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.
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...
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...
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...
Direct Oceanfront ground floor - Kuleana 706
Welcome to your dream Maui getaway at Kuleana Resort — the Hidden Jewel of West Maui. This ground-floor, oceanfront 1-bedroom condo puts you just steps from the ocean with lush tropical surroundings and all the comforts of a boutique hotel.The SpaceRelax in paradise...
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...
Maui Resort Rentals: Honua Kai Konea 408 - Spacious 2BR/1BA, Gorgeous Partial Ocean and Lush West Maui Mountain Views!
Unquestionably one of Honua Kai's best values, Konea 408 is a rare two bedroom, one bath suite that offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy beautiful partial ocean views from its spacious...
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
Charming beach condo with 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 two...
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,...
Family Friendly Home Walk to Beach Updated Kitchen! TVNC#1117
This is a legal vacation rental permit #TVNC 1117. Please see house rules or rental agreement for actual CANCELLATION POLICY and REFUNDS. We have a new kitchen refresh!! Pictures will be up in late Jan. 2024. Nestled among Kauai's tropical wild plant life, this...
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...
Luxury Air Conditioned 3BR Kauai Resort Condo
Spacious 3 bedroom Regency condominium in the Poipu Kai resort- minutes walking distance from beautiful Poipu (10), Shipwrecks/Keoneloa (12) and Brennecke's (7) beaches on Kauai's sunny south shore. Double corner unit (windows on 3 sides) with vaulted ceilings in living...
Stunning Oceanfront, 2BR/2BA, Gorgeous Ocean & Mt. Views, Premium A/C
Stunning 2 bedroom 2 bathroom Condominium in Menehune Shores.From the moment you walk into this condo you will feel a sense of serenity and calm as you experience the panoramic ocean views and listen to the gentle surf rolling on the shore. You are only 50 steps to the...
Ideal island escape with beach access, shared pool, lush gardens, WiFi & lanai
Salt & Palms at Plantation Hale E3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel right at home in your very own island retreat mere steps from crashing waves and soft sand here...
Wailea Ekolu 1605 60%Off May & June Deals at Relaxing Peaceful Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Wailea Ekolu 1605, a ground-floor two-bedroom, two-bath sanctuary tucked into the lush tropical tapestry of Wailea, South...
BEAUTIFUL NEW Beach-chic condo with AC 1 mile from Paia & Steps to Mama's Beach
Ku'au Plaza is a very small, friendly, quiet 30 unit condo complex; the only one of it's kind on Maui's north shore. Our fully remodeled, Beach Chic style condo is ideally nestled next to Mama's Beach & tide pools and the famous Mama's Fish House, only a mile from hip...
Hawaii Dream Escape: Ocean Views & Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Hilton Waikoloa Pool Pass for stays thru 2025. Waikoloa Beach Villas M33
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas M33Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Full Size BedsAdditional Bedding: Sleeper Sofa in the Living RoomHilton...
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Central location, Steps to the Beach, & Convenience Shops, restaurants.
We are proud to offer you a clean and modern condo in the heart of Kauai. It's convenient location will allow you to enjoy all that the island has to offer. Our unit is part of Plantation Hale suites which features 3 outdoor pools and spas, BBQ areas, and a full...
Experience the beauty of Polynesian Shores #124
A LITTLE ABOUT THIS CONDO...."Welcome to Polynesian Shores #124, your haven of relaxation and rejuvenation. This cozy condo sleeps four, with a queen bed in the bedroom and a sofa bed in the living room, offering comfort for all. Whip up delicious meals in the full...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
Gorgeous*Peaceful*Condo* Steps to beautiful beach
****Outstanding Condo located in the best part of Kihei! King Bed and free Wi-Fi + cable - Great Price for all of the amenities of Home + Great Location**** You are invited to stay in this beautiful, romantic condo in South Kihei, right next to the ocean. You will not...
Maui Resort Rentals: Honua Kai Konea 444 – Extra Large Upgraded 1BR w/ Gorgeous Partial Ocean Views!
One of Honua Kai's premier one-bedroom suites, Konea 444 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and views of Maui's neighboring island of Lanai. You will have plenty of space to relax in the 780 sq. ft. upgraded interior...
Pali Ke Kua 112 ..Freshly renovated-endless views of the blue sea
Just the two of you. Off to leave the world behind somewhere on the edge of an endless blue sea. The view must be magnificent, an uncrowded beach within walking distance is a basic requirement, the living space will be clean and attractive - and, of course, you must be...
Huge House, Heated Pool, AC, Steps to Kailua Beach
Inquire about short stays, we accommodate them where possible. Spacious, resort-style residence located within 100 yards of Kailua Beach. Featuring a private courtyard and pool, this indoor/outdoor floor plan is ideal for family gatherings. The extensive renovation...
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Wailua Riverside Tree Top Cottage! TVNC #1293*As featured on TV Sonoran Living LiveThis is a perfect place to experience the real Kauai in a residential setting next to the Wailua River and a block from Wailua Beach.TVNC #1293*On Island Contact 24/7: Candace MackWailua...
Charming West Maui condo in tranquil oceanfront resort
Papakea D309 is a 1-bedroom, 1-bathroom condo featuring amenities such as an ocean view, a washer/dryer, and air-conditioning. Located on the third floor, this condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in...
Recently Upgraded - Garden & Ocean View Condo
A perfect place to make your home away from home! This 2-bedroom single story garden and partial ocean view condo has an open layout. Enjoy the amazing views. A very short walk right onto a well-manicured lawn, beautiful blooming trees, few steps to the pool, BBQ, few...
Ocean Front Pool Club. Includes Beach Gear! Halii Kai 24H
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 24H. Stunning 3 bedrooms. Ocean Front Pool ClubPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin...
Kamaole Sands 6-303 - Courtyard and Ocean Views from Renovated 3rd Floor Condo
Step into your dream vacation at Kamaole Sands 6-303, located on the third floor in preferred Building 6! You will feel at home the minute you walk into this 1-bedroom 2-bath condo, which features a beautifully updated kitchen and bathrooms. Granite counters and tile...
Striking Fairway Views, Luxury, Serenity, Pvt Beach Pass
This Fairways Villa is professionally decorated and has an elevated, unobstructed view of the golf course with spectacular sunsets. The home stands on a perfect angle to the trade winds, allowing you to use the front and back screen doors and windows for a wonderful,...