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.
Sunny Hanalei home, steps from beach and town.
Just across the street from the sand, Hale Hoku is a 5 bedroom/4 bathroom beach cottage with a sunny and open floor plan. Built up on post and pier, it is as if you are residing in your own private and breezy treehouse!Three master bedrooms with king beds and ensuite...
Pristine Ocean Views! B204 Premium!
A LITTLE BIT ABOUT THIS CONDO...Lokelani B204 is a premium direct oceanfront townhouse with two spacious bedrooms, two full baths and two large lanais (balconies) that offer 180 degree water views! This quiet 1,117 square foot townhouse features a well appointed master...
Upper-floor oceanfront studio with balcony, water views & outdoor pool
Kapa'a Sands 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Imagine a vintage Hawaiian studio with one of the best views of the blue Pacific and you have Kapa’a Sands 13. This...
Perfect location and Unbelievable Views at Lahaina Roads
Summary:Lahaina roads is situated fifty feet from the ocean with pool flanked by a gorgeous sea wall. Enjoy a short walk to the Cannery shopping center and multiple oceanfront dining experiences including old Lahaina Luau, Mala Tavern, Star Noodle, CoCo Deck, Honu...
Spacious Poipu-Kai 2BR Condo: A/C, Pool Access, and Prime Kaua'i Location
Why you'll Love this condo:Located in coveted Poipu-Kai in the Heart of Sunny Poipu on the Southernmost tip of Kaua'i, this VERY spacious 2-bedroom 2-bath condo features all the comforts and conveniences of home plus amenities including outdoor grills, access to 3...
Frontline Ocean & Golf Course Views, Luxuriously Remodeled: Maui Eldorado J207
Stylish 2-Bedroom With Upgraded Finishes & Furniture ~Hosted By Maui Westside● Frontline location with breathtaking ocean and golf course views● Spacious and luxuriously remodeled 2-bedroom, 2-bathroom condo● Comfortably sleeps up to 6 guests ● Open living space...
Open-concept living with tropical resort views
Kihei Kai Nani 217 is a 1-bedroom, 1-bathroom condo on the 2nd floor with garden views that can accommodate up to 4 guests. Please note that this condominium does not offer an elevator. Dine al fresco on your private lanai, taking in the sights and smells of Maui with...
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!
Kihei-recently renovated condo., 1br (very comfortable new king size bed) & flat screen TV, 1 bath, living room w Queen size sofa bed ( just updated with a new sofa sleeper mattress), flat screen TV, wireless modem & high speed Spectrum internet (free). Ceiling fans in...
Oceanviews & Barbeques
Hang loose in our comfortably appointed Kawaihae Village beach cottage. Turn key Kama'aina home in close proximity to high-end hotels and resorts. Island style decor outfitted for Hawaiian adventure. Enjoy the private yard, barbeque, and outdoor shower with spectacular...
A premier Waikoloa Resort condo with ocean views and resort amenities 14H
Kolea 14H is a premier condo at Waikoloa Resort. Paradise is calling from this incredible two-bedroom, two-bathroom condo. You will begin to relax and unwind as soon as you enter Kolea 14H. Take in the calming views of the ocean from inside the villa as well as...
"Paradise Found!" writes one VRBO reviewer. . .
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne E. for this April 2024 review.Live large and experience Maui on your terms at the legendary Kihei Surfside Resort in south Kihei (built in 1975). This...
VIR #409 Upper West Maui Oceanfront Condo - Kahana
One bedroom oceanfront condo with king size bed and queen sleeper sofa in the living room. Completely furnished with linens, iron/board, hair dryer, cable T.V, DVD player, telephone, refrigerator, oven, range, microwave, dishwasher, stack washer/dryer fully equipped...
Maui Resort Rentals: Honua Kai Hokulani 742 - Spacious 2BR w/ Partial Ocean and West Maui Mountain Views!
Hokulani 742 is an upgraded two-bedroom, one-bathroom suite boasting unobstructed 7th-floor views of both the blue Pacific Ocean and lush West Maui Mountains, the best views in its class of suites at Honua Kai. With its den converted to a second bedroom, this rare...
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Views don't get any better than this. Watch endless PACIFIC OCEAN. Turtles, Dolphins, whales during whale season and other ocean activities. 2 bedrooms, 1 1/2 bath. lanai . Ground floor unit makes for easy access. Oceanfront pool. It has to be one of the most awesome...
Beautiful Ocean Views From Maui Kamaole I-118
This light and bright ground floor unit has beautiful ocean views. The recently updated decor has a mid-century modern vibe with vintage Hawaiian accents. One of the larger units, this condo has over 1000 square feet of living space, large master bedroom with a new king...
❤️PiH❤️ Ocean Palms Villa ★ Stunning Ocean View ★ Mauna Kea Resort ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ocean Palms Villa, part of our Hawaiian Luxury Collection. Ocean Palms Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
Relax with the family and friends at this peaceful home in a well maintained and lush tropical complex. You will enjoy 1 minute walk to a beautiful beach and 2-5 minutes walk to several restaurants, grocery store, drug store, food truck park, fruit stand and more.Watch...
