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.
360 Premier Ocean View! Remodeled Ekolu # 1510!
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Luxury Hotels! This beautiful condo is fully remodeled with tasteful furnishings, top of the line appliances, exquisite cabinetry, upgraded bathrooms...
Aloha Condos, Hanalei Bay Resort, Condo 6304, Ocean View, AC
A luxurious top floor hotel room with full bath, King bed and butler's pantry complete with a bar fridge, and coffee maker. There is a covered lanai with spectacular views of Hanalei Bay and the surrounding mountains. Perfect for couples who want to explore the North...
2 BD 1.5 BA Remodel. Steps to beach on paved path. Ocean side, end unit
An affordable 2 bed, 1.5 bath, air-conditioned end-unit. please do not exceed 4 guests.Ideal location on Kauai’s eastern shore. Located next one of the largest coconut groves on the Garden Island. Just outside the unit is Ke Ala Hele Makalae Coastal Path, a walk-bike...
PM 217 Cozy 1BR Condo w Oceanfront Pool and Hot Tub
You'll have a great time at this comfortable place to stay. 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,...
Beautiful Waikoloa Beach 3 BR Villa - Starting at 179/Night
Our villa is furnished in a casual tropical island theme, with authentic Tommy Bahama furniture and new wide plank flooring in the living and dining areas. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very...
Work Remotely at this Garden View Condo | Pono Kai Resort | PK-H207
Summer Deal!! 10% off weekly, monthly and last minute bookings! 🌞Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Beautiful 1BR/1BA Condo at...
Studio w/Ocean Views - Islander On The Beach 322
Islander on the Beach unit #322: A warm Hawaiian-style aesthetic defines this lovely 3rd floor studio, designed with island ease in mind. Floor-to-ceiling sliding glass doors allow an abundance of natural sunlight & lead to a fully furnished private lanai with direct...
Renovated 2bd condo with partial ocean views
Papakea G105 is a 2-bedroom, 2-bathroom ground floor unit that sleeps up to 7 guests with partial ocean views and just steps to the pool! Feel the Aloha as soon as you walk in, with the spacious living room and authentic Hawaiian style furnishings. This condo offers a...
Comfortable and Convenient! Walk to Beach, Awesome Pool/Hot Tub and BBQ area
---This fantastic unit is fully equipped to deliver an awesome Maui vacation. Pacific Shores is safe, secure, clean and you cannot beat the location. The unit sleeps 4 comfortably with a queen size bed in the bedroom and a comfortable full size memory foam sleeper sofa...
Maui Banyan G-203 1 Bedroom, Highly Desirable G Building! Steps to the Ocean!
Summary:Aloha and welcome to our 1 bedroom condo, your home away from home! My family and I live on Maui and we are so excited to host your vacation. Don't get stuck with a major rental company that doesn't care about your individual group. We take pride in providing...
Makani Kai: 5 BR Kona Home with Pool, AC & Game Room
We have named our home Makani Kai which means "ocean breeze" where you can come to relax, watch the waves and let your stress melt away. In our opinion, the house is in one of the most beautiful locations on the island. Situated on the world famous Lyman's surf break,...
Kanai a Nalu condo near great beaches & waves with pool on-site, washer/dryer
Kana'i A Nalu 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting oceanfront along five miles of white-sand coastline is the Kana’i A Nalu complex in the town of Maalaea....
🏖️Beautiful Ocean Views | Close to Town | WIFI | vrKCV🏖️
vrKCV - Alii Villas 227, Professionally Managed by Kona Coast VacationsHale O' Naia – Oceanfront Bliss on Ali'i DriveEnjoy oceanfront views from Hale O' Naia, a 2-bedroom, 2-bath condo where dolphins, whales (in season), and unforgettable sunsets provide a spectacular...
Oceanfront Condo near Lawai Beach w/Lanai, Free WiFi, Shared BBQ, W/D, & A/C
Kuhio Shores 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The private lanai of Kuhio Shores 207 is like your own private SeaWorld, giving you a front-row seat to watch sea...
176-1 Great Surfer's Spot in Puamana!!
This three-bedroom oceanfront unit offers a great value for guests who prioritize location over amenities, especially as the area recovers from the Lahaina fire. The new owners are planning a much-needed remodel, which will take place once the island starts recovering...
Serene Eco Retreat: Ocean Views, Waterfalls, and Scenic Trails!
