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.
Lush tropic stay with a lanai, washer/dryer, shared pool, hot tub, & game room
Greens At Waikoloa J101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha paradise! During your stay at Greens At Waikoloa, enjoy scenic views of Hawaii's natural flora and fauna,...
Oceanfront Paradise with private lanai overlooking Kailua Bay
Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front dining. Big Island...
Updated Papakea oceanview condo, & all the amenitiesn
Welcome to Papakea E-206. This beautifully updated ocean view condo is the perfect island getaway. This unit features all the comforts & amenities you'll need to feel right at home. Fully equipped kitchen, oversize fans in every room, split AC unit in living room &...
Maui Sunset Vacation Rentals condo suite A515
A-515 is the best. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Premium renovations top off the experience, although you'll spend most of your time out on the private view deck. Large private condominium...
Sandpiper 133B - updated and renovated studio in Princeville
Clean, modern, studio with kitchenette. Completely renovated December 2018 - everything is new including floors, cabinets, interior paint, shower, vanity, fixtures, ceiling fan, furniture... There is a comfortable queen bed and an air mattress (twin or queen) can be...
Maui Resort Rentals: Honua Kai Konea 610 – 6th Floor 1BR w/ Partial Ocean & Mountain Views
Konea 610 is a luxurious 6th floor one bedroom partial ocean view suite that offers epic sunrise and frequent rainbow views. This 1BR/1BA suite offers expansive vistas of the West Maui Mountains coupled with glimpses of the Pacific. The suite is ideally suited for small...
OCEANFRONT RESORT - Spring Pricing! Kihei Sands Beachfront Condos -B13
Are you still looking to book that perfect summer vacation? Airline prices are dropping and it's the perfect time to come to the Valley Isle and find out for yourself why Maui No Ka Oi - Maui is the best! Take advantage of these incredibly discounted nightly rates...
Mauna Lani 3 BR Luxury Villa - Best Value in Mauna Lani!!!
Our villa is furnished in a casual tropical island theme with all new wide plank flooring throughout. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very large, has an 10-ft living room ceiling, and has no one...
Kauai Kailani - Steps to Beach Oceanfront Pool - Fully Renovated 2 Bdm Condo
Kauai Kailani a Beautiful Garden View! A 2 Bedroom Condo located along the famous Coconut Coast on Beautiful Kauai East Shore!The Experience: Peaceful in this nicely decorated condo just steps to the beach!And, there is AC in this condo! Sleeps up to 6! King bed, 2 Twin...
Oceanfront IS310 - Charming One Bedroom Maalaea Bay is an Incredible Value
As soon as you open the door to Island Sands #310, you are immediately struck by the breathtaking views. Looking out from the balcony, you can see the entire Kihei coastline stretching out before you, with Haleakala towering majestically in the background. The...
Ho'omaha Haven, Modern Remodel, 2 Kitchens, A/C
Welcome to our 5-bedroom modern retreat on Oahu's sunny west shore! This is a top/bottom duplex with separate entrances and is rented as a whole home. There are three bedrooms and two bathrooms upstairs and two bedrooms with a third bathroom downstairs. This newly...
Kona Coastal Getaway – A Short 5 min Walk from Beach, Shops & Vibrant Ali‘i Dr!
Experience the best of Kona in this bright and inviting retreat! Located within 5 min walk to grocery stores, Historic Ali‘i Drive, downtown, and the pier, this cozy getaway offers the perfect blend of convenience and island charm. Enjoy the airy living space, modern...
Stylish Ocean View Condo Near 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...
Beautiful Hali'i Kai Villa in Waikoloa Beach - Recently remodeled!
Welcome to our beautiful two bedroom, two bathroom villa in gorgeous Hali’i Kai. Located in the world-famous Waikoloa Beach Resort, our fully furnished villa will pamper and refresh you with breathtaking views and freshly updated modern conveniences. Fresh paint,...
Waterfront Condo with Resort Pool & Hot Tub - Short Drive to Lahaina
Paki Maui 423Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to paradise! Kick back on the classic Hawaiian rattan love seat in this two-bedroom, two-bathroom condo and soak...
Spectacular Keauhou Bay Views
Let our 2nd home be your 2nd home! Vacation in the beautiful islands of Hawaii! Our quiet little complex consists of only 48 units on over 4 acres of tropical paradise! From our ground floor unit you can sit back and enjoy the breathtaking views of the sun setting over...
BEACHFRONT RESORT, OCEAN VIEW
Completely updated room as of April 2025!! 3rd floor ocean & pool view. Our condo hotel room offers one of the best views on the property! If a gorgeous well kept resort is what you're looking for, look no further. Enjoy a cup of coffee in your room or lanai admiring...