Hokulani 709 at Honua Kai Resort ~ Big Wrap-Around Lanai With BBQ & Ocean Views
Experience the best of Maui with Hokulani 709 at the Honua Kai Resort! This 2-bedroom, 2.5 bath interior courtyard unit boasts stunning ocean views that you can enjoy from inside the comfort of your own condo. Complete with a 430 sq ft wrap-around lanai with a private...
Top floor ocean front condo and stunning views
Hololani B804 is a stunning, 2-bedroom, 2-bathroom condo that offers ceiling fans throughout the unit and a private washer/dryer. This property has elevators for easy access. Unit B804 can accommodate up to 6 guests. Each bedroom offers a queen-size bed. Additionally,...
Hilton Pool Pass for stays thru 2025! Waikoloa Fairway Villas J23
This vacation rental is professionally managed by ResorticaHawaiiFairway Villas at Waikoloa Beach Resort J23Please scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : 1 Queen Bed and 1 Twin BedHilton Pool Pass: Valid for stays...
Located in the heart of Princeville, this 3 Bedroom, 3 bathroom Air condition
This is a great choice for your Kauai vacation. Air conditioned living room and master bedroom, this second floor condo is the kind of place that has made Princeville a sought-after vacation destination. The condo has been beautifully furnished with great attention to...
2 bedroom/2 bath with AC. Stunning waterfront condo .Ground floor location.
Makani Sands #110 is an air conditioned, direct ocean front, 2 bedroom, 2 bathroom condominium. Located on the ground floor, you can walk right out to the lawn, patio, and beach. Take advantage of nights at home by barbequing fresh island fish on the patio. Indoors,...
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Three bedrooms, 1 King bed, 1 Queen bed, 2 Twin beds, 3 full bathrooms, upgrades, washer and dryer in unit, ground floor lanai, single car garage, near BBQ's, wonderful views, great complex amenities.Relax and enjoy the expansive fairway views right from the ground...
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' Lanai
***Totally Remodeled and Best Location in Poipu*** Makahuena #5203 Oceanfront Corner Suite provides "Front Row" 180 degree views of the Pacific Ocean and the Kauai coastline with a luxurious tropical design and decor. Central Air Conditioning. Watch whales and turtles...
South Maui, Condo in Kihei, Great Location - Top Floor, Quiet And Private!
Large one bedroom condo for rent in beautiful South Maui. The complex is rated a "Solid Gold Value" by the Maui Revealed guidebook. Located across the street from Kamaole State Beach Park II, this 1 bedroom, 1 bath condo is located on the third (top) floor, with partial...
Paradise in Maui--Aloha! E Komo Mai!!
Escape to Maui Paradise: Experience Unforgettable Oceanfront LuxuryImagine waking up to the gentle sounds of waves, the salty ocean breeze, and a stunning panorama of Sugar Beach stretching out before you. This beautifully designed Maui condo offers more than just a...
@ Marbella Lane -Coastal retreat near Diamond Head
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying your morning coffee or afternoon tea, and has a great view of Diamond Head, Kapiolani Park and across-the-street water...
Renovated Waikiki Studio! City View, Full Kitchen, Free Wi-Fi & Parking, Pool
Fairway Villa #811 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this modern, renovated (April 2023) 8th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and...
Find your Beach with Kona Beach Properties at Kona by the Sea unit 408
Kona by the Sea 408 is an absolute oceanfront condo. This spacious suite is a 2 bedroom - 2 bath well-lit condo with CENTRAL AC and has seen many recent improvements. A new central AC system and washer dryer were installed recently, as well as new, upgraded furnishings....
BEAUTIFULLY REMODELED WITH GREAT OCEAN VIEW!
BEAUTIFUL OCEAN VIEW AND NICELY REMODELED with fully equipped kitchen, granite counters, bamboo cabinets and stainless appliances. New bathroom with granite and tiled shower and fixtures. New tile flooring throughout. Same fabulous ocean view from the lanai and...
Wonderful oceanfront oasis on the cliffs with breathtaking lanai view & sunrises
Hale KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kai means Ocean House, and it's easy to see where this home gets its name. At this oceanfront escape on the cliffs of...
***SPECIAL LOW SEASON RATES**** May -November 2025
Private and very quiet, ground floor, inner circle in highly desirable building # 5. This condo has been professionally renovated in 2024, overlooks a tropical garden, and has a partial ocean view. This adult-oriented unit has two flat-screen TVs, high-end...
🏖️Away From It All | Concierge Included | Mauna Lani | vrKCV🏖️
vrKCV - Palm Villas at Mauna Lani H1, Professionally Managed by Kona Coast VacationsCome enjoy this totally private villa located in the most desirable location of Palm Villas, nestled at the end of the complex protected by the north course and historic lava...
