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.
Newly renovated Princeville 1 bedroom w/ king bed, ac and mountain range views!
Welcome to this newly renovated 1 bedroom condo in beautiful Princeville Kauai! It boasts mountain views from the lanai where you can take your coffee in the morning or a mai tai at dinner. This condo is located close to the walking path that runs along the famous Makai...
Bright beach condo #231 - Updated and steps to the beach!
Welcome to our beach house #231 at Kiahuna Plantation! Get ready to relax and enjoy this updated and spacious 1 bedroom, 1 bath condo on Kauai’s sunny south shore. Savor the cool, calming trade winds, in this top floor-corner unit after a long day of exploring all the...
Westin Kaanapali Villas - Beautiful setting on Kaanapali beach
Westin Kaanapali Villas located on north Kaanapali beach on the island of Maui. Resort has direct beach access. The amenities include access to two swimming pools, water slide, pirate ship kiddie pool, hot tubs. The resort also has a fitness room and a spa on...
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a view of the golf course, pool area, and peek-a-boo ocean views. During our visit this summer, we replaced the wetbar,...
Kaanapali Royal E-201 - Upgraded - Last-Minute Specials!
Nestled directly on the 16th Fairway of the renowned Ka’anapali Royal Golf Course, Ka’anapali Royal E-201 offers a unique and convenient living experience. This 2-bedroom, 2-bathroom ground floor split-level unit boasts an oversized lanai that overlooks the golf...
Islander on the Beach 352 Ocean Front *Penthouse* AC
Newest Listing Ocean Front Penthouse Royal Islander 352! Air Conditioned! No Resort Fee!Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the...
Steps to Ocean View Pool, Walk to Beach
Forget your worries in this spacious and serene space. First floor, family-friendly unit located steps away from a tranquil pool with ocean views. Lanai sits next to beautiful green common area perfect for watching the sunset and for kids. A short 10 minute stroll to...
Stunning Koa Resort 3bd Villa with private Jet Spa
Discover our spacious corner townhouse villa at Koa Resort, opposite Keaka, Kalepolepo & Waipuilani Beach Parks. Adjacent to the Humpback Whale National Marine Sanctuary Visitor Center, it's a nature lover's paradise. With room for 8 guests, it's ideal for family...
Luxury 3BR Kona Dreams w/ Ocean Views, Private Pool, Central AC & Prime Location
Welcome to Kona Dreams by Gather, a charming three-bedroom, two-and-a-half-bathroom home in the heart of Kailua-Kona, Hawaii. This family-friendly retreat promises an unforgettable getaway, offering breathtaking ocean vistas and a private oasis in an upscale...
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunning Resort Style Backyard With A Pool Including A Waterfall, Hot tub, And Tikki Torches, And Tropical Landscaping. This Property Is A Permitted Bed And...
Waipouli Beach Resort Penthouse Beautiful Oceanview Aloha!
Oceanview! An Elegant Penthouse Condo with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai.There is Central AC in this...
Ka'Eo Kai - Beautiful 2 Bedroom Condo On Kauai's Tropical North Shore!
Located in Princeville on Kauai's beautiful North Shore, the tropical Ka'Eo Kai Resort is situated among lush green landscaping, overlooking the number 3 fairway of Makai Golf Club with ocean and mountain views. Only a 10 minute drive away from the famous Hanalei Bay or...
Imagine Hanalei Bay and Sunset Views
Welcome to your executive home away from home, secluded on exclusive Hanalei Plantation Road and walking distance to one of the North Shore's best-kept secret beach trails. This stunning three-bedroom home features dual master suites with sweeping ocean and mountain...
White Sands Village#213: DIRECT OCEANFRONT, BEST LOCATION IN COMPLEX!
White Sands Village#213 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location White Sands Village has to offer. This premium unit is located on the 2nd floor & faces DIRECTLY towards Magic Sands Beach. This amazing...
FULL OCEANVIEW & PRIME LOCATION 2 Bed / 2 Bath
Your Maui Paradise AwaitsWe are delighted to welcome you to this exceptional oceanview retreat; your own slice of tropical paradise in the heart of Kihei. Here, every detail has been thoughtfully curated to create a serene, luxurious, and truly Hawaiian experience.This...
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...
Our House Is Your Home Away From Home
Aloha! We are Keone and Yonnell Farias. We were both born and raised here on this wonderful island. We welcome you to our beautiful new home and would be happy to share with you our favorite places. Located in a quiet neighborhood of Waiakea Uka, we are a short...
Whaler 1052 Direct Oceanfront Corner 10th Flr. Unit, 2B/2B, Slps 6~Spring Savings!
Premiere Direct Oceanfront, Top Floor, Corner Suite. Million Dollar Views!!!Welcome to your dream Maui getaway. Whaler 1052 is a direct oceanfront corner suite located within The Whaler on Ka’anapali Beach, one of Maui’s most sought-after direct oceanfront resorts....
Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!
Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...
Palm Villas at the Mauna Lani Resort, #F-2: Beautiful Ground Floor unit, AC!
Enjoy the tranquil beauty of this Luxury Palm Villas ground floor, 2 bedroom, 2 bath condo. This special unit has been recently upgraded and includes new Air Conditioning, Kitchen Appliances and Washer/Dryer. The private lanai is complete with a wet bar and gas grill...
OCEANFRONT 3 Bdrm condo with great views of Lanai & Molokai - Noelani 304
Sophisticated Oceanfront LivingThis tastefully appointed condo features two private lanais, offering front-row views of the Pacific Ocean. Enjoy whale watching during the season, mesmerizing sunsets, and the calming sounds of the waves—all from the privacy of your...
Ground Floor Unit on the beautiful island of Maui
Unit 128 building 13 is a clean, and equipped unit. Beautiful ground floor with amenities. Beautiful patio across from pool and steps from the beach. Walking distance from restaurants, bars and a safe crosswalk to the beach. Beach chairs, umbrella and scuba equipment...
North Shore Bungalow with AC - newly renovated ocean view condo
Hale Moi #216A. Welcome to your Garden Island oasis: a stylish island-style retreat in the heart of Princeville. This beautiful, newly renovated studio is your perfect home base for trips to Hanalei town (10 mins) and the incredible beaches on Kauai's North Shore. Enjoy...
Kailani Kona- Ocean view, top floor Downtwn w pool
Aloha! Enjoy Kona in our serene 1br top-floor corner unit condo with a sweeping view of the ocean! We are centrally located steps from downtown Kona and across the street from beach access. There's a dedicated parking spot, community pool, in-home laundry, and all the...
Modern AC Home w/ Golf Course & Mountain Views!
Experience the best of Kaua‘i’s North Shore at Hale Lani, a beautifully designed 4-bedroom, 3-bath home in the exclusive Princeville community. With air conditioning throughout, breathtaking views of the Makai Golf Course and Bali Hai mountains, and a quiet...
1 BEDROOM CONDO IN OCEANFRONT RESORT W/ CENTRAL AC
Relax in Paradise at Casa de Emdeko – Oceanfront Comfort on Alii DriveDiscover the charm of Casa de Emdeko, a well-loved oceanfront property located just minutes from historic Kailua-Kona town. This peaceful resort setting on iconic Alii Drive features convenient...
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HI
Experience Poipu Beach and make memories at this 2-bedroom condo at Kahala in the Poipu Kai Resort. From the moment you enter this ground floor-end unit with 1150 square-feet and quiet peaceful garden view, you will feel like you've entered a true Hawaiian paradise. The...
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Aloha! We warmly welcome you to our amazing condo! A 5 minute walk to the best beach on always-sunny south shore of Kauai. It just doesn't get better than this for your vacation get-away!Professional Cleaning and Disinfecting Castle Resorts handles all resort cleaning...
Experience paradise at Maui Sunset: spacious 2BR with stunning ocean views!
Maui Sunset offers the perfect Hawaiian getaway. This spacious two bedroom, two bath offers gorgeous views of the ocean and West Maui mountains.Experience a magical Maui sunset or peaceful morning on your private lanai. Perfectly located overlooking the pool that is...
Luxury Oceanfront 2 Bedroom 2 Bath Penthouse
Completely Remodeled and Renovated, our Corner 2-Bedroom, 2-Bathroom Penthouse is simply gorgeous. The living room and lanai offer beautiful, unobstructed Pacific Ocean and West Maui views. Through the long wall of windows stretching from the kitchen to the living room...
Kauai Kailani 204. Ocean View Condo in the Heart of Kapaa! Walking Distance to many Establishments.
This condo has it all. Elevated view of the ocean with the sun rising over the water. The large covered lanai is perfect for outdoor dining/living. The second bedroom contains a Queen size bed. Stacked washer and dryer. Only steps to the ocean and walking distance to...
QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!!nPL-STVR-2024-000967
New paint, new bathrooms, new floors throughout. Exceptional townhouse condominium in the Colony Villas at Waikoloa Beach Resort, a gated community on the perimeter of the Kings golf course in the sunny crescent of the Big Island with sunshine 350 days a year. Two pools...
Oceanfront Honokeana Cove! Beautiful condo #215
BEAUTIFUL REMODEL TO THIS VACATION RENTALBeautifully remodeled(11/22) for welcoming ambience, this newly updated second floor unit is light and bright, featuring bamboo and teak cabinets, LVP flooring, and updated furnishings for your home away from home. Lovely views...
Ocean Front with a beach and Swimming pool fantastic Views at Nohonani on Maui
Stunning sunsets from your lanai, whale-watching in season, ea white sandy beach right in front, swimming pool, fantastic view from the lanai and master bedroom,. Just some of the features of our wonderful home. Old Lahaina town, Restaurants and grocery stores just a...
