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.
40th Floor One Bedroom Condo
Newly developed and completed in Fall 2021, Azure Ala Moana makes the perfect home away from home. Perfect for long term stays- you'll have a spacious full kitchen with dishwasher, full size oven, and a washer and dryer in the condo, and a beautiful view of Sunset....
🌈 Sharing our Blessings! Spectacular Views, Sunsets, Whales, Rainbows🌈
Sharing our Blessings! Unrivaled Views, Sunsets, Whales, Rainbows Nestled on the picturesque Kahana Beach, our extraordinary property boasts stunning views of Molokai and Lanai. Experience the perfect blend of serenity and convenience as we are within walking distance...
Oceanfront ground level recent remodel at Kona Isle
Direct oceanfront, ground level, recently remodeled D4 at Kona Isle. Enjoy beautiful ocean views and breezes. Steps to the beachfront area with lounge chairs to relax in. Or swim in the solar heated pool. BBQ grills and picnic tables make for cooking out a breeze and a...
Emmalani Hale, High-end, Luxurious, Tranquil retreat, AC in Princeville
Welcome to Emmalani Hale, your perfect retreat in Kauai!More than just a vacation rental, Emmalani Hale offers a luxurious and welcoming island escape designed for relaxation and comfort. This beautiful 3-bedroom, 3-bathroom home with large spacious living space,...
Beautiful, Renovated, Hale Kamaole 159
Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a recently renovated, exceptionally clean, 1 bedroom, 1 bath condo located in beautiful Hale Kamaole with pools and tennis courts, and you're right across from Kamaole Beach Park III, where you can...
Stylish Waikiki 1 Bedroom Gem with Parking
30-Day Rental Only!Kick back, relax in this stylish, newly remodeled space in quiet Waikiki. Charming 1-bedroom apartment featuring fully-equipped modern kitchen and bathroom, and air-conditioned bedroom for restful nights. Perfect for solo travelers or couples with...
The Best Condo in Wailea Ekahi Village!
Wailea Ekahi Village is a tropical oasis that sits right on Ke'awakapu Beach, considered by locals to be Maui’s best beach. Surrounded by major resort hotels, shopping centers, and championship golf courses, it's a vacationer's dream! This condo is in one of Ekahi...
Enjoy garden views and ocean glimpses from your private lanai at #138
Location! Location! Location! Who needs a car?!? This central Wailea location makes it favorable as you can find tennis, golf, retailers at the Shops at Wailea, casual to fine dining restaurants, world's top beaches, and five-star hotels just moments away.Kick back and...
*25% Off-Steps to Beach-AC in Every Room-Remodeled
🌟 COMFORT AND ELEGANCE COMBINED 🌟Step Into A World Of Contemporary Elegance With This Modern Remodeled Condo. Honus Hideaway Is Thoughtfully Designed To Provide A Comfortable And Luxurious Stay. The Condo Is 880 Square Feet. It Features Two Cozy Bedrooms With...
Wyndham Bali Hai Villas | Three 2BR/2BA Villas!
Summary:This listing is for three 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
Ocean Views | Polo Beach Club Ground Floor Condo | Walk to Beach, Private Patio
Summary:Escape to paradise at this ground-floor condo at the exclusive Polo Beach Club. Enjoy stunning ocean views, lush gardens and direct access to Wailea’s premier swimming beach. The “endless lanai” allows you to step straight onto the pool, beach or scenic...
Kaanapali Shores 702 Find Your Next Summer Escape at Beautiful Beachfront Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 702, a show-stopping direct-oceanfront residence perched on the 7th floor of the acclaimed Kaanapali Shores...
Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC
*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...
Kaanapali Alii | 3112
Welcome to Kaanapali Alii 3112, your perfect luxury vacation rental nestled in the heart of Lahaina. This one-bedroom condo with a sleeping den offers stunning views of Kaanapali Beach and the majestic West Maui Mountains. Ideal for two couples traveling together, the...
Beautiful View • Close to Beach and Close to Town
This is a Hosted Property. Recently constructed and fully remodeled 700 square foot self-contained living space in a private, separate wing of the house. The bedroom and living areas are filled with light, looking out to gorgeous views of the three mountains - Mauna...
