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.
Ilikai Marina - Great Location in Waikiki! Stunning Sunset View, Fireworks on Friday!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by late...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Kaanapali Alii | 1101
Discover the perfect blend of comfort and coastal charm in this one-bedroom partial ocean view residence with a den at Kaanapali Alii. This beautifully designed space accommodates up to four guests, making it ideal for couples or small families.The primary bedroom...
Luxury Retreat in Kona with Saltwater Pool
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Charming 1-bedroom condo in downtown Kailua-Kona just 2 blocks from the beach
Welcome to your perfect island getaway in Kailua-Kona! This beautifully updated condo is just 2 blocks from the beach and 1 block from the vibrant restaurants and shops along Ali'i Drive, putting you right in the heart of it all. Inside, you'll find brand new...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as a...
Oceanfront, Sunsets, Whales, and Sea Turtles at Honuloha, Floor & Remodeled
Welcome to "Honuloha" unit 403 in Hale Ono Loa. A spectacular ocean front, top floor, 1 bedroom, 1 bathroom (plus sleeper sofa) condo. Honuloha is completely remodeled, offering an elevated space with modern amenities, and equipped chef's kitchen. Ocean views from your...
Amaui Villa #5 - Breathtaking Ocean View Residence
Nestled in an exclusive enclave of Mauna Kea Resort, Amaui Villa 5 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully crafted spaces. The gourmet kitchen, featuring premium appliances and natural stone countertops, flows seamlessly into the dining...
Luxury Getaway in Princeville! Swimming Pool, Full Kitchen!
Experience the beauty of Princeville at this resort located near the stunning Hanalei Bay. Enjoy easy access to nearby beaches and outdoor activities, making it an ideal destination for your Hawaiian getaway.This listing is for a room within a hotel.✦ Your room is...
Awesome ocean front property in Maui, Hawaii!!
The penthouse condo is on the 12th floor of the Valley Isle Resort and has awesome views of the ocean and the island of Molokai.You can sit on the lanai and enjoy the view with your meal or your drink.Watch the Whales in season and turtles in the water below. Take the...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
Beachfront Studio – Private Lanai, Panoramic Pacific Views at Lahaina Shores 307
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE!Lahaina Shores 307 – Great ocean views!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 307 is a 3rd-floor...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Hapuna Beach Luxury - Private Pool, Maid Service, Resort Access!
Introducing bespoke oceanfront living on one of the most pristine beaches in Hawaii! - C24 at the Hapuna Beach Residences is a luxurious 2-bedroom beachfront condominium with a private pool, adjacent to the Westin Hapuna Beach Hotel and within the Mauna Kea Resort....
Hilton Vacation Club at Ka’anapali Beach - 1 Bedroom/Partial Kitchen
A 1 acre-wide lagoon-style pool and tropical garden atriums are available at this Lahaina resort. Suites include kitchen facilities and Kaanapali Golf Course Tournament North is 3 mi away.Spacious suites provide a private balcony with ocean or surrounding area views....
Kaanapali Maui Eldorado H206 Partial Ocean 1 BD
- 2nd floor condo with balcony- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 king beds- 1200 square feet / 111 square meters- Bathroom with walk-in-shower- Air conditioning- Washer/dryer...
Lani Paradise Oceanfront Villa Paia
Discover paradise in our 4-bedroom, two-story Villa overlooking Maui’s North Shore. Featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a...
New-*Reduced Fall Rates* #8-259-Across from Beach! Next to Food & Shops
New Listing! Exceptional Deal!*Introductory Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Stay with a small, local company with the experience to make your trip seamless, but who truly cares that you feel at home and enjoy every...
Upgraded Stunning Ocean View Studio w/Kitchenette, WiFi, A/C- Waikīkī Grand #716
Castle at Waikīkī Grand #716 - Charming and inviting are only two of the many words to describe this ocean view studio with a kitchenette! Wake up to the glow over the rim of Diamond Head Crater from your plush bed with two pillows. This studio provides ample space...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 Beautiful oceanfront property located in the heart of Kihei! Steps away from the beach. Walking distance to shops and restaurants. Easy access to the highway to road to Hana, Haleakala Crater, Maui Ocean Center, Lahaina and to the Airport.Taxi, Uber,...
Upgraded Waikīkī Studio w/ Kitchenette, AC and WiFi - Bamboo Waikīkī Hotel #703
Castle Bamboo Waikīkī Hotel #703 - Set high on the seventh floor of the amenity-rich Bamboo Waikīkī hotel awaits your own sanctuary offering modern convenience and elegant style that will make your Hawaiian escape a memorable one. Floor-to-ceiling glass sliders...
Aloha from Waikiki! 3 Partial Ocean View Units, Steps to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
🏝️SUMMER-Booking Now Beautiful Oceanview, Great Location Across the Beach🏝️
This beautifully renovated condo boasts a stunning ocean view and is situated across one of the best beaches in Kihei, Kamaole 3 Beach Park. Enjoy the daily sunset from the lanai, whale-watching from December to April while sipping coffee, cocktails, and savoring...
