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.
Nicely Renovated. In The Heart of Kailua-Kona, Just Steps From the Ocean.
Hawai’i is open and Kona is more beautiful than ever. We are using CDC cleaning guidelines. Our place has cleaned ductwork AND repaired and wonderfully cool AC. We have purchased new clothes washer and refrigerator. All we are missing is you! 2 Bedrooms and 2Bathrooms,...
Aloha Condos, Kanaloa at Kona, Condo 1203, Fairway View, AC
Peek-a-Boo Ocean Views from Both rooms of the CondoCovered Front and Back LanaisBeautiful Teak Furniture, Window Coverings, & LinensBeautiful Furniture, Window Coverings, & LinensCable TV in 2 RoomsCeiling Fans Throughout (2)• Oceanfront Location• Sunset Views Year...
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Please see our 5 minute video under the Photo section, or on YouTube at: https://m.youtube.com/watch?v=PiQjcGest_k . It shows the inside and outside of our condo, the grounds of the Kaha Lani Resort and all Kauai has to offer. You can also find the video on YouTube by...
Situated in the first column of suites from the oceanfront, Whaler 1056 delivers spectacular ocean views that extend deep into the home's interior and can even be enjoyed right from your pillow. This luxurious 1BR/1BA 10th-floor suite boasts an expansive 900 sq ft...
EL G205 Spacious Kaanapali Condo w Pool AC Near Beach
Eldorado G205 Spacious and Comfortable Condo In The Heart of Kaanapali Beach When you stay at Maui Eldorado G205, expect to experience a relaxing beach filled vacation in paradise! Our spacious second floor condo has central AC throughout and is equipped with everything...
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
Kepuhi Beach Resort. In front of the others. WHY TAKE A BACK SEAT TO THE OCEAN! Beside Kepuhi Beach it's a 10 min. walk to the Famous Papohaku 2 mile secluded Beach. Oceanside Pool. Equipped Kitchen.
KR501-Ocean Front- Gorgeous View of White Sand Beach & Palm Trees - Paradise!
This charming fifth-floor condo offers a delightful retreat with stunning ocean views. The well-appointed kitchen provides a picturesque backdrop of the ocean-view lanai, creating a serene atmosphere for cooking and dining. The spacious master bedroom is furnished with...
Waikoloa Beach Resort-Quiet Private-THE BEST! Special rates
Stay in this luxurious, two bedroom, two bath condo. It is across the street from the world-famous Hilton Waikoloa and is also near the Mauni Lani Resort and Fairmont Orchid Resort. The Vista Waikoloa is a GEM in the Waikoloa Village! The condo itself is spacious and...
Beautiful Condo Steps to a Great Beach. Stunning Pool that is Ocean Front.
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will then be disinfected. All touch points will also be disinfected. (Key pads, door knobs, light switches, faucets, toilet flushes, garbage cans, remote...
Come explore the peace & beauty of Maui! Across street from Kamaole II beach
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Banyan condo in sunny, South Maui. This 1BR/2BA second floor condo (Building H, unit 203) is right across the street from Kamaole II Beach, considered to be among the best of the beaches on Maui. Arrive...
Beautiful Condo in the Heart of Hilo - Pool - A/C #718
Beautiful 1 bd, 1 bth condo is located right in the heart of Hilo with gorgeous views of treetops and sparkling blue waters. For the ultimate East side of Hawaii experience this is it. Far exceeds any Hilo Hotel.Brand new vacation rental, previously long term! This...
Direct Oceanfront One Bedroom - VI310 - Sullivan
Corner third floor condo with ocean front views on Kahana Bay. Enjoy ocean front views from the lanai off of the living room and master bedroom. A 30" flat screen TV coupled with the DVD player keeps you entertained in the evenings. Bring your CD's from home and listen...
Just Beachy: Garden View Condo with AC at Plantation Hale D7 – Steps to the Beach & Coconut Coast!
Just Beachy – Garden-Level Charm at Plantation Hale D7Welcome to Just Beachy, a newly renovated ground-floor condo at Plantation Hale that blends vibrant island style with modern comfort. Located in Building D, this peaceful garden-view unit is just a short walk to the...
Hawaii Life Presents "Kahua Kai" Whaler 102- Direct Oceanfront 2BR/2BA
For those who deserve the best, Hawaii Life Vacation Rentals presents our Reserve Collection offering "Kahua Kai" Whaler #102 located in Tower 1 (north tower) - a 2 BD/ 2 BA direct beachfront residence. This home features panoramic ocean, two outer-island views (Lanai...
Fall special for months of October & November. See calendar
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with breathtaking tropical views. The great room and kitchen are the heart of Pu'uhonua located on the 2nd floor featuring wrap...
"Your Sweet Maui Retreat" Remodeled 1 Bedroom steps from Kihei's best beaches.
This perfectly located condo is in the heart of Kihei, just 5 walking minutes to the best beach in Kihei. Many of the favorite shops and restaurants are located within 5 minutes of our new remodeled condo. From the spacious living room to the large lanai, our bright...
