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.
Desirable "44"; Stack At The Ilikai Hotel. Unobstructed Ocean Views!
Unobstructed Ocean Views! Most desirable and sought after "44" Stack At The Ilikai Hotel. Floor to ceiling glass windows provide you with the most amazing views of the ocean from all areas of the condo. You'll have front row seats to the Friday night fireworks and you...
Romantic Waikiki Banyan 2513 with Ocean and Diamond Head Views and Free Parking!
Waikiki Banyan 2513 Dancing in the Moonlight Ocean and DH Views and Free Parking!This cheerful and calming Honeymoon Suite is located on the 25th floor facing east with awesome Ocean, Diamond Head & Coco Head Views. This is a large one bedroom corner unit that has been...
Watch Waves from Lanai w/Wet Bar! Full Kitchen, WiFi, TV, Washer/Dryer Kanaloa 2902
This cute one-bedroom suite overlooking the Pacific Ocean is perfect for a romantic retreat or casual vacation in paradise. Read a book, enjoy your morning coffee, or dine al fresco on your tiled furnished lanai with wet bar. The full-size galley kitchen has a ceramic...
Refreshed condo with bright and airy kitchen
Kahana Manor 218 is a 1-bedroom, 1-bath condo located North of Kaanapali, on the 1st floor that can accommodate up to 4 guests. You have easy access to the condo as the condominium offers elevator access. The main living area is bright with floor-to-ceiling windows and...
Tropical Oasis in Kihei: 1BR Maui Vista Condo, Steps from Beach & Pools
Experience the perfect Maui getaway at Maui Vista #3-218, your home away from home in sunny Kihei. This charming 1-bedroom, 1-bathroom condo offers comfort, convenience, and a slice of paradise.Condo Highlights:*Second-floor unit with serene tropical garden views*Sleeps...
🏖️Oceanview Kona Condo | Pool, Lanai, Walk to Town
vrKCV - Alii Villas 319 - Professionally Managed by Kona Coast VacationsWelcome to Alii Villas 319 — your ideal tropical hideaway in Kailua-Kona! Perfect for couples seeking a relaxing island escape, this comfortable one-bedroom, one-bath air-conditioned condo offers...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 19
Condo #19 is a garden view unit located on the lower level. This condo provides a recently remodeled bathroom as well as an updated kitchen. It is fully equipped with appliances, dishes, utensils, and cookware. The fully furnished living room is tastefully decorated and...
Stunning 1 Bedroom with Ocean and Island Views ~ Sleeps 4 ~ Royal Kahana 514
🌺 Welcome to Your Oceanfront Oasis at Royal Kahana! 🌺Indulge in West Maui’s premier beachfront escape at the iconic Royal Kahana—where every unit above the second floor boasts unobstructed Pacific views thanks to the building’s unique chevron design. Picture yourself on...
Ocean & Tropical Garden View at a Beach Front Property-Kihei Kai Unit 13
Condo #13 is a partial ocean view unit located on the upper level. The tropical decorations and furniture create an island atmosphere for you to enjoy. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Amenities included in...
Wyndham Paniolo Greens | 2BR/2BA King Suite
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas.Wyndham Paniolo Greens | 2BR/2BA King...
PRINCEVILLE ~ Kauai Top Resort ~3 bedroom house w/ loft, waterfall views~pets ok
This tropical Princeville paradise is welcoming you to book now at a charming 3-bedroom, family house. The beautiful views of the Napali cliffs can be seen from the property. With a little rain you can enjoy gorgeous waterfalls as well.Enjoy this top location in...
Lush View in Sunny Kona-Keauhou! Kitchen Ease, Lanai, Laundry, WiFi, TV Kanaloa 1204
Kanaloa at Kona - Unit 1204: Enjoy everything Kanaloa has to offer in this one-bedroom, one-bathroom suite with views of the property’s lush landscaping and nearby fairways. Enjoy your morning coffee or an afternoon Mai Tai, on your furnished lanai with a wet bar and...
Aloha Surf Waikiki - Free parking
Summary:Stay at Aloha Surf Waikiki, a boutique condo-hotel that combines comfort and convenience with a relaxed resort vibe. Enjoy amenities like free parking, a sparkling outdoor pool, a welcoming sun deck, and a communal grill for casual Hawaiian cookouts. Wi-Fi,...
