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.
Kona Mansions D-226 | Condo in Kailua-Kona
Kona Mansions D-226Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo's convenient location right off Ali'i Drive leaves you within a mile of local bars, restaurants, and...
Lunapule Unit 106: Spacious 3BR/2BA Oasis on Alii Drive!
Turn your Hawaii trip into a memory of a lifetime at Lunapule unit 106. This three-bedroom, two-bathroom home located on Alii drive. A smart television in every room, a private lanai, and a fully stocked kitchen. Enjoy the air conditioning and fast WIFI.This...
B216 Ocean and Pool views in sunny Kihei, Maui
Granite countertops, great views of pool and ocean. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Free WIFI in the condo and at the pool.Large private condominium apartment at the resort condominium complex on...
Across from the Breach - Cozy Studio with Ocean View KAC201
Welcome to Kihei Akahi – "Number One" in Hawaiian – where relaxation and adventure await in the heart of Kihei! This charming condominium complex offers a perfect blend of comfort, convenience, and breathtaking ocean views from many of its units. Whether you’re...
Sea Village #2304 | Ocean Front Complex
Summary:This 2 bedroom/2 bathroom home features stunning ocean views. Bring the whole family as the unit can accommodate up to 4 guests.The Space:Watch the whales or enjoy a Mai Tai while relaxing on your private lanai. Sea Village is an ocean front complex perfect for...
Chic Deluxe City View Studio - Waikīkī Grand #519
Castle at Waikīkī Grand #519 - Style and playful modern décor make this 363 square-foot Deluxe City View Studio w/Kitchenette the perfect couple's retreat! After check-in, prepare your kitchenette meals in a kitchen that has a refrigerator for all your local finds...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views
Kona Lunapule is centrally located in Kailua Kona, in the Island of Hawaii. It's just a short drive to local restaurants and shops along the coast of Ali’i Drive. This quaint complex features a communal pool and onsite parking. Upstairs you will find 205B; a quiet and...
Partial Ocean View Condo with Great Location
Hawaii Tax ID: TA-124-867-7888-01TMK: 390180030084This two bedroom top floor Maui Vista 1411 unit, perfect place to stay for your home away from home vacation! Simple and clean; distant ocean view, complimentary WiFi and parking space included, you will be sure to enjoy...
Kihei Akahi Condo w/ Shared Grill, A/C-Beach Lovers Dream
Kihei Akahi DG09Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Wailea Ekahi 48C ~ 1 Bedroom 2 Bath Wailea Condo!
Wailea Ekahi Village - Spacious one bedroom, two bath condo with a enchanting garden view located in the Upper Village. New carpet throughout the unit. Master bedroom boast a King size bed. Plus there is a bonus sofa sleeper in living room. Full size washer/dryer, air...
Anini Ohana Estate - Two Spacious Homes near Anini Beach
Anini Ohana Estate-includes the Main and Ohana guest house TVNCU# 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami...
#49 1 Bed/1 Bath Beautifully Remodeled Unit
Black Sands Beach - 1 Bedroom Condo with Ocean View - Ho'ōla provides accommodations in Pahala. This oceanview property offers access to a patio, free private parking, and free Wifi. The apartment offers an outdoor swimming pool, hot tub, and propane grills. Offering a...
Kauhale Makai 627: Top Floor Ocean view Condo at Ocean Front Resort
Newly renovated one-bedroom Ocean View Condo. Enjoy ocean and mountain views from the comfort of this gorgeous unit. The furnishings are a beautiful mixture of rattan and the bright pillows and upholstery create a lively atmosphere. The flooring is tile in the kitchen...
Beach lovers dream condo with pools, hot tub, beach access & W/D
Maui Kamaole D111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Koa Resort #2J Spacious 3-Bedroom 2-bath, Pool, BBQ, AC, WIFI
Gorgeous townhome, across from ocean -Steps from Pool, BBQ at Cabana, A/C, Air-Conditioning located in all three bedrooms and living room, FREE WIFIThis beautiful 3-bedroom, 2-bath townhome will be your home-away-from-home during your vacation on Maui! The owners have...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
Modern Ilikai 16th floor Harbor Studio - Surfing, Sunset & & Yacht Views!
