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.
Beautiful Kihei Condo - Walk to the Beach!
Experience the stunning beauty of Maui up close and personal at this 1-bedroom, 1-bathroom vacation rental just a short walk from the bright blue waters of the Northern Pacific Ocean. Designed for couples and small groups of avid travelers, this centrally located condo...
Perfect South Shore Island Getaway, Walk to Beach!
Enjoy the very best of Kauai’s sunny South Shore from this peaceful, private garden-view condo in the heart of Koloa. Located just minutes from Poipu Beach Park, Shipwreck Beach, Spouting Horn, Old Koloa Town, and Port Allen, this charming retreat is the perfect home...
Ground-floor beach studio - ocean-view lanai, AC, steps to pool & hot tub
Islander on the Beach 157Our 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...
Ocean-View Studio Suite with Easy Beach Access, Shared Pool & Hot Tub
Maui Kai 507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This oceanview suite at the Maui Kai is the perfect home base for your next vacation to Hawaii! You'll experience a...
Hale Kamaole 240 Second floor condo, easy access to best beach on Maui!
Very comfortable one bedroom condo with Partial Ocean and Garden View. Beautiful Rattan furniture in living room & dining room. Queen hide-a-bed in living room. Spacious kitchen cabinets. Bedroom has new queen pillow top bed with nice bedroom furniture. Desk area across...
Kona Isle B31 Top Floor, Oceanview, & AC!!!
B31 at the Kona Isle is an amazing top floor condo in building B. This corner unit has had considerable upgrades made by the home owners that include: All New Furniture, Vinyl Plank Flooring throughout-No more carpet!, Quartz Countertops in Kitchen, Cabinet Upgrades,...
Maui Sunset B403 ~ Lovely and feels like home!
One bedroom, two bath with good partial ocean views, fourth floor condo. Good walking, windsurfing, kite surfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
Spectacular Oceanfront 4 Bedroom
Aloha and E Komo Mai (hello and welcome) to our beautiful direct oceanfront home with 4 bedrooms and 2.5 baths. We enjoy endless unobstructed ocean views and spectacular Maui sunsets! With the backdrop views of the surrounding Islands of Lanai, Molokai, and Kahoolawe....
KONA MAKAI#2-303: BEAUTIFUL TOP FLOOR OCEAN VIEW IN OCEANFRONT COMPLEX W/AC!
Unit#2-303 is a excellent top floor unit with a loft, Enjoy gorgeous views of the ocean, waterfront pool, and tropical landscaping!The Kona Makai is a beautiful, sunny, highly sought after Ocean Front Complex located on famous Ali'i Drive just 1.3 miles from Kailua...
KMN 318 New Listing Kahana Condo w Pool Across Street from Beach Above Dining
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Oceanfront Maui Paradise | Sunsets | Whale Watching | C10
Experience paradise at Ma'alaea Surf C10, a luxurious 2-bedroom, 2-bathroom oceanfront condo offering breathtaking sunset views and prime whale watching during winter months. This thoughtfully designed vacation home features a spacious open-concept living area, a...
Holua Kai #20: Tropical Ocean View Retreat at Holua Kai w/ Private Pool/Spa & AC
Holua Kai #20 welcomes you to a refined coastal retreat along the Kona Country Club’s Makai Golf Course, where sweeping ocean vistas meet the comfort of a gated, pedestrian-friendly community. Designed for both relaxation and connection, this two-story home blends...
Refreshed Tropical Private Ocean View Retreat On South Shore
Experience the best of Poipu from this stunning oceanview condo on Kauai’s sunny south shore! Located in the heart of Poipu, this spacious, resort-style home offers everything you need for the ultimate Garden Isle vacation. Just a short walk to world-class beaches,...
Comfy Studio at World-Famous Ilikai! Full kitchen, free Wi-Fi, and more!
Ilikai #607 – 1777 Ala Moana Blvd.Relax in this 6th-floor City View studio at The Ilikai, the perfect launching point to explore everything that Waikiki and the rest of Oahu have to offer! You'll appreciate the full kitchen, air conditioning, free Wi-Fi, and the...
Maui Resort Rentals: Kaanapali Alii 353 - Expansive 2BR w/ Stunning 5th Floor Ocean Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 1/8/2025 to start taking bookings on April 11th, 2025!Nestled just one stack from oceanfront, in the heart of...
The Hula's Retreat - Well Equipped at Waikiki Grand
☀ Legally permitted vacation rental ☀Waikiki Grand Hotel®134 Kapahulu Ave, Suite 217Fully equipped comfort greets you when you open our door to Waikiki Grand Hotel® suite 217.Whether visiting for 2 days or 2 weeks, we've tried to ensure everything you need is on...
Hale Ohana – Bali-Inspired Beachfront Luxury
This stunning 6-bedroom Bali-inspired villa on the North Shore of Oahu offers an exquisite blend of tropical luxury and modern comfort. Nestled right on the beachfront, the villa boasts unobstructed ocean views and direct access to the pristine sandy beach. The...
Maui Vista 3112 Lovely Remodeled unit on the Ground Floor with Large Lanai
Book with us and come to Maui to explore everything we have to offer!Ocean view tropical escape. A short stroll to beautiful Charley Young Beach, directly across the street from your unit. Completely remodeled with porcelain tile, full size washer/dryer, Cherry wood...
