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.
Casa De Emdeko# 324 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!
Casa#324 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is directly across from the elevator on the 3rd floor for ease of access.Located in the heart of Kailua-Kona, the...
Ma'alaea Surf, Unit G5-1 Bd Beachfront Condo, AC, Wifi, TV, Kitchen, Pool
Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, newly remodeled G-5 has all the amenities of a luxury resort. Centrally located between the tourists centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf is just 15 minutes from...
Waikoloa Beach Villas C3 - Ground Floor Villa Next to Pool, Beach and Shops!!
This Villa is in an excellent location right at one of the two lava rock pools that Waikoloa Beach Villas has to offer. The property is located on the ground floor which comes with many benefits. No stairs to climb, which makes bringing groceries and luggage in and out...
Modern Molokai Vacation Condo
Your next island getaway awaits on Molokai - a Hawaiian island anchored by the highest sea cliffs in the world! Explore all that Hawaii’s 5th island has to offer from this 1-bedroom, 1-bath vacation rental located on the shores of Kaunakakai in the breathtaking...
The Fairway Villa I33, Relax in Paradise with A/C, Open Layout, Smart TV
Enjoy resort living, Fairway Villa I33, in this two-bedroom, two-bathroom plus a loft townhome. Enjoy the upgraded appliances, central air conditioning, and the lanai that views the golf course at Waikoloa Beach. Relax by the pool and use the gas grills.Upon entry, you...
Centrally Located Vacation Rental in Waikiki!
Make this nifty Honolulu vacation rental the backdrop to your family’s relaxing getaway with its community pool, well-equipped kitchen, Smart cable TV, and fantastic location! Look forward to being within walking distance of Waikiki’s entertainment hub, from...
Front Door Parking. Zero Stairs. A/C. Golf Course. Pool. Fast WIFI
Garden Oasis at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Garden Oasis is a home surrounded by tropical foliage and colorful seasonal fruit trees. This spacious,...
Spectacular Oceanviews Surfrider 1 Bedroom Perfect South Kihei Location
Hawaii Transient Tax #TA-110-236-4672-01Gem in Central Kihei. Oceanviews from ground floor 478 sf apartment. Remodeled August 2021. Amenities 55'' Flat Screen TV in Living Room along with surround sound, IPOD dock, Blue Ray Disc Player, Wifi. Upgraded apartment with new...
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
OCEAN VIEW, LUXURY TOP FLOOR K206
A luxurious modern 5 star Maui condo K206 with tile floor, granite countertop, marble bathroom and gourmet kitchen. Prime ocean view studio Maui Condo Maui Eldorado K206, corner unit with larger lanai. Fabulous ocean views. Enjoy Maui's Kaanapali beach voted #1 by Conde...
Ocean Front Banyan Tree 304 - Spectacular views!
OCEAN FRONT JEWEL!You will think you're in heaven when you see the dazzling view from this 2 bedroom, 2 bath 3rd floor condo. Enjoy spectacular Kona sunsets, whales in winter, dolphins, and surfers just below at a famous surf break. Banyan Tree Condominium amenities...
2-Bdrm Ground Floor Unit Now Available!
Our spacious resort combines the comforts of a staycation with the beautiful backdrop of the Hawaiian getaway you traveled so far to enjoy.Whether you're walking to the beach across the street, relaxing in the large pool and hot tub, or strolling to the tennis center,...
Kaanapali Shores 259 ~ Hear the Waves, Upgraded Interior, Stunning Ocean View
Enjoy the Highly Desirable Location with Stunning View - Hosted By Maui Westside● Recently renovated oceanfront condo with stunning ocean and poolside views● Two bedrooms and two bathrooms● Spacious interior with a total area of 1,078 square feet● New Luxury...
North Shore Hideaway - as seen on HGTV
Stylishly decorated and perched cliffside with lush valley views, this 1,989 sq. ft home in Princeville on Kauai's North Shore is a gem and offers the best of all worlds. Refinished hardwood floors, floor-to-ceiling windows and a cultured decor throughout this...
Kapaa Shore Oceanview Penthouse C324
Kapaa Shore 324 - Penthouse Ocean & Pool View Condo at Beachfront Resort on Kauai! Kapaa Shore Resort Unit C324 Ocean View Top Floor Penthouse Beachfront Resort Unit 324 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation!...
OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 2 bedroom, 2 bathroom condo at Maui Kamaole that was just remodeled as of January 2020. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in other rental units. This condo...
Lae Nani 311 Ground Floor Ocean Front Condo Located only Steps to the Beach
Ground floor premium location has 3 full baths.(floor plan does not show 3rd bath)Only a few steps to our swimming beach. Almost 180 degree view of Wailua Bay and our beautiful beach from the dining/living area. You can prepare meals while looking out at the surf!This...
Beautiful Mountain & Golf Course Views! Perfect Fun Family Get Away!
This house is a great property for a family or large group with its three separate master bedrooms and private bathrooms. The kitchen and dining room are spacious and well-stocked. There are games and books for the kids and adults. A Gas BBQ grill for family BBQ time!...