Feel Hawaiian Breeze! Ilikai Hotel (IA04). Modern 16th floor spacious studio with full kitchen, nearly panoramic windows and a balcony with the views of the Pacific Ocean located close to the Convention Center and shopping area!!The sunlight in the unit is beaming...
Cozy 14th floor condo overlooking the surrounding Waikiki area! Great price!
This condo is located on the 14th floor of the Ilikai Hotel. Look no further, you've found the BEST DEAL in Waikiki!! The flooring was recently upgraded to a luxury vinyl, along with brand new mattresses, sofa and updated upholstery on the dining chairs and accent...
Splendid Partial Oceanview 2 Bed 2 Bath Remodel
Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. For travelers seeking an escape from everyday life, this complex is one of the most exclusive sanctuaries in South Maui. This beautiful vacation rental with partial ocean views...
Stunning retreat with oceanfront views
Welcome to Mana Kai 501, where luxury meets paradise in this exquisite 2-bedroom, 2-bathroom upscale condo, accommodating up to 4 guests. As you step into this stunning retreat, be greeted by direct oceanfront views and tastefully appointed Hawaiian-inspired decor....
Ocean Front Condo SV4207
What do you get when you combine unrivaled oceanfront views from a private lanai with gorgeous, high-end interiors? You get Sea Village 4207 and one amazing Hawaiian vacation! Bring your ohana – family – and experience the Big Island of Hawaii. Inside, gorgeous...
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located ground floor unit on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout the unit. Walk-in shower upstairs and...
Anahola Palms - Beachfront Home on Anahola Bay
Located northeastern side of the Kauai on Anahola Bay, this is the perfect beach spot for a gathering of family and friends. Mornings start with oceanfront sunrises and your day continues with beach activities right outside your door. Evenings are backyard barbeques and...
Kamaole Sands 8-402 | Balcony, Resort Amenities!
Welcome to Kamaole Sands 8-402, a beautiful 2-bedroom, 2-bathroom vacation condo in Kihei, Maui, Hawaii. Located in the sought-after Kamaole Sands Resort, this spacious top-floor retreat offers the perfect blend of comfort, convenience, and island charm—just steps...
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Legally permitted rental - 2425 Kuhio Ave. #403** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double beds and a fully...
Recently Updated, Diamond Head Studio w/ Gr8 Ocean Views
Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005** For your health and safety, we utilize additional Sterilization procedures between reservations.2 Double Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head ViewsPeace and tranquility...
Kuhio Village 804A Prime WAIKIKI Private Apartment
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging...
3rd Floor Oceanfront Mana Kai Unit
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:Bedroom: 1 King BedLiving Room: 1 Full Sofa SleeperLiving Room: This...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
Manualoha 404 Stunning Views Ground By Suite Paradise
Splendidly remodeled and upgraded with new furnishings in 2021, Manualoha 404 in the renowned Poipu Kai Resort offers all the thrills of the perfect tropical retreat. This gorgeous 2 bedroom, 2.5 bath home is surrounded by a flourishing landscape of blooming plumeria...
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
This wonderful small unique north Kihei condo complex is made up 6 delightful condos, private and peaceful. The Hale Wailana is located across from the 4 mile beautiful white sandy beach "sugar beach". This is pleasant for jogging, beautiful sunsets, and amazing for...
Great Deals at the Kona Reef! Footsteps from Old Kona Town. See our Video Tour.
This is one of the best deals at the Kona Reef: a clean, comfortable and recently-renovated island-style 1BR, with a great view of the big, beautiful Pacific Ocean. It’s an oceanfront view without the oceanfront price. And it it is air conditioned throughout. There...
Oceanfront Studio #102 at Kauhale Makai: Beach, Activities & Comfort Await!
Oceanfront property with beautiful beaches and outdoor activities just yards from your front door. #102 at Kauhale Makai is the perfect spot for a couple visiting Maui. This adorable studio has everything you need for a comfortable stay on one on the most beautiful...
Casa De Emdeko 219 2 Bdrm DIRECT Ocean Front CORNER unit, Wrap around Lanai!
Casa#219 is a DIRECT oceanfront 2 bedroom 2 bath property that sits right on the water. HUGE lanai!This unit has everything you will need to feel like you are royalty: a great big king bed and two twin sized beds. It also has a fully stocked kitchen with a view of the...
