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.
Coastal Keaau Home: Ocean & Sunrise Views, Pool
Spend your next exciting Hawaii getaway staying in style at this incredible Keaau vacation rental! Featuring a private outdoor pool, beautiful ocean views, and a prime location directly on the coast, this 5-bedroom, 2.5-bath house makes a perfect spot for a memorable...
Oceanfront - Beautifully updated - Ground Floor - Kuleana 607
Beautiful - Oceanfront - Ground Floor - Walk OutFabulous updated oceanfront condo location: Kuleana 607 is right on the ocean on Maui's pristine West Coast with gorgeous panoramic views of the Pacific Ocean and the lovely off-shore islands of Molokai and Lanai. This...
Kona Ali'i Condo in the Center of the town awaits your presence!
The heart of Kona, Comfortable secure condo in Kona Ali'i. 1 Bedroom / 2 Bath. Close to public transportation, shops and beaches. 3rd floor, Makau site with view of pool, mountains and ocean. Tidy unit has additional sleeping arrangements and can accommodate 4...
Spacious Townhouse w/ Shared Pool & Hot Tub, Private Washer/Dryer, & Mtn. Views
Villas of Kamali'i Apt 44Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sprawling mountain and golf course views make this home the friendly retreat of your dreams! Partial air...
Kihei surf side Great ocean view #309
Great location to beach and terrific snorkeling. New A/C unit installed in both living room and bedroom to keep you comfortable both day & night, new pillow top mattress, big screen TV, fast internet and stocked kitchen. Close to restaurants and rental shops for all...
Kihei Condo: Steps to Kalepolepo Beach Park!
Pack your sunglasses, swimsuit, and favorite beach read; it's time for your dream Hawaiian vacation! Check into this 1-bedroom, 1-bathroom vacation rental in Kihei, where you'll find everything you need for a relaxing stay. Start each morning with coffee on the balcony...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Recently Remodeled 2-Bedroom Condo, Corner Unit! HKK-334
** 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...
Stunning Princeville 3BR/3BA Home on Golf Course-Views, screened in Lanai🌴🌴
This is a beautiful three bedroom, three bath home on the 11th fairway of the Makai Lakes Course in beautiful Princeville, Kauai. Enjoy the breathtaking views from literally EVERY room! Seriously--each room is like a 'Photograph'.. Split level design for entertainers...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Maalaea 5 star Island Sands 501 1 bed Oceanfront
A wonderful just renovated modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and...
Hidden Tiki Ohana at Punalu'u Black Sand Beach with ocean views, near Volcano National Park
**Special Fall Rate - Book your getaway today!!**Dramatic ocean and lava rock shoreline views, walk to black sand beach(All about Julie’s place)Relax and reconnect in one of the most stunning and serene locations in all of Hawaii! Sea Mountain Resort is a truly...
Sugar Beach Oceanview SALE 165 May 17-31, SUMMER 180
Spectacular ocean front condo with views from every room in this 3rd floor elevator access. Feel the white sands of Sugar Beach between your toes! Sliding glass doors open from both the living room and bedroom, with the lanai offering comfortable seating to dine and...
Kapaa Shore Resort C227, Oceanfront, End-Unit, Shops, Restaurants, Bike Path
Kapa'a Shore Resort Unit C227 on the "Coconut Coast". This Oceanfront Kaua'i Vacation Condo is everything you could dream of when it comes to laid-back Hawaiian living. Located on the beautiful coastal town of Kapa'a, Kaua'i, the Kapaa Shore Resort enjoys views of the...
🏖️Great Oceanviews | WIFI | Free Concerige | Top Floor | vrKCV
vrKCV - Sea Village 3310, Professionally Managed by Kona Coast VacationsEnjoy stunning sunsets and the shimmering city lights of downtown Kona as they reflect on the ocean waves from your top-floor condo at Sea Village. With tiki torches and exotic lighting enhancing...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Modern and well-appointed 3bd oceanfront condo
Noelani 303 is a spacious and beautifully decorated three-bedroom, two and a half bathroom condo located on the 3rd floor and accommodates a maximum of eight guests. Enjoy this oceanfront view while staying cool inside from the split air conditioning system that...
Mana Kai 815: Top-Floor Kihei Condo with Stunning Panoramic Ocean Views
Mana Kai 815 offers water, beach, and palm tree views! One of the best condos in Kihei has sandy beaches, a reef for snorkeling, lounge chairs in shaded grassy areas, an oceanfront pool, kayaks, and paddle boards for rent right on the property. All making this the best...
