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 Resort Rentals: Honua Kai Konea 815 - Stunning 8th Floor Ocean View Studio
Peace and tranquility await your arrival at Konea 815, a spacious and luxurious oceanview studio that provides awe-inspiring views of the Pacific Ocean and solitude from the prevailing trade winds. Truly one of the best studios for rent by owner available in the highly...
Elegant Air-Conditioned Villa by Golf Course - Near Beaches, Shopping, Dining
Villas of Kamalii 40: elegant air-conditioned villa with pool, walking distance to golf, beautifully updated inside, all the amenities you could wish for. The Villas of Kamali'i is an upscale gated community in Princeville with a heated salt water pool, hot tub, and...
Front Row! 1 bd/2 ba with big ocean Views! Maui Kamaole A110
You've earned an A! Treat yourself to Maui Kamaole A110. Wailea Rentals presents a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea, Maui. A cozy 1 Bedroom+ 2 Full Bath...
Oceanfront at the Kanaloa w/ A/C!
Summary:The Kanaloa at Kona, is an exclusive 5-Star oceanfront tropical gated resort, and is the premier vacation destination in Kailua-Kona on the Big Island of Hawaii. Situated on the championship Golf Course "Kona Country Club" and located within walking distance of...
OCEANFRONT Complex - Beautifully Upgraded and Exceptionally Lovely Condo!
End of Summer Special! Last Night FREE on Eight or More nights! Contact Sandy K to Inquire! Unique & Limited Time Offer!Exceptional Property! This is NOT a studio or one-room hotel sleepover type property. This is a gorgeous, updated two-bedroom/two-bath fully furnished...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
KR 111 Renovated OceanFront Ground Floor Condo Intimate Romantic Maui Getaway
Kahana Reef 111 Renovated OceanFront Ground Floor 1Bedroom Condo for an Intimate Romantic Maui Getaway. Relax and Share Special Moments Watching Sunsets and Ocean Views FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
WOW! 1 br Ocean View in Kaanapali Maui Eldorado F203
Enjoy this spacious 1 bedroom with 2 queen beds, sip your drinks on the expansive patio while enjoying views of the ocean, main pool and nightly sunsets!Located in the heart of Kaanapali - great for shopping, dining, and fun ocean activities. Take a stroll on the...
Lovely Remodelled Unit!
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, located in gorgeous Wailea Ekahi. We have all of the amenities of home and can comfortably accommodate singles, couples and families alike! This is a...
Spacious & Modern Pāhoa Retreat Near Kehena Beach!
Discover the very best of the Big Island from the comfort & convenience of this modern private retreat! Ideally situated in the charming town of Pahoa, enjoy the world-famous black sands of Kehena Beach, the warm waters of Ahalanui Park or explore the inspiring...
Mauna Lani Fairways | Luxury Accommodations
Summary:The Fairways at Mauna Lani is a townhome community situated along the 4th and 12th fairways of the resort's North Course. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This 2 BR/2 BA unit features luxurious and tropical decor,...
KR 221 BeachFront Condo with Ocean Views Pool BBQ
Kahana Reef 221 1Bedroom/1Bath Condo with Breathtaking Ocean and Neighbor island Views 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...
Ocean & Mountain Views - Split A/C System - 4 Minute Walk to the Beach!
We welcome you to our pristine and inviting Pacific Shores condo which features beautiful mountain and ocean views and is nestled directly across the street from Charley Young/ Kamaole I Beach. We take great pride in providing not only a comfortable place for our guests...
Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area
Na Hale O Keauhou H5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in one of Kona's premier resort developments, Na Hale O Keauhou, this spacious 2-bedroom, 2-1/2 bath,...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Nakoa Kai in Sunny Poipu with Pool
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to beautiful white sand beaches and the shops and restaurants of Kukuiula. Sixteen-foot glass-panel pocket doors open to an...
Island getaway with heated pool, golf, AC, & private beach - walk to dining
Mauna Lani Fairways 1401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to this Mauna Lani Resort townhome and experience the laid-back luxury of island living. Unwind on...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Easy Pool & Beach access! HKH-247
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.
