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.
Luxury 2BR/2BA at One Ala Moana
Enjoy the many luxurious perks of this upgraded 2BR/2BA unit at One Ala Moana. This fully furnished and well appointed unit features fabulous ocean and mountain views, high end finishes and top of the line appliances, walk-in closet, full size washer/dryer in unit....
Ocean Facing View - 3 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing rates to direct resort bookings. Units are managed and maintained by the resort. Upon arrival, guests will check in at the resort’s front desk using their resort...
Kaanapali Beachfront Resort 🐢 Ground Floor Condo Steps to Sand with Kitchen
🌴 The Salty Turtle Maui- D173Stay just steps from the sand at Maui Ka‘anapali Villas , one of West Maui’s most beloved beachfront resorts. Our ground-floor studio lets you walk right out to the beach path, tropical pool, or the popular Castaway Café, where you can enjoy...
Fairway Villas Waikoloa Golf View 2 Bedroom + Loft
Located on the Kohala Coast, this golf view condo features two bedrooms, two baths and a spacious loft. Enjoy quiet mornings on the lanai or explore nearby beaches from the comfort of this unit. Golf View + Loft 2 Bedroom 2 BathFairway Villas is located at 69-200...
Volcano Village Bungalow, 1 mile to Park
Poliahu is a newly built, modern bungalow designed for a refined and luxurious experience that is comparable to an upscale hotel stay. Featuring a king-sized bed, radiant heated floors, and contemporary lighting, this bungalow offers expansive forest views and a touch...
-NEW- Luxurious well appointed Hawai'i home with spectacular Mauna Kea Views
THIS PROPERTY CANNOT BE RENTED FOR LESS THAN 31 DAYSMonthly rent includes utilities (water, electric, wifi, landscaping) for rental periods of 1-3. Monthly rentals of 3 months or more are utilities included with a cap on electric. Rents under 6 months are subject to a...
Koa Kai: Waikiki studio getaway
Welcome to your elevated island retreat! This bright and breezy studio features a king-size bed, double sofa bed, and a spacious private lanai where you can soak in panoramic views from lush green mountains to the sparkling Pacific.Whether you’re sipping coffee at...
Beachfront Paradise Air Conditioner Ocean Wave Sand Pool Hot Tub Sauna
Kihei Beachfront 2BR/2BA Condo Vacation Rental in Maui! Oceanfront paradise just steps from the beach – ideal for swimming, snorkeling, sunbathing. Modern amenities: strong AC, free parking, stocked kitchen. Perfect for family vacations, group getaways. Minutes to Kihei...
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...
New Listing – Quam Properties: Lahaina Shores 318 * Studio Island 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...
Kapalua Bay Villas | 4 FREE Rental Cars | KBM Resorts | Whale Watching | 4 Units, 6 Bedrooms | ML-1978
** 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...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views!
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...
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...
Kaanapali Alii Residence 231
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 3br Kekaha Beachfront Home for 6!
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...
Kaanapali Alii Residence 492
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...
Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway
Kihei is waiting for you at this terrific 1-bedroom resort. Enjoy the phenomenal king bed in the bedroom and the sofa bed in the living room. With amenities like an iron, washing machine, and WiFi, guests can relax and unwind after a day at the beach. Experience what...
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...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 7 Bedrooms | ML-1319
** 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...
PU 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...
3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
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...
Mauna Lani Point B101
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...
Hilton Hawaiian Village Lagoon Tower Ocean View 1-Bed, 1-Ba Condo
1 Bedroom Plus (1LP)Size 600 sqft Accommodates: 4This spacious one-bedroom, one-bathroom ocean view suite with balcony features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The suite includes a generous...
3rd-floor 1bd condo, near shopping and beaches
Papakea C301 is an exquisite 1-bedroom,1-bathroom condo on the 3rd floor with split air conditioning that can accommodate up to 4 guests. With garden and ocean views from your private lanai, you will enjoy the picturesque backdrop of the neighboring island of Molokai in...
Honua Kai | 3 Free Rental Cars | KBM Resorts | King Size Bunk Beds | 3 Units, 6 Bedrooms | HK ML-1373
** 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...
Montage Kapalua Bay | 2 Free Rental Cars | KBM Resorts | Beautiful Villa At Montage Kapalua Bay | 2 Units, 6 Bedrooms | ML-1507
** 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...
New Listing!! Beautiful Newer Luxury Home Centrally Located
The perfect executive home!! Much Aloha to my future guests. I've created a beautiful and tranquil Hawaiian style home offering much comfort and convenience. Truly our place in paradise. Ideal location because we are centrally located to all. Within minutes to all areas...
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...
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...
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...
🌴 Maui Banyan | Walk to Beach | A/C | Pool | Lanai | Sleeps 4
Escape to paradise at Maui Banyan H310 — a beautifully updated 1BR/2BA condo just steps from Kamaole Beach II. Enjoy split A/C, a private lanai, full kitchen, and in-unit laundry. Located in South Kihei, this resort-style property features 2 pools, hot tubs, tennis...
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...