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.
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
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 Lanikai Hillside Estate, a premier...
Ohana Retreat - Private Pool, Sleeps 29
OHANA RETREAT AT KOLOA KAI VACATION RENTALSYour Ultimate Group Getaway in PoipuWelcome to Ohana Retreat, a one-of-a-kind vacation rental in Poipu that can accommodate up to 28 guests, making it the perfect haven for large family reunions, retreats, or multi-family...
PHENOMENAL VIEW OCEANFRONT A/C Kahana beach n1 bedroom, 2 Lanais, Hear the Waves
SPECTACULAR OCEANFRONT A/C Kahana bch. Near everything! Experience the beauty of Maui at the Kahana Beach. 7 night minimum stay. corner condo, newly renovated with 2 Lanais oceanfront and relax in the comfort of your A/C 1 bedroom 2 full baths & full Kitchen. This...
Cool 2-bedroom apartment with AC and POOL in Kailua-Kona
Welcome to Palani Breeze, a charming 2-bedroom, 1-bath condo perfectly located in the heart of Kailua-Kona. This inviting retreat offers comfort, convenience, and a true island feel, making it the ideal home base for your Big Island adventure.Inside, you’ll find a...
Luxe Westin Kaanapali Ocean Resort,Sleep 4, full resort access. STEEP DISCOUNT !
The Westin Kā‘anapali Ocean Resort Villas is a luxurious vacation on one of the most pristine beaches in the world, offering a multitude of ocean water sports such as snorkeling, kayaking, surfing, and scuba. Set on 26 lush acres, the resort is also near the historic...
Ke Alaula Estate: Hualalai Luxury with Lanai, Heated Pool & Golf Views
September 15 – Mid-November, 2025The Hualalai Resort Spa will be undergoing enhancements to the outdoor aqua-thermal areas of both the men’s and women’s locker rooms. During this time, massage, body, and facial treatments will be temporarily relocated to the...
Valley Isle Resort #1202 - Vacation West Maui
Free Parking, Free Wi-fi, No Resort Fees★Newly Installed AC Unit will keep you cool!★Unit 1202 at Valley Isle offers a comfortable and functional living space ideal for a small family or a couple seeking a beautiful retreat on the Maui coast. This 1-bedroom,...
Palms at Wailea Garden Deluxe Villas 2 BD 2 BA
Garden View Deluxe 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed or 2 twin beds- Queen...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.• Kitchen includes ceramic stove top, microwave,...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, Stunning 5th Floor Deluxe Ocean Views from Every Room!
This phenomenal 4BR deluxe oceanview offering pairs two neighboring 5th-floor residences for over 2100 sq ft of combined interior living space. Each suite boasts spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean from high above the...
The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa
You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the...
Island relaxation in this 1bdrm suite in Kauai, HI
About this spaceRelax is our beautiful 1 bedroom suite.Resort overlooks Anini Bay, a South Pacific paradise on Kauai’s north shore. Enjoy all the resort amenities and nearby golf, or roam the whole island for breathtaking adventure. Whatever your style, there’s...
Kaanapali Maui Eldorado Partial Ocean 2 Bedroom
Partial Ocean View 2 Bedroom 2 Bath- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware and tableware- Bedding configuration varies and is based on availability; configuration 1 king/1 king, or 1 queen/2 queens, or 2queens/2 queens, or 1...
Sunset Villa - Resort Amenities - Short Walk to Koolina Beaches - Sleeps 8 - 30 Day Rental
**Monthly Rental**Welcome to Sunset Villa at Coconut Plantation! Located in a resort community on the West side of Oahu. The unit is composed of 4 bedrooms, 3 bathrooms, with an open-concept design, spacious upstairs and downstairs patios, two-car enclosed garage, with...
20th-floor corner condo with lanai, prime location, pool & hot tub
Island Colony 2020 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the...
Wailua Bay View 107 Oceanfront condo
This 1-bedroom condo in Kapaʻa is perfect for your escape to paradise. With WiFi, and a washing machine, guests can enjoy a fantastic stay in this wonderful space. The pleasant atmosphere and convenient amenities make it a great choice for a relaxing getaway. Fall in...
Kaanapali Alii | 294
Welcome to Kaanapali Alii 294! This one-bedroom mountain view vacation rental offers a luxurious and spacious retreat for your Maui getaway. The residence features a well-appointed bedroom, a sleeping den, two full bathrooms, and a separate living and dining area,...
Royal Kahana Maui 1205 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and twin sofabed- Ceiling fan- Cable TV-...
Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping
This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...
Waikiki Hideaway: Relax & Unwind. Perfect for 90 day stays or longer.
Welcome to the Waikiki Hideaway! Your home away from home! Perfect for 90 day stays or longer! Unpack, relax, refresh, and unwind in the luxury of resort style living in Waikiki. Do you have a work contract? Work remotely and need a change of scenery? Moving to the...
Experience Paradise at Hilton's Ka’anapali Beach – 1 Bedroom Deluxe Ccean View
Welcome to Hilton Vacation Club Ka'anapali Beach, where endless family fun and breathtaking views of the Pacific await. Nestled on the golden shores of Ka'anapali Beach in Maui, this resort combines the natural beauty of Hawaii with the luxury and comfort you’d expect...
Brand New Remodeled Beachfront Ground Floor Stunning Studio! Steps to the sand!
Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is steps away where you can soak up some sun and swim in the warm crystal clear ocean. Condo details:~ Tastefully renovated throughout with attention to detail~...
Penthouse with Panoramic Ocean Views From Private Lanais
Welcome to your dream getaway on the Garden Isle! This top-floor penthouse in the heart of world famous Poipu Beach offers the perfect blend of luxury, comfort, and island charm. With soaring vaulted ceilings, four spacious bedrooms, and 3.5 baths, this retreat is...
Wailea Ekahi 6E-Gorgeous Condo, #1 Location, Serene/Private, steps to Pool/Beach
***Please note: This unit is under NEW ownership. The previous owner had a 10/10 rating with 67 reviews!LOCATION, LOCATION, LOCATION is everything at Ekahi Village! Ekahi Village is a premiere condo complex in beautiful Wailea, Maui. Unit 6E is perfectly situated within...
Colony Surf unit 1503 1504
This stunning, newly renovated beachfront condo offers breathtaking views of the ocean, Diamond Head, and Sandy Beach. Enjoy the ultimate coastal lifestyle in this spacious one-bedroom, two-bath unit.Key Features:Direct Oceanfront: Enjoy panoramic ocean views from every...
The Avocado Cottage
Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.
3-bedroom Home, Gated, New Modern Home
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
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...
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...
Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7
Kailua Sands sits directly on the golden curve of Kailua Beach, where turquoise waters meet soft sand just steps from your lanai. This single-level, 3,360-square-foot home embraces a seamless indoor-outdoor flow, centered around a private pool courtyard framed by...
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...
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
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-...