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.
#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 is not 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 Short-Term...
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...
MRR Presents Kaanapali Ali'i 496 - Elegantly Remodeled 9th Floor 2BR w/ Epic Direct Ocean Views of Lanai, Molokai & Beyond!
This elegant 2BR residence boasts over 1800 sq ft and a stunning 9th-floor location in what is widely considered one of the best interior courtyard columns at the entire resort. Enjoy direct breathtaking Pacific Ocean views from Lanai to Molokai and beyond, as well as...
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!
Welcome to this incredible oceanfront townhome in the heart of historic Keauhou! This 2-bed, 2-bath townhome offers the perfect blend of privacy and convenience sleeping a maximum of 4 guests.Air Conditioning now fully installed throughout the condo!With some incredible...
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...
Wailea Serenity | 2 Bed, 2 Bath
This Grand Champions condo (#15 in building #2) is located in the heart of beautiful Wailea, a short walk to the beach, and in the middle of the renowned Blue Golf Course. South Maui, with the best weather in the world, is the ideal location for your Island vacation....
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...
East Hawaii - Ocean, Mountains & Waterfalls
It’s your time to visit the magnificent Big Island of Hawaii with its ocean, mountains, waterfalls, beaches, and endless activities. The Umauma Experience Makani Ea Home is your own piece of paradise waiting for you and your family! It’s a cute 2 bedroom with an...
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
Valley Isle 401 Beautifully Remodeled OceanFront 1Bedroom, 1Bathroom with Amazing Sunset and Ocean Views. Ideal for Whale Watching and Located Minutes From Famous Maui Beaches FREE daily activities included with your stay value up to $570! Complimentary admission, every...
"Picture Perfect: Oceanfront Gem on the Top Floor at Wailua Bay View!"
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!View of the Sea from this cozy condo! Sun, Surf, and white sand beaches are calling you to come and relax. Let the view take your breath away and the sound of the waves your soul. Stylish decorated condo...
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
This freshly 754 square foot condo is just steps from the beach, renovated and a corner-unit offering stunning ocean views! Pack up the cooler and head to the beach or lounge by the pool and soak up the serenity that is Kihei Bay Vista.Relaxing, airy and open, this...
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...
🏖️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...
Kaanapali Alii | 166
Welcome to your luxurious sixth-floor retreat at Kaanapali Alii, a premium luxury vacation rental on the stunning island of Maui! Get ready to experience a vacation like no other as you soak in panoramic views of the Pacific Ocean and embrace the serene ambiance of this...
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...
Kaanapali Shores: Unit 943 ~ Top Floor & Upgraded with Stunning Ocean Views
Ocean View Penthouse Condo with Upgraded Interior ~ Hosted By Maui Westside● Stunning ocean views from the top-floor penthouse level● No neighbors above you● Spacious 104 sq ft lanai perfect for enjoying coffee or cocktails● Thoughtfully remodeled with granite...
(4323/24) 2 Br Hanalei Bay Resort with Amazing Ocean View
Welcome to Hanalei Bay Resort unit 4323/4324. A top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 2 bedrooms, each with a King size bed along with a loft space with another King size bed and two large...
Ocean Front KUL617 - Upgraded, Top-Floor Unit in Quiet West Maui Location
**2025 Discounted Rates - Book Now! **Imagine waking up in a beautiful, condo on Maui with a stunning ocean view that stretches as far as the eye can see. From unit 617 on the third floor, you can catch a glimpse of the outer islands of Molokai and Lana’i from the...
KKSRC 7102, Ground Floor, Garden/Golf Views, AC, Fully Remodeled
Honu Hale (turtle house) is our dream come true & could be your dream vacation home when you stay. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious & recently decorated to reflect artist owners with...
OCEANFRONT*MODERN DELUXE Ocean View by Maui's best beaches
Stay in one of Royal Mauian's most requested units!This gorgeous unit is located at the beachfront property of Royal Mauian. Take a walk on the sand or lounge by the pool with your favorite book. This complex has something for everybody; upscale amenities, a relaxing...
Refreshing 2bd condo with ocean views
Welcome to Maui Parkshore 305 – a premier destination in Kihei, offering unparalleled beach access just across the street! This exquisite 2-bedroom/2-bath condo provides the ultimate Hawaiian getaway. Marvel at the ocean views from your private lanai, where you can...
Garden Island Retreat - Islander on the Beach #116 - Studio Condo
Beautiful ground level studio #116 w/kitchenette at Islander on the Beach. Just steps away from the beach! Great, quiet location in the resort complex and has an ocean view from the lanai. Islander on the Beach, Hawaiian Style Resort, is set on six acres of oceanfront...
🏖️Ocean Front | AC | Pool | Concierge Included | vrKCV
vrKCV - Hale Honu, Professionally Managed by Kona Coast VacationsOceanfront Retreat with Panoramic ViewsEscape to this stunning oceanfront home, where breathtaking panoramic views and coastal elegance come together in perfect harmony. This spacious 4-bedroom, 4-bathroom...
Mana Kai Maui Resort condo with private W/D & WiFi - close to beaches
Mana Kai Maui Resort 709Our 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...
Oceanfront 2-Story ML Terrace Condo - Walk to Beach!
A204 is a spacious, two-story, 3-bedroom, 3.5-bath villa just steps from the beach, offering spectacular ocean views. As one of the only two-level Terrace villas, it provides ample space for the entire family with high ceilings, floor-to-ceiling windows, and expansive...
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
Aloha to paradise, this studio is cozy, Charming, Comfortable and locate on a high floor with a panoramic ocean and diamond head view. We are located across the street from Fort Derussy Park and Hilton Hawaiian Village Resort. You are only a short walk to the beach, the...
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
New Split Air condition, Private entrance with patio. Adjacent to "greenbelt". Vehicle parking next to apartment. Twin sink bathroom with all normal facilities.Queen size bed plus sofa.Refrigerator plus separate freezer. Microwave, toaster oven and coffee maker.Large...
Grand Champions 108 | Sunset Views + Amenities
Welcome to Grand Champions 108, a beacon of refined luxury in the heart of Wailea, Maui. This beautifully remodeled one-bedroom, two-bath villa blends contemporary elegance with authentic island charm, offering a serene retreat surrounded by lush greenery and ocean...
Beautiful Ocean View Room, 2 queen beds, Beachfront Resort, restaurant's on site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Its Time to Relax in Style! One of the Best ocean views on property. Our unit has two Queen beds and is an end unit closest to the beach!!! Only steps from the sand.The...
Relaxing Tropical Getaway at The Cliffs resort - Sleeps 5
Create unforgettable memories on Kauai, where relaxation and adventure go hand in hand. The Cliffs offers the perfect blend of comfort, convenience, and natural beauty in one of Kauai's most sought after locations. End unit with more space, natural light & privacy than...
Seaside Paradise
This beach cottage located at the second level, is one of a kind. Please contact vrbo or owner for dates you are interested in if you don’t see availability. This cottage is so calming to just sit there and watch the ocean which is only steps away. Turtles frequently...