Considered the Best Location Oceanfront on Maui
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
Hawaiian condo with WiFi, shared pool & hot tub - close to golf, beach
Plantations at Princeville #1312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This fabulous, ground-floor condominium offers two large bedroom suites and access to a shared hot tub...
#02 Kawela Kai 495:North Shore Beach Front---Relax & Unwind
LEGAL SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2056 LICENSE# 90/TVU-0003 TAX MAP KEY: 1-5-7-005:006This home will not be affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a TVU#...
Experience Oceanfront Luxury at Kanai A Nalu 209, a Spacious 2-Bd/2Ba Condo, AC!
Kanai A Nalu 209 is a newly renovated 2-bedroom, 2-bath ocean view condo located in the Kanai A Nalu resort in Maalaea, Maui. This second-floor unit offers stunning south-facing views overlooking the tropical courtyard, pool, and the Pacific Ocean .The condo features...
Peaceful Island Escape Condo with four pools near all the best things in Maui!
1 Bedroom + 1 Sofa bed, 1 Bath Maui Condo that Sleeps 4 - That could be your comfortable & fun home-away-from-home while in Maui!Welcome to the description of our condo at Wailea Ekahi, a privately owned, beautifully landscaped, condominium community located on...
Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Greeting Sugar Beach Resort Lovers!Amazing ocean view beach front condo that captures the magic of Maui with contemporary elegant style situated on popular Sugar Beach! Take walks on the sandy beach for miles or swim in the warm ocean waters in front of the condo. Enjoy...
KKSR#3 DIRECT OCEANFRONT TOWNHOME! Walk to the Beach! Superb Location! AC!
This oceanfront townhouse is beautifully furnished, very clean, and cozy. It has Wifi & HD Smart Television. This property sleeps 4. Townhomes number 1-5 at the Keauhou Kona Surf & Racquet Club are literally STEPS from the beach!! This unit can actually be considered...
Kamaole Sands 9-102 - Relaxing Maui Resort
Book with us and come to Maui to explore everything we have to offer!Family friendly ground floor unit with 1 bedroom and 2 bathrooms. Full sized kitchen and large living room to relax in after your busy day under the Maui sun. Air conditioners in the living room and...
Country Club Villas - Golf, Air Conditioning & Oceanview
Summary:Country Club Villas are located in an exquisite setting with panoramic ocean views on the 17th and 18th fairways of the Kona Country Club. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The tropically landscaped property is...
KAUAI Poipu Beach Escape to Tropical Paradise!...Beautiful Mountain views!
Beautiful sunny Poipu on the sunny south side of Kauai!This new home is one of the best south shore Kauai locations!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also, enjoy...
🏖️Lagoon View | Ground Floor | WIFI | Nicely Upgraded | vrKCV
vrKCV - The Shores at Waikoloa 114, Professionally Managed by Kona Coast VacationsWelcome to Your Hawaiian Oasis!If modern comfort is what you're looking for, look no further. Relax and unwind in your Hawaiian home away from home. As you step inside, a beautiful view of...
Oceanfront condo with ocean view, private washer/dryer, and access to pool
Hololani B504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Limited time summer discount. Holy whale watching, Batman! Watch spectacular sunsets from the comfort of your lanai at...
🏖️AC | Top Floor Corner Unit | Ocean View | vrKCV
vrKCV - Kona Isle C31, Professionally Managed by Kona Coast Vacations.Welcome to Your Kona Paradise!E Komo Mai! We invite you to enjoy our little piece of paradise. Start your day with a cup of freshly ground Kona coffee on the lanai as you soak in the breathtaking...
Renovated and clean studio in Waikiki for two with amazing views
Walk to Waikiki beach, convention center, Ala Moana mall, restaurants, shops and many other Waikiki attractions in this newly renovated unit with a queen bed, full bath and kitchenette. The building offers a pool, Jacuzzi, large sun deck, barbecue grills, gym (one time...
Updated Ground-Floor Condo on Golf Course with a Shared Pool, Gym, & Fast WiFi
Waikoloa Fairway Villas D3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this beautifully-renovated, ground-floor condo located right on the fairway! Sip your Kona...
Waikiki Beach center! Oceanview, Lanai, Free WIFI and Phone. Full Kitchen.
Our recently upgraded vacation rental with great beach and ocean views from your private lanai (balcony) is now available! It is literally a 1-minute walk to the beach!!!It is a nicely furnished studio with new cabinets and granite counters, a full kitchen, and a large...
VI 401 Remodeled OceanFront Condo w Ocean Views 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...
Oceanfront 1bd private lanai & endless ocean view
Welcome to Mahana 804, a beautiful 1-bedroom, 1-bathroom getaway that offers direct ocean views, a washer/dryer, and central A/C located on the 8th floor and can accommodate up to 4 guests. The bedroom features a king-size premium mattress, strategically designed to...
