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.
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
10th Fl Ilikai | King Beds | Pool | AC | City View
Welcome to your corner end-unit retreat at the iconic Ilikai Hotel, where sparkling city lights meet Waikīkī’s vibrant lifestyle. From your private suite, enjoy sweeping views of Honolulu and the lively energy of the city, all while relaxing in a resort-style setting...
Spacious WorldMark Kihei – Studio
Beachside Bliss at WorldMark Kihei – Cozy Maui Studio Retreat Product Description Studio • Queen Murphy Bed • Sleeps 2 Welcome to WorldMark Kihei, a full-service resort in sunny South Maui, just steps from the beach. Enjoy hotel-style check-in, tropical surroundings,...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just the...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Whaler | 2 Free Rental Cars | KBM Resorts | Kaanapali Beach | 2 Units, 2 Bedrooms | ML-1580
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Executive Honolulu Home with Spectacular View
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great...
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
This charming one-bedroom garden-view villa is located in Maui’s sought-after Wailea resort community. With a full kitchen, open concept living area, and private patio, it’s a perfect base for enjoying nearby beaches, world-class golf, and island dining. Villa 1210...
Tiny Home & Sauna; Walk to Kehena Black Sand Beach –Near Lava heated Hot Springs
Get away from it all when you stay under the stars in Hawaii in our Aloha Tiny House located in Puna Beach Palisades, arguably the nicest neighborhood in Puna. This custom-built cedar tiny home is a cozy space in the jungle, a 10 minute walk to a beautiful black sand...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
Hillside Villas 1496-2 by Gather is a welcoming two-story retreat in the peaceful, gated Hillside Villas community of Ko Olina. Thoughtfully designed for comfort and ease, this 1,173-square-foot home offers bright, connected living spaces, a private lanai, and a...
Waipouli Beach Resort B302 Ocean View 2 BD 3 BA
Enjoy sweeping views of the Pacific from this bright and airy two-bedroom condo. Ideal for a memorable island getaway, it provides ample space to unwind while soaking in the beauty of Kauai’s coastline.Unit B302 Ocean View 2 Bedroom 3 Bathroom• 3rd floor condo with a...
Escape to Maui – Stunning 2-Bedroom Westin Nanea Villa
Tucked into the lush coastline of West Maui, where turquoise waves meet golden sands, The Westin Nanea Ocean Villas invites you to immerse yourself in the spirit of aloha. This upscale villa-style resort isn’t just a destination — it’s a Hawaiian homecoming. Located...
KHV 2 Amazing Kahana Maui Direct Oceanfront 2BD Condo Steps to the Beach & Pool
Kahana Village 2 NEW LISTING Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean Views! This two-story West Maui retreat offers breathtaking panoramic views of the Pacific, as well as the neighboring islands...
New Waikiki High-Rise 1BR with Split AC & Full Kitchen
Summary:1-Bed Condo Island Getaway in the Honolulu 23FLThe Space:Modern 1-Bedroom Condo with Incredible Views & Resort-Style AmenitiesDiscover the perfect Waikiki getaway at The Island Colony — a bright and spacious one-bedroom condo perched on the 23rd floor with...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Spacious 2bd Near Beach - Maui Kamaole K203
Luxury & Privacy at Maui Kamaole – Upgraded 2BR/2BA Condo Near the Beach!Experience the perfect blend of luxury, privacy, and Hawaiian charm in this newly upgraded 2-bedroom, 2-bath condo at Maui Kamaole. Just minutes from the pristine Kamaole Beach Park III, this...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 5200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring ocean-view suites to provide over 5200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 6 Bedrooms | ML-1237
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 Guests
Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 GuestsThis condo has been consistently upgraded, most recently with new Hawaiian Style wood carved furnishings purchased from Maui Lifestyle. This suite offers accommodations for 2 or 4 guests, perfect...
Waikoloa Colony Villas Unit 1706 Golf 2BD 2BA
Waikoloa Colony Villas is a gated townhome community situated along the fairway of the Beach Course. Golf enthusiasts will love coming back to relax in this unit after a round of golf or exploring the island.Waikoloa Colony Villas is located at 69-555 Waikoloa Beach...
@ Marbella Lane – Dreamy Sunset Views by the Sea
Summary:Wake up to panoramic ocean views and end your day with breathtaking sunsets over Waikiki. Lounge on the lanai or in bed as ships head to Pearl Harbor by day and city lights sparkle at night. Enjoy this beautifully remodeled unit, a perfect blend of comfort and...
Kaanapali Alii Unit 182
Kaanapali Alii 1822 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 182! This is a beautiful one-bedroom, ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This condo...