TA-059-556-6592-01 / GE-059-556-6592-01TMK-380020030011Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This small, intimate property offers only three vacation homes for short term rental (the other 15 homes remain empty...
Private Top Floor Retreat w/ Incredible Ocean Views from Every Room
Sealodge G8 is beautiful and welcoming home-away-from-home that has some of the best views on the entire island! Situated in the heart of Princeville, your cozy escape has two bedrooms that look right out over the water, a comfortable and well-appointed living and...
Stunning Ocean Views! Prime Location! Ekolu # 1705
You'll enjoy the terrific location of this comfortable 2 bedroom / 2 bath condo. Ekolu 1705 is walking distance to restaurants and shops and a short drive to the beach. Kick back on multiple lanai options, enjoying the lovely trade winds. Sleep will come easy after a...
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Waikoloa Beach Villa E2, two bedroom, two bathroom villa located in Waikoloa Beach Resort. Ground floor villa, with privacy. Smart TV’s in each bedroom with a queen bed in the guest bedroom and a king bed in the master. The villa has a detached garage with beach goodies...
🏖️Best View on the Island! | AC | Walk to Town | vrKCV
vrKCV - Kona Reef A32, Professionally Managed by Kona Coast VacationsWelcome to the best ocean view in Kona! This top-floor, oceanfront condo offers breathtaking panoramic views and a prime location just fifty feet from the water's edge. From the lanai, you can watch...
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai — Welcome to Kahala 433 at Poipu Kai ResortEscape to your peaceful South Shore retreat at beautiful Poipu Kai Resort. Surrounded by lush tropical landscaping, Kahala 433 is a spacious 1-bedroom, 1-bath condo ideally located just steps from the scenic Poipu...
Perfect oceanfront escape with resort pool, hot tub & gorgeous views
Mahana at Kaanapali 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the unforgettable Hawaiian vacation you've dreamed about and bask in tropical beauty when you stay in this...
Wake Up in Paradise, Two Queens, Lanai, Sofa, Near Waikiki Beach and Shops
This listing is for a room within a hotel.✦ Your room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Luxury Mauna Lani Golf Villas-2 Floor- Recently Refreshed-BBQ-Private Beach Club
The Golf Villas at Mauna Lani E23Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Kohala Coast, in the heart of the luxurious, and private Mauna Lani Beach Resort, we...
KS 103 Remodeled OceanFront 2BD Ground Floor AC Pool
Kaanapali Shores 103 Beautifully Remodeled 2BD/2BA Steps From The Pool & Ocean at Kaanapali KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTYFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121
Welcome to Waikomo Streams 121, a peaceful one-bedroom condominium tucked within the lush grounds of Waikomo Streams in Koloa on Kauai’s sunny south shore. Surrounded by bamboo, tropical flowers, and gently flowing water features, this inviting retreat offers a quiet...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
EL K104 Spacious Condo Ideal for Maui Vacation
Eldorado K104 Newly Renovated Spacious 1Bedroom Perfect for a well-deserved Maui Vacation Eldorado K104 is a spacious, newly renovated (2024) ground floor, one-bedroom that sleeps 6 people. The bedroom has 2 queen size beds while the living room features a sofa sleeper...
Maui Tranquility... Relax, Unwind and Feel Welcomed!
Aloha! Mahalo for looking at our listing! Our wonderful place is ground floor and at the rear of our small boutique garden resort, so it's peaceful and relaxing - hence the name 'Maui Tranquility.' We've just completed a major remodel, almost everything is new! We've...
Aloha Condos, Kanaloa at Kona, Condo 1503, Oceanfront, AC
SPECTACULAR UNOBSTRUCTED OCEAN & GOLF VIEWS FROM YOUR PRIVATE LANAI! Your vacation home features: 1900 luxurious square feet.Spectacular vaulted ceilings and koa wood details.Two spacious bedrooms and additional loft bedroom.Master & guest bedrooms each with king...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
This beautifully renovated oceanfront townhome offers the ultimate Maui experience, where the ocean is truly your backyard. Newly furnished and fully equipped, this home provides everything you need for a relaxing vacation in Puamana. No need to pack the car—surfing,...
