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.
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC*Plantation Hale Suites is situated in Kapaa town and close to everything you came to experience from the most convenient home base. C16 has balcony views to one of the properties three pools and is...
Hale Kamaole 338 Third floor condo, easy access to best beach on Maui!
Welcome to our family’s top floor two bedroom two bath Hale Kamaole view condo for up to six people at Kamaole Beach Park III, with mesh wifi that provides high speed coverage throughout. Recent updates include 3-zone mini split air conditioning with separate...
Lovely oceanfront escape near beach with lanai, pool & W/D
Kepuhi Beach Resort #2236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next relaxing getaway awaits you at this beautiful condo located in the gorgeous Maunaloa. Wake up and...
🏖️Steps to the Ocean | Great Location | Central AC | vrKCV
vrKCV - Casa de Emdeko 121, Professionally Managed by Kona Coast VacationsCasa de Emdeko 121 – Charming Ground-Floor Condo in an Oceanfront ComplexExperience the beauty of the Big Island from Casa de Emdeko 121, a charming ground-floor condo in an oceanfront complex...
Hawaiian Castle on the hill
Welcome to Your Cozy Waikoloa Getaway!Aloha and welcome to our charming one-bedroom, one-bath retreat in beautiful Waikoloa Village! Whether you’re here for adventure, relaxation, or work, this comfortable and budget-friendly space is the perfect home base for your Big...
Location, location, location! Ocean view! Close to pool, ocean, shops, bars...
This is a great 2 bedroom, 2 bathroom condo is within walking distance to fabulous restaurants, all kinds of shopping, and even the grocery store. Want adventure? Simply walk across the street to the beach for swimming, surfing, snorkeling, paddle boarding, and...
Stunning Ocean Views Await at Maui Vista #3410 – Your Ideal Kihei Getaway!
Experience the perfect Maui getaway at Maui Vista #3410, a charming 2-bedroom, 2-bathroom condo in South Kihei. Ideally located across from Charley Young Beach, this affordable rental offers stunning Pacific Ocean views from your private lanai. Enjoy seasonal whale...
Tropical hideaway with easy beach access, alfresco patio, pool & tennis
Tropical Hideaway B18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this tropical vacation home that offers a perfect blend of comfort and convenience. With a heated,...
Unforgettable Maui Escape: Experience Wailea Elua 1402, Your Oceanfront Haven!
Wailea Elua #1402 – Oceanfront Luxury with Spectacular ViewsIf you're searching for an exceptional oceanfront condo on Maui, look no further than Wailea Elua #1402. Nestled within the highly coveted Wailea Elua Village, this second-floor, 1-bedroom, 1-bathroom unit...
Paradise Park Vacation Rental ~ 4 Mi to Shoreline!
Head to the Island of Hawai’i for black-sand beaches, lush surroundings, and endless adventure. This peaceful Keaau vacation rental has all the essentials for a laid-back getaway, including beautiful views, a private backyard, and a central location near everything on...
Palms at Waikiki: Remodeled Studio Suite - 702
This newly remodeled suite at the Palms at Waikiki is situated at the edge of of Waikiki and just steps to the beach. Conveniently located near shops and dining, you'll have everything you need within arm's reach for your stay in paradise. The studio is complete with...
🏖️Alii Villas 107| Ground Floor Oasis | vrKCV🏖️
vrKCV - Alii Villas 107 - Professionally Managed by Kona Coast VacationsAlii Villas 107 in Kona, Hawaii: Your Tropical Paradise Awaits!Welcome to Alii Villas 107, your perfect escape to paradise in Kona, Hawaii! This professionally managed vacation rental offers a...
2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Keauhou Resort w/ Golf & Ocean Views
Summary:This private 2 bedroom unit is close to the fairways of the Keauhou Golf Course. Enjoy the blue water views and endless golf on your tropical vacation. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in accordance with local...
Remodeled condo across from beach!
You are invited to stay in this beautiful, romantic condo in South Kihei, right across from one of the most beautiful beaches on the island. This spacious condo has been fully remodeled and features a private lanai. All this only steps to the ocean!! You are invited to...
Ocean Front KUL413 - West Maui Beach Condo with Spectacular Views—1 BR/1B
**2025 Discounted Rates - Book Now! **Kuleana unit 413 is a true gem. The clean and bright space boasts beautiful bamboo floors that stretch throughout the entirety of the living space. Upon stepping foot in the unit, guests are greeted with a stunning ocean view that...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Happy Honu Oasis, Surf shack with pool and A/C
We really enjoy traveling as a couple and like to pick a base camp that we can venture out from day by day. We wanted to provide something similar for our guests. We had a lot of fun setting up Happy Honu Oasis (HHO) with this thought in mind. We hope you will settle in...
