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.
Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
Enjoy the beautiful, panoramic ocean views and tropical landscaping in this private home. Located in the prestigious Keauhou Estates community, gated for security with 24 hour guard service. This home sits at a comfortable elevation of 700 feet. Spend hours on the...
Maui Resort Rentals: Kaanapali Alii 345 – Luxuriously Remodeled 2BR Oceanfront Gem, Year-Round Sunsets w/ Sweeping Pacific Ocean, Lanai, and Molokai Views!
As one of the highly sought-after 2 bedroom oceanfront residences at the Kaanapali Alii resort, residence 345 delivers the finest in modern luxury resort living.This elegantly remodeled 2 bedroom residence delivers sweeping ocean views from Lanai to Molokai and beyond....
Quiet cul-de-sac house near Volcanoes National Park & golf - snowbird-friendly
Volcano CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy vacation rental, located at the end of a quiet street, will make your trip to the island of Hawaiʻi...
Oceanfront MK213 - Maui Vacation Rental Condo in Quiet Resort-Great View!
**2025 Discount Rate - Book now! **Ma’alaea Kai # 213 is a charming oceanfront condo located in the tranquil and picturesque town of Ma’alaea, Maui. The condo boasts a comfortable queen-sized bed in the bedroom and a cozy sofa sleeper in the living room, making it...
Beachfront Resort : WorldMark Kapaa Shore : 2 BR
Welcome to The Garden Isle, Kauai! Breathe in these beautiful, lush lands and dive into paradise at 𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐊𝐚𝐩𝐚𝐚 𝐒𝐡𝐨𝐫𝐞. The resort is surrounded by breathtaking natural sights like beaches, mountains,...
MRR Presents Kaanapali Ali'i 225 - Expansive 2BR Interior Corner Remodel w/ Partial Ocean Views!
Beautifully remodeled, suite 225 boasts an expansive 1800 sq ft of living area from its highly sought-after interior courtyard corner location. Enjoy partial Pacific Ocean views, as well as views of the lush Ali'i courtyard and pool area, and Maui's neighbor island...
Hale Kamaole 270 provides an ideal spot for all sorts of Maui fun!
The perfect spot for beach front activities or just enjoying the beautiful ocean view. Whale watch from the lanai while enjoying your morning coffee, take a swim in one of the two pools or play a game of tennis. Hale Kamaole 270 provides an ideal spot for all sorts of...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
4th Floor Condo with Direct Ocean View in Sunny Poipu!
Expansive Ocean Views and Unforgettable Sunsets AwaitPerched on the fourth floor of the coveted Sunset Kahili complex, this modern oceanview condo offers front-row seats to Kaua‘i’s legendary sunsets and the soothing sound of the waves. Wake up to panoramic views of...
KKSR#176 DIRECT OCEANFRONT CORNER AIR CONDITIONED TOWNHOUSE, CLOSE TO POOL
**AC! NEW LUXURY VINYL PLANK FLOORING INSTALLED IN BEDROOMS AND STAIRS WITH FRESH PAINT**This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is located at the end of...
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and...
Aston Kaanapali Shores #550: 1 Br Garden View at Ocean Front Resort
This unit is filled with sunlight and creates a welcoming environment for anyone looking to spend time in and out of their unit while on Maui. The condo is simple but thoughtfully furnished and provides you with everything necessary for a successful Maui vacation from...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
Sugar Beach Resort 511Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf #PH4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of the...
Breezy Corner Studio with AC & Kitchenette. FREE Parking, Wi-Fi, near Beach!
Marine Surf #701 – 364 Seaside Ave.This air-conditioned corner studio features 2 lanais (balconies), great cross-breezes, and is right in the HEART of Waikiki, a short walk from Waikiki Beach, swimming and surfing, shopping, restaurants, and nightlife nearby! You'll...
Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
Ma'alaea Surf #G-1 – Ground Floor Gem with Modern Comfort
Ma‘alaea Surf #G-1 – Rare Ground-Floor Ocean View RetreatWelcome to Ma‘alaea Surf #G-1, a rare ground-floor gem offering unmatched convenience and comfort. This beautifully remodeled two-bedroom, two-bathroom condo was fully renovated in 2023 to create a modern...
Spectacular Views! Gorgeous Home In Hilo With Pool
The Hilo Bay View Estate is a gorgeous European-style home located in the exclusive area of upper Wainaku in Hilo. This stunning home has spectacular panoramic views of the ocean and Hilo town. Watch the magnificent sunrises in the morning and star-filled skies at...
Maui Sunset Vacation Rentals B414
One of the best locations in the "B" building on the 4th floor near the pool. View of the ocean and West Maui Mountains. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Private view deck and renovated...
Maui Resort Rentals: Penthouse 3BR Oceanfront Villa @ Marriott's Maui Ocean Club!
Penthouse Three Bedroom Oceanfront Villa at Marriott’s Maui Ocean Club - New Lahaina and Napili Towers! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a...
Beautiful Beachfront Resort with Best Ocean View Room On Property pools/hot tub
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a Beautiful forth floor room with a king bed and sitting area. Spectacular views of the ocean and resort pools.The Outrigger Kauai Beach Resort and Spa is a beautiful...
Cottage-like Duplex in South Kona on the Big Island.<br>Sleeps two adult guests
This Wonderful Spacious house-like One Bedroom apt/flat is on a side-by-side duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area, Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view...
Endless ocean views with cozy accommodations
Noelani 105 is a 1-bedroom,1-bathroom condo featuring amenities such as panoramic ocean views, a washer/dryer, and a ground-floor lanai. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living space. The...
Hidden Gemstone for One Dreamy Escape!
Congratulations and thanks will go to the decision makers taking the time to note the difference before selecting this hidden gemstone for accomodations while on Oahu. Once your travel companions catch their breath after initial first peek, don't be surprised at the...