Maui Bay Villas by Hilton Grand Vacations Club - 1 Bedroom Penthouse Premiere
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Royal Kahana Maui 917 Ocean View Studio
- 9th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and...
Royal Kahana Maui 1008 Oceanfront 1 Bedroom
- 10th floor condo with balcony- Updated open kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, dining room,...
Cozy Aloha Suite with AC in charming Kailua
Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.**PLEASE NOTE: As of November...
Lani Paradise Oceanfront Cottage
Discover paradise in our 2 bedroom cottage overlooking Maui’s North Shore, featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3 minute...
North Shore Oahu | Turtle Bay - Hale Kahakai
Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach...
Oceanfront Paradise! Stunning Views from Lahaina Shores 313
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE!Lahaina Shores 313 – Great ocean views!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 313 is a 3rd-floor...
Maui Eldorado C203 Peaceful Paradise Adjacent to C202
Step into your own slice of paradise at Maui Eldorado C203, a spacious one-bedroom, two-bathroom condo surrounded by tropical gardens and island serenity. Recently updated and thoughtfully appointed, this relaxing retreat offers sweeping views of the island of Lanai,...
Kanaloa at Kona Oceanfront 2 Bedroom + Loft
- Oceanfront condos with loft located on 2nd floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
Awesome access to Beach 1min!Studio in Hotel&Condo
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Royal Kahana Maui 215 Ocean View 1 Bedroom
- 2nd floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in pebble shower with grab bar- Queen sofa bed in living area- Central Air Conditioning-...
Wailua Bay View 105 Oceanfront Condo
Kapaʻa is waiting for you at this lovely 1-bedroom condo. This adorable property comes equipped with all the essentials you need for a comfortable stay, including WiFi, a washing machine, and AC in the bedroom. We'll be available to answer any questions while you stay...
Makaha Vista Villa - Pool, Amazing Views
Welcome to your private Hawaiian escape on the beautiful west side of Oahu—a stunning 4-bedroom, 3.5-bath estate offering 4,000 square feet of beautifully designed living space. Set in a quiet, upscale neighborhood where homes are generously spaced for maximum...
Kapalua Bay Villa 36B4 Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with no stairs between parking and the front door- Travertine tile floors in living room, dining room, kitchen; porcelain tile in bathroom and carpet in bedroom- Updated white kitchen with granite counters includes...
Golf Discount, Sunset/Ocean Views, Two pools, BBQ
Welcome to your peaceful Waikoloa escape - a relaxing retreat with ocean views, pools, and nearby beaches! Enjoy comfort, convenience, and resort-style amenities during your stay:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 pools & hot tub- Private lanai w/ sunset & ocean...
Hana Hou Hale Pacific Ocean Front Villa and Guest House
Poipu Hana Hou Hale & Ohana is THE vacation home of your dreams. Situated in sunny Poipu, with first-class views of the sparkling Pacific, this picturesque home is equipped with everything you need for an unforgettable stay on Kauai. Enjoy uninterrupted sunrise and...
NEW LISTING! Offering limited time introductory rates! Luxury Remodeled Townhouse with Breathtaking Golf, Mountain & Partial Ocean Views
Enjoy the 5th Night Free for stays between now and December 15, 2025. *Applies to new reservations only. Property Highlights • Luxury remodeled townhouse offering sweeping golf course, mountain and partial ocean views from every window • Large lanai, ideal for whale...
Royal Kahana Maui 912 Oceanfront 1 Bedroom
- 11th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- Washer/dryer in unit- Central air...
'Olina NEW (PKC 106) ~ 3 BR ~ Ground Floor ~ Pool
Summary:'OLINA, Puako Condo 106 is a ground floor unit that was designed with great attention to detail for a clean modern style and high quality feel throughout. The unit stays cool with two A/C units (one in the main bedroom and one for the living room kitchen) and...
Royal Kahana Maui 606 Ocean View 1 Bedroom
- 6th floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile flooring throughout-...
Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiKitchen: Fully equipped with oven, microwave, modern appliances, cookware, and...
Kaanapali Alii | 333
Located on the third floor and in the building on property closest to the ocean, you will be able to hear the sounds of the waves crashing on Kaanapali Beach just outside your vacation rental. Engage more of your senses and head out to your private lanai where you can...
Wailea Ekahi Village | 52D
Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...
Charming 1-bedroom Glamping Getaway in Pāhoa with WiFi
Unwind in Pāhoa at this enchanting getaway. Immerse yourself in the serene sounds of nature at this exceptional and tranquil retreat. Experience glamping in a picturesque garden that provides fresh, seasonal fruit. A peaceful haven for one or two guests, featuring a...
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
Sunset Shores - UNIT B Kauipoho
Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...