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.
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
Short term rental approved by the state of Hawaii through at least 2030!Beachfront paradise! Enjoy whale watching and beautiful sunsets from your lanai and Sugar Beach in front of Kanai A Nalu (gentle surf). Your 'home away from home' has all of the comforts you need to...
Kapaa by the Sea TVNC #1312, Beachfront, AC, Walk to Town, Sunrise Views
Kapaa by the Sea - Oceanfront Kauai Beachfront Home – 3 Bedrooms, 3 Baths with 1,750 square ft. of living space. Welcome to Your Dream Vacation! Accommodates up to 8 guests, including children and infants.TAT ID #: TA-102-514-2784-01, TVNC: #1312. On-island manager,...
Great Vews from this Direct Oceanfront Condo with Lanai & Direct Beach Access
Kaanapali Shores 361Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Unparalleled ocean views await at this beautifully updated condo on the shores of North Kaanapali Beach. You’ll...
❤️PiH❤️ A Sea-nic Escape ★ Stunning Ocean View ★ Mauna Kea Resort
Brought to you by Paradise in Hawaii Luxury HomesWelcome to "A Sea-nic Escape", part of our Hawaiian Luxury Collection. "A Sea-nic Escape" at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
Ocean & mountain view home in amazing setting with pool - walk to Anini Beach
View House TowerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With incredible views that reach the ocean, pool, and Kauai's famous green mountains - on all four sides, this home is...
Ground-floor resort condo - ocean-view lanai - steps to beachside pool & hot tub
Islander on the Beach 142Our 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 walk to the sand
Ground floor, super clean corner unit with an ocean view in one of Maui's favorite south Kihei complexes. Across the street from the great Kamaole beach park 1. Six tennis courts, three pools and lots of barbecues for fun and entertaining. Big lanai and extra corner...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the Pacific...
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Knutson & Associates proudly welcomes you to this spectacular condo: Kona Mansions#301. This beautiful top floor corner, 1 bedroom, 1 bath unit has incredible ocean views! Right when you walk in, it's got the WOW effect!Being completely remodeled, notable features...
#21B Grand Champions Studio -Ulua & Mokapu beaches
Located in the heart of Wailea. Grand Champions is a 4-star world class resort that features two pools with whirlpool spas, BBQ facilities, and amazing beaches within walking distance! This studio DOES NOT include a full kitchen, washer/dryer.If you need a full kitchen...
Kona Magic Sands Condo
Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...
Charming Condo Steps from Waikiki Beach with Free 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...
Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach
Beautiful home at the Kiahuna Golf Village. Pool, gas BBQ, boogie boards, beach toys, beach chairs & beach towels. Relax by the pool & watch the golfers, or go to the beach! All three bedrooms have attached bathrooms, TV's and ceiling fans. The laundry room has a full...
Honu Ohana- Puako 59: Serene Tropical Oasis w/ Private Pool, Near Beaches & More
Honu Ohana- Puako 59 offers an exquisite haven on the Big Island, featuring a stunning interior of 3,776 square feet. This spacious vacation home comfortably accommodates up to 10 guests, making it ideal for families or gatherings seeking an authentic island experience....
Beachfront condo with amazing pool, grill, large lanai, & children's items
Tutu House - Lanikai 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you've been looking for paradise, you've found it! Nestled right on the beach and boasting spacious living...
White Sands Village#225: Incredible Wrap Around Lanai,Beachfront Complex, AC!
White Sands Village#225 is a great addition to Knutson & Associates Vacation Rental Inventory. The location is the Best in the Kuakini Tower at White Sands Village! Corner West Facing Location, incredible Ocean views to enjoy from the massive wrap around lanai. Unit#225...
Maui Eldorado J100: Premium location, ocean views
RARE OPPORTUNITY to rent this this privately-owned two bedroom prime location, ground floor room spacious 1600 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's Village. Enjoy...
REMODELED 1BD/2BA Whaler 1174 Ocean View
Whaler on Kaanapali Beach #1174 is one of our most popular one-bedroom, two-bath ocean view units with a wrap around lanai, located on the courtyard corner of Tower II. It's 11th floor location provides expansive views that stretch from the lush West Maui mountains...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Welcome to Turtle Bay Villa 205 by Gather, a serene second-floor studio retreat located on Oahu’s world-famous North Shore. Nestled within the 850-acre Turtle Bay Resort community, this elegant villa accommodates up to four guests and provides the perfect balance of...
