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.
Marine Surf 13th Renovated with Small Parking Space
Newly renovated studio in Marine Surf Waikiki, perfect for 4 with a cozy sofa bed. Enjoy window AC + tower fan for comfort. Located in the heart of Waikiki, close to everything! Free small parking included. Please note: Oct 27–Jan 30, the building will undergo exterior...
Full duplex w/fast WiFi, expansive mountain views, 2 balconies, pool & grills
Paniolo #202 A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture-perfect views abound at this tropical retreat! This full duplex boasts stunning views of lush foliage and...
Waikiki Modern Studio w/ Mountain View 26F A
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
New Listing Lahaina Shores 318 Studio Serenity
Escape to Island Serenity at Lahaina Shores 318Unit 318 is perched on the third floor of the beloved Lahaina Shores Beach Resort. This beautiful Studio invites you to unwind with breathtaking views of the West Maui Mountains. Designed for comfort and convenience, the...
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
** 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...
Manukai Hale: Luxe Golf View, Pool, Boho Charm, & Prime Location Near Heeia Bay
Welcome to Manukai Hale by Gather, a beautifully updated 3-bedroom, 3-bathroom retreat located along the scenic Manukai Street in Kailua Kona, Hawai‘i. Blending modern luxury with charming Boho styling, this 1,486-square-foot home offers a bright, open floor plan and...
This fantastic 3BR/3BA "penthouse" offering delivers stunning 8th-floor ocean views in addition to views of the majestic West Maui Mountains. This tandem pairing combines one of the finest two-bedroom deluxe ocean view corner suites with a neighboring one-bedroom suite...
Ko Olina Kai 1027A: 2BR Retreat, Open Plan Living, Easy Access to Golf & Spa
Embark on a serene island escape at Ko Olina Kai 1027A, a ground-floor, single-level condo in the tranquil Ko Olina Kai community within the renowned Ko Olina Resort. With its inviting garden views, spacious layout, and effortless access to resort amenities, this...
Couple Retreat | Room w/ Relaxing Waikiki View & Free Daily Hot Breakfast
Discover the heart of Waikiki – pristine beaches and electric nights await, all within a short walk to the ocean’s embrace and premier venues.This listing is for a room within a hotel.✦ Your room is 220 sq. ft, equipped with complimentary toiletries, high definition...
Royal Kahana Maui Oceanfront 2 Bedroom
Experience luxury and breathtaking views in this oceanfront two-bedroom unit, just steps from the sandy beach. Ideal for families, groups, or couples seeking an unforgettable island retreat.Oceanfront 2 Bedroom 2 Bath• Kitchen includes microwave, stovetop/oven, coffee...
11th Fl Executive Centre | Parking | Pool | Patio
In the heart of Downtown Honolulu, just steps from historic ʻIolani Palace, Mission Homes Museum, Aloha Tower Marketplace, and City Hall. This spacious one-bedroom condo features a rare 300+ sq. ft. private patio with sweeping city views—ideal for relaxing or...
Stylish Modern King 1-Bedroom Condo Central Waikiki, WiFi, AC, Rooftop Pool Deck
Welcome to your newly remodeled executive one-bedroom condo, perched on the 24th floor in the very heart of Waikiki. Enjoy sweeping views of the Pacific Ocean, iconic Waikiki Beach, and lush mountains by day—and prepare to be wowed by stunning sunsets and Friday night...
Kumukehu 15 – Best Location & Ocean Views | Onsite Staff & Daily Housekeeping
Kumukehu 15 – Unbeatable Location & Deluxe Ocean View Hualalai HomeTreat yourself to the best location on the resort with white-water ocean views from this designer appointed 3-bedroom, 3 bath custom home. The beach, restaurants and all of the services and amenities...
Kiahuna Plantation Resort 318 Partial Ocean 1 BD
Catch a glimpse of the sparkling Pacific from this charming 3rd floor condo, featuring partial ocean views and a welcoming cottage-style feel—just moments from Kauai’s iconic beach. Unit 318 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
ʻO ka hale maikaʻi, he waiwai nō nā poʻe a pau. A good home is a treasure for all people.Experience the heart of old Hawaiʻi in this beautifully restored plantation-era home in Wainaku.Welcome to our vibrant and peaceful 1931 home, tucked away on quiet Kauila Street in...
