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.
Block to Beach! Koko Resorts at the Waikiki Banyan 36th Floor Deluxe Ocean View, Free parking & Wifi
Deluxe Ocean View Condo - 36th Floor View, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy views of the ocean from...
Oceanfront Resort Perks+Suite w/Full Kitchen, Washer/Dryer, WiFi, Lanai, TV Kanaloa 3401
This charming one-bedroom, two-bath unit will have you feeling relaxed in no time! You’ll have a wonderful view of the bay from your furnished lanai with a wet bar. Enjoy morning coffee or an evening glass of wine as you look out at some of Kona’s most beautiful...
Maui Kamaole B207 Two bedroom condo with Garden Views
Spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo features high ceilings and lots of room to entertain. The fully equipped kitchen is great for preparing meals to enjoy on the go or to be enjoyed in the condo. The primary bedroom...
Kihei Beach #210 – Oceanfront Gem with A/C, Lanai, Pool and Sugar Beach Access
Kihei Beach #210 – Remodeled Two-Bedroom Beachfront CondoWelcome to Kihei Beach #210, a beautifully remodeled two-bedroom, two-bathroom beachfront condo offering modern comfort and spectacular views of the Pacific Ocean and neighboring islands. Located in a six-story...
Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You
Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...
Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!
Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....
1BR Kahana Falls Apartment w/ Balcony & Kitchen
Enjoy a serene Hawaiian escape in this 1-bedroom apartment at Kahana Falls Resort. Just steps from the sand, this apartment includes a queen bed and sofa or Murphy bed, full kitchen, and private balcony. Ideal for couples or small groups, enjoy on-site pools, BBQs, a...
Refreshed End unit with Island Decor at Puamana 24A
Escape to paradise at this upgraded 2-bedroom + loft condo in the heart of Princeville’s lush North Shore. Located in the sought-after Puamana community, this corner-unit townhome is just steps from the pool and the scenic trail to pristine ‘Anini Beach. Surrounded by...
Secluded Ocean front getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
BMB 804 Modern Waikiki 1 Bedroom, 2 mins to Beach
Located in Honolulu, this delightful apartment is a dream. With 1 tranquil bedroom featuring a cozy queen bed, guests can unwind after a day of exploring. The bathroom offers a relaxing bathtub and a hair dryer for convenience. An additional living room space with a...
Waikoloa Hills,Two-Bedroom/Two-bathroom BBQ & more
Welcome to Waikoloa Hills Unit 606, a beautifully appointed two-bedroom, two-bathroom vacation rental offering comfort, convenience, and mountain views. Nestled in the heart of Waikoloa Village, this two-story retreat is perfect for families, couples, or friends looking...
Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf
Waikoloa Hills #105 - Pineapple ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a view of Mauna Kea from your bedroom at this two-story condo in...
Ocean and Diamond Views from the Balcony
Legally permitted rental - 134 Kapahulu Ave #911** For your health and safety, we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. Enjoy Sunrise and Sunsets, movies on...
Carefree Hawaiian Monarch Studio | Pool + Gym
Take in city and partial ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai...
Upgraded Condo Near Beach - Kamaole Sands 4108
Recently remodeled and with an open layout, this air-conditioned condo located in the quiet part of the Kamaole Sands resorts, is your perfect home-away-from-home. Great for preparing a full meal or warming up leftovers from one of Kihei’s trendy eateries, the fully...
New! Kailua-Kona Stunning House w/ Ocean Views & Infinity Pool
Welcome to Hale Luana, your dream vacation rental with extraordinary ocean views in a reimagined and refreshed Kona home. Located at the pinnacle of the highly regarded Iolani subdivision, this oasis offers the perfect island getaway with convenient access to Kailua...
Oceanfront Kailua-Kona Islander Studio w/ Lanai!
Switch into island time the second you land on the Big Island of Hawaii and get settled into your tropical home-away-from-home in the Kona Islander Inn. This Kailua-Kona vacation rental studio features 1 bathroom, a well-equipped kitchenette, a private lanai, and a...
Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head & Ocean Views
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at The Windsor. Centrally Located near the main Waikiki strip and in one of the most convenient areas of Oahu. Featuring a fully equipped kitchen ready for you to cook, and great views from your...
