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.
NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona
NEW! NEW! NEW!Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C. The kitchen has been completely...
Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach
Mauna Lani Terrace G301. We have no reviews because we just launched this jewel of a spot. The view is gorgeous and the bathrooms and kitchen have been updated! Stunning ocean views overlooking the pool and beach! This updated one-bedroom features two beautifully...
The Islands at Mauna Lani | F3
Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living...
908 - Premium Ocean View One Bedroom Two Bathrooms - The Whaler Resort
This one bedroom suite offers a beautiful view of the Pacific. Suite features two bathrooms, a living area, fully equipped kitchen, and private balcony. Located on the beautiful Kaanapali Beach, steps away from 3 first class restaurants and the Whaler's Village Shopping...
Honolulu Beachfront Retreat by Gather: Lux Beachfront w/ Ocean Views & Comfort
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Honolulu Beachfront Retreat by...
2 Units, Ridge Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui
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...
226-4 Steps to Surf and Sun
Located just steps from the ocean in the beachfront section of Puamana that was spared during the August 2023 Lahaina fire, this spacious 3-bedroom, 2.5-bath townhome offers a rare opportunity to stay in one of Maui’s most peaceful and private communities. This is a...
Tropical Paradise at HBR, beach access, AC, washer/dryer & kitchen
REGISTRATION/RESORT/PARKING FEES DUE TO THE RESORT AT THE ARRIVAL. Elegant, newly renovated, and a very private condo. Nestled in the trees, featuring a short jungle walk to a quiet, private beach, it looks out to a view of sparkling Hanalei Bay, lush gardens, soaring...
NEW! Marjorie's Kauai Inn-King Room - Panoramic Lanai
Welcome to Marjorie's Kauai Inn, a Classic Bed[&](https://www.marjorieskauaiinn.com/) Breakfast! _It 's the experiencethat sets us apart. Marjorie's Kauai Inn is not just a "room in a house". It'snot just the same old condo or a crowded hotel room. It's the Lawai...
Direct oceanfront Studio in Kaanapali, Maui
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...
2 bdr Condo:AC/great views/WiFi/tennis/pools/BBQ/nearby golf/Spectacular Beaches
Truly comfortable, all amenities, fabulous, newly modernized, 2-bedroom Princeville retreat. This charming condo also features a cozy living room with a sofa bed, sleeps 6, Wi-Fi, a fully equipped kitchen, and two lovely bathrooms with a bathtub and hair dryers, all...
Ocean View Large Lanai Kamaole Sands
Hosted by VacaMauiLuxurious Condo at Kamaole Sands: Your Perfect Maui Getaway!Welcome to Kamaole Sands, your ultimate destination for a dream vacation in Maui! Our exquisite condo, located in Building #8, Unit #411, offers everything you need for a memorable stay....
Westin 1 bedroom Ocean View Villa
This is a one bedroom , premium, deluxe, ocean view villa with one lanais. Sleeps 4 (750 square feet). Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. Enjoy amazing sunsets and...
Beautiful Ocean Front Condo on Maui
The Maui Sunset Resort, with its immaculate grounds and tropical landscaping, is a family-friendly, oceanfront property offering breathtaking ocean and garden views. It has easy access to the sand beach where you can watch the amazing sunsets. The condo where you will...
Kaanapali Alii | 351
Discover your perfect Hawaiian getaway at Kaanapali Alii 351 in this stunning one-bedroom plus den vacation rental, featuring breathtaking ocean views. Ideal for couples or small families, this spacious condo offers an inviting open floor plan.The living and dining area...
Lux Hotel Villa with Kitchenette, King Bed, Living area and more!
Welcome to an amazing beachfront resort experience with so much more to offer than a standard hotel room! Enjoy some of the nice-to-haves from home like the kitchenette and cozy dining area, full size sofa with queen pull out bed in the living area, and the clothes...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
Like new, 1st floor, king, pool
Summary:Modern designer touches with Island vibe will meet you in this tastefully upgraded ground level unit. Large living room with high ceilings opens into a fully stocked, chef's kitchen and opens to lanai (balcony) with expansive seating and views of golf, lake,...
Relax Your Eyes with Stunning Ocean Views! Outdoor Pool!
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Hale Hideaway - 2 bed / 1 bath
Welcome to Hale Hideaway, a 2 bedroom furnished unit. Nestled in a peaceful neighborhood, this cozy rentals offers a perfect retreat for your island getaway. Enjoy a relaxing bedroom setup, fully equipped kitchen and comfortable living area . Just a short drive to...
Lagoon View Resort Retreat
Keep it simple at this peaceful at this Resort Hotel Room. A lovely view from private lanai overlooking lagoon and mountains beyond at this popular kauai's East side Oceanfront Resort location. An easy 5 minute drive from the LIhue airport, an ideal resting spot to end...
Luxury Oceanfront Gated Charming 3-bedroom house with Pool/Spa/AC in town
This is a hosted vacation rental - meaning that we are available during your stay if you have any issues or problems and need assistant. For a discount, please contact KonaHome Vacation. Welcome to KonaHome Vacation. This beautiful gated beachfront property is right in...
Royal Kahana Maui 903 Ocean View Studio
- 9th floor condo with balcony- Vinyl plank flooring in living area; tile in kitchen and bathroom- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar-...