Papaya & Palm - A Private Tropical Oasis
Come and relax in this private guest home on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Centrally located and just 15 minutes from the island's best white sand beaches and renowned resorts, this space makes the perfect home base for all your Big...
Charming 2bd split-level in garden setting
Welcome to Maui Kamaole M109, a tropical paradise nestled in the heart of Maui's beautiful South Kihei region. This delightful property offers the perfect combination of comfort, convenience, and island charm. Step into this enchanting ground floor 1-bedroom, 2-bathroom...
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
Spectacular Urban Location - A Peaceful Surrender in Waikiki
This privately owned unit at the newly renovated Aqua Palms Lifestyle Hotel offers a serene escape with stunning mountain and city views. Located across from the world-renowned Hilton Hawaiian Village Hotel, you`ll enjoy easy access to the Duke Kahanamoku Lagoon, weekly...
"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.
Enjoy our hosted private 1 bedroom, 1 1/2 bathroom accommodations. Beautifully detailed with a king size bed, tv, wireless internet, laundry, closet, and large covered lanai. Everything my mom needs for her month long stays with our family!The large lanai (covered deck)...
Maui Banyan Remodeled Top Floor - Steps to Beach and Shopping
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This stylishly remodeled top floor unit (with elevator) has a well-equipped modern kitchen with granite counters, remodeled bathrooms, flat screen TV in living room and bedroom, and double-wide...
Maui Resort Rentals: Luana Garden Villas 7C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. This premiere offering is defined by its west-facing orientation and open view plane between the Hokulani and Konea Towers. Its designation within our...
🏝 North Shore Island Bungalow, Steps to Beach
Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...
Pikake ocean front 20 feet from ocean
First floor corner unit at The Pikake. Extra windows for extra breezes. Senior & kid friendly. Able to watch turtles, whales, and sunsets from the lanai. Steps from the beach. No extr Only 12 units in complex. 1 parking space for each unit.
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views...
Stunning Ocean View Wailea Beach Villa- Book & Save
Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spectacular panoramic ocean view. This elegant 4th Floor Villa is nestled between The Grand Wailea & The Shops at Wailea. Almost 3000' with...
Maui Resort Rentals: Marriott's Maui Ocean Club 1BR Oceanfront Suite
Freshly Renovated 1 Bedroom Oceanfront Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room...
🏖️Impressive Ocean Views & Sunsets | AC | Pool | Gated | vrKCV
vrKCV - Laulea Hale in Kahakai Estates, Professionally Managed by Kona Coast Vacations Welcome to Laule'a Hale: Your Peaceful, Happy Home in KonaExperience breathtaking panoramic ocean views and stunning sunsets at Laule'a Hale, a beautifully remodeled retreat designed...
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean Views
Welcome to JC Surf House by Gather, a delightful 5-bedroom, 5-bath vacation home nestled in the heart of Kauai’s exclusive Kukui'ula community. This charming two-story property, accommodating up to 10 guests, boasts a prime location for exploring, being in close...
Konea 642: Upgraded 2-Bedroom Honua Kai Condo with Ocean Views & Private Lanai
Discover your perfect Maui retreat at Konea 642, a beautifully remodeled two-bedroom, two-bathroom condo on the sixth floor of Honua Kai Resort. This luxurious unit offers complete privacy, stunning ocean views, and all the upgrades to make your stay comfortable and...
The Palm Treehouse: 3BR Serene Kauai North Shore Retreat
Experience the unparalleled majesty and tranquility of Kauai's North Shore! The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between the mountains and ocean, allowing you to admire both at the same time. Come get lost admiring the stunning landscape...
Alii Cove J-4 - Beautiful upgraded Townhome at the top of Alii Cove overlooking the ocean.
Alii Cove unit J-4 is located at the top of the complex in historic Kailua Village and offers the best Kona Coast ocean views you can get from Alii Cove. This 1815 square foot end unit has been fully upgraded and is well equipped with everything you need to get...
🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV
vrKCV - Nani Kahakai, Professionally Managed by Kona Coast Vacations Welcome to your tropical retreat! This beautiful 3-bedroom, 2.5-bath home offers breathtaking ocean views and a private pool, all nestled within a gated community. Ideal for those seeking the...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...