Koana's Ocean Hale | Onsite Pool
Summary:Fall in love with the Big Island and all its splendors when you stay at Koana’s Ocean Hale, a charming 1-bedroom condo on Hawaii’s west coast. Nestled among the lush island landscape, you’ll be located alongside the beautiful Kona Country Club where the golfers...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Condo with Stunning views! MAH-719
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kauai, HI: 1BDRM with Free WIFI, Pool Near Beaches, State Parks, Shopping & More
A spacious escape that is both stylish and inviting, the One-Bedroom Suite offers 1,700 square feet and accommodations for 4 adults with a private bedroom and a queen-size sleeper sofa in the living room. Beautifully designed for modern living, the suite features a...
Amazing Ocean and Diamond Head Views
Breathtaking ocean view while also being able to see Diamon Head! This beautiful condo in Waikiki Sunset boasts the comfort of central AC while bringing you right to the beach.. With close proximity to the beach shopping and restaurants it is a perfect place for your...
Ilikai Apt 2127 - Spacious Studio with Spectacular Ocean & Harbor Views
Breathtaking Ocean & Yacht Harbor Views | Ilikai Studio, Sleeps 4 | Waikiki Paradise! Step into your dream Waikiki vacation rental—a bright and breezy studio suite located in the legendary Ilikai Hotel. Perfectly situated on the 21st floor with stunning views of the...
Coconut Plantation 1080-1: Spacious 3BR Ko Olina Retreat w/ Wrap-Around Lanais
Experience island living at its finest at Coconut Plantation 1080-1 by Gather, a luxurious two-story townhome located in the heart of Ko Olina Resort. Spanning 1,715 square feet, this elegant retreat accommodates up to six guests and offers an ideal blend of comfort,...
Private Luxury Home, Steps from the Beach w/ AC, Ranch Beach House
Just steps from the white sand shoreline of Kailua Beach, Ranch Beach House offers a private, garden-surrounded setting designed for relaxed island living and effortless indoor outdoor flow.Set along one of Kailua’s most desirable residential loops, this single-level...
New listing! Poipu 3br Retreat with Pool and Gym
Poipu Retreat with Mountain Views and Resort-Style AmenitiesDiscover this breathtaking second-story sanctuary in the prestigious Pili Mai resort, where panoramic views of Kauai's stunning South Shore create the perfect backdrop for your tropical getaway.Nestled within...
Shores at Waikoloa Unit 111: 1 Br condo in the Tamarind Tower, sleeps 2
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
Ocean View/Beach/AC/Pool @ Islander on the Beach
Unbeatable oceanfront property in the beautiful town of Kapa'a. This third floor condo delivers amazing views while being steps away from the beach, ocean, and boardwalk. Newly renovated to include air conditioning, decor and furniture, and custom art throughout.Central...
Island Style W/Ocean View, Lanai and Fans–Kiahuna
Kiahuna Planation and Beach Bungalows #2072: Settle-in under tall ceilings, stunning ocean views, and a spacious open-concept design in this vacation suite. This space features warm and cool gray tones highlighted by tropical scenes and sets the standard for peaceful...
Wailea Beach Villas PH105 - 3 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect...
Maui Sunset A105 ~ 1 BR, 2 BA Ground Floor Condo!
One bedroom, two bath partial ocean view ground floor condo. Close to the putting green. Located next to Waipuilani Beach, which is a long sand and coral beach protected by reef and suitable for swimming, long walks, whale watching and beautiful Maui sunsets. This area...
Ocean-View Condo w/ Pool in Maunaloa!
1 Mi to Papohaku Beach Park | Tennis Courts | Private LanaiLocated on the Western coast of Maunaloa, this 1-bedroom, 1-bath vacation rental condo places you in a perfect environment to connect with the serenity and natural beauty of the island. Enjoy the secluded Ke...
Wailea Elua Village 1511 - 1 Bedroom Garden View Condo
Wailea Elua Village 1511 is a premier vacation rental nestled in the heart of Wailea, offering a perfect blend of luxury, comfort, and stunning natural beauty. This exquisite one-bedroom, two-bathroom villa provides close to 1,000 square feet of elegantly designed...