Napili Bay Steps from Ocean! Nb204 - Sullivan
Napili Bay is without exception one of Maui’s favorite beaches. The crescent-shape beach is located just north of Kaanapali and about 1 mile from world renowned, Kapalua. Napili Bay is known for its golden sand, amazing colorful sunsets, snorkeling and gentle surf....
Two-story condo with 2 lanais, pools, hot tubs, tennis & gym - near beach/golf
Waikoloa Colony Villas 2401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gaze out across manicured gardens and rustling palms from your two shaded lanais at this bright, breezy...
Diamond Head Ocean Views! Parking/Wifi included
Panoramic views of Diamond Head Crater and the ocean is the WOW factor to this unit on the 31st floor in the Royal Kuhio!Newly upgraded bathroom to a “luxury 5 star spa”. Also the unit has “washer/dryer combination”.The spaceOpen floor plan featuring a "pocket...
The Ocean- Cozy Condo in the heart of Kona
Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...
Kuhio Village 702 Private Waterfall Room with Mountain View!
Kuhio Village 702 Private Waterfall Room with Mountain View!Great Studio for someone doing a vacation on a budget! Kuhio Village 702 offers accommodations in Honolulu, just 650 feet from Saint Augustine by-the-Sea .ONLY 2 MINS 2 BEACH!! The property features views of...
Marina Hawaii Vacations - Prime Waikiki Location, Beach is Minutes Away!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Lanai access will be restricted from early October, until the anticipated completion of the project in...
Amazing Location with AC and WiFi and Amenities
This newly renovated apartment is a short 2 minute walk to the iconic Waikiki Beach. Enjoy a bright, indoor/outdoor living space, a fully equipped kitchenette, and access to an array of nearby shops, restaurants and cultural activities such as surf lessons and rentals....
Affordable, OCEANFRONT 1 bed/1bath condo at Kaanapali Shores - Unit 422
Discover the perfect Maui vacation value at this fully furnished 1-bedroom, 1-bathroom condo at the popular Kaanapali Shores Resort — a true oceanfront gem on one of Maui’s most desirable beaches. This unit offers the space, amenities, and location of a premium...
Lanikai Paradise across the street from the beach with AC and Parking!
Welcome to your tropical escape in the heart of Lanikai, across the street from one of the most breathtaking beaches in all of world. This licensed short-term rental offers comfort, style, and space. Additional bedrooms are available to sleep up to 16 guests!- 4...
Ninth-floor condo with heated pool, hot tubs & sauna - walk to Waikiki beaches
Waikiki Banyan #908Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'All of Waikiki is yours to explore on foot when you escape to this comfortable, breezy condo on the ninth floor of...
Wailea Elua Village | 401
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline.The condo features an...
Sunshine + Rainbows = #1206 at Valley Isle with Direct Ocean Front Views!
Ocean front condo on the ocean in Kahana. Bring your DVD's from home and watch them on the 27" LCD TV. Front row seats for whale watching! The Humpback Whale season starts its 6-8 week migration to Maui from Alaska in the Fall! Here are some interesting whale...
Conveniently located! South Kihei - KKN #266 - 1 Bedroom / 1 Bath Garden Unit
Special Introductory Rates April & May 2025!! - Discover Your Ideal Retreat at Kihei Kai Nani 266Nestled in the heart of Kihei, across the stunning Kamaole Beach, Kihei Kai Nani 266 offers a serene escape for those seeking tranquility and comfort. This newly listed...
Nicely Updated Home Close to Beach, Charming Personal Touches, Great Location
If you're looking for a chic, carefully put together retreat that'll make you feel right at home, Puamana 26B is the place for you! This two-story island townhouse has two comfortably furnished bedrooms, with a queen bed downstairs and a king in the upstairs loft, and a...
Home Away from Home w/Pacific View, Chic Kitchen, Free WiFi–Waikīkī Shore #1410
Gorgeous Pacific views shine in this upgraded deluxe one-bedroom with island-style décor. Homey amenities include a stainless steel-equipped kitchen, lanai, living room with flat screen, washer/dryer, WiFi access, air conditioning and ceiling fans. The only beachfront...
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 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
Experience the best of West Maui by booking a stay at the Royal Kahana, one of the most sought-after locations on the island. Imagine lounging on your spacious lanai, soaking up the breathtaking ocean views and watching turtles and whales swim by during their season....
Ohala Oasis 2 Bedroom Apartment
This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...
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...
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...
Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-AC, Wi-Fi
Welcome to Kamaole Sands 4-407, a top-floor penthouse condo with stunning ocean views, perfect for your South Maui getaway. This spacious unit comfortably sleeps up to six guests, making it an ideal retreat for families or friends. Located in Building 4 of the Kamaole...
WE 1509 Beautifully Remodeled Wailea 2BD w Ocean Views AC Pools Golf Course
FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S3)*One...
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...
Wailea Ekahi Village | 40F
Discover the charm of Maui from the comfort of Wailea Ekahi 40F, a beautifully appointed one-bedroom, one-bathroom condo located in the desirable Wailea community. This inviting vacation rental combines modern amenities with a touch of tropical elegance, offering a...
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...