Poipu Sands 221 Ocean-View Paradise
Summary:Spacious two-story retreat with sweeping ocean views and two private lanais. Poipu Sands 221 offers a light-filled layout, bedroom separation, pool and tennis access, and easy walks to Shipwreck Beach, Brennecke’s, the Grand Hyatt, and coastal trails. A peaceful...
Amazing Ocean/Beach Front, Pool Side, Ground Floor Remodeled 2 Bdr 2 Bath Condo
Super Hosts invite you to reserve your stay at our fully remodeled air conditioned condo unit. The unit has 2 Bedrooms, a Sofa sleeper, 2 bathrooms (sleeps 6 ) that have been fully remodeled. 1 King bed and two singles (the two singles can be combined into one king)....
Corner Unit with Gorgeous views from every room!
Kaleialoha #204Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower.A/C IN LIVING AREA! King Bed with all new Bali inspired furniture. 50" wall mounted flat screen...
Hanalei Bay Resort-A/C, Beach, Bali Hai Views from 3 Lanai's, Washer & Dryer
Hanalei Bay Resort is on the beautiful island of Kauai's Northshore. It is a luxury beachfront resort that overlooks Hanalei Bay. Offering exquisite Ocean and Mountain views with lush Hawaiian Gardens across 22 acres. It boasts 6 Tennis courts, 6 Pickleball courts, 2...
Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia
Permit # STWK 2016/0001 TMK (2) 3-8-002:069Charming beach house in old Spreckelsville, on Stable Rd, the world class location for wind-sports. House was built in the 1950's and boast the charm of Hawaii life by the sea. Large three bedrooms, two bathrooms with fully...
KAMAOLE SANDS 7402, REMODELED, AC, PARTIAL OCEAN, KAMAOLE BEACH PARK!
Welcome to our 2BR unit with partial ocean view located at the Kamaole Sands in South Kihei. This two story unit has plenty of space for your family and is just steps away from Kamaole Beach park and close to shopping, dinning and golfing.This 2BR/2BA unit with partial...
Kona Reef Unit A27
Kona Reef Unit A27 - Your Perfect Oceanfront Escape!Discover the enchanting allure of Kona Reef unit A27, a truly unique 1,020 square foot condo that stands out as one of the few available two-bedroom, two-bath units. This exceptional property offers an unbeatable...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has 1...
Makahuena 1204 AC Parital Ocean View, Single Story
Summary:Single-level 2-bedroom condo at Makahuena with partial ocean views and split-system A/C in the living room and both bedrooms. Features a spacious lanai, fully equipped kitchen, washer/dryer, beach gear, and access to the community pool, pickleball court, and BBQ...
Warm Aloha Vibes: Mountain Views, Short Walk to Beach, and Free 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...
Rare 3 Bedroom Ocean-Front!
Come have a FIRST CLASS experience at the beautiful Kahana Outrigger 2B1…it’s all been thought out! The amenities are here with all the detail you’d expect from a spectacular ocean-front experience. NEW high-end AC units in each room allow for maximum comfort and...
Completely updated inside at romantic beachfront resort
Enhanced COVID cleaning and disinfecting procedures for every check-in.Hanalei Colony Resort E3 - completely updated ocean view apartment in north shore Kauai's only true beachfront resort, recently voted one of Travel + Leisure's top 20 favorite resorts. Dedicated...
Luxurious 1BR Beachfront Waipouli Resort, AC, Steps to Beach, Garden Unit
Waipouli Beach Resort , Named Hawaii's #1 Resort** Waipouli, Kaua'ii, East Shore of Kaua'i, Garden Unit. Accommodates up to 4 guests, including children and infants.Conveniently located on the Coconut Coast, Wailua, walk to shops, restaurants, beaches and more! This...
Hale Ko Cottage - 2 Master Suite Cottage with AC in Poipu
Introducing Hale Ko, a recently remodeled single-story detached cottage nestled in the heart of Poipu, Kauai. This exceptional vacation rental boasts two master bedroom suites, each equipped with air conditioning for ultimate comfort. Experience comfort with our new...
Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!
Exquisite 2-bedroom, 2.5 bath house located in a private gated community on Ali'i Drive! With only 16 homes in this community, you can expect peace and serenity staying here on your Hawaiian vacation.Featuring an air-conditioned home with vaulted ceilings and two master...
🏖️Top Floor | Ocean View | AC | vrKCV
vrKCV - Vista Waikoloa A303, Professional Managed by Kona Coast Vacations Close to the Beach, Penthouse with LanaiExperience the best of Waikoloa Beach Resort at Vista Waikoloa Condo #A303, a stunning penthouse just steps away from Anaeho'omalu Bay (A-Bay), golf...
Spacious & Remodeled Maui Vista 3213 Corner Unit!