Wailea Ekahi Village 47B - 1 Bedroom Garden View Condo
Welcome to your tropical retreat at Wailea Ekahi Village 47B—an ideal vacation escape for families or a group of friends. This beautifully appointed ground-floor residence offers the perfect blend of comfort, space, and convenience. With serene garden views and easy...
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Hilton Kings' Land Resort > Big Island HI > New Year's Week > 1 Bedroom Sleeps 4
OVERVIEWEscape to this delightful resort retreat in Waikoloa, located 25 minutes up the coast from Kona International Airport (KOA) on the big island of Hawaii. With a cozy king bed and a convenient queen-sized sofa bed, this charming one-bedroom suite offers a relaxing...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Just one block from...
2 bedroom 2 bath in maui
The primary bedroom features a king-size bed, 55-inch TV and desk. The s bathroom includes a vanity with a single sink, a backlit mirror, backlit make-up mirror and walk-in shower with a ceiling-mounted rain shower head. The toilet is in a separate room and has a...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM IN THE MIDDLE OF THE PACIFIC - OCEAN VIEW - KAANAPALI
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
Charming Renovated Condo w/Loft & Golf Views near Ritz-Carlton Turtle Bay
Welcome to our beautifully renovated one-bedroom condo with a loft in the Kuilima West building complex! This unit is brand new on the rental market. This spacious retreat features high ceilings and stunning views of the golf course and new split AC units, offering a...
13th Fl Ilikai 2 BDRM Condo | King | AC | Marina View
Welcome to your corner retreat at the iconic Ilikai Hotel, where calming ocean views and a resort-style atmosphere set the stage for your perfect Waikīkī escape. This spacious end-unit is filled with natural light, offering sweeping views of the Pacific and a private,...
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
This memorable Loft in Kailua is the perfect home base for your trip. With a cozy living room featuring 2 queen beds, 2 couches, dedicated workspace with desk and chair, full bath with tub, and full kitchen, this gorgeous property offers a peaceful retreat for guests....
LS 418 Studio Near Beach, Pool & Relaxing Hot Tub
Lahaina Shores 418 NEW LISTING Wake Up to Stunning Mountain Views at this West Maui Oceanfront Resort 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...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Fabulous Kona oceanfront 6 bedrooms for 12!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!These incredible villas offers vacationers everything they want and need while on their Big Island retreat. We can offer you two of these villas in close proximity to each other for...
Soothing 1-bedroom cottage perfect for relaxing stays in Keaau.
Located in Keaau, enjoy what this 1-bedroom cottage has to offer. This adorable retreat features a cozy queen bed and a fabulous bathroom with a refreshing outdoor shower. Enjoy the above ground pool. The yard has an active apiary in the lower back part of the yard....
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...
Kahala 633 - Ocean View, 1 bedroom, 1 bath, close to beaches
KAHALA 633 AT KOLOA KAI VACATION RENTALSOcean-View Top-Floor Condo in Poipu Kai ResortExperience breathtaking ocean views and relaxed island living at Kahala 633, a beautifully appointed one-bedroom, one-bath vacation condo overlooking Brennecke’s Beach and the Poipu...
LS 523 Direct Beachfront Studio with Stunning View
Lahaina Shores 523 NEW LISTING Remodeled Oceanfront Studio Wake Up to the Sights and Sounds of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 2 Bedrooms | ML-1966
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
Ridge Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Pets Allowed
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave , Honolulu, HI, 96815 - MARINE SURF WAIKIKI ( condominium...
Two Condos 1/4 mile to Kam 1 Beach | Pool Hot Tub
What feels like “just another condo” is actually two separate units—perfect for groups who need space. Renovated in 2023, these apartments let early risers sip coffee while night owls sleep in. Just ¼ mile to Kamaole 1 Beach, with pool, hot tub, gym, & food trucks...
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
🏄🏻🌊 🏝️Maui is Calling - Kihei condo Across the Kamaole 2 Beach
Welcome to Your Tropical Retreat at Kihei Kai NaniEscape to paradise and experience the beauty of Maui from the comfort of our charming 1-bedroom, 1-bathroom unit at Kihei Kai Nani. With a convenient location, comfortable accommodations, and all the amenities you need,...
Mauna Loa Village#55: 3 bedroom incredibly spacious townhouse in Keauhou
Mauna Loa Village Luxury Retreat – Unit #55Welcome to your island escape at Mauna Loa Village, a spectacular 3-bedroom, 2.5-bathroom townhouse perfectly situated in the heart of the prestigious Keauhou Resort area. This beautifully upgraded, fully furnished retreat...