Maui Sunset B502, 1 BR, 2 BA with Partial Ocean View
One bedroom, two bath partial ocean view fifth floor. Nice kitchen, bathrooms, floors, etc. Bright and cheery! Good walking, windsurfing, kitesurfing and whale watching property. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South...
265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches
World Famous Waikiki Beach condo is just steps away, less that 2 blocks. We have everything you need, shopping, restaurants and a beach all within 1 block, boogie beach towels, umbrellas, sand toys, Newly remodeled in 2023 1 bedroom 1 bath unit sleeps 4 comfortably....
Lovely 2bd gem with breathtaking ocean views
Welcome to Kana'i A Nalu 214, this 2-bedroom, 2-bathroom, 2nd-floor condo offers breathtaking views of the Pacific Ocean, pool, and lush gardens. Enjoy the convenience of a private washer/dryer, split A/C unit, and ceiling fans throughout. There are elevators at this...
Charming Oceanfront Condo with AC – Kihei Surfside #311: Your Perfect Retreatnnn
Kihei Surfside #311 – Ocean Views, Modern Comfort, and Split-Duct ACWelcome to Kihei Surfside #311, a stylish and comfortable 1-bedroom, 1.5-bathroom oceanfront condo located on the third floor of one of South Kihei’s most iconic coastal resorts. With sweeping views of...
Great Remodel of Marine Surf Studio w/ Lanai, Queen Bed +Kitchen #1708
Legally permitted rental - 364 Seaside Ave #1708** For your health and safety, we utilize additional Sterilization procedures between reservations.Relax high above the city (17th floor) in this newly remodeled large Studio with Kitchen. A great size at 450sq feet!! And...
Aloha Lil Hawaiiana 🌺
Aloha, a small 400 sq ft studio condo unit is centrally located at the beautiful Kona Islander Inn off Ali'i Drive and Kaukini Highway. Just a few steps from ocean to watch sunset, close walking distance to many restaurants, shops, farmers market, pier and trolley stops...
Direct, OCEANFRONT Kahana Village 2 Bedroom 2 Bath Condo
Welcome to your luxury coastal escape at Kahana Village, one of West Maui’s most beloved boutique oceanfront communities. This newly updated 2-bedroom, 2-bathroom condo offers panoramic views of the Pacific Ocean, the neighboring island of Molokai, and direct access to...
Elegant Kamilo Home - Private Pool, Guest House, Gym Access
Kamilo 329 is a brand new (construction completed in 2016) 4 bedroom, 4.5 bath single story resort home. The Hoku B home model is the largest available floor plan in the Kamilo community with 3,529 sf of living space, including 627 sq. ft. of covered outdoor lanai...
Ocean Front Condo SV4207
What do you get when you combine unrivaled oceanfront views from a private lanai with gorgeous, high-end interiors? You get Sea Village 4207 and one amazing Hawaiian vacation! Bring your ohana – family – and experience the Big Island of Hawaii. Inside, gorgeous...
Bright, Airy Condo w/Epic View! Wood Floors, Lanai, Full Kitchen, WiFi–Kaha Lani 225
Castle Kaha Lani Resort #225 - This spacious 1,183 sq. ft. two-bedroom vacation condo, located on the second floor, overlooks the shores of Kauai’s east coast. Unit 225 offers a full kitchen, separate living area and bedrooms, and convenient touches such as ceiling...
Bright Ocean View! A/C, Kitchenette, WiFi, Flat Screen+More! Waikīkī Shore #1004
This uniquely appointed deluxe studio unit with Waikīkī beach views of the Pacific Ocean is bright and airy. Enjoy a larger kitchenette with everything you need to cook your own meals, a furnished lanai perfect for enjoying your morning coffee or evening glass of wine,...
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
Positioned on the quiet side of the property with city skyline views, Studio suite 604 is spacious bright and offers a comfortable King size bed with fresh white cotton linens, great A/C and free WiFi.The studio has a fully equipped kitchenette with apartment size...
Directly Beachfront | Country Cottage
The Sand Dollar Cottage - NUC #: 90/TVU-0632Ultra High Speed Internet - Desk/Work SpaceOf the 26 charming duplex cottages in the gated Mokuleia Beach Colony, only five actually face the ocean; and this is one of them! You’ll wake to the sound of waves, sit on your open...
Say Aloha to Island Life! Pool View Suite w/Kitchen Ease, WiFi–Kamaole Sands 6308
Blue skies and swaying palms paint the scene as you sip morning coffee on the lanai of this air-conditioned 884sf suite with full kitchen and washer/dryer. It’s easy island living with homey touches like WiFi, flat screens, ceiling fans, DVD and cool tile floors. Sleeps...
Spacious 2 Bedroom Oceanfront Condo with Full Kitchen & 'Wrap around' Lanai
Legally permitted vacation rental - 2947 Kalakaua Ave #501** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 501 at The Diamond Head Beach Hotel - ++New Flooring and Window Treatments added December 2021.++My place...