Lush lanai views and steps away from the pool
Welcome to Napili Shores E144, a charming 1 bedroom, 1 bathroom ground-floor condo that is a perfect retreat for up to 5 guests featuring garden views, a split AC system, and a fully equipped kitchen. This resort does not have elevators. The spacious living area can...
Ahhhhh...... PARADISE.OCEAN VIEW, nRemodeled Ocean pool A/C, NO Stairs n
Aloha, you have chosen not only beautiful, but safe place to stay. We are in a gated ***PARADISE...PARADISE...PARADISE *** WE JUST LOVE THIS LITTLE GEM AND YOU WILL TOO. This unit B-325, has the perfect location. We are on the third floor for fabulous ocean view and...
Hale Hui Kai 205 Two bedroom Two bath with AC and tropical garden views
This private garden condo is on the second floor of the north side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Kahana Sunset B4 - Ocean View! $750 Free Daily Activities!
Kahana Sunset Resort B4 offers guests the ideal location to enjoy Maui - this air conditioned ocean view 2- bedroom and 2.5 bath town house style (2 levels) 2 - level condominium has wonderful ocean and resort views. With over 950 square feet of living space, you will...
1st floor, no steps, king beds, beach, pool, golf
Summary:Large ground floor unit has a large attached lanai and opens to gold course. Minutes from Starbucks, restaurants, beach (A-Bay), grocery store, shopping. Green fields and mountain views. King bed, 75” TV, fully stocked with kitchen and beach supplies. Just...
2 King Beds w/Loft ~Sunrise & Sunset Views ~Pool
This is It..!$15.71 Per Day Parking Charged by the Resort upon check-in. The Sunrise & Sunset Views from this TOP FLOOR Suite is SPECTACULAR. Enjoy the private Master Bedroom with King Bed, TV and en-suite bathroom. Relax with a cup of coffee on your lanai off the...
Ho'olei Two-Story Townhome with Gourmet Kitchen and Resort Amenities
This property is hotel zoned, and not being affected by the recent proposed legislation.This lovely villa is designed for indoor-outdoor living featuring sliding pocket doors that lead outside to the spacious private lanai. Take advantage of alfresco dining, cool...
502 - Closest to Ocean spectacular view! Premium unit in building with A/C!
CLOSEST TO THE OCEAN, with breathtaking views! From your private lanai watch sea turtles playing in the surf below, or enjoy the evening sunset stretched out over the water. PLEASE NOTE: Bookings in this unit are for 1 or 2 guests only. The unit SLEEPS A MAXIMUM OF TWO...
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Quiet location in a resort area.New Split AC system.Direct access to greenbelt which provides wonderful walks to two beaches via semi private garden pathways.Private entrance for exclusive use of room and ensuite.Wifi and TVThree world class golf courses within 5...
Tropical Zen Oasis -Waterfall Plunge Pool - AC
An Architectural Delight ~ Spacious Design This Desirable Home is Surrounded by Tropical Plants and a Huge Plunge Pool with a Waterfall Feature. Nestled near the 16th Tee Box of the Makai Golf Course on a Peaceful Road in the Heart of Princeville. The Home is Generous...
Fairways at Mauna Lani -Wow-One of The Best! Luxury
ALOHA! Come discover for yourself the magic of Hawaii. This Beautiful Villa is conveniently located in the prestigious Mauna Lani Resort at the Fairways at Mauna Lani and right next to the 5 star Fairmount Orchid Resort.Mauna Lani Resort sits oceanfront on the finest...
Maui Sunset Vacation Rentals B418
Fourth floor ocean view in the "B" building. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023 Premium condo suite located near the pool area. Ocean view with Tropical gardens. Quiet...
Golf course front A104 Maui Eldorado, walk Whalers Village
Graciously oversized A104 one bedroom, two queen beds with 1000 square feet plus 200 sq ft lanai space, located next to one of the three swimming pools. Centrally located in the heart of Kaanapali - Maui Eldorado Resort. Enjoy this spacious and chic this one bedroom,...
Custom remodel and breathtaking views
Papakea B205 is a 1-bedroom, 1-bathroom condo featuring amenities such as a stunning ocean view, a washer/dryer, and air-conditioning! The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living space. The spacious...
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Summary:Welcome to your tropical paradise getaway! Cul-de-Sac location, this new home offers breathtaking ocean & mountain views, modern lighting fixtures. High ceiling in living area, comfortable couch set. Gourmet kitchen with upgraded KitchenAid Appliances.Gorgeous...
Touch the Palms! Island-Style Condo w/Free WiFi, Full Kitchen–Waikīkī Shore #316
Lay back and enjoy Waikīkī beach in this bright one-bedroom one-bathroom suite. This unit has tile flooring in the kitchen and living area and carpet in the bedroom, which is furnished with two Twin beds and can be enclosed for privacy. The suite comes with...