ALOHA Authentic Hawaii Condo C-7
Comfy, tropical 'Home away from Home!' Decorated in Hawaiian Style, is bright, cheery. comfy and filled with 'ALOHA!' for a restful, romantic &/or adventurous stay.LOCATION is so important on Kauai. Yes, we're along the scenic & historic, Kauai's east side, The Royal...
Amazing! Beautifully remodeled and upgraded! Palms at Wailea 403
This cool, ground floor condominium is the most spacious 1200 sq ft two-bedroom 'C' plan, with sunken living room, brand new designer furniture, and extensive travertine and granite surfaces. Oceanic Time Warner cable, internet, phone, and Wi-Fi.Both kitchen and living...
Corner ocean-view condo with patio, full kitchen & pool
Mahina Surf 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Become part of Mahina Surf's 'Ohana' at this charming corner condo - the perfect spot to unwind in the warm Hawaiian...
Discover the ultimate Hawaiian retreat at Kanaloa Condominium
Welcome to this spacious and beautifully appointed 3-bedroom condominium at Kanaloa Condominium at Outrigger, nestled in the stunning surroundings of Hawaii. This luxurious unit offers a blend of contemporary design and island-inspired decor. Enjoy breathtaking views of...
Lae Nani 224 Beautiful Ocean Front Condo Overlooking the Pool and Ocean
This beautiful condo home overlooks our heated pool and the ocean. The condo has just had a facelift! New paint, lighting, wood flooring and wall art, too.Our landscaped lawns beckon you to stroll to the beach or gardens. Convenient to parking and the bar-b-ques, this...
Kihei Bay Surf 227 | Beach, Resort Pool, Tennis
Discover paradise at Kihei Bay Surf 227, hailed by guests as "a gem in a tropical garden paradise." Tucked away amidst lush landscaping and just a short stroll from Kalepolepo Beach Park, this second-floor studio condo offers a tranquil retreat like no other.Step onto...
3 BR/3 Bath Presidential Condo on Kauai's Amazing North Shore!
Enjoy a relaxing home away from home after days of adventure on Kauai. All units have washers/dryers, fully-equipped kitchens with everything needed to cook -- utensils, dishes, pots, pans, full-size stove, refrigerator, coffee maker, toaster, blender. An amazing oasis...
Ground-floor condo with ocean view, steps to beach
Kana'i A Nalu 116 is a ground floor, ocean view, pool view, garden view gem. This 2-bedroom, 2-bathroom condo accommodates up to 6 guests; perfect for families or groups, this unit is sure to please! Enjoy stunning views of the Pacific from the moment you enter. The...
The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Experience the exhilarating sounds of the ocean just outside your door at The Cottage, a charming one-bedroom cottage where you'll spend each night taking in the...
OCEAN Front Kona Studio - Spectacular view!
ALOHA! We invite you to sit down, relax and take in this spectacular location our unit has to offer!PERFECT LOCATION!We are 15 mins from the airport and direct ocean fronting at Historic Kona town. Fast Internet!! For those who decided to escape to paradise to work?!...
Kona Coast Resort 10-104
Kona Coast Resort's unit 10-104 is a spacious, 1,100 square foot one-bedroom, one-bathroom condo that exudes a traditional Hawaiian ambiance. This unit boasts a fully equipped kitchen, a washer/dryer, and a private lanai with an ocean view. The bedroom features an...
Island Surf 312 | Steps to the Beach, Beachfront!
Discover the perfect Maui retreat at Island Surf 312, where stunning ocean views and serene beaches await just steps from your door. Nestled across the street from Kalama Beach and Cove Beach, this two-bedroom, two-bathroom condo offers the ideal getaway for families...
Ocean front condo overlooking Maalaea Bay
Wake up to full view of Hale'Akala beyond Maalaea Bay in this completely updated 1 bed / 1 bath, 3rd floor condo. Enjoy your morning coffee while watching whales (in seasons) feed in the bay and Hawaiian green turtles play in the waves. This is why you have come to...
Wailea Ekahi Village 20H - 2 Bedroom Garden View Condo
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroom vacation rental in the prestigious Wailea community. This charming second floor condo with vaulted ceilings offers a tranquil escape with all the...