally, well decorated 2 Bedroom, 3 Bath third floor Condo...
Enjoy a Piece of Paradise with Ocean View, Whale Watching, Snorkeling and More!
Check with the State of Hawaii for the latests rules and requirements prior to your trip. ************************************************* We know you will enjoy your stay here! Maui Kamaole A115 is well-appointed and fully-equipped ground floor condo located in one of...
PERFECT LOCATION BEACH FRONTnINQUIRE special discounts reduced rates for march
Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...
Paradise at Alaeloa - Swim with the Turtles!
Welcome to Alaeloa where you will instantly feel at peace. Total relaxation and privacy are a given. Your island home is part of a gated low-key community that Sunset Magazine has referred to as the "Pebble Beach of The Pacific". The home has just gone through a remodel...
3 x Ocean View 2 Double Beds at Outrigger Kona Resort and Spa
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...
HALE HALE'AI OCEANFRONT AIR CONDITIONED SPECTACULAR with POOL
Exceptional Oceanfront Vacation rental. The home has been totally renovated, everything including furnishings are top of the line, Central Spit AIR CONDITIONED , with private POOL. Here is Hawaii Island at its best. Sit on your lanai and watch the waves, whales in the...
Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!
This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...
OCEANFRONT, Stunning Corner Unit in Boutique Complex, Spacious, Pool, A/C!
Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Top floor (second floor) large 700 sq foot corner unit with nobody above you. Unbelievable views from the lanai and living room. Windows everywhere that will make you feel like...
Maka Nui Estate: Private Family Resort Style Home
Maka Nui Estate: Luxurious Oceanfront Paradise in Captain Cook, Hawaii.Aloha and Welcome to Maka Nui where big views meet unforgettable moments!Perched on a dramatic cliffside at 1,000 feet elevation, Maka Nui Estate, meaning Big View, offers sweeping vistas of...
NEW! Luxury Plantation Home on Kiahuna Golf Course
About this spaceThis gorgeous Hawaiian Plantation Style home designed by a local architect, resides on the 8th fairway of Kiahuna Golf Course with views of Haupu Mountain.Spectacular Gourmet Kitchen , chefs will enjoy !Poipu features many beaches to indulge in surfing ,...
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
Every detail was addressed in the complete and total renovation of this single-level luxury condo at Wailea Elua Village. Upon entering Wailea Elua Village unit 803, you are immediately greeted with panoramic ocean views from the open living area, and the unit is...
North Shore Garden Hideaway
This is a newly renovated 2 bedroom apartment on a large gated lot in a very secluded neighborhood on the North Shore. It is a 3 minute drive from the property to the famous world class beaches and surfing. The apartment has 2 bedrooms, full kitchen and large bathroom...
Mana Kai 310 - Beautiful Ocean Front Condo at the Mana Kai
Welcome to Mana Kai 310 ... Where you can have your toes on the beach in 60 seconds. Your captivating relaxed Hawaiian vacation starts here! The ocean is your front door!This 767 foot spacious condo has two king beds plus a sofa bed and two full bathrooms. It...
*UNINTERRUPTED 180° OCEANFRONT AND PRISTINE Remodel
** PLEASE NOTE THE FOLLOWING DATES: -Sugar Beach Resort pool will be closed from SEPT 8th - SEPT 24th for annual maintenance-Sugar Beach Resort BBQ area will be closed starting July 1st, for 3-4 weeksThe impressive Sugar Beach Resort is a beachfront high-rise luxury...
Four Bedroom Oceanfront Condo with Amazing Sunsets!
Welcome to our Kona Beach Home at Hale Kai O’Kona! A Spectacular Ocean front home located on the incredible Western Shores of the beautiful Big Island. Our Vacation home has been completely remodeled from top to bottom. It is close to everything (Town, shops, beach,...
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or...
Relaxing home away from home- honeymoon friendly
The view of the ocean and coastal pasture makes guests exclaim "wow" as they enter the dutch doors of this cozy cottage. This is a place to relax. You can watch the whales play and hear them sing at night. The cows lazily graze through the pasture below with the Big...
Luxurious spacious zen oasis: pool, AC, beach gear, bikes, kid equipment
A heartfelt welcome to our Casa Aloha, our 4-bedroom, 2.5-bath oasis, our happy place. We set up our upscale spacious, tranquil, sun-lit 4-bedroom condo (3 full-size bedrooms + a converted den with doors, windows, a sleeper sofa, and a fold-away bed) with 3 expansive...
Right on the BEACH!! Luxury Penthouse 100% Oceanfront, On the Beach Sleeps 2
Aloha & Welcome~ ~Sit on your private Lanai & watch the Whales during whale season...'Totally OCEANFRONT Penthouse Suite. Planning your honeymoon? Anniversary or that special event in your life? Then you have found the perfect place on the 12th floor. The Mahana is...