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.
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Welcome to Prince Kuhio 305, where you can relax and enjoy the ocean view from our third floor condo. Just 100 yards from the ocean, you can hear the sounds of the waves at night. You are only steps away from the beach, where turtles can be seen bobbing their heads and...
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
You'll love this fully remodeled home with a peekaboo ocean view and split system A/C! A one-bedroom, one-bath condo in the heart of Poipu at Kiahuna Plantation. Being conveniently located within walking distance of several shops and restaurants makes this the perfect...
KRV 1612 Remodeled 2BD Kapalua Villa Ocean Views Heated Pools
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Worldmark Kihei, Maui - 2 Bedroom Condo, Across Street From Beach
A family friendly resort, WorldMark Kihei is directly across from lovely Kameole beach and located in south Maui. You will find many options for dining and easy access to water sport rentals and snorkel trips, scuba and whale watching boats.King in Master, 2 Twins or...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Maui Resort Rentals: Honua Kai Hokulani 818 - Upgraded Top Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully upgraded top floor "penthouse" suite boasts one of the best one bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...
KS 936 Spacious Penthouse Studio w Ocean Views AC Pool
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...
Diamond Head View at Waikiki Sunset w/ Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Studio 605 at the Waikiki Grand Hotel Hawaii
Legally permitted rental ☀Waikiki Grand Hotel®☀134 Kapahulu Ave #605⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...
Kapaa Shore A201 Oceanfront - New Listing!
Kapaa Shore Resort Unit A201 Oceanfront 2nd Floor Oceanfront Resort Unit A201 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanfront' Unit A201 at Kapaa Shores offering a stunning ocean view with watercolor sunrises,...
Wonderful Maui Sunset Condo 1br 2ba, at Beachfront Resort!n
GREAT VALUE ON THE BEACH! WELCOME TO PARADISE ! We offer clean, sanitized and comfortable accommodation for our guests. Free Parking. Prep your gear --Windsurf/Kitesurf/Kiteboard right on our beach!! Very close to Paddle board and Surfing beaches. The best Sunsets on...
Live in Luxe Style w/Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 10413
Unit 10-314 is a 1200 sf 2-bedroom vacation condo on the top floor with views of Kamaole Beach Park III (both elevator and stairs are available). Stylishly decorated with island charm, this unit offers air-conditioning, WiFi, mounted flat screen TVs in the living room...
Mana Kai Maui Resort condo with WiFi & private W/D - waves await
Mana Kai Maui Resort 602COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Studio With Full Kitchen In Waikiki! Just Minutes To The Beach!
Construction Notice 8/11/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late September to early November. The project is expected...
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 air conditioners in the bedroom, loft bedroom and living room. The beaches are...
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
Luxury 2-bedroom, 2-bath beachfront villa with stunning views of lanai, Molokai & Maui's coast. Enjoy sunsets, whales & resort amenities-perfect for unforgettable Family memories in paradise.*Special Offer: Book any KBM rental home in Hawaii for 6 nights or more with an...
Wailea Beach Villas | PH504
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on...
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...
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi Kai 601, enjoy a bright, warm, and welcoming villa within this oceanfront tropical garden resort with vewly installed A/C as of...
Hilo SunShine Rental.2bds1ba,common swimming pool.
Two bedroom have window Air condition!The apartment is located in the center of Hilo, with an area of 575sf, located on the second floor, with two bedrooms, one living room, one bathroom and one balcony. Brand new decoration, brand new furniture! The community is...
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
LITERALLY A FEW STEPS FROM THE BEACH AND OCEAN!You'll love staying in our home-away-from-home. If you're looking for a quiet, serene spot away from the crowds, look no more. Our photos are up-to-date & show accurate views of the condo & property. Our nightly rate is an...
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...
Malia Kai#5: Beautiful Townhome in Heart of Kona Town: Walk to everything!
Malia Kai#5 is a unique & special rental opportunity for your upcoming Hawaii Vacation! Enjoy Townhome Living with no one above or below you in the heart of Kona Town! You'll notice this intimate complex is extremely peaceful & the perfect oasis for one to enjoy the...
🏖️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...
Air-conditioned, elegant and spacious, golf course view, walk to beach!
Enhanced COVID cleaning and disinfecting procedures for every check-in.Emmalani Court is a small tranquil Princeville condos complex adjacent to the Makai golf course, offering scenic ocean and golf course views, large air-conditioned units, and convenient access to 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...
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...
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...
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...
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...
Beautiful Beachfront Resort, Resort and Oceanview Unit, 4 pools, 2 Jacuzzis,
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is an amazing first floor studio in building 4 (building closest to the beach), with a patio facing the pool/resort area with ocean views. Step out your door, and short...
Aston Whaler at Kaanapali 770: Sweet 7th floor 1 Bedroom Ocean View Condo
Enjoy Maui in comfort in this sweet, home-like condo located on Kaanapali Beach. The tasteful interior design, wide-open layout, and seventh story views of the horizon on the Pacific Ocean truly transcend you into vacation mode.The bedroom has a California king bed 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...
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...
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...
Tropical condo near the beach with shared pool, hot tub, & private washer/dryer
Tropical Getaway at the Shores Waikoloa Beach #138Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha Waikoloa Beach! Escape to sheer tranquility when you stay at this luxe condo....
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...