OCEANFRONT RESORT-APR 11-15 just $249/nt Kihei Sands Beachfront Condos - B5
Act now - this condo is POPULAR!Condo B5 is a 2B/2Ba (Sleeps 4) townhouse style condo on the 2nd level (NO ELEVATOR) at Kihei Sands Condominiums. Our beautiful condo is furnished with your COMFORT in mind. Gorgeous Hawaiian art graces the walls. Located on Maui's...
Hali'i Kai at Waikoloa Beach Resort 9F: Beautiful! AC, Shared Pool, Golf Views
Welcome to Hali‘i Kai 9F, a luxury ocean-view villa located in the exclusive Hali‘i Kai community along the Kohala Coast. With over 1,700 square feet of professionally designed interiors, curated local artwork, and sweeping golf course and Pacific views, this...
Beautifully Remodeled Plantation Style Hilo Home
Experience the feel of old Hawaii in this classic plantation style 4 bedroom 3 bath property in a wonderful and historic Hilo neighborhood. Traditional Hawaiian charm with modern amenities after a complete remodel. Close to downtown and UH Hilo. Features a brand new...
One Bedroom, First Floor, Fully Furnished Condo
Enjoy waking up to the tropical sounds of paradise. Nestled into the beautiful tropical trees is this perfect first floor, one bedroom, fully appointed condominium which is walking distance to Kailua Pier (start of the Iron Man) and downtown Kona.Enjoy the completely...
Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach
Enjoy Old Hawaii at its best just steps from Keawakapu Beach. A spacious and tastefully decorated home, suitable for entertaining friends in the huge great room (kitchen, living room, formal dining) which open to the huge tiled lanai where you can BBQ and dine. Relax in...
Top level home w/ golf course view, shared pool, hot tub, & open-air gym
Waikoloa Beach Villas M32Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy views from your lanai including the beautiful golf course and the lake where egrets gather throughout...
Stylish, oceanfront retreat with scenic balcony, pool & fast WiFi
Mahina Surf 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting some of the best views in the area, this stunning oceanfront getaway is ready to welcome you with plenty of...
Aloha Condos, Kanaloa at Kona, Condo 1502, Ocean View, AC
This luxury condo has the best of both world's with spectacular unobstructed views of the ocean to the mountains looking down the signature hole on Kona Country Club Golf Course to the ocean. The view of the ocean is spectacular providing beautiful sunsets and whale...
Beautifully Upgraded, Full Kitchen, Comfy King Bed, AC
New Listing! Located right on the Royal Coconut Coast, you’re in a perfect central location at Plantation Hale, Kapaa. Walk across the street to the Coconut Plantation Marketplace to shop at any of the boutiques or pick up groceries. Walk 50 steps in a slightly...
KKSR#3103 DIRECT OCEANFRONT, INCREDIBLE OCEAN VIEWS & REMODELED!
Keauhou Kona Surf & Racquet Club#3-103 DIRECT OCEANFRONT, ABSOLUTELY STUNNING VIEWS & FULLY REMODELED! 1ST FLOOR ACCESS TO WALK ONTO LAWN!Welcome to unit #3-103 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be newly...
Renovated 2br Condo with Sweeping Ocean Views
Newly renovated with sweeping ocean views. This bi-level ocean front condominium enjoys a panoramic view of the Pacific Ocean and Shipwreck Beach. The master bedroom shares the view through large windows that invite you to have breakfast in bed. The second bedroom has...
White Sand Beaches on the Sunny Westside of Kauai.
Experience the best of Kauai at our vacation rental! Immerse yourself in the Garden Isle's beauty, boasting stunning beaches, breathtaking sunsets, hiking trails, parks, shopping, golf courses, and an array of island activities like Na Pali Coast boat cruises,...
Sleek Waterfront Condo w/ a Shared Pool, Fast WiFi, & a Full Kitchen
Maunaloa Shores 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bright, bold, and breezy, this waterfront condo offers deluxe amenities and comfortable furnishings to make your...
Light-filled condo with golf & mountain views, hot tub, outdoor pool & gym
Plantations at Princeville #512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in the warm Hawaiian sunshine as you take comfort in the bright, open floor plan of this polished...
South Kihei 4 Bed/3 bath home across the street from beach! Private Pool/Spa!
WELCOME TO HALE LUANA KIHEI***YOU PAY CLEANERS FEE DIRECTLY $550 WHEN YOU ARRIVE SAVING YOU ABOUT $100 in taxesIndulge in a dream vacation managed by Aloha Maui Getaway, just a short stroll from Maui's pristine white sand beaches in the year-round sunny paradise of...
🏖️Fabulous Ocean View | Sunset | Lanai Dining | Beautifully Upgraded | vrKCV
vrKCV - Casa de Emdeko 315, Professionally Managed by Kona Coast VacationsFabulous Ocean View - Sunset Lanai DiningWelcome to your perfect Hawaiian getaway! This beautiful one-bedroom condo offers breathtaking ocean views and all the comforts of home. Imagine sipping...