This beautifully remodeled one-bedroom, one-bath corner unit at Maui Vista is your ideal island escape! This spacious condo offers extra windows for abundant natural light, lush garden views, and cooling Maui breezes—plus the added privacy of a quiet end-unit.Sip a...
OCEANFRONT! Air Conditioned Corner Unit only 10 Feet from Water! See Reviews!
Maui Sands 4E is a Beautiful 2 bedroom, 1 bath, Air Conditioned Direct Oceanfront Condominium. This unit is as close to the spectacular Maui ocean as you can get! From December through April, enjoy a perfect vantage point from the Lanai for viewing the arrival of the...
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
Hawaii Tax ID: TA-144-497-4592-01 FRONT-ROW UNIT - STUNNING OCEAN & GOLF COURSE VIEWSWailea Ekolu #304 is a luxurious condominium situated at the front row of Ekolu on the 15th hole of the Wailea Blue Course with panoramic views of Molokini and Kahoolawe islands. Every...
Oceanfront CONDO,1 Bedroom, 1 Bathroom, Amazing VIEW, BEST VALUE
Maui Government Approved Short term rental located in the Hotel District. Direct beach access to North Kaanapali Beach from building. This unique property has a PANORAMIC VIEW and everything you will need for a dream vacation for 4 people. The condo has just been...
Pali Ke Kua 216 Amazing Panoramic View, idyllic retreat
Perched on the spectacular Princeville ocean bluff, Pali Ke Kua 216 offers one of the best 180-degree panoramic view of the breathtaking Bali Hai and the picturesque Hanalei Bay and pristine beaches below. This fantastic condo is an idyllic retreat from modern day...
Gorgeous Condo unit 2305 In Kihei With Ocean Views
Enjoy your Maui vacation in this bright and cozy modern one bedroom unit located close to some of Maui’s favorite beaches, golf courses, upscale shopping and dining experiences and select water sports. This unit sleeps up to 4; a queen sized memory foam bed in the...
Islander on the Beach Gorgeous Oceanview Studio Condo AC 2 Dbl Beds
Enjoy a beautiful Ocean View from the Lanai in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 258 is newly refurnished with quality, island-style furnishings: 2 double beds and accommodates up to 4 guests. There is a flat...
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Our one bedroom, one bath, non-smoking beachfront condo has amazing oceanfront views, and breathtaking sunsets from a private lanai. As you relax on the lanai, watch the Kihei Canoe Club glide by, as well as the waves breaking along the five miles of white sand...
AMAZING Ocean Front Penthouse in Princeville with A/C!
Hale Pali Moana 'Home on the Ocean Bluff' is a spectacular vacation rental!Pu'u Po'a #409 is located on the North shore in Princeville on a bluff overlooking Hideaway Beach, the Pacific ocean and adjacent to the 1 Hotel - Hanalei Bay.With spectacular views of Bali...
Expansive Ocean View! FABULOUS Location and Building Amenities!
Discovery Bay #3019-Resolution Tower - 1778 Ala Moana Boulevard(30-night minimum) ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.FABULOUS OCEAN VIEWS, FREE PARKING, WASHER/DRYER - THE BEST OF MONTHLY RENTALS! This spacious, 852 sq.ft. one-bedroom corner condo at...
Direct Oceanfront, Big Island Home
It won’t take long to understand why this 2-bedroom, 2-bath home is named ‘Sunrise Paradise.’ This Big Island vacation rental located on the Paradise Cliffs overlooking the Pacific features incredible panoramic ocean views. Enjoy hiking around the cliffs in front of the...
Spacious getaway w/Kitchen, Lanai, WiFi, A/C–#5309
Begin the day with a coffee on your private lanai overlooking the grounds while scoping out the best spot to relax poolside. The beautifully decorated kitchen has all the amenities guests desire to satisfy their cravings. The full kitchen has modern appliances such as a...
PK B201 Updated Condo w Ocean Views Pools AC
Papakea B201 Spacious 1BD/1BA West Maui Getaway with Ocean Views & AC in Kaannapali 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...
Beautifully remodeled! Partial Ocean Views! Top Floor! Palms at Wailea 1704
You're sure to have a fabulous stay! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This 2 bedroom 2 bath unit is immaculate and beautiful and comes equipped with all the amenities so...
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
“Ka’uiki” – Unit 101 – is a one bedroom, one-bath unit. Located in Hana Kai’s upper (Mauka) building, this vacation rental is a corner, ground floor unit with easy access. There is a king-size bed in the bedroom and twin day beds in the living room. The kitchen has a...