2BR 2BA plus 2 Lanais Oceanfront property Beautiful sandy beach!
You'll love this peaceful, cozy, Kahana Sunset oceanfront resort in west Maui. Spend your mornings watching the ocean waves with a fresh cup of Maui coffee. Situated in a friendly, private beach cove with turtles that call the cove home. This rental offers everything a...
"Slice of Paradise" Oceanfront Studio with AC at Islander on the Beach 225
Slice of Paradise – True Oceanfront Studio at Islander on the Beach 225Welcome to Slice of Paradise, a stunning second-floor oceanfront studio at Islander on the Beach where the soothing sounds of the ocean and unobstructed views of the Pacific create the ultimate...
Oahu North Shore Vacation Home @ Kuilima Estates West
Welcome to your elegant Hawaiian home, a spacious retreat offering resort-style living on Oahu’s North Shore. This stunning 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. Step inside to find a...
PK L402 New Listing Expansive Direct Oceanfront Views 3BD Kaanapali Family Fun
Papakea L402 NEW LISTING Fabulous Direct Oceanfront Views from 3Bedroom, 3Bathroom condo at Papakea Resort in Kaanapali. Family Fun on Maui! Discover the rare luxury of this sought-after three-bedroom, three-bathroom direct oceanfront condo at the renowned Papakea...
KBM Resorts| Napili Point NAP-C42 Gorgeous 2 Bedrooms Ocean View, Includes Rental Car!
** 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...
'Tropical Paradise' Resort Villa: 1 Mile to Beach!
Take your Big Island escape to the next level while staying at this 3-bed, 3.5-bath vacation rental villa at the Mauna Lani Resort. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit the Beach Club to paddleboard or snorkel along it’s...
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Escape to our newly remodeled 1-bedroom, 1-bath condo, perfect for couples or small families seeking a beachside getaway. Located on the ground floor with no stairs, this condo offers a private patio opening onto an expansive grass lawn, ideal for kids to play or for...
Renowned villa with modern touches and golf views
Kapalua Golf Villa 16V2 is a unique, newly remodeled, 3-bedroom, 3-bathroom villa located on the third level and can accommodate up to 6 guests. The fully equipped kitchen is perfect for dining in with granite counters, an island with a stove top, and additional counter...
Waipouli Beach Resort Penthouse Exquisite Ocean & Pool View Condo!
Oceanview! Resort lifestyle at its best at Kauai’s Hidden Gem: Waipouli Beach Resort, Oceanview Penthouse with cathedral ceilings, located on the fourth floor and highest floor in a quiet setting overlooking the only fantasy pool on the island! One of the most gorgeous...
Hunter Hales HOKU cottage Maui Perfect Getaway!
Hunter Hales “HOKU” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “HOKU”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a...
Condo in downtown Kailua-Kona - walk to restauants, shops, the beach
Come meet Wally the Whale! He hangs in the large living room. Newly renovated condo at Kona Pacific - shops, restaurants and the beach all within walking distance. Elevators and carts to make it easy to check in and haul groceries to your unit. Underground, assigned...
Malia Makai - F - Honu A/C, Ocean Views
Summary:Malia Makai – F – Honu: Renovated 2-Bedroom Cottage with A/C and Ocean ViewsThe Space:MALIA MAKAI F AT KOLOA KAI VACATION RENTALSHonuYour Modern Island Escape in PoipuWelcome to Malia Makai F – Honu, a newly remodeled 2-bedroom, 1-bath cottage offering ocean...
FEB 3-14 Open-Beachfront Legal Condo-Free PKG/WIFI,POOL, HOT TUB, TENNIS/PICKLE7
AWESOME! 180º UNOBSTRUCTED OCEAN /SUNSET VIEWS! BEACHFRONT! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO! LEGAL VACATION RENTAL. NO RESORT FEE. FREE PARKING IN GATED LOT FREE iNTERNET/WiFi This unit has not been remodeled as recently as our other condos, so it is...
This condo is located on beautiful Molokai. Enjoy the quiet setting of this condo located on the ground floor at the far eastern side of the complex unit C134. Many people that have stayed in this unit comment that its location on the grounds makes it the best for...
Largest one-bedroom at Kuleana - Oceanfront Unit! #105
When you arrive at our condo, you will know that you have reached paradise! Kuleana is a low-rise condominium complex built around serenity. As an OCEANFRONT property, this unit is on the oceanfront side. The property is located near Kahana, where you will find plenty...
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny South Shore has to offer. The rolling golf course greens that surround this property provide an open and airy feel. Enjoy the...
Perfect Home for your Hawaiian Vacation! HR
Have your dreamed of vacationing near Keauhou Bay? Now is your opportunity!! This charming 2 bedroom, 2 bath home is awaiting you! Keauhou Bay is known for its, beautiful, calm waters, it is ideal for families, snorkeling, kayaking, fishing, and stand up paddling. Our...