Welcome to the Beauty that is Mauna Lani Fairways Unit 1301!
Welcome to our beautifully decorated and well appointed, two bedroom, two full bath, air-conditioned townhome, unit 1301. We have endeavored to include as many amenities that we can in order to provide everything you need to enjoy your well deserved vacation. A...
Kuilima West Estates 198B
Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...
New Luxury Kanoala, Upscale, Oceanfront. Total remodel. 3 bed, 3 ba, AC Sleeps 8
Wake up to ocean waves and panoramic views at this stunning Kona retreat. Steps from turquoise water in a resort with 3 pools and jacuzzi's, shaded lounge, and tropical gardens. (next to golf course) and the bay that does Manta Ray and boat tours. Perfect for families,...
Oceanfront 2BD/2BA Condo with Private Lanai
Welcome to Alii Villa Unit #333, your perfect vacation rental in Kailua Kona! This exceptional corner unit boasts stunning oceanfront views, providing a breathtaking panorama of Kailua Bay and the picturesque Kona coast.Location: Situated in the heart of Kailua Kona,...
Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa
Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...
KLVR welcomes you to Luana Garden Villa 6B, short walk to the beach Honua Kai
Kaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortKaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortLuxurious private villa steps away from world...
Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Park Lane is one of the most luxurious buildings in Honolulu! Located at the world famous Ala Moana...
Hale Aloha - Large Gated Oceanfront Estate on Aliomanu Bay
Hale Aloha… On The Sand TVNC-4185Anaik Martin, is the property manager, lives nearby and is available 24 hours a day, 7 days a week, (808) 652-3410. Professionally cleaned and disinfected by a licensed company. Contactless check-in. Hale Aloha is located in a Tsunami...
🏖️Renovated Ocean Front | Concierge Included |vrKCV
vrkcv - Alii Villas 134, Professionally Managed by Kona Coast VacationsAlii Villas Unit 134 – Oceanfront Serenity in KonaExperience true oceanfront living at Alii Villas Unit 134, a beautifully renovated 2-bedroom, 2-bathroom retreat designed to accommodate up to 4...
IMPECCABLE! LUXURY GROUND FLOOR DIRECT OCEANFRONT. 50' TO THE TURTLE SANCUARY!
“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and luxurious ground floor units in all of Ma'alaea. Full remodel just completed with all brand new designer furniture/appliances/finishes/surfaces/accessories, plus stunning original art paying respect...
BEST LOCATION - Spectacular OCEANFRONT Views from EVERY Room - No Stairs
Location, location & location! Or, you could say: Ocean, Ocean & more Ocean. Breathtaking ocean views are captured on the lanai's WEB CAM: https://hollyskauaicondo.com/#HKCWebcamHollysKauaiCondo offers substantially advantages over the VAST majority of other lodging....
Experience paradise at Kahana's beachfront 3-bedroom condo near Kaanapali Beach
The Lahaina fire destroyed Lahainatown, but there is much more to see and do on the island. Our beautiful west Maui condo is away from the devastated area and calling your name!Escape to the stunning beachfront condo in Kahana, where the sound of the waves and the warm...
Absolute Oceanfront Gorgeous views 2-bedroom house with Air Conditioning!
Marvelous 2-bedroom 2-bath oceanfront estate on ancient lava cliffs and black sands with the most incredible wrap around ocean views on the island! The views make it feel more like you are living on a luxury yacht than a house. This tranquil retreat was designed by a...
A Slice of Paradise in Kona - walk to stores, restaurants and the beach
Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...
Luxury Condo! Short walk to the beach and pool! Kolea 13E
Kolea 13E is a luxury condo with everything you need for your vacation. This second story unit has an ocean view of Anaeho'omalu Bay and mountain views that can be seen from the lanai off the main living space and the master bedroom. This 3 bedroom, 3.5 bath is...
Fantastic 4th Floor Views of Ocean, Pool & Haleakala
IF you have been hearing on the news that Short Term Rentals on Maui might be phased out NO WORRIES about booking at Sugar Beach Resort. We are located in a Country Zoned Hotel/Resort area. Only those in Apartment Zones are potentially going to be phased out. Watch the...