Rare 2 Bedroom + Loft Townhouse on the North Shore
Affordable 2-Bedroom, 2-Bath + Loft at Kuilima Estates (next to The Ritz-Carlton O'ahu, Turtle Bay)Enjoy more space without the luxury price tag! This comfortable and spacious 2-bedroom, 2-bath loft is the largest floor plan in Kuilima East, giving you room to spread...
Royal Kuhio 1309 with King Bed, FREE Parking/WiFi, mins to BEACH!
Discover Waikiki Bliss at HOME Honolulu - Royal Kuhio 1309Embark on an unforgettable Hawaiian escape at our meticulously designed vacation rental, situated at the heart of vibrant Waikiki. Located at 2240 Kuhio Ave #1309, this King Studio promises an immersive 30-day...
2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ
Experience Kailua-Kona like a local in this top floor, peaceful, cozy, 1-bedroom condo walking distance to Hon'l Beach and Ali'i Drive to downtown Kailua-Kona.Bask in Hualalai mountain views from the juliet terrace, and easily catch sunset beach views from the apartment...
Lovely Hawaiian decor with oceanfront views
Welcome to Paki Maui 310, a charming 1-bedroom, 1-bathroom unit that offers ocean views from your private lanai and ceiling fans throughout. This property does have elevators for easy access. Unit 310 can accommodate up to 4 guests. The bedroom features a queen-size bed...
Ocean View Studio with Kitchenette - Waikīkī Grand #910
Castle at Waikīkī Grand #910 - Make coffee in the morning in your coffee pot, warm up leftovers in the microwave, or cook a small meal on the hot plate all from your own kitchenette! Whatever your fancy, you'll have everything you need to warm up leftovers or to cook...
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Welcome to your Oceanfront Maui condo with Pool and Hot Tub, perfectly situated for exploring all the wonders of Maui while enjoying the soothing sounds of ocean waves .From your porch you'll be treated to stunning sunrises and breathtaking ocean views. Relax by the...
Ilikai 427 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway...
Lae Nani 313: Beachfront Condo with Pool & Views!
Summary:Welcome to your beachfront oasis in Kapaʻa! This ground-floor condo offers easy access to the beach, a communal pool, and stunning ocean views. With a well-equipped kitchen, comfortable living spaces, and a private patio, it's perfect for a relaxing getaway....
Updated 2nd-floor condo in heart of Kona with lanai, pool, grills
Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...
Renovated Waikiki Suite, Walk to Beach + Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.***PLEASE NOTE:⚠️ Important Notice:The 6th-floor recreation deck (pool, BBQ, playground, hot tubs) will be...
New Listing! Ground floor oceanfront blue oasis
Nohonani 101 is a spacious two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. With a king-size bed in each bedroom and a queen sleeper sofa in the living area, there's plenty of room for families or small groups to relax and unwind. Unit is...
Standard One Queen, 2 Relaxing Units, Romer House Waikiki
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Kona Mansions#225 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be newly representing a spectacular new addition to our Vacation Rental Inventory. Kona Mansions#225 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best...
Ocean View White Sands Village across from Magic Sands Beach!
Aloha and E Komo Mai!Our Oceanside Magic Sands Getaway is located in the Heart of Kailua Kona in the White Sands Village of Alií Drive on the Big Island of Hawaii. Just steps away from the World Famous La'aloa Beach Park also known as Magic Sand Beach. We offer a unique...
Kailua Studio w/ Pool Access & Garden Views!
Indulge in paradise when you stay at this vacation rental studio in Kailua! Located at Kona Islander Inn, the home has a queen Murphy bed and 1 bathroom. Take advantage of great community amenities including a hot tub, or stroll across the street to sunbathe at the...
Island Surf 510B | Close to Beach & On-Site Pool!
Escape to the serene paradise of Island Surf 510B, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, boasting 1 spacious bedroom and 1 bathroom all conveniently situated on one floor...
Coastal condo w/ breathtaking ocean views, shared pools, WiFi
Country Club Villas 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning ocean-view condo nestled along the iconic Ali'i Drive...