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.
Diamond Head View Rare Condo at the Waikiki Banyan by the Beach with Parking
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.03/24/25: BUILDING NOTICE: The entire recreation deck, including the pool, hot tubs, and BBQ area, will be closed for extensive renovations...
Lounge on your lanai to take in the fragrances of the "Garden Island."
This wonderful one-bedroom condo is on the third floor and has a beautiful view of the shoreline, ocean and Prince Kuhio Park. Lounge on your lanai to take in the fabulous sights and delightful fragrances of the Garden Island. This is a great place to enjoy your morning...
Kanaloa at Kona 2BR Condo, Perfect Location, Plenty of Room to Relax
Our unit 1002 at Kanaloa provides just the right blend of luxury and value, in an unsurpassed Hawaiian setting. This large (1500+ sq.ft.) and elegant condo is situated on the north edge of the Kanaloa complex, facing the Kona Country Club course about 100 yards off the...
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Features oceanfront saltwater swimming pool.Please review the property description and pictures carefully prior...
RK 701 OceanFront 2BD w Pool AC and Ocean Views
Royal Kahana 701 Spacious Condo with Ocean View And Access to the Beach & Pool 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,...
Luxury 3 bed 2 bath Private beach club access at Palm Villas at Mauna Lani G-22
Summary:This elegant second-floor condo features 3 bedrooms and 2 full bathrooms and comfortably sleeps up to 6 guests. Enjoy a spacious layout with vaulted ceilings, a well-appointed kitchen, and a lanai that overlooks the historic archaeological preserve—with a...
Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More
Sugar Beach Resort 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free Wi-Fi,...
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
You will not find a more affordable unit. 2 bed, 1.5 bath, end-unit. There is no air-conditioning because of a complaint from a nasty neighbor (who lives in another building) Therefore the nightly rate was adjusted by over $50 per night. Breezes flow through the unit...
Kona Pacific C416 by Gather: 1BR Condo Retreat w/ Pool & Ocean Views
Welcome to Kona Pacific C416, a beautifully appointed 1-bedroom, 2-bath ocean-view condominium in the heart of Kailua-Kona, Hawai‘i. This 830-square-foot retreat offers modern comfort and tropical tranquility, accommodating up to four guests—ideal for couples, families,...
Walk 3 minutes to Kealakekua Bay to see dolphins
I swim and see dolphins many times a week, the reason I chose to live at Kealakekua Bay. The "Ohana"-guest apartment for rent is on the GROUND floor. It is completely separate from the two floors where I live upstairs. You can walk down the street to enter Kealakekua...
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...
Beautiful Ocean Views Await at Maui Dream Condo
Welcome to Maui Dream, your serene escape on the beautiful island of Maui, nestled in peaceful North Kihei. This inviting retreat is the ideal launching pad for your adventures, allowing you to unwind with breathtaking sunsets right from the beach in front of the...
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...
Ocean View Mid Waikiki 1 Block to the Beach
Escape to a delightful 2-bedroom apartment in Honolulu and experience luxury living in the heart of Waikiki, just 1 city block to the beach!This lovely space features 2 queen beds, 1 bunk bed, 2 bathrooms with a bathtub and shower, and even a cozy office nook features...
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,...
🏖️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
Welcome to Maui Eldorado F104, a beautifully remodeled and generously appointed 2-bedroom, 2-bathroom retreat perfectly situated in the heart of KÄÊ»anapali. This spacious residence offers the ideal blend of island elegance and modern comfort, featuring a peekaboo ocean...
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 for...
Waikiki Beachfront Rental (30 day min)
Fall asleep to lapping waves on a quiet corner of Waikiki in this beautiful modern haven. Located on the sought after 3rd floor of the famed Colony Surf on the Gold Coast end of Waikiki. Clean and modern remodel in 2018: all new cabinets, appliances, furniture and...
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 two-bedroom,...
Turtle Bay Townhouse Steps to the Beach - Kuilima Estates West
Relax in this beautiful townhouse near Turtle Bay in the exclusive Kuilima Estates West, just a quick walk to several iconic beaches on Oahu’s North Shore. The unit boasts an open kitchen and living area perfect for entertaining family & friends while living the laid...
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...
Kona Bali Kai 307 Oceanfront– 2BR/2BA Condo with Panoramic Views
Absolutely Oceanfront!Vast sea views await from this 2 bed/2 bath condo at Kona Bali Kai. Enjoy the sounds of the surf and year-round sunsets from the large, private lanai. In season, you might even spot turtles, dolphins, and whales passing by. This third-floor unit is...
Absolutely Beachfront -- Hale Mahina Beach Resort -- B206
Absolutely beachfront, 1 bedroom condo just 20 meters from the ocean. Corner unit on the second floor of a four-story private beachfront complex giving you a spectacular, unobstructed, wrap around ocean view and memorable sunsets. Sleeps 4 with a queen-size bed in the...
(7306) 1Br Hanalei Bay Resort, Ocean Views, Tennis
Welcome to Hanalei Bay Resort 7306! Looking for enough space for the whole family to relax in scenic comfort? Hanalei Bay Resort 7306 is a 1Br condo with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North Shore...
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 Cabanas...
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 recently updated...
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...
River View Family House with a Full Kitchen (No Cleaning Fee)
This small house is located adjacent to the river and you will enjoy the relaxing sounds of the water from the house. This house includes a full private kitchen and a private bathroom. Also included is access to our shared waterfall swimming area.This house is...
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 you...