Hilton Waikoloa Pool Pass 2025. Waikoloa Beach Villas M23
Waikoloa Beach Villas M23Please scroll down for detailed information:Bedding Configuration:Master Bedroom: One King BedGuest Bedroom: One Queen Size BedAdditional Bed: Twin Size Roll-away BedHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons...
Waipouli Beach Resort Royal OCEANFRONT & Beach View Condo! Pool, Central AC
Aaahh! Kauai! OCEANFRONT & Beach View in Oceanfront H Building - New Listing! Resort Living at its Best in this Ultimate Luxury Condo Waipouli Beach Resort OCEANFRONT and Beach View, an Exceptional 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on...
Affordable Luxury in tranquil setting. Walk to beaches, pool, tennis & dining.
Step through the door of Hale Mahina Kauai and feel the aloha. The great room is the center of the home and opens onto the expansive screened lanai and the tranquil garden in the private back yard beyond. Both the kitchen and master bedroom also open to the lanai which...
Aloha Condos, Napili Bay Resort, Condo 203, Beachfront
***NEWLY REMODELED*** Best Beachfront Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay! Swim, surf, snorkel, whale watch and glorious sunsets without leaving the property.30 seconds from the blender to the beach!Sleep...
Premier 2Bed+2Ba Paradise Condo - Kamaole Beach Royale
** PLEASE NOTE ROOF WORK STARTING END OF JULY THROUGH AUGUST**New split A/C system cools down the entire condominium! Treat yourself and stay at this true Maui home away from home. Kamaole Beach Royale 611 is a special 2 Bed/2 Bath Ocean view vacation home with...
Sugar Beach Resort #305
Beach Front Sugar Beach Resort. 3rd Floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well-kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach! 305 is...
Ama'u Lani Cottage minutes from Volcano Village & Hawaii Volcanoes National Park
Amau Lani Cottage is conveniently located in Volcano Village just minutes from Volcanoes National Park. Its country charm is a family favorite and includes a private yard and lava rock feature. The cottage is fully equipped for all your home away from home needs...
KS 418 Spacious 1BD Condo w Partial Ocean View AC Pools and Beach Access
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...
Hanalei Bay Resort 52012 - Newly updated, Bay views, Private walk to beach & AC!
Explore island living at our **updated** Hanalei Bay Resort condo, with mesmerizing views of Hanalei Bay, mountains, waterfalls & rainbows. This true 2-bed, 2-bath oasis offers AC, ocean views & beach gear! Soak in the views from the cozy living room & enjoy the fully...
Ocean Front complex in Maalaea
Ocean front complex 100’ from the ocean and Ma’alaea harbor.Walk to snorkel boats, restaurants, and aquarium. Walk down to Haycraft Park and the beginning (or end) of Sugar Beach. Newly remodeled with concrete floors and walk-in shower. Quiet and private unit. Pool...
E206 FANTASTIC Ocean and Pool View from your Lanai!
This is my fourth property at the beautiful Maui Eldorado. I am the owner and manager of the properties and I really enjoy my work. Check out my 5 star ratings on F202 and A107. I also own E207 but that unit is very new and has few ratings.This studio Maui Eldorado...
Turtle Bay Oceanview Beachfront Villa # 211
TMK #: 570010130032, GE-124-431-5648-02, TA-124-431-5648-02, Permit#: 2301-CCH-1024See other host fees compared to ours3 Bedroom Ocean Villa at Turtle Bay Resort VillaPrime beachfront and oceanfront location with ocean views. Beds for 6-8, 3 bedrooms, 2 full baths. New...
Ocean-View,Upgraded 2nd-Floor 2BR for up to 6.
Aloha & Welcome to Hali'i Kai at Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Beach Resort as you embark on a journey to Hale Ohana Aloha at Hali’i Kai...
Luxury 3BDRM w/4beds + 2Bath + Partial Ocean View + Parking, 2min from the Beach
Legal vacation rental at a fabulous location!2 bedroom 2 bath home located across from ‘Alohilani Resort, one block from the Waikiki Strip (Kalakaua Ave) and the beach! Located in the heart of Waikiki, yet tucked away on a quiet and quaint street. There are endless...
Emmalani Court #525 - a 2br/2ba ocean view condominium in Princeville
TA#127-634-7392-02 - Emmalani Court #525Beautiful Ocean View Air-Conditioned unit and just a short hike to the beach. Emmalani Court is a small, quiet condominium complex located near the newly renovated 1 Hotel Hanalei Bay in Princeville and the Princeville Makai Golf...
Maui Family Vacation Rental - KOA Resort
Aloha and welcome to our Maui vacation home. The first floor location is convenient and offers a private garden setting from the lanai. The two bedroom one bath condo has been updated with all new appliances and furnishings. The master bedroom has a king bed, flat...
PANORAMIC VIEWS FROM 2 BD / 2BA OCEANFRONT condo in Kahana
This beautiful 2 Bed/2 Bath condo at the Hololani Oceanfront Resort is conveniently located in Kahana, minutes north of Lahaina and Ka'anapali, and south of world famous Kapalua. Situated on the sixth floor, end unit, the views from the condo are absolutely...