Ground-Floor Oceanview Home w/Private Lanai, WiFi, Shared Pool + Lots of Privacy
Wailea Ekolu Village 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a prime location and all the comforts of home, Wailea Ekolu 203 is the perfect setting for your next Maui...
Kauai Princeville Luxury Vacation Home
Couples vacationing together will find that this home has an open layout and airy rooms suitable for a lively gathering with friends, while also offering space for some quiet-time and privacy.Princeville is the gateway to Kauai's north shore and a myriad of activities....
Keaau Getaway w/ Patio, 3 Mi to Shipman Beach!
Spend plenty of time exploring the beautiful beaches of the Big Island when you stay at this exciting Keaau vacation rental. Located just down the road from the stunning Shipman and Haena Beaches, this 3-bedroom, 2-bath duplex guarantees plenty of opportunities for fun...
Gated Community Located Within Walking Distance To The Beach
Welcome to The Ilio Hale!Our spacious, fully furnished, family friendly retreat is located within the prestigious gated subdivision of Kahakai Estates in Kailua-Kona on the Big Island, Hawaii. The historic Great Wall of Kuakini runs along the back of the property, while...
Oceanfront, Top Floor, Gorgeous Views
Hawaii Tax ID: TA-164-018-9952-01TMK: 390080030056Comfortable and beautifully upgraded 1 bedroom unit with cool tile flooring, new island style furnishing, flat screen TV, wireless, and magnificent ocean views. You will love being located on the...
Maui Resort Rentals: Honua Kai Konea 516 - 5th Floor 1BR w/ Mountain Views
Konea 516 is a luxurious one-bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited to take advantage of some of the most beautiful sunrises anywhere. Coupled with frequent afternoon rainbows, you will cherish...
Beautifully decorated in Hawaiian style.
The condo is beautifully decorated in Hawaiian style. On the main level is the fully equipped kitchen perfect for preparing at home meals or putting together a picnic for a day at the beach. The living room and dining room are comfortably furnished in tropical decor and...
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
'The Very Best Location on Maui !' Our Kamaole Beach Royale offers three bedrooms and two baths in 1380 square feet of comfort and privacy! Walk to shopping, restaurants, and the best beaches on Maui! Watch our Virtual Tour (video tab is next to the photo4s tab) .for an...
Private Island Getaway With Expansive Ocean Views!
Take in stunning panoramic views of the Pacific from this private, ground-floor condo with a classic Hawaiian plantation feel. Located in the heart of Princeville, you're just minutes from the Princeville Shopping Center, golf, dining, and North Shore favorites like...
PANORAMIC CORNER OCEAN & GOLF VIEWS in Kaanapali, 1200 sq ft 1BR
Premium corner one bedroom at Maui Eldorado Resort. Corner unit, 1 bedroom spacious condo at 1200 sq ft. K212 is located higher up in elevation than all other units so it offers sweeping golf course and 180 degree panoramic ocean views unlike any other unit at the...
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
On the main floor of the home, there is a large lanai with a pool, jacuzzi, outdoor eating area and a fire pit with lounge area. Inside, on the main floor, you will find a **newly renovated** kitchen, large eating area, living room area, and the mother-in-law suite. The...
Condo With Stunning Views!
Welcome!You will have "In your face" tropical sunset views of Lanai and Molokai islands all from a private lanai balcony. From the ocean front deck, you can not beat watching the giant green sea turtles play year round!There is a great pool and grilling area to relax...
Prime Oceanfront End Unit--View--Family-friendly Cliffs Resort at Bargain Rates
The Cliffs 7301 is spacious oceanfront unit on the 3rd (top) floor at the end of a building with a spectacular view. It encompasses over 1500 square feet of luxury, all dedicated to your comfort when you are not out enjoying the beauty of Kauai. It is ideal for groups...
KKSR#5104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED! AC!!!
Keauhou Kona Surf & Racquet Club#5-104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!AMAZING PROPERTYAIR CONDITIONING AVAILABLE IN CONDO NOW! Welcome to unit #5-104 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-203
** 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...
Views Views Hanalei Bay Resort Highest Lanai View at Resort n2024 rate 239/night
Hanalei Bay Resorts and Suites is located on the North Shore of Kauai, the most beautiful area of the most beautiful of the Hawaiian islands. Princeville is among the most storied of Hawaiian monarchical land grants, dating from the time of Kamehameha the Fourth. The 4...
Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split AC
Welcome to Wailea Ekolu 403, a stunning Maui vacation rental offering breathtaking ocean views, luxurious comfort, and a prime location in the heart of Wailea. This spacious two-bedroom, two-bathroom condo sits on the lush fairways of the Wailea Blue Golf Course and...