Oceanview Kalapaki Beach 2-bedroom condo with WiFi, AC in enchanting Lihue
Welcome to this charming top of the hill, Ocean View condo in Lihue. This super clean home offers an enjoyable stay for guests remodeled with 100% non toxic building/ linen materials as well as cleaning choices. We also have 3 Hepa air filters to maintain healthy air in...
Now booking for June 2025 - 6/14 - 6/21
Currently booking for 2025, please inquire if you're interested in a specific week.RESERVATIONS AVAILABLE IN SEVEN NIGHT INCREMENTS ONLY WITH CHECK-INS ON FRIDAYS, SATURDAYS or SUNDAYS.Please Inquire Prior to using Instant Booking Feature: If you are interested in dates...
Ocean View Oasis in the Heart of Waikiki
Welcome to Waikiki Blue Escape – your luxurious urban oasis in the heart of Waikiki! This modern apartment boasts breathtaking ocean views and a rooftop pool offering a stunning 360-degree panorama of the iconic Waikiki skyline. Unwind on the double balcony while...
Newly-built dog-friendly home with large yard, shaded patio, & washer/dryer
Hale Hawaii Ohana | 31-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for long-term stays (31-night minimum), this newly-built, single-level retreat is ready to...
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush landscapes of Kauai, this exclusive resort beckons you to unwind in style while being just moments away from the golden...
Well Updated, Sleeps 4, One Block to Beach
Legally permitted rental - 2425 Kuhio Ave. #308** For your health and safety**we utilize additional Sterilization procedures between reservations.The Bamboo Hotel is one of only three Waikiki hotels designated as a New York Times Pick. Called 'A hidden gem' on a New...
Remodeled Boho Island-Style Condo Across From Banyan Surf Pool Bbq and More
Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...
Aqua Aloha Surf Waikiki 1512 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki 1512 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
Kaanapali Luxury Vacation Rentals (KLVR) Presents Villa 17C in Oceanfront Resort.***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level villa.Luana Villa 17C is a newer resort home located...
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) King bed, (1)...
Quiet eco-friendly studio nestled in Bamboo grove minutes from Hawi town
Escape to this delightful studio in picture-perfect Hawi. This cozy retreat features 1 queen bed, a washing machine, and a private bathroom. Guests will feel welcomed by the serene surroundings and enjoy a peaceful stay. Experience the magic of Hawi at our studio.Please...
KMN 608 Partial Ocean Views from 2BD Condo Convenient Kahana Location and Pool
Kahana Manor 608 NEW LISTING! Experience Maui with Partial Ocean Views from this Kahana 2Bedroom, 2Bathroom Condo, Convenient West Maui Location! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Ilikai Hotel - Spacious Lanai with Views of the Lagoon and Waikiki Beach!
You will have breathtaking views of the Duke Kahanamoku Lagoon & Pacific ocean from this 9th floor condo at the Ilikai Hotel. Catch the fireworks every Friday from the comforts of your spacious lanai. KITCHEN- Refrigerator- Cooktop/Oven- Microwave-Dishwasher-...
Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001
Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...
Maui Kamaole A-103: Spectacular ocean view 1Br/2Ba, newly remodeled condo
Spectacular ocean view one bedroom two full baths newly remodeled condo. Watch the sunset into the Pacific from your patio. Large lawn in front. Close to two of the most beautiful beaches on Maui. No steps to or in the unit. Sleeps a maximum of 4 people with a Queen bed...
Kauai Vacation Rental: Walk to Kalapaki Beach!
Trade in your day-to-day for the laid-back island lifestyle when you book this 2-bedroom, 1.5-bathroom condo in Lihue! This updated vacation rental has everything you need for a relaxing getaway, including a full kitchen, Smart TVs, and access to Banyan Harbor Resort...
Molokai Vacation Rental - Lanai, Cable TV
Cherish every moment in this one-bedroom Oceanview condominium with breathtaking views of the Pacific. Feel like you’re floating while relaxing on your private lanai. Inside you’ll find a kitchen with a full-size oven/stovetop and refrigerator, beautiful cabinetry, and...
9th Floor Studio with Full Kitchen and Lanai
Stunning views over the Bay from this 9th Floor Diamond Head Beach Hotel Studio.A modern comfortable Queen bed, HD Smart TV and WiFi - Private lanai to sit out on and drink your morning coffee with table and chairs for two guests.Small but well equipped full kitchen...
NEW KBM Resorts | FREE CAR | Grand Champions | Remodeled 1-Bedroom Villa in the Heart of Wailea! GCH-121
** 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...
Discover Tranquility in Keauhou! 2-Bed 2-Bath Ground Floor Unit, Garden Views
The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...