Peaceful 1BR Condo with Balcony
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Waikiki newly remodeled 1Br 1Ba sleeps 5 steps from beach
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach condo has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 75 flat screen T.V., lanai facing the ocean, free WIFI and...
HGVC Waikiki Beach Walk Resort & Spa, Hot Tub-Pool
Your island adventure awaits at Wyndham at Waikiki Beach Walk! Located in the innovative Waikiki Beach Walk project, Wyndham offers unparalleled access to shopping, dining and everything on your must-do list. Swim in the outdoor pool or settle into the inviting...
Kaanapali Alii 2312 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This stunning Maui ocean view platinum-rated residence is a beautiful one-bedroom, ocean-view condo with a fully enclosed den that comfortably serves as a second...
Oceanfront Moloka‘i Retreat | Wavecrest 2nd Floor
Oceanfront Molokaʻi Stay | Pool, Tennis, ViewsDiscover the tranquility of Molokaʻi at this oceanfront getaway, located at Wavecrest Resort along the Kamehameha V Highway. With palm trees swaying and the ocean at your doorstep, this bright and welcoming condo sets the...
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Summary:Welcome to your tropical paradise getaway Cul-de-Sac location this new home offers breathtaking ocean mountain views modern lighting fixtures High ceiling in living area comfortable couch set Gourmet kitchen with upgraded KitchenAid Appliances Gorgeous ocean...
Oceanview Retreat – 2 Side-by-Side Condos!
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Gorgeous Kekaha Beachfront Home!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful luxury plantation-style beachfront estate offers 3 bedrooms for 6 located in Kekaha Kauai. The estate is located just 20 minutes west of Poipu, a few minutes to the...
Waikiki Luxe Haven – Chic Comfort in Paradise
Located at the most prime location Central of Waikiki, A block away from famous International Market. and mall, walking distance to beach, restaurants . On site `Forty Niner ` cafe. Large swimming pool, Hot Tub, Sauna, BBQ Grills and picnic tables and a Fitness Center.A...
Kaanapali Alii 4922 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 492, a gorgeous platinum-rated one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This...
Fantastic View, Waikiki DiamondHead
A beautifully remodeled home in the hills of Maunalani Heights, Honolulu. Enjoy amazing views of the iconic Diamond Head, the Pacific Ocean, Kahala and Waikiki.Come enjoy the real Hawaii.. Awaken to the sounds of singing birds, not cars and buses.
New Luxury Penthouse! Sky Ala Moana 2bd/2ba
Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...
Marriott Ko Olina Beach Club - On The Beach- Family Friendly - Mountain View
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
** 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...
Aloha casa kona heavenly retreat
Best house for a lovely vacation in kona.Situated above the highway on a cool elevation with a cool breeze coming in from the ocean.This peppery is perfect for a family or travel companions. It features 3 bedrooms and 3 bathrooms.
Beachfront Studio in North Shore - Lower Unit
Discover a surfer's paradise at this beachfront studio located in Haleiwa, Oahu. With private access to the beach, this idyllic location is in front of a popular surf spot. Lounge comfortably on the porch and have lunch at the outdoor dining area right outside the...
A charming, secluded, off-grid, quiet and a 180 degree view of the ocean.
This delightful studio in Southpoint of Naalehu is a charming retreat for guests looking to unwind and relax. Situated on a 23 acres of rolling grass lands with no neighbors, no cocky frogs, no roosters to disturb one’s well being and is a smoke free environment. This...
Puamana 254-2 3BD Gated Oceanfront Townhome w/ 2 Lanais, Lawn & Sunset Views
Puamana 254-2 Breathtaking Oceanfront Views form this Lahaina Townhome Incredible Sunsets Steps from the SandWelcome to your Maui Retreat: Puamana 254-2 is a rare ocean-front 3-bedroom, 3-bath townhome that sleeps up to 8 guests and holds a coveted front-row perch to...