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Luxury 6th Floor Interior Courtyard Offering w/ Stunning Ocean Views!
This tandem 3BR/3BA pairing is comprised of two fantastic 6th-floor oceanview suites located directly next door to each other. Each suite overlooks the Hokulani Tower's lush interior courtyard and pools and provide spectacular full ocean views.Gather, reconnect, and...
Ekahi 49E Sweeping Ocean Views
WAILEA EKAHI 49E – OCEAN & HALEAKALA VIEWSBest views at Ekahi Village! Watch the sunrise over Haleakala from the kitchen window and watch the sunset from the lanai. Original owners just completed a full down to the stud remodel in February 2021 and are now ready to...
Mauna Lani Point | C202
Experience the epitome of Hawaiian luxury at Mauna Lani Point C202—a stunning 2-bedroom, 2.5-bathroom ocean view residence situated along the iconic 15th hole of the Mauna Lani South Course. This residence offers panoramic vistas of the Pacific Ocean, the lush...
Kaanapali Alii | 233
Welcome to Kaanapali Alii 233, a charming two-bedroom, two-bath condo that invites you to experience the best of Hawaiian living. Situated on the lower floor, this residence offers close-up views of the sparkling pool and lush tropical gardens, extending out to the...
Maui Vista, Kihei, ocean, tennis, pool and the beauty of Maui.
Consider this charming condo your home away from home while you visit Kihei. This superb 1-bedroom unit comes with a cozy living room featuring a sofa bed, perfect for extra guests. With amenities like AC, WiFi, a washing machine and dryer, your stay will be convenient...
Maui Kamaole Beautifully Furnished 1 Br condo
Enjoy this quiet, well-appointed 1 bedroom, 2 bath, 900 sq ft South Kihei condo is located at the tropical Maui Kamaole property where you’ll be greeted by ocean and mountain views from the large front lanai, living room & kitchen. This GR8 unit is spacious and has...
KV E706 Breathtaking Oceanview 2BD with central AC Pool & near beach!
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 Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
July 18-23, 2025 Maui 1 BDRM @ Westin Kaanapali Ocean Resort Villas
Can also book many other Westin Villa properties in AZ, CA, CO, HI, FL, MEX, St Thomas, & Bahamas.Vacation Rental -- Maui Westin Kaanapali Ocean Resort Villas/ or Westin Nanea (up to 8 days/7 nights) Now Booking Reservations 8 to 12 months in advance. Please note that...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
Drive & Camp/Ford Transit
About this spaceReconnect with nature at this unforgettable escape. Maui Camp SpotsKipahulu Campground / Haleakala National ParkTony’s Place:A nice private campground in Hana town, walking distance to Hamoa Beach.Lahaina & Westside:Camp OlowaluPapaluaRoadside on the...
Beautifully Renovated Beach Resort Condo on Kaanapali Beach
Beautifully Renovated Beach Resort Condo on Kaanapali Beach - Managed by Hawaii Life Vacation RentalsWelcome to our slice of paradise! Located inside the lush and serene Aston Maui Kaanapali Villas, just north of iconic Black Rock, our spacious and fully renovated...
Royal Kahana Maui 716 Ocean View Studio
- 7th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen, bathroom and...
NEW! Nihilani 6B, Premium 2BD+Bonus Room, w/ A/C & Superb Pool!
Aloha and welcome to our beautiful vacation home in Princeville, Kauai! This luxurious two-story, two-bedroom condo with an optional third bedroom (with 2 twin beds), offers the perfect mix of comfort, elegance, and island convenience. Located just minutes from the...
Marriott Maui Ocean Club - Ocean Front: 1 Bedroom 1 Bath Studio Villa
Ocean front studio on Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort features beautiful pools, golf, on-site dining, spa services, and sports courts.This studio has a king bed and a kitchenette. Additionally, there is a...
Waikiki Banyan @T2-29th 2Double Beds NEW Renovated
Summary:Parking is free. Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck...
Lahaina Beach Getaway Destination! Steps from Ka'anapali Surf Club, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
NEW! KBM Resorts | FREE CAR | Hale Protea At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa!
NEW Luxurious ocean view Grand Residence at Montage Kapalua Bay, featuring a gourmet kitchen, spacious lanais, and convenient beach and pool access, FREE rental car!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between...
3 Partial Ocean View Units, Pool, 3 Restaurants, 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...
Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hale Alapi'i Lanikai Getaway by...
Beautiful Oceanfront Condo, Newly Renovated and Amazing Sunsets Every Night!
Newly renovated condo with kitchen having open, ocean view! Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located near the center of the building on the second floor and has an...
Peaceful 1-Bedroom in a Quiet Community
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
New Listing! Colorful 1bd on the 3rd floor
Welcome to Valley Isle 301, a beautiful 1-bedroom, 1-bath condo with stunning ocean views, located just steps from the beach between Kaanapali and Kapalua. This spacious third-floor unit comfortably sleeps up to four guests and offers the perfect blend of island charm...
Royal Sea Cliff Kona 306 Garden View 2 Bedroom
- 3rd floor condo with lanai on the south side of the building- Maximum 6 persons including children and infants- Master bedroom with 1 king bed and bathroom with walk-in shower and double sinks- 2nd bedroom with 1 king- Queen sofa sleeper with premium mattress in...