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.
Kamaole Sands Unit 3-407: Large 2 Bedroom Loft Suite with Garden views
Large two-bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured greenway. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living room, which allows this...
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...
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...
Fall Special! Hale Palila Volcano A-Frame Cottage with Hot Tub
Nestled on a golf course, this Volcano (Big Island, Hawaii) this large Hale Palila A-frame cottage is 5 minutes’ drive from the entrance to Hawaii Volcanoes National Park. There is a Queen bed in the loft area, and 2 sofa beds in the living room area to sleep up to 6...
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,...
New Listing! Contemporary design in a charming 1bd
Welcome to Kahana Manor 318 – Comfort, Convenience, and a Touch of Aloha. Located in the heart of Kahana, this thoughtfully updated 1-bedroom, 1-bathroom condo is a great choice for couples, small families, or friends—comfortably sleeping up to four guests. Just a...
The Hula's Retreat - Well Equipped at Waikiki Grand
☀ Legally permitted vacation rental ☀ — Waikiki Grand Hotel® —134 Kapahulu Ave, Suite 217Workstation & fully equipped kitchenette.Fully equipped comfort greets you when you open our door to Waikiki Grand Hotel® suite 217.Whether visiting for 2 days or 2 weeks,...
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...
Explore Maui from our Cozy Oceanfront Room | Pets Are Allowed
This listing is for a room within a hotel.✦ Your room is 272 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Daily cleaning services included in the nightly price.There are a few additional details to know...
Maui Ka’anapali Villas #409: One bedroom one bath garden view
Maui Ka’anapali Villas #409: One bedroom one bath garden view on N. Kaanapali Beach with Pool and Beach AccessThe space: Recent updates include all new living and dining room furniture including a new queen size chaise sleeper sofa. Full-size stainless-steel kitchen...
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...
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 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
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....
STUNNING Unobstructed Ocean View*Beachy Remodeled Condo
* *PLEASE NOTE: There will be on-going roofing repairs happening at the complex from May 5th to Nov. 4, 2025. During this time, there will be intermittent periods of loud noise Mon-Fri from 8am-5pm as they remove the existing roof of the building and prepare to install...
@ Marbella Lane - Sunshine Seascape | Ocean View
Summary:Embark on a retreat to our contemporary haven boasting tranquil ocean views. This getaway offers all the essentials for a perfect stay. Marvel at the view through ample windows, unwind on the expansive terrace enveloped by lush foliage, and relish moments of...
Penthouse B - 2br on 33 Floor, Spectacular Ocean Views! Book Now at Best Rate
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio
Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...
2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything
Aloha, our spacious 2bedrooms, full bathroom with full equipped kitchen is the perfect place to call home as you enjoy the Big Island of Hawaii. Fully fenced around the property with key code to enter, guests will feel more private staying at MaiLan Hale . Located in...
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...
Keauhou Akahi 312: Oceanview Condo w/ Shared Pool, Spacious Lanai & BBQ
Set above the Kona Coast, Keauhou Akahi 312 offers a spacious and practical retreat with panoramic views of the Pacific Ocean and Kona Country Club golf course. This third-floor condo blends comfort and convenience with an elevated perspective of Keauhou Bay, where you...
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...
Nicely Updated Home Close to Beach, Charming Personal Touches, Great Location
If you're looking for a stylish, 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,...
Monthly Discovery Bay 2904 2 Bedroom Ocean / Sunset / Marina 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
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 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...
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...
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...
WE 1509 Beautifully Remodeled Wailea 2BD w Ocean Views AC Pools Golf Course
Wailea Ekolu 1509 Luxurious 2Bedroom Wailea Villa on The Wailea Blue Golf Course with Expansive Occean Views, AC and Pools. Close to Beaches, Shops, Restaurants, Tennis FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
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...