Open-concept living with tropical resort views
Kihei Kai Nani 217 is a 1-bedroom, 1-bathroom condo on the 2nd floor with garden views that can accommodate up to 4 guests. Please note that this condominium does not offer an elevator. Dine al fresco on your private lanai, taking in the sights and smells of Maui with...
KRL C202 2BD Kaanapali Golf Course w Pool AC
Kaanapali Royal C202 Golf Course View from 2BD/2BA West Maui Condo Near The Beach 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, Alpaca Farm...
High Floor Ocean View Suite in Central Waikiki!
Located on 30th floor, the condo has panoramic views of the ocean, Diamond Head, golf course and sunrise! The unit has 2 full size beds, table&chairs, closet, drawers, air conditioner, TV set, DVD player, and Free WiFi in the room.The lanai of 116sf provides a relaxing...
Luxury Beach Condo Kamaole Kihei Maui Vacation rental 2bdrm 2bth Pool & Hot Tub
** ACROSS THE ROAD FROM KAMAOLE BEACH ** Catch the Peek-a-boo Ocean View from the LanaiStart your stay with all the amenities you need for a more affordable vacation!Conveniently located in the heart of Kihei where you can walk to dine, shop, surf, snorkel, boogie board...
As one of the finest two-bedroom suites available to rent at the entire Honua Kai Resort, Konea 839 boasts an exceptional 8th-floor penthouse corner vantage point and is among a class of the most sought-after 2 bedroom floor plans at Honua Kai.What distinguishes this...
Hawaiian Escape with all the Amenities
Located in one of the newest and most sought after resorts in Hawaii, this beautiful ground floor 2-bedroom, two full bath upgraded condominium with lanai and garage parking is right in the heart of the gated Ko Olina Kai golf course community. It is a short walk or...
Going Green at the Kuleana Ranch.
Off grid luxury. Powered by state of the art photovoltics solar hot water. Surrounded by thousands of acres of DNLR land. Super quiet and private. Complete with granite counters, open beam celings, tiled shower, mountain and ocean views. Partially covered 400 sq. ft....
Hilo Shangrila - Oceanfront, Pool and Hot Tub Private Vacation Rental
Let the oceanfront, gated retreat of Hilo Shangrila envelop you, with its private saltwater pool, hot tub, and covered lanai, all just a stone's throw from the peaceful Pacific. New air conditioning has been added in all bedrooms for total guest comfort. We are...
Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
ALOHA AND WELCOME TO HALE KAI # 215 Located right on the ocean on the beautiful island of Maui, our second floor Condominium can be your home by the sea. View Molokai, watch sailboats pass by, and during the winter months, watch whales -- all from the lanai. You can...
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
This condo is near beach, across from ocean in Waikiki. The home itself is a cozy two bedroom ( Queen size beds) home and one bathroom with two balconies. This condo is perfectly situated walking distance to everything in Waikiki. We are one block from Waikiki beach,...
White Sand Beach - Puako Beach House - Beach 69
Experience true paradise in this charming Puako beach house! Featuring two bedrooms and two bathrooms, it`s the perfect spot for a family or small group getaway. Just steps away from Beach 69, you can enjoy the peace of the ocean along with a relaxing stroll to take in...
This six-bedroom gem combines two of our very finest adjacent three-bedroom oceanfront residences to create a true masterpiece, perfectly suited to larger groups or families. Each of these oceanfront residences offers sweeping oceanfront views, abundant living space,...
Lush, peaceful, Vista Waikoloa B201! Walk to the beach, sunset, dinner & shops!
OWNER OPERATED. Our condo is perfect for 1 or 2 couples with King and Queen beds and 2 private bathrooms (1 ensuite). It is a spacious end unit with garden views from every window and a peek of the ocean from the huge covered lanai (400 square feet) with dining table...
Beachside Retreat with High-Speed Wi-Fi and Pool
Summary:🏖️ Walk to the beach, shops & top restaurants 🌅 Stunning garden lanai – perfect for coffee & wine 🛏️ Ultra-comfy queen beds for a restful sleep 💦 Resort-style pool, hot tub & BBQ area 📺 Smart TV & high-speed WiFi for entertainment 🚗 Free parking for hassle-free...
Hilo Lagoon 2 BD Condo-A/C, Pool
About this spaceThis peaceful condo is located in the heart of Hilo at the Hilo Lagoon Center. Walking distance to downtown, restaurants, shopping, lagoons and Hilo Bay parks! Fully Air Conditioned, total amenities, 24 hour security bldg.This nice 2-bedroom condo offers...
Golf course views with custom gourmet kitchen
Kapalua Golf Villa 18T1&2 is a 2-bedroom, 2-bathroom villa situated right on the Kapalua Bay Course and can accommodate up to 4 guests. Beautifully renovated, step inside to enjoy the high end kitchen featuring top of the line appliances, custom cabinet, and gorgeous...
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the lanai, you have the feeling of being on a cruise ship, looking down directly into the ocean. The constant sounds of the...