Luxurious condo in a prime location - Wailuku
Milowai 401 is a 1-bedroom, 2-bathroom condo featuring amenities such as stunning oceanfront views, an expansive lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a Queen bed in the bedroom, as well as two Queen size...
Charming home by the pool near the beach
Comfortable 1 bedroom with a loft, is nestled between pristine beaches and beautiful mountains. By the pool, 5 min walk to the beach, beach gear provided, free parking, free and fast wifiLocated between the Fazio Golf Course at the Turtle Bay Resort! Short walk to the...
Serene Aliomanu Bay Vacation Rental on Kauai's East Shore
This exquisite, fully remodeled four-bedroom home is regally perched as close to the edge of the ocean as a house in Hawaii can be. Featuring a private staircase with 11 steps leading directly to the water’s edge, this is beachfront living at its finest. With sweeping...
Enjoy Our Maui hideaway…nOcean view ….complex fronts on the sandy beach
This is the condo you've been searching for! Our newly renovated 2 bedroom 1 bathroom (880 sq ft) top second floor condo is a total gem on sough-after South Kihei! Steps from Sugar Beach and centrally located on the island, this is the perfect home base for your Maui...
Cozy Condo in Kihei - Steps from Kamaole 3 beach for a family or couples holiday
Embark on a journey into serenity within the confines of a remodeled 1-bed, 2-bath condo, spanning over 800 sq. ft. Under the dedicated stewardship of an attentive owner, this unit serves as a promise of a peaceful escape amidst the enchanting landscapes of South...
Charming 3 BR Puamana Oceanfront in private gated community
Step into an elegance and lifestyle so mesmerizing you may never want to return home! Enjoy your adventure and make many treasured memories at our three-story charming townhouse that really is anyone’s dream of ocean front living so close to the Pacific Ocean. This...
🏖️Golf Discount Included! | Ocean, Golf & Mountain Views | vrKCV
vrKCV - Halii Kai 9H, Professionally managed by Kona Coast VacationsWelcome to 'Ohana Hale, a stunning 3-bedroom, 2-bath condo located in Hali'i Kai, one of the finest condominium resorts on the Big Island of Hawai'i. Perched along the scenic 7th tee of Waikoloa's Beach...
New Listing! Maalaea Banyans 204 - a Budget-Friendly Ocean Front Getaway on Maui
Dreaming of a Maui vacation without breaking the bank? This budget-friendly condo offers a simple and cozy retreat for two, just steps from the ocean in the serene community of Maalaea. Conveniently located near Kihei, Lahaina, and the airport, this condo provides easy...
Spacious home with charming views from lanai - walk to the beach
Hale Lani LeiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This wonderful, four-bedroom home is the spot for your next vacation, featuring two king master suites and two lovely...
Little Slice of Paradise with a Garden View
Hawaii Tax ID: TA-010-944-1024-01TMK: 390200010004What a treat it is to dine on either one of your two lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, lazily plan to walk across the street in the morning for a...
Kailua-Kona House w/ Balcony & Ocean Views!
Plan a trip to the beautiful island of Hawaii and stay at this elegant 3-bedroom, 2-bathroom vacation rental house in Kailua-Kona. The home boasts an open interior, a fully equipped kitchen, an outdoor shower for your convenience after days at the beach, and a large...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Spacious Studio Located In Waikiki, Close To Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Oceanfront Paradise 128-1 Puamana!! You won't want to leave!!
This beautifully updated two-bedroom oceanfront home in Puamana remains a peaceful and inviting retreat, even in the wake of Lahaina’s devastating fires. While much of the surrounding community was impacted, this home stands strong—professionally cleaned from top to...
4BR tropical oasis with AC, 3 private lanais, near shopping, dining, beach
Welcome to Puamana 2C, a stunning 4-bedroom, 2-bathroom Kauai vacation rental nestled in the heart of Princeville. This luxurious retreat combines comfort, convenience, and tropical charm to create the perfect setting for an unforgettable island getaway.The lower level...
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
🌺 E Komo Mai! Loke Lani + Guest House 'Ohana | Tropical Poipu RetreatDiscover your perfect island getaway at Loke Lani + Guest House 'Ohana, a bright, tropical retreat designed for comfort and privacy.The main house offers 3 bedrooms and 2 bathrooms, including a primary...