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.
Bright 1 Bedroom W/Lanai - Kamaole Sands 1205
Kamaole Sands unit #1205: Step inside the condo with keyless entry to a bright and airy living room set with plenty of seating and furniture for relaxing, dining, or entertaining. Complete with a queen murphy bed this condo comfortably accommodates up to 4 people. Large...
Right ON the beach, sleep to the sound of the surf!
Enjoy beachfront views AND stunning mountain views from this charming upstairs apartment. Recently voted one of Travel + Leisure's top 20 favorite resorts, these unique Hanalei vacation rentals at Hanalei Colony Resort are just steps away from the secluded sandy beach...
Nihilani 3 Br, 2.5 Ba, Garage, Pool, Jacuzzi, BBQ area, Resort Living, no AC
koʻu hauʻoli ka hale i loko o Princeville (my happy home in Princeville) -The Townhome complex of Nihilani is situated in the world-renowned Princeville Resort on the Garden Island of Kauai. The home is located in a neighborhood on a magnificent bluff between the...
Summer Special On 18th Hole closest to Hotel and Beach, Split Air Conditioners
This condo is called 'The 19th Hole' because it is located on the 18th hole of the Fazio Golf Course. It is as close as you can get to the Turtle Bay Hotel from Kuilima condos. There are split system air conditioners in the bedroom, loft bedroom and living room. The...
Enjoy beautiful garden views in Maui's paradise
Kamaole Sands 7-103 is a 1-bedroom, 2-bath condo situated on the ground floor level and can accommodate up to 4 guests, featuring a split A/C system in the living area. Beautiful garden views await you to enjoy paradise from the comforts of your private lanai. Dine al...
KBM Resorts | FREE CAR | Kaanapali Shores | Ground Floor, 2-Bedroom Condo - Steps to Pool & Beach! KS-155
** 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...
Mid-Term Stays in Gorgeous Condon Kona, Big Island
Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...
NEW, BEACHFRONT KONA REEF ALOHA CONDO WITH A/C
Located on the first floor, Kona Reef #B7 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...
Bamboo Treehouse for 2 Near Volcanoes National Park
This secluded Treehouse is just minutes from the National park. Beautiful features, inside and out. Test out treehouse living while you enjoy Hawaii. Perfect for couples with 1 queen bed (We only allow 2 guests at a time) and is perfect for any romantic couple wanting a...
Completely remodeled TOP FLOOR condo OCEAN View & 3 min walk to Kahana beach!
Welcome to MauiOhana condo! One bedroom, Top Floor unit with ocean view. Kahana Beach is right across the street where you can soak up some sun and swim in the warm crystal clear ocean. A perfect way to enjoy the beauty of the Maui island!!! Amazing Central West Maui...
OCEANFRONT RESORT- Gorgeous 1Bed/1 Bath -Kihei Sands Beachfront Condo-A12
Whale season is in full swing, and so are our prices - dropping to give you the best deal of the year! Come Experience these gentle giants from your oceanfront retreat, bask in the sun, and savor the laid- back luxury of winter on Maui. You'll love staying in our...
Seaside retreat - Twelve steps to the sand! Private and romantic.
2024 Traveler Award winning rental, Hanalei Colony Resort I2 is unique among north shore Kauai condo resorts. These Hanalei vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I2 is literally just a few steps to the...
WEK 37C Getaway at Wailea Retreat w AC Pool Near Beach and Golf Course
Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furnished and a Short Walk to South Maui Beaches FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
🏖️Newly Remodeled Kitchen and Bathrooms | AC | Ground Floor | vrKCV
vrKCV - Casa de Emdeko 136, Professionally Managed by Kona Coast VacationsWelcome to Paradise on the Big Island of Hawaii! Casa De Emdeko, an oceanfront condominium complex, offers an unparalleled vacation experience on the Kona Coast. Boasting a rare oceanfront...
Maui Resort Rentals: Honua Kai Konea 515 - Upgraded 5th Floor Oceanview Studio
Incredible ocean views await you within steps of entering Konea 515, an opulent oceanview studio that provides impressive vistas of the Pacific Ocean and solitude from the prevailing trade winds. Relax and reconnect in the ample living space fully appointed for your...
Top floor with oceanfront views, beach gear, private lanai, pool
Sealodge J9 offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows with full unobstructed ocean front panoramas. The decor is fun and island-themed, the...
Luxe getaway with pools, hot tub & washer/dryer - the waves are waiting
Maui Kamaole I102Our 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...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Quiet condo with lanai, pools & hot tubs - walk to the beach
Maui Kamaole M104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegant island living awaits at this quiet condo. Enjoy a quiet location with convenient access to the best of Maui,...