Plantation Hale Suites A7, Garden View, Ground Floor, AC, Walk to Beach
Plantation Hale Suite A7, Ground Floor, Garden Unit. Kapa`a, Hawaii, Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! Accommodates up to 4 guests, including children and infantsWailua, Kauai Vacation Rental near to shops,...
Great Views+Roomy Design! 2-Story w/Lanai, New Kitchen, WiFi–Kamaole Sands 3403
Families appreciate the cool colors and design of this two-story, 1,102sf condo with upstairs loft. Touches include a furnished lanai overlooking the swimming pool, open kitchen, air conditioning, ceiling fans, DVD, WiFi, flat screens and a washer/dryer. Sleeps 6 in 1...
STAY HERE for BEST OCEANFRONT VIEWS in KONA, HI
NEWLY REMODELED CONDO. This is the REAL DEAL - A DIRECT OCEANFRONT CONDO in a OCEANFRONT COMPLEX. Not an Oceanview Condo in an Oceanfront Complex!!Stay in our beautiful remodeled and well appointed OCEANFRONT 1-Bedroom Condo (sleeps 2-4). Condo is located in the popular...
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat
Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated oceanfront townhome nestled along the stunning Kona Coast of Hawai‘i. This two-bedroom, two-bathroom retreat spans 921 square feet across two levels and accommodates up to six guests. Offering...
Beautiful Renovated Oceanfront Condo 🐬 Incredible Views From The Lanai! 🌅 Hale Kona Kai 407
Unit #407 is an ocean-front, comfortable, stylish, eco-conscious escape that features the newest technologies and conveniences for today's travelers.The condo is an absolute oceanfront condo with a lanai (balcony) that offers beautiful ocean views. Both bedroom & living...
Anahola Palms - Beachfront Home on Anahola Bay
Located northeastern side of the Kauai on Anahola Bay, this is the perfect beach spot for a gathering of family and friends. Mornings start with oceanfront sunrises and your day continues with beach activities right outside your door. Evenings are backyard barbeques and...
Kona's only Oceanfront pool! Pineapple Pl Reimagined! Cozy 2/1 Condo, sleeps 6,
Aloha!Welcome to Pineapple Place Reimagined! Our 2 bed 1 bath condo in lovely Kona sleeps 6, with access to an amazing oceanfront pool! In fact we just learned its the only residential ocean front pool in Kona! So therefore its the best pool in Kona! It's our tiny slice...
Beautiful Maui Banyan, South Kihei-2br, 1br or studio.
It's time to get away! Our beautifully updated condominium offers the ultimate flexibility, available as a 2-bedroom, 1-bedroom, or studio rental to suit any traveler.Beachfront Living at Its BestLocated directly across the street from the stunning Kamaole Beach II,...
Oceanfront 3rd Floor Mana Kai Condo
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:A side Bedroom: 1 King BedA side Living Room: 1 Full Sofa SleeperB side Bedroom: 1 King...
Recently Updated, Diamond Head Studio w/ Gr8 Ocean Views
Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005** For your health and safety, we utilize additional Sterilization procedures between reservations.2 Double Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head ViewsPeace and tranquility...
Breathtaking Diamond Head and Sunrise Views! FREE Parking & Wi-Fi, Central AC
Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this beautiful vacation rental with breathtaking Diamond Head views! 6-person max.Small pool on property. Close to world-class...
Alii Villas #135: Ground Floor, Oceanfront, Remodeled, AC, Incredible Sunsets
Oceanfront Luxury 2 bedroom, 2 bathroom Condo at Alii Villas – Your Perfect Hawaii Getaway. Unit#135 is an incredible unit located in the southern-most oceanfront building and is unique in that it has south-facing coastline views and north-facing city and Kailua Bay...
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
Hale Moana KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical vacation of your dreams at this stylish and spacious home overlooking the Kiahuna Golf Club....
KKSR#37 SPACIOUS 3 BED TOWNHOME WITH AC, SLEEPS 6, CLOSE TO THE POOL
Knutson & Associates Property Management is proud to represent this wonderful 3 bedroom townhome that sleeps 6! Have a larger group? We manage the 3 bedroom townhome right next door! Townhome#36 sleeps 8, for a total group of 14.Air conditioning is available to cool off...
Stunning ocean views & direct beach access (516)
This gorgeous ocean view studio located in the popular but low-density beachfront Maui Kaanapali Villas Resort features a gourmet kitchen with stainless steel appliances, two ultra-comfortable Queen size beds, a private balcony, and spacious living areas. Enjoy coffee...
#18 Near VNP & Punalu`u Black Sand Beach- Na`alehu, HI
Aloha! Kick your shoes off, take a deep breath of fresh ocean air, close your eyes and listen to the birds singing!This Condo is at the end of the front row of units, with no unit above, affording the best views and privacy. Pool & BBQ are a short walk away across the...