Downtown Executive Center 1 BD w/ Parking
Welcome to this modern 1-bedroom suite located in the heart of Honolulu's business district at Executive Centre. Ideal for business travelers or vacationers, this beautifully designed unit on the 16th floor offers stunning city views, a full kitchen, and a relaxing...
Experience the beauty of Waikiki from Ilikai Tower!
You've found your home away from home! This condo is located on the 15th floor of the Ilikai Hotel and is the perfect spot for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai and watch the surfers riding the waves....
Aqua Aloha Surf Waikiki 214 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 214 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Corner condo with lanai, views of Bali Hai & ocean, AC, 2 pools & tennis courts
Hanalei Bay Resort 7301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Banana Building at Hanalei Bay Resort, this corner condo treats you to incredible views of Bali...
Poolside Convenience at Kamaole Nalu #104 - Your Ground Floor Oasis Awaits!nnnn
Kamaole Nalu #104 – Ground Floor Ocean View RetreatKamaole Nalu #104 is a two-bedroom, two-bathroom condo that combines the ease of ground-floor access with ocean views and a relaxed island setting. This spacious unit is perfect for families or groups of up to six...
Spacious 3-Bed 3-Bath Condo w/Ocean and Golf Course Views, Ideal For Relaxation
Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...
NANEA - Kauai Oceanfront Luxury Home with AC
This exquisite oceanfront estate was designed by famed architect Ralph Anderson and newly renovated by architect Tony De Jesus and interior designer Terry Hunziker. It has 300 feet of ocean frontage offering four oceanfront suites with unmatched ocean views from every...
ICC 43 Spacious 2BD Cottage Walk to the Beach!
International Colony Club 43 NEW LISTING Enjoy Your Next Maui Beach Vacation from North Kaanapali at this Charming Hawaiian Plantation Cottage! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
EL F201 1BR Condo with Lanai, Pools & Near Whalers Village
Eldorado F201 Experience the Maui Beach Resort Life from this 1 Bedroom Kaanapali Condo!Welcome to your Maui Retreat: This cozy one-bedroom, two-bathroom condo at the Maui Eldorado Resort in Kaanapali offers a relaxing getaway in one of West Maui's most sought-after...
Simple, Clean, Affordable Condo Across the Street from Beach
Hawaii Tax ID: TA-055-646-8224-01TMK: 390180030219Simple and clean one bedroom, one bathroom in quiet Building 3 of Maui Vista. Complimentary WiFi and parking space included. You will be sure to enjoy the convenience of this centrally located condo. With the full...
Dlx Oceanview Maui Studio...Updated. AC!nSteps to Beaches! Sleeps 4.
Aloha: Welcome to you own Deluxe Oceanview West Maui Studio ...featuring stunning Oceanviews! We are ideally located in West Maui, just north of Kaanapali resort. Our Deluxe Maui Condo rental features Central A/C to stay cool, In-suite Washer/Dryers, Color Cable TV and...
1 bedroom premium ocean view at Maui Sunset #B405...last minute deal!
Beautiful one bedroom, premium Ocean view at the oceanfront resort of Maui Sunset in Kihei. The unit sleeps five. Property has a beautiful lawn on the oceanfront, pool and hot tub. Amazing deal if you book a 4 week stay! We have four weeks available from April 16...
NEW! Chic DT Honolulu Executive Condo
2025 REMODELExperience Urban Paradise in Honolulu’s Financial DistrictDiscover the perfect blend of city living and tropical charm at this chiccondo in the heart of Honolulu’s Chinatown and financial district. Located onthe 20th floor, this unit offers partial ocean and...
Wailea Elua Village 1501 - 2 Bedroom Garden View Condo
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom garden view vacation rental is a short drive to the top Wailea and Kihei beaches for snorkeling, favorite restaurants on the south-side of the...
Central resort condo with pool, balcony, & grills - walk to beach & attractions
The Bamboo Oasis at Bamboo Waikiki #307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'True Hawaiian charm and central convenience combine at this one-bedroom resort condo. Ideally...
Delightful oceanfront Napili 1bd condo
Tropical, newly designed Napili Shores H263, is a 1-bedroom, 1-bathroom 2nd-floor condo with ocean views and can accommodate up to 4 guests. This low-density complex does not have elevators. The outdoor lanai provides dining and beach gear storage and a front-row seat...
2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's
Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...