Stay in Hana #2
Beautiful studio with 1 queen bed, fridge, microwave, coffee maker, ceiling fan, full private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The...
Fantastic details throughout 2BD oceanfront condo
This STUNNING, CORNER, OCEANFRONT, REMODELED PENTHOUSE is available for the highly discriminating vacationer. Noelani 410 is a spacious two-bedroom, two-bathroom remodeled condo that offers all the luxuries and comforts of home. Enjoy cooking in this fully equipped...
Hilton Pool Pass for thru June 2025 and Golf Discounts. Waikoloa Colony Villas26
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 2604Please scroll down for detailed informationPLEASE NOTE: Waikoloa Colony Villas 2604 is listed for sale. Guests may be asked to accommodate real estate showings or inspections...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Simple yet comfortable cottage is just a very short block from the ocean.
This simple yet comfortable cottage is just a very short block from the ocean. Enjoy year round swimming, snorkeling and sea turtle watching at Poipu Beach Park just a five-minute walk away. Nearby is Brenneck'e Beach where boogie boarding is popular. Relax on the porch...
Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.
Welcome to the Ocean Breeze Kona Home – a true gem on the Big Island!Relax on your private deck as you watch surfers ride the waves—this home offers the perfect blend of comfort, space, and serenity. Thoughtfully stocked and beautifully maintained, you'll feel...
Spacious bright and airy! Ground floor! Palms at Wailea 609
Luxury awaits at this beautifully decorated Palms at Wailea condo. With an open and inviting floor plan, there is plenty of room to spread out after a day of enjoying all that Maui has to offer. The private ground floor location makes this the perfect getaway.Maui's...
Dancing Ferns in Volcano, Hawaii
Dancing Ferns in Volcano, Hawaii is a fantastic place to stay and visit Hawaii Volcanoes National Park just a few minutes drive from our house. Our main house has 3 bedrooms and 2 bathrooms, full kitchen, large dining area, large living area with SMART TV, Free WiFi,...
Ilikai Apartment - Great Location and perfect for Vacation
Unit 1428 could easily be "lived" in. Lots of cabinet space, storage, shelving, and bedroom closet by California Closets. A full kitchen featuring Espresso kitchen cabinets and granite counter-tops, travertine kitchen floor, new floor throughout living and bedroom area,...
Downtown Air Conditioned Condo: Walk to Beaches
Enjoy an ideal, downtown Kailua-Kona location for your next 'Big Island' getaway at this contemporary 1-bedroom, 1-bath vacation rental condo. As part of the Kona Plaza, this unit provides 2 guests with an intimate retreat, offering a community pool, private entrance,...
Breathtaking Views - 2 Bd Condo w/ Pool, A/C, WiFi, Parking
For the ultimate Hilo Adventure; Look no further! Best views here, in Hilo's finest NEW Fully Air Conditioned vacation condo rental in a location that can not be beat! This beautiful 2 bd, 2 bth condo is located right in the heart of Hilo with gorgeous views of treetops...
Top Floor Spacious Ocean View Condo! Minutes to Beaches, A/C, Wifi, Pool
Address for this Condo: Maui Kamaole 2777 S. Kihei Rd #I-207, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***Please See Below for Covid Cancellation Policies***It doesn't get better than this! Let us be the hosts of your dream Maui...
❤️PiH❤️ Nohea Kai ★ Private Pool & Spa ★ eBikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Nohea Kai, where island charm meets refined luxury in this stunning 4-bedroom, 3,730-square-foot single-story detached home.Nestled within the exclusive Nohea Community on the 3rd hole of the Mauna Lani North...
Makena Surf A203 Beachfront Resort - 3 Bedroom Oceanfront Condo
Indulge in luxury at this stunning two-story townhouse, featuring a primary retreat on the second floor complete with a lavish bath and a private ocean view lanai. Enjoy sweeping views of the lush lawn and ocean from every corner, enhanced by decorative art and...
Fantastic ALL NEWLY DECORATED Wailea condo
WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly decorated. The 2nd floor location provides nice vistas and a cool breeze from the large lanai (BR has AC). The living room has a new queen size sofa...
Beautiful Ocean Views w/ AC!!
This NEWLY remodeled unit comes with central AC, ocean views, high end furnishings, a well stocked kitchen, comfortable beds, two pull out couches and a bathroom for each bedroom! You’ll basically have 3 master bedrooms for you and your guests. Not to mention the...