Ocean and Diamond Head view suite w/balcony
Legally permitted rental - 134 Kapahulu Ave #408** For your health and safety, we utilize additional Sterilization procedures between reservations.Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and regular size...
Tranquil condo with pools, hot tub, jetted tub, grill & board games - near beach
Poipu Mermaid 912Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the sands of Hawaii to the shores of Kauai, you'll be astounded by the beauty of this slice of paradise! You'll...
Free Parking! 6 Minute Walk to Waikiki Beach!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Newly Remodeled Whaler #1062 Ocean View Studio Suite
The Whaler on Kaanapali Beach #1062 is our brand new remodeled Studio condominium with stunning ocean views. Brand new furniture, carpet and smart TV. This beautiful vacation home is a 530 square foot studio located on the popular courtyard side of Tower II. Sitting on...
🏖️Great Location | Modern Island condo | AC Included | vrKCV
vrKCV - Casa de Emdeko 221, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #B221, your serene island escape just 150 yards from the ocean. This spacious 780-square-foot second-floor condo is perfect for 2–4 guests seeking comfort, relaxation,...
Wai'ula'ula 308 - Upcountry Residence
This chic and sophisticated, ‘upcountry’ oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, an epicurean kitchen outfitted with Wolf appliances, including a gas range, double ovens and wine refrigerator, three...
Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block...
Oceanfront condo - ocean-view lanai - steps to beachside pool & hot tub
Islander on the Beach 250Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Perfect Location for your Maui Stay! Pacific Shores B118!
The best location on South Maui! Pacific Shores is all about convenience and location. Who needs a car when you are across the street from favorite Charley Young Beach, 1 block from popular surf spot ''The Cove'' and half a mile from many restaurants, shops, and...
Kona Mansions | Ocean Views & Amenities!
Summary:A complete Hawaiian experience can be found at Kona Mansions. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This unit is a 1 bedroom, 1 bathroom ocean view condominium capable of accommodating up to 3 guests. Vacationers on...
Hale Kamaole 202 Second floor condo, easy access to best beach on Maui!
Welcome to your beach getaway! This 2 story, 2 bedroom plus loft, beautiful beach front condo comes with all the comforts of home including WI-FI, three flat screen TV’s, everything you will need in the kitchen to cook delicious meals and more. The kitchen is...
First-floor condo w/ ocean view, washer/dryer, & outdoor pool
Poipu Kapili #60Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breezes are regular visitors at this gorgeous corner condo by the sea, as are beautiful views of the sunset. Enjoy...
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Centrally located on the hillside overlooking Kona Coast 7 miles north of downtown Kailua Kona, this is one of several accommodations we offer. A lovely room with queen bed, sleeper sofa, full bath, cable TV, small lanai, refrigerator, microwave, coffeemaker, hot water...
Second Floor Oceanview with Gorgeous Sunsets
Hawaii Tax ID: TA-055-659-1104-01TMK: 390080030048This Hale Kai O'Kihei 219 condo is located directly on the ocean edge and boasts a 180 degree panoramic view of the mighty Pacific. Newly remodeled in 2015 kitchen and bathroom in this beautiful...
Kauhale Makai Unit 122: Ground floor 1 Bedroom condo at Ocean Front Resort
Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped kitchen, separate dining, central AC and a large bedroom with a comfortable queen bed. Perfect for...
Ocean and Golf Course Views 2 bed 2 bath - Grand Champions 112
Book with us and come to Maui to explore everything we have to offer!This spacious Wailea Grand Champions Villas 2 bedroom 2 bath second floor unit is tastefully decorated and has everything you need for a relaxing vacation. Great ocean, tennis courts and tropical...
Family-friendly condo w/shared hot tub, outdoor pool, mountain and garden views
Pali Ke Kua #4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Transport yourself to a tropical and magical paradise when you book this condo plus loft! Ideal for four people, this...
Aloha Condos, Nohonani Condos and Resort, Condo 205, Beachfront, AC
WELCOME TO NOHONANI 205 and IMAGINE, you are on the lanai, you relax, sit back, enjoy the sounds of the rolling waves, and refresh yourself with the warm ocean breezes. 180 degree ocean views capturing breaching whales, pods of dolphins, turtles in the waves or...
New baths, king bed, open & tranquil pool hot tub
Summary:Large, tastefully updated unit in desirable Shores at Waikoloa. Immerse yourself in the essence of Hawaiian paradise - light and bright, two-bedroom, two-bathroom haven offers a spacious retreat. Enjoy expansive, private lanai (balcony) with tropical views. With...
Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
Min 30 days requiredLush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus a couple of keiki (children), this home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr. Ossipoff's...
Ilikai Apt 1822 - 2BR/2BA Modern Unit with Ocean & Harbor Views No resort fees!
Oceanfront 2BR/2BA at Ilikai | Sleeps 6 | Prime Waikiki LocationProperty Overview:Welcome to your spacious ocean-view retreat in the iconic Ilikai Hotel, just steps from the Hilton Lagoon and Waikiki Beach. This fully equipped 2-bedroom, 2-bathroom condo offers...
Ocean View Lanai W/Full-Kitchen – Waikīkī Shore #506
Castle Waikīkī Shore #506: Island living meets modern convenience in this recently upgraded one-bedroom and one-bathroom ocean-view suite.The full-size kitchen with modern furnishings and stainless-steel appliances makes this unit ideal for small families or a group...
Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley
Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....
Kahakai Place - AC, Gated, 1 Block from the Ocean
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Oceanfront condo with loft, WiFi, shared pool & hot tub, balcony
Pali Ke Kua 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua, situated in the planned community of Princeville on Kauai's magical North Shore, is often described as the...