**Reconnect with Nature: The Lotus Room at Maui Eco Retreat**Feel your feet on sacred ground as Nature welcomes you home. Step into the Lotus Room and immerse yourself in the serenity of private trails leading to hidden waterfalls, surrounded by pristine landscapes. Let...
Casa De Emdeko 134: Stunning High End Remodeled Grnd Flr condo close to beach
The Owners of Casa#134 have completed an incredible remodel. Top of the Line Kitchen & Bathroom with an amazing walk in shower. This supreme 1 bedroom Floor plan at the Casa De Emdeko features a generous 736 interior square feet, and is positioned in a fantastic...
Literally right on the beach, pool and hot tub, dedicated hi-speed internet.
Hanalei Colony Resort F3 - These unique Hanalei vacation rentals are north shore Kauai's only true beachfront resort, recently voted one of Travel + Leisure's top 20 favorite resorts! This lovely upstairs corner condo has been updated inside and includes a large shady...
Beautifully remodeled unit with ocean views and 3 pools. Maui Eldorado F104
This beautifully remodeled, spacious two-bedroom, and two-bathroom unit with a peekaboo ocean view condo on the lanai. Maui Eldorado F104 is located in the heart of Kaanapali. Just a short walk to Whalers Village to enjoy some shopping, restaurants, and beaches.The...
Modern condo in Kona- Close to the ocean & dining
Aloha, welcome to Kona Ohana Hale. Escape to a modern 1BR Kailua Kona retreat filled with paintings and photos from local artists, giving the space a unique, authentic island vibe. Centrally located, you’re less than a mile from the ocean, dining, and shops—perfect...
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a Murphy bed. Sleeps 6. Direct view of OCEANFRONT & BEACHFRONT with Amazing views!!! Watch sunsets over the ocean on the private lanai. This unit is...
Maui Kamaole C-208 | All the Extras, Near Beach!
Located just steps away from the breathtaking Kamaole Beach III—arguably the best beach on the island—Maui Kamaole C-208 offers the perfect blend of luxury, comfort, and convenience. Whether you're enjoying a family vacation or a retreat with friends, this...
**SPRING SPECIAL*** Ground floor, Walk to Market, Stores, Restaurants, 15 min to Beach
☀️ Waikoloa Villas Retreat – 20% Off for a Limited Time20% off already reflected in the listed nightly rateExperience Koa Dream at Waikoloa Villas, an idyllic retreat a few miles from Kona airport and some of the best swimming/snorkeling beaches on the Big Island....
EL L102 Remodeled Kaanapali Condo w Pool AC Beach Cabana
Eldorado L102 Renovated with Bright, Beautiful and Brand New Furniture 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...
Ocean View Maui Vista
Enjoy beautiful ocean views from this top-floor condo. Located just across the street from Charlie Young Beach, and provides easy access to the other Kamaole Beaches and the "Cove". King bed in master, and twins in the loft. Rates are based on 4 guests maximum. The...
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village
One of a few vacation homes with a short stroll to historic Kailua-Kona Village . You are minutes away from the famous Kahalu'u snorkeling beach and the Magic Sands Beach. Short walk to sandy beach next door. Enjoy and relax the spectacular sunsets from your private...
AMAZING Ocean Front Condo!!
Welcome to The Makaha Beach Cabanas located on the northwest shores of Oahu! Just 45 minutes from Honolulu International Airport. You will soon see this is one of the best kept vacation destination secrets. It really doesn’t get any better than this!Makaha Beach...
Ilikai Hotel #940, Lagoon view, Free WIFI
Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also...
Discover Beautiful Maui Vista 3421: Your Perfect Kihei Getaway Awaits!
Welcome to Maui Vista 3421! Great location in the heart of Kihei with Ocean Views! This 2bedroom/2 bath condo with second level is the perfect accommodation for small families or couples traveling together. Just 1 block from local surf spot,The Cove. Many World-famous...
Maui Banyan H-502: 1 Br Ocean View Condo w/New Furniture & Appliances
This newly renovated unit has everything you need to vacation with peace of mind. The living area has a large couch that also doubles as a sofa bed making it the perfect place to sit and relax with family or even on your own watching television or reading a book in the...
Kiahuna Paradise - Beautiful 3bdr/3ba Home With A/C & Pool. $650 Special
Located in prestigious Kiahuna Golf Village in Poipu, Kiahuna Paradise is only a 5 min. drive to some of the world's most beautiful beaches and golf courses. This property is located within a beautiful and private residential area where you will have access to all of...