Tranquil Groundfloor Retreat - Wailea Ekolu Village 401 - Close to Pool & BBQ!
Wailea Ekolu #401 – Your Ocean View Wailea RetreatSurround yourself with sunshine, palm trees, and endless ocean views at Wailea Ekolu #401. This spacious two-bedroom, two-bathroom ground-level condo offers a serene island escape in one of Maui’s most desirable...
Princeville - Cliffs 2-109 Spacious, Affordable 1BR/2BA Condo
Beautiful designer interior open floor plan condo with all you need for a grand vacation. Situated in the resort of Princeville, The Cliffs has a wonderful poolscape with waterfalls, hot tub, and special area just for children. A very relaxing and tropical feeling.First...
Kapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC
Kapaa Shore Resort A207 on the Coconut Coast of Kaua'i, Oceanfront, 2nd Floor Condo. Kaua'i Vacation Rental in Kapa'a Town, Kaua'i. As Recommended in Frommer's Kauai Guidebook. Oceanfront living at it's finest! Accommodates up to 3 guests, including children and...
Hoyochi Nikko A Quaint Oceanfront Retreat in Maui
Hoyochi Nikko 202This two-bedroom unit features a master bedroom on the main level with a king-size bed and a spiral staircase leading to a large lofted second bedroom with a queen-size bed. The unit is tastefully decorated with many custom features, and high vaulted...
Menehune Shores #423 – Stunning Ocean Views and Relaxation Awaits
Menehune Shores #423 – Two-Bedroom Ocean View RetreatWelcome to Menehune Shores #423, a two-bedroom, two-bathroom condo offering sweeping views of the Pacific Ocean and the perfect balance of comfort and convenience. With modern finishes, split-duct AC, and an...
Spacious Ocean View Getaway On The North Shore!
Discover the ultimate vacation destination on Kaua‘i’s breathtaking North Shore at The Cliffs, perched 200 feet above the Pacific Ocean and just a short walk to the stunning Hideaways Beach. Located in the heart of Princeville, this resort-style retreat offers...
Top Floor Remodel! Ocean & Fairway Views Ekolu 908
Beautiful and completely remodeled! The moment you walk through the front door, you will be mesmerized by the views and the beautiful upgrades! This top floor unit features a gourmet kitchen with granite counter tops, stainless steel appliances, custom made cabinets and...
Ocean-View Kihei Condo w/ Pool Access!
If you're in the mood for a relaxing tropical getaway, escape to this recently remodeled Kihei vacation rental. Perfectly situated only steps from the beach, this impressive 2-bedroom, 1-bath condo is ideal for a family or group of ocean-loving friends looking to...
Maui Kai #203 OCEANFRONT - VIEWS ALL DAY LONG!
### PLEASE REFER TO => https://www.vrbo.com/2254443?adultsCount=2&arrival=2021-08-18&departure=2021-08-25. ###Air Conditioning Kitchen Laundry Non-Smoking Outdoor Grill Parking Patio Pool Spa Satellite Or Cable TV Wireless InternetTHE CONDO YOU SEE IS THE CONDO YOU...
Hale Hui Kai 212 Panoramic Ocean and Beach Views
The condo is located at Hale Hui Kai, with panoramic views of the ocean, Keawakapu beach in both directions, and a front-row seat for Maui sunsets and whale watching in the winter months. This private oceanfront condo is on the second floor of the south side of the...
Oceanfront Kauhale Makai - Luxury 1 Bedroom ~ Central Air & Ocean View
Aloha,You've discovered a listing for a luxurious one-bedroom condo on the top 6th floor. Granite countertops, stainless steel appliances, tile floors, travertine bathroom, two 40' LED TVs.The convenient floor plan allows unobstructed views of the ocean bay and West...
Breathtaking Views! A/C, Wi-Fi, Washer/Dryer, and Parking!
Windsor #1801 – 343 Hobron Ln.(30-Night Minimum Stay. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This inviting 18th floor condo at the prestigious Windsor is calling to you! With A/C and 625 square feet of living space (no balcony/lanai). 3-person max.A stately...
Luxury in Waikoloa! 2-bed, 2-bath condo with golf course views + outdoor kitchen
Looking for a luxurious and comfortable vacation rental in Waikoloa, Hawaii? Look no further than this stunning two bedroom and two bath condo at the Waikoloa Beach Villas.With a magnificent golf course view and an outdoor kitchen, this condo is the perfect place to...
View from the top! Whale watching from oceanfront top floor!
