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.
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...
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...
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...
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...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has...
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...
Quiet @ KOI Ponds! Awesome Garden View J103. Fits Whole Family!
Wake up to koi ponds and tropical gardens just outside your door. This 2BR condo at Papakea Resort puts you 100 yards from the ocean and a short walk to food trucks, coffee shops, and the beach. Spend your days snorkeling, swimming in the resort pools, or playing...
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
This single level (upper floor- "2nd floor") townhome is tastefully decorated and has terrific artwork as well. With nearly 2000 square feet of living space, there is plenty of room for everyone to be together as well as have privacy for quiet time. There are two...
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...
Cute Cottage at Ohia Kai TVNCU #1354
This makes the perfect Base Camp for walkers and car users. Close to public transportation and the Beach (short 10 min walk) The charm of the Cottage and the amenities will enhance your visit. We are close to downtown Kapaa (5 min. walk).To our New Guests and our...
KBM Resorts | FREE CAR | Maui Kaanapali | Beachfront Resort, Studio Villa! MKV-B242
** 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...
Oceanfront Oasis: Ground Floor Retreat - Sugar Beach #130
SUGAR BEACH RESORT, #130Welcome to Sugar Beach Resort #130, a beautifully updated ground-floor condo that combines modern upgrades with the ultimate beachfront convenience. Located in North Kihei, this oceanfront oasis allows you to step directly onto miles of golden...
Inviting island condo with pool, ocean views, & W/D
Mahina Surf 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring warm and welcoming tropical décor, this family-friendly getaway is perfect for your next island vacation!...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
“Lanakila” – Unit 203 – is an upper floor 1-bedroom, 1-bath unit located in Hana Kai Maui’s Mauka (upper) building. This unit has an open kitchen featuring a koa bar and koa accents, hardwood floors, stainless appliances, granite countertops, granite tiled...
1 Bedroom Garden View Condo 3rd Floor H304- Pono Kai
Pono Kai Resort is located on oceanfront/beachfront property. Our third-floor garden view condo has a fully equipped kitchen, 1 bedroom and 1 full bathroom. The bedroom has a king size bed. There is also a pull-out queen sleeper sofa in the living room, fully stocked...
Newly Renovated! Oceanfront Air Conditioned Condo #113
Aloha and welcome to our completely remodeled Oceanfront condo! We invite you to relax and unwind in the private Honokeana Cove with stunning ocean views. You will feel right at home with this direct oceanfront condo with views of the island of Molokai and the Pacific...
Beautiful*Direct Oceanview & Ideal Location*Best Beaches in Maui
Our lovely Ocean View complex has an excellent location in South Maui – directly nestled between the most popular, golden sandy swimming and snorkel beaches - Kamaole I and Kamaole II. Any accessory for beach side fun is at your fingertips.This one bedroom apartment...
Great Deal Ocean View Condo on the North Shore of Kauai!
Welcome to your home away from home in paradise! This two-story condo at Pali Ke Kua offers peaceful garden and ocean views, located in the heart of Princeville on Kauai’s stunning North Shore. Whether you're relaxing by the pool, strolling down the private path to...
Lae Nani 414 is Beautiful! Ground Floor Oceanfront Condo Sleeps 6 with A/C
This newly renovated, ground floor condo is equipped with a split system AC to keep you cool on hot days. The ocean breeze will cast a coolness your way through the lanai door as well. Only steps to bar-b-ques, beach and pool. Great sunset views. This beautiful condo...
Summer Special 249 A NIGHT! PARADISE Awaits! Best Location in Alii Cove B4.
Beautiful, complete, modern three bedroom condo in Kailua-Kona. Our ocean view is spectacular! 3 min. walk to ocean waterfront (amazing sunsets!), easy 10 minute walk to downtown Kona where you stroll along waterfront to many unique restaurants and shops. Located in a...
Ocean View SM224 Beachfront Resort - Beautiful, Lively Surroundings, Surfing!
** 2025 Discount Rates - Book Now! **The Shores of Maui is a picturesque condominium community located in the perfect location - directly across from Cove Beach Park in Kihei. The location is convenient and offers easy access to Kamaole Beach Park I, shopping, and...
KBM Resorts | FREE CAR | Lokelani | Oceanfront | 2-Bedrooms Condo, Recently Remodeled! LOK-B201
** 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...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East
Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
Hanalei Beach House: Ocean Views & Steps to Beach
The Hanalei Beach House is located on a 1/2 acre ocean front lot steps from the sand. .Surf the user friendly waves right in front at Kiddies surf spot.Enjoy tropical sunsets and ocean views from every room. Listen to the oceans symphony of waves breaking on the nearby...
3bd 2ba Lovely Home in the Heart of Poipu 2 min walk to Hyatt and Poipu Beach
Poipu Beach is the place to spend your vacation! Somewhere you are close to everything you want to do! This spacious and accommodating 3 bedroom, 2 bath home is centrally located in a prestigious South Shore neighborhood, at the end of a cul-de-sac, in the heart of...
SK 316 Spacious OceanFront 2BD w Ocean Views
Sands of Kahana 316 Breathtaking Scenery & Convenient Location at the Sands of Kahana Resort 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,...