Ocean & Diamond Head-view studio in Waikiki
Enjoy stunning ocean and Diamond Head views from your private lanai in the heart of Waikiki. This modern studio is just a short walk to Waikiki Beach, Fort DeRussy Park, world-class Ala Moana shopping center and endless dining. Perfect for couples, friends, business...
Welcome to Mauna Lani Point B101, your serene escape where you can unwind with stunning ocean views and enjoy direct access to the world-class Mauna Lani Golf South Course, just steps away. This beautifully renovated residence boasts an open floor plan that seamlessly...
New Listing, Colony Villas 1704, Sleeps 6, WIFI, AC by Coldwell Banker
Tropical Comfort, Luxury at Colony Villas 1704 Welcome to your Big Island getaway at Colony Villas 1704, a beautifully appointed 2 bedroom, 2.5-bathroom townhome nestled within the prestigious Waikoloa Beach Resort. This spacious villa offers the perfect blend of...
** 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...
Beautiful Waikiki Room w/ Rooftop Pool, 2 Blocks from the Beach - Pets Welcome
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
Just a short stroll from the turquoise waters and powder-soft sands of Kailua Beach, Kailua Beach House is a light-filled 4-bedroom, 2.5-bath island retreat designed for laid-back luxury. This single-level residence blends open-concept living with a private outdoor...
4BR I Kii Hale at Kukui ula Signature Retreat
Summary:Kii Hale at Kukuiula is a contemporary 4BR, 3BA residence offering a peaceful escape in one of Kauai’s most prestigious neighborhoods. With golf course vistas, a private heated pool, and open-air living spaces, this home invites relaxation in every corner. All...
Wyndham Waikiki Marina | 2 Studio Suites
Summary:Live like a super star when you stay at this resort, which has hosted celebrities, presidents, and jetsetters. You get easy access to Waikiki Beach, the most famous stretch of sand in the Pacific. Surf’s up.Wyndham Waikiki Marina | 2 Studio SuitesEach suite...
Gorgeous Ocean View 3BR 2BA Home, Wailuku, 6 Mo. Min priced below vacation rates
This single family home is being rented out for six months while we travel. Inquiries for less than six months will not be accepted. A home of this size, quality, location, and ocean view would conservatively rent for $350 per night but we're discounting it to $289 per...
Cozy studio- 5 min away from shopping center
Come and stay in a cozy studio located in a quiet suburb of Oahu. You can walk a minute away from the community pool area where you can swim around or just lay down and relax while soaking in all of Hawaii’s sunshine. Drive for 5 minutes to one of Oahu’s popular...
Direct Oceanfront! Sugar Beach Resort, Penthouse in paradise, AC, TV, WIFI, POOL
Welcome to Sugar Beach - the longest white sand beach on Maui! This fully remodeled OCEANFRONT condominium is a Penthouse unit at Sugar Beach Resort (6 floors total) in Kihei, Maui. All new flooring, kitchen, bathroom and appliances!Our condo is one bedroom, one bath...
Waikiki Ocean Luxe Retreat High Floor Suite
Located central to Waikiki, just a block away from the famous International Market and mall, walking distance to the beach, restaurants, and more. The condo comes with a very spacious lanai (balcony) that invites the fresh Hawaiian breeze with 180° views, comfy...
Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart
Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart of Maui Kaanapali Villas Resort. It boasts spacious rooms with high ceilings and tropical furnishings. This suite can accommodate up to six (6) people. There is a King bed in the primary...
Cozy studio in wonderful Waikiki with refreshing AC breeze
Consider this studio your home away from home while you visit Waikiki. This terrific space features one bathroom and keeps you comfortable with air conditioning. Guests will appreciate thoughtful touches like a hair dryer and iron, making packing light a breeze. Whether...
** 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...
Private Paradises, 4BR, Studio, 2 Kitchens
Welcome to Kona in a furnished main house, with an attached studio that elegantly decorated with crafted arts made by my wife, cater for large groups. An unmatched treasure, tropical vibes, 5 minutes from KOA airport:✔ Spacious Three Comfortable Bedrooms – 3 Beds + 2...