Poipu Oceanview Studio
If you want to maximize your tropical enjoyment, this ocean-view studio offers just that. The exterior wall is all glass with a large slider opening onto a spacious lanai. The sun rises over Prince Kuhio Park warming the lanai for that morning cup of coffee. Enjoy the...
Hale Kamaole 156 Ground floor condo, easy access to best beach on Maui!
Cozy One Bedroom unit with both Ocean and Garden View, overlooking tennis court, close to pool and BBQ. Well appointed living room, with couch and two lazy boys providing comfortable viewing of the very large flat screen TV - especially after a long day in the sun!...
Mana Kai Maui Resort condo with WiFi & W/D access - near everything
Mana Kai Maui Resort 201COur 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...
Excellent value - OCEAN VIEW - D112
For the Latest COVID-19 Travel Rules, copy and paste the below into your web browser:/travel/?fbclid=IwAR2v5vCpvV6KP3yQdn_Qz7Z9yfj8kR2pOdZPMvKdTbSgGPjuf_m6DunHHGUPala Hinu Cleaning Services (our cleaning contractor) is dedicated to ensuring that your rental is safe and...
Spacious 4th-floor 2bd condo with new furnishings
Papakea D401 is a 2-bedroom, 1-bathroom condo featuring amenities such as a washer/dryer, vaulted ceilings, and air-conditioning. Located on the fourth floor, this condo can comfortably accommodate up to 7 guests with a King bed in the master bedroom bedroom, a Queen...
Spring and SummerSale, Across from one of Maui’s Best Beaches
Come and enjoy the Maui sun..and lifestyle. Stay in our completely furnished 1 bedroom condo that is clean, comfortable and decorated Island Style. The Maui Vista complex is surrounded by 10 acres of lush, tropical gardens. Our vacation condo is located in South Kihei,...
🏖️Close to A-Bay | Concierge Included | vrKCV
vrKCV - Waikoloa Colony Villas 303, Professionally Managed by Kona Coast VacationsWelcome to Hale A Ka La (House of the Sun), a serene and private town-home located on the 9th hole of the Waikoloa Beach Golf Course. Enjoy the luxury of home comforts and the convenience...
ALOHA-WAIKIKI OCEAN VIEW LIVING 11
Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious lanai.This is unit is one of our most popular and once you see the ocean views for yourself, you'll know why!!! This unit...
❤️PiH❤️ Ocean Gem Villa ★ Ocean Front ★ Walk to Private Beach Club ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Ocean Gem is a single-level condo with 2 bedrooms located in the prestigious Mauna Lani Point. The home overlooks stunning ocean coastline, the world-renowned Mauna Lani South course and 49 Black Sand Beach. Ocean Gem...
Private Oceanfront property w/ Resort Amenities
Direct Ocean Front Condo on Famed Ka’anapali Beach!Many units at Ka’anapali Shores Resort claim to be ocean front. None are as close to the ocean as ground-floor unit 161! The only things separating you from Ka’anapali Beach are floor to ceiling windows and your...
9th floor Studio, Sleeps 2, Just 2 mins Walk to Waikiki Beach
Legal Vacation Rental is located at theWaikiki Grand Hotel®134 Kapahulu 922Absolutely awesome unit located just a block from the beach. in fact, you can see the ocean and the beach from the front door! Large Studio apartment with full kitchen and bathroom.Within our...
Top Floor Oceanfront location with great swimming and snorkeling MKM809
Hawaii Tax ID:TA-190-792-2432-01TMK: 390040230093Top floor amazing views in desirable South Kihei! Enjoy long beach walks and the convenience of a coin operated washer and dryer on every floor. Rest and relax in your home away from home. Step out onto your large private...
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 109, Huge Lawn Area, Steps to Pools/Beach/B.B.Q.s!
Enjoy one of the most convenient ground floor locations at Honua Kai in the highly sought interior courtyard of the Konea Tower. Konea 109 offers a spacious 1315 square feet of living space and convenient interior ground floor access to the pools, beach, and BBQs. The...
Kona Pacific B311 - Quiet, comfortable & walking distance to Town and the beach
Join our friends and family who return year after year to enjoy the Big Island at its finest. We invite you to our home away from home at Kona Pacific Condominiums to enjoy our 829-square-foot, beautifully renovated unit. We are conveniently within walking distance to...
Lokelani C-201 - Oceanfront - 2 lanais! - Complimentary Activities!
Lokelani C-201 in Honokowai is an upgraded direct oceanfront air-conditioned two bedroom / two bath condominium. With spectacular views of the Pacific from both the living room and master bedroom lanai, you will have a front row seat watching breath-taking sunsets and...