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.
'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039
Aloha! This Beautifully Designed and 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 glass...
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
We had a last minute cancellation for THANKSGIVING!!!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...
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...
Includes Beach Gear! F1 Na Hale o Keauhou
Na Hale O Keauhou #F1 on the Big IslandThis vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsAmenities:Beach...
Stunning Ocean View! Kapalua Bay Villa 12G4! Quam Properties Hawaii
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 amenities such as a large private lanai, free high-speed wireless internet, and...
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 8 guests. King bed and twin in the primary bedroom...
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
NATIONAL PARK OPEN FREE ADMISSION ,Limited Ranger Services. 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...
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...
Sea Breeze Villa - Beautiful Kaneohe Bay
30 day rental. Please inquire. Imagine yourself relaxing in your own private home over looking the beautiful Kane'ohe Bay. Kane'ohe Bay is one of the most photographed spots on the island. The Sea Breeze Villa is a 3-bedroom, 3-bath home is not only in the perfect...
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...
Ocean Front HOME on the Big Island! Lookout and view Heaven - Maka'Ala Lani!!
Located in a quiet neighborhood in beautiful Hawaiian Paradise Park 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. Sit back and enjoy the ocean while you BBQ. Later go for a...
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...
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...
Ocean View Large Lanai Kamaole Sands
Hosted by VacaMauiLuxurious Condo at Kamaole Sands: Your Perfect Maui Getaway!Welcome to Kamaole Sands, your ultimate destination for a dream vacation in Maui! Our exquisite condo, located in Building #8, Unit #411, offers everything you need for a memorable stay....
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...
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 OR PARKING FEES! **Welcome to your 10th-floor oceanfront escape at The Mahana! This freshly renovated studio offers floor-to-ceiling views of the Pacific, where you can spot whales, turtles, and snorkelers right from your private balcony.Inside, enjoy a...
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...
Magic Sands Oceanfront! Sleeps 18, 6-bedroom house in charming Kailua-Kona!
Stay comfortably in Kailua-Kona at this delightful 6-bedroom house; across the street from one of the Big Island's top destinations-Magic Sands Beach! With 4 king beds, 1 bunk bed, 2 queen beds, and 2 sofa beds, there's plenty of space for all guests. Cool off in the...
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...
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
Aloha and welcome to Maka Nui Estate — a private ocean-view retreat perchedabove Kealakekua Bay on Hawai‘i’s Big Island. Set on five acres of tropical gardens,this newly renovated 5-bedroom estate blends luxury and authenticity — offering guests the serenity 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...
Island Escape, Steps from Hilo`s Wonders
- Unwind in an inviting living area adorned with island-inspired decor.- Recharge in two comfortable bedrooms with AC and ceiling fans.- Stroll to botanical gardens or enjoy nearby beaches for outdoor adventure.- Access high-speed WiFi and a dedicated workspace for...
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. The property is located on a hillside above the ocean, (it is not beach front). It is a 3 minute drive from the property to the famous world class...
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 Condo 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,...
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...
Private Cottage In The Rain Forest TA065882726401
Cozy, private rain forest retreat cottage situated above Kona in the Kaloko Mauka Honua'ula Forest Reserve. Located on a 3-acre property, this cottage is set away in a lush forest of Ohia trees and Hapu'u tree ferns. Enjoy the sweet aroma of ginger surrounding this one...
Beautiful Maui Condo Steps from the Beach in Kihei!
Live like a local during your stay at Kihei Bay Vista unit D110!This ground floor unit features a large lanai overlooking the tropical green lawn, mere moments from the sparkling shore!Our private oasis provides you a home away from home with a king sized bed, full...
Palm Maui County permit STPH 20130018
Maui North Shore Oceanfront Cottage 2 bedroom oceanfront cottage, sleeps 4, one rental group at a time. Relax in this charming bungalow or under the palm trees. Enjoy the surf or the nearby swimming beach or watch the turtles swimming. Minutes from world famous Ho'okipa...