Welcome to Sealodge F9! This charming oceanfront apartment is a fantastic value in the sought-after Princeville community on Kauai’s north shore. You’ll love the incredible views—watch for whales from your lanai or enjoy the oceanfront scenery without even getting...
#324-Oceanview Maui Condo - Sunsets and Whale Watching!
Welcome to Menehune Shores 324, your oceanfront oasis in South Maui featuring breathtaking sunset views and prime whale watching during winter months. This beautifully appointed 2-bedroom, 2-bathroom condo offers a spacious open floor plan with a fully equipped gourmet...
Direct oceanfront condo with pool & hot tub
Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...
Hale Kamaole 205 Second floor condo, easy access to best beach on Maui!
Great Ocean View and Privacy in an Ideal Location Near the Office, Lower Pool, BBQ Area, Park, and Beach! Cal-King bed in bedroom, queen sofa sleeper in living room. New Flat Screen Televisions in living room and bedroom. Second floor end-unit near stairs and elevator...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2 bedroom, 1 bath apartment unit just a 2 minute walk to Famous Poipu Beach and Brenneckes Beach. Portable AC in the living room...
Offers dramatic views of the Pacific Ocean.
Sealodge E-5 is a lovely, oceanfront condominium surrounded by lush, tropical foliage and a well manicured landscape. Its location near the edge of a bluff above the coastline offers guests dramatic views of the Pacific Ocean. Throughout the year, you may see playful...
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Stunning Oceanfront View Top Floor Condo at Wailua Bay View Awaits YouPicture Perfect Oceanfront View from this top floor condo at Wailua Bay View. Enjoy the coastal view at this tastefully furnished condo. The white sand shoreline, amazing colorful sunrise and the...
Gorgeous Modern & Sophisticated Remodeled Ocean Front 2 Bedroom Condo
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***POOL WILL BE CLOSED FROM SEPTEMBER 9-13th of 2024***Beach chic, stylish and modern condo, completely remodeled ocean view condo at Maui Sunset waiting for you! This tropical oceanfront complex has long...
Kona Bali Kai#204, DIRECT OCEANFRONT, ELEVATOR ACCESS, SPECTACULAR VIEWS
Knutson & Associates is proud to be representing Kona Bali Kai#204, an incredible DIRECT OCEANFRONT 2 bedroom, 2 bath condominium in the Kona Bali Kai Development. This spectacular property has an amazing lanai with incredible ocean breezes. Enjoy outdoor dining for 4 &...
Modern 3-Bedroom Waikiki Luxury Suite! Great for Families! Full Kitchen, Pool
Luana Waikiki #M350 – 2045 Kalakaua Ave.Your family will feel right at home in this rare, modern 3-Bedroom/1-Bath suite with full kitchen. Located on the exclusive Mezzanine level with a semi-private entrance, this condo boasts over 1,600 sqft of living space.This...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
Rustic Beach+Modern Décor. Luxe Condo w/WiFi, Full Kitchen – Waikīkī Shore #410
Renovated in 2015, this unbelievable one-bedroom one-bathroom suite offers serene Fort Derussy Park views from the fourth floor. Spend mornings sipping coffee or evenings enjoying a glass of wine on your furnished lanai. Cook fantastic meals in your upgraded kitchen...
Kihei Akahi C-513 | Steps to Kamaole Beach II
Welcome to Kihei Akahi C-513—your stylish island retreat on Maui’s western shore. Located just 30 minutes from OGG Airport, this beautifully appointed fifth-floor condo offers stunning ocean views, full air conditioning throughout the entire unit, and the perfect...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo on the 17th floor has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. You won't find...
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
POIPU CRATER 12 AT KOLOA KAI VACATION RENTALSA Secluded Tropical Oasis in PoipuEscape to Poipu Crater 12, a charming 2-bedroom, 2-bathroom condo nestled in the lush and tropical surroundings of an ancient cinder cone crater. This unique setting offers tranquility and...
Kihei Oceanside Escape w/ Balcony - Steps to Beach
Feel right at home when you arrive at this 2-bedroom, 1-bath oasis, nestled just steps from Maui's turquoise shores! The vacation rental features access to Kihei Holiday community amenities, including a hot tub and barbecue area that's ideal for relaxing and enjoying...
Beachfront Studio on Waikiki Beach! Waikiki Shore 1014,steps from the sand!
Alohana at Waikiki Shore #1014 Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This gorgeous studio at...
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Privately owned Studio on 4th Floor with Balcony, comfy Queen bed, Kitchenette, Free Wifi, Elevator, Heated Pool, Jacuzzi, Facing West, Non-smoking.Aloha!This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the...