Hawaii Life Rentals Presents Hale Honu
Welcome to your private oasis on the east side of the Big Island. The first thing you will notice are the breathtaking ocean views, picturesque palms, and refreshing sea breeze - Hawaii’s natural air conditioner! A covered lanai offers the ideal location to experience...
Kukuiula Cottage #36 By Parrish Kauai - spacious plantation style home w/ AC, po
This luxury Kauai vacation rental is located in the newest resort community of Kukuiula. This fabulous new home has lovely garden views from the main living and pool deck area and the upstairs guest suite with den and private lanai has a lovely distant ocean...
Waikoloa Colony Villas#903 2 Bedroom 2.5 Baths with AC!
Welcome to your tropical retreat at Waikoloa Colony Villas! This spacious 2-bedroom, 2.5-bathroom offers the perfect blend of comfort and luxury in the heart of the stunning Waikoloa Beach Resort area. WELCOME! The villa features an open-concept living area with high...
Modern, Updated, & Clean Oceanfront Get-A-Way at Napili Point.
This property is not on the Minatoya List, so unexpected cancellations due to the county potentially cancelling short term rental permits is not an issue with this property. Nestled on Kaelekii Point overlooking Honokeana Bay on West Maui, this clean, modern, and...
Oceanfront Kihei Sands Beachfront Condos B3 – 2 bd 2ba
Our property is NOT impacted by the news of potentially prohibiting Short Term Rentals (STR) in Maui. Kihei Sands is zoned as a hotel property so meaning it is exempt from any of the potential STR regulations being proposed by the County.Located in North Kihei just...
Lae Nani #222 - Wailua Beachfront with pool, tennis and amazing ocean views!
This two bedroom condo is on the 2nd floor of a 3 story building. The two bedrooms have a king bed and a queen bed and each have an attached bathroom. The kitchen has been recently remodeled and has all the tools you need to make a good meal. The wifi service is...
Deluxe Penthouse Oceanfront Studio with Breathtaking Views and Central A/C.
This direct ocean front deluxe penthouse studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the view anywhere from the lanai!! Perfect for lounging, dining, reading or just relaxing. You...
Ocean Front ground floor cozy condo with brand new bedroom remodel!
This cozy little Condo is perfectly situated just 60 feet from the edge of the ocean with panoramic views of both Lanai and Molokai! You can watch whales and sea turtles while sipping your morning coffee right from the table on the lanai, or you can explore the area,...
Island Beach House 1 minute walk to Sand ~ Kids Welcome Lic#TVNC1058
Ask us about a DISCOUNT for any Oct. dates still open in 2025. This is a legal permitted vacation rental. Permit #TVNC-1058Please see our rental agreement or ask us for ACTUAL CANCELLATION POLICY and REFUNDS. We DO give refunds and have a cancellation policy. Please let...
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective date of 12/31/2030. Hopefully this provides some clarity if you have been following this process and were concerned about booking in the next couple of...
❤️PiH❤️ Kamilo Luana ★ Relax, rejuvenate & unwind
Brought to you by Paradise in Hawaii Luxury HomesKaMilo Luana is a stunning and spacious 4-bedroom, 3.5-bathroom home in the highly desirable KaMilo community at Mauna Lani.Thoughtfully designed with both comfort and style in mind, this home truly lives up to its...
Baby Beach Bungalow I - Beautiful Bungalow Steps from Beach
Discover Baby Beach Bungalow I – Your Perfect Kauai RetreatNestled in the highly sought-after Baby Beach neighborhood along Ho'ona Road, Baby Beach Bungalow I offers the perfect blend of comfort and convenience. This charming, single-level cottage features a spacious...
OCEANFRONT CONDO MAUI SUNSET#215-A, SLEEPS 4
MAUI SUNSET IS A FABULOUS OCEAN FRONT PROPERTY. Has a community swimming pool, heated during winter months, hot tub, gym, tennis courts, putting green, barbecue grills.Just STEPS TO THE BEACH allows for WINDSURF, WHALE WATCHING in season, and be on the look out for...
Direct Oceanfront - Intimate, Contemporary Studio Condo
ALOHA and thank you for considering our home for your Maui vacation! Our condo was completely renovated in Dec. 2011 and we hope you like what we've done.Just 10 feet from the ocean and located on the second floor, you will not be disappointed! Upon entering the condo,...
Newly Renovated 1BR w/ King Bed & Great Ocean View
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...
BHTS Kauai Vacation Condo - No Housekeeping Fee
Nestled on a hillside overlooking Kalapaki Bay. Make yourself at home in our 2-bedroom apartment that has a full kitchen, dishwasher, washer & dryer. Banyan Harbor is only 2-miles from the Lihue Airport and centrally located on the Island of Kauai which makes it...