Direct Oceanfront Condo - Beach- King Bed - Free WiFi
Free wireless DSL. Stay in a remodeled island style one-bedroom condo with a King size bed, direct oceanfront condominium on world-famous Alii Drive. Remodeled kitchen and bath with granite counters. The condo sleeps 2 guests. The unit is decorated in tropical decor....
Bali Hai & Ocean Views, walk to Hanalei Bay Resort
Rich Brazilian cherry wood flooring mixed with natural stone tiles throughout the kitchen, entry foyer, and bathrooms. Ipe wood decking on the exterior lanais intertwine with the inside living space seamlessly, thus extending the interior into a doorway to natures...
Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!
1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
Ocean View, Air Conditioned, 2 level Wailea Townhouse
Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot...
Best View in Hilo - Pool, WIFI, 2 BD Condo
Look no further! Best view in Hilo hands down. Hilo's finest NEW vacation rental in a location that can not be beat! WE just got our license so first time offered. Check the reviews for VRBO 2488091. same bldg, same amenities.Beautiful 2 bd, 2 bth condo is located right...
Updated Condo, Amazing Location Near The Beach In S. Kihei! PS-A211
Bright and colorful condo across the street from Charley Young Beach and 1/2 mile from dining and shopping. This fully furnished two-bedroom, two-bath home is located on the north side of the building so no direct hot sun and features lush garden views.This unit has an...
OCEANFRONT BEACHFRONT - SPECTACULAR VIEWS - WATCH WHALES - WALK TO ATTRACTIONS
Oceanfront Beachfront Retro Style Condo in Maui – Fully Furnished with Stunning Views.Welcome to your dreamy Hawaiian getaway! Our fully furnished oceanfront beachfront condo offers a nostalgic retro vintage vibe paired with all the comforts of home. From the moment...
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Hawaii Transient Tax TA-110-236-4672-01Kamaole Beach Royale is located in South Kihei. The building is across the street from Kamaole I Beach Park. This condo building is seven (7) stories and is next to Dolphin Plaza. Solar heated pool is steps away and is in a serene...
Hali'i Kai 15A at the Waikoloa Beach Resort
Summary:Welcome to oceanfront living at its finest at Hali'i Kai. Hali'i Kai is a direct oceanfront complex apart of the Waikoloa Beach Resort and has all the attributes you could desire on your Big Island of Hawaii vacation. Maximum occupancy strictly enforced in...
Secure one-bedroom with full kitchen, one parking and partial ocean views!
Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at the Ritz-Carlton, as is...
Lovely condo with lanai, pool, hot tub, tennis & gym - walk to Kiahuna Beach
Kiahuna Plantation 420 -BLDG 41Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on 35 acres of lush lawns and tropical gardens, this charming, garden-view retreat in Kiahuna...
Hualalai Hainoa Estate | Private Residence | Pool | Panoramic Ocean Views
Spectacular sunset and panoramic view highlight this large estate home with private heated pool and spa at Hualalai Resort. Located along the first fairway of the Tom Weiskopf-designed member's golf course, the home features 4 bedrooms and 4.5 bath on one level, with...
Relaxing Studio Condo Getaway, Minutes From Black Sand Beach *Newly Renovated*
This condo is part of a small cluster of about 70 units. The grounds are perfectly maintained, and include a pool/hot tub/grills. The condo overlooks SeaMountain Golf Course,** the SeaMountain golf course is closed until further notice**. About a 5-10 minute walk lies...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the...
3 bedroom, Spacious Northshore Kauai Penthouse NIHILANI unit 9C
DISCLOSURE 8/29/25: The Nihilani spa is currently inoperable and we do not have an estimated date for repairs to be complete. More information will be provided as it becomes available.This single level (upper floor- "2nd floor") townhome is tastefully decorated and has...
Aloha Suite: Watch Whales, Breakfast included at Ala Kai Bed and Breakfast
For 2-4 people traveling together, enjoy our two bedroom suite, which includes the Aloha Room, the Turtle Room and a bath. The Aloha Suite is located on the upper main level and includes The Turtle Room with its Honu motif features, a queen size bed, futon, TV and DVD...
Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!
This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...
🏖️Exclusive | WIFI | VIP Beach Pass Included | vrKCV🏖️
vrKCV - Mauna Lani Village 512, Professionally Managed by Kona Coast Vacations Welcome to Your Slice of Paradise at Mauna Lani VillagesWhether you're planning a family adventure, a couples' escape, or a relaxing getaway with friends, this luxurious 3-bedroom, 3.5-bath...