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.
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
Koa Lagoon 506 | Beach, Pool, Sunsets and More!
You’ll wake up to a stunning view of the ocean when you vacation at Koa Lagoon 506. Guests regularly report seeing Humpback Whales, Green Sea Turtles, and Spinner Dolphins cavorting in the Pacific. Start the day with a cup of coffee on this balcony or walk down to the...
KS 942 Spacious Penthouse Studio w Ocean Views Pool AC
Kaanapali Shores 942 Spacious Ocean View Studio at Kaanapali Shores BeachFront Resort w/ Pools 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,...
Plan Your Hawaii Vacay at Grace's Oasis!
Summary:Aloha and welcome to the Big Island! Grace’s Oasis, a charming 2-bedroom condo on Hawaii’s west coast is ready to host the tropical vacation of your dreams. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This home is...
A Peaceful Paradise for Your Kona Coast Vacation
Ocean Breeze, Garden Views & Island ComfortKeauhou Kona Surf & Racquet Club | 2BR/2BA | Ground-Floor RetreatExperience the perfect blend of tropical tranquility and modern convenience at this beautifully renovated ground-floor condo in the oceanfront community of...
Enchanting ocean view condo with pool, lanai, full kitchen, & washer/dryer
Kihei Park Shores 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience epic ocean views in a tranquil setting when you visit gorgeous Maui. Witness a view that's always...
Steps from the Sand! Modern Suite w/Free WiFi, Full Kitchen – Waikīkī Shore 210
Welcome home in Waikīkī! You’ll love apartment-style living with all the modern amenities you’ll need to have an ultra-comfortable and convenient vacation. Beautiful contemporary designs adorn this one-bedroom one-bathroom suite. Enjoy upgraded full-size...
Oceanfront Oasis at Royal Mauian 518: Sapphire Views & Prime Location Await!
Royal Mauian #518 – Spacious Oceanfront Retreat with Panoramic ViewsRoyal Mauian #518 is a stunning three-bedroom, two-bathroom condo offering prime oceanfront views and a spacious layout ideal for families or groups. Situated on the fifth floor, this west-facing...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
Dolphin House | 3 Bed, 3.5 Bath
This show stopping home in Keauhou Estates features massive views from nearly every room. Upon entering the home, the entry boasts a grand water feature created by famed marine artist Dale J. Evers, showcasing life sized bronze dolphins. Step down into the great room...
Ocean views at Keauhou Gardens! Spacious 2-bed, 2-bath condo with lanai
Enjoy this two-bedroom, two-bathroom Keauhou Gardens unit. Take in the ocean views from the lanai, large open living area, and spacious lanai. This property is located on Alii Drive in the Keauhou area, close to beaches and Keauhou Harbor. Upon entry, you will notice...
Ground Floor Treasure: Beautiful Oceanfront Retreat - Kihei Surfside #107
Kihei Surfside #107 – Ground-Floor Ocean View Retreat Just Steps from the BeachEnjoy the relaxed charm of South Kihei at Kihei Surfside #107, a ground-floor ocean view condo with direct access to the resort’s iconic oceanfront lawn. This 1-bedroom, 1-bathroom unit...
Need some Sunshine and Salt Water Therapy? Stay at Hale Mahina Maui Hawaii **
Just steps away from the beach this ground floor direct ocean front view unit is a great pick for your Hawaiian vacation. This condo features a newly remodeled kitchen and bathroom, tiled throughout. Condo includes full size washer and dryer as well as a large flat...
Free-Standing Units On Gorgeous North Shore Kauai! 5 Minute Drive to Hanalei Ba
This incredibly quiet, family-friendly resort is perfectly situated alongside the Makai Golf Course. The resort is a short ten minute drive from world-famous Hanalei Bay and Princeville Shopping Center is just five minutes away.Prices shown are for our two-bedroom...
Sugar Beach Resort 223: Beautiful Ocean Front Views from this 1 Br Condo
Enjoy spectacular Ocean Front views from the private lanai and the living area of this one-bedroom condo. There is a fully equipped kitchen that is perfect for making meals to dine-in or to take with you while on the go. The bedroom has a king bed, allowing this unit to...
Spacious high ceiling studio w/FREE PARKING! in Central Waikiki, Luana Hotel
Luana Waikiki Hotel and the spacious unit were recently renovated completely. This hotel situates at the entrance to the famous Waikiki strip and close to the world-renewed Waikiki Beach, shoppings, dining, and Convention Center, which are within a 2-10 minute walk.It...
Remodeled Oceanfront Suite - Paki Maui 109
Ocean front views in our Paki Maui vacation condo in Honokowai, one floor up from ground level. Our Paki Maui condo is remodeled with tile throughout and is tastefully furnished including new furniture package. Enjoy the Visitor's Channel on cable TV in the living room...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Recent updates with ocean views and beach access B315
It's a lovely day in Maui! Interior set up for Maui living, tile flooring and ocean views from kitchen/living room. Sit back and relax in condo B-315. Resort property located on the ocean front in sunny Kihei, you can watch it all unfold from your lanai view deck.Large...
Oceanfront Condo with Shared Pool & Hot Tub, New Central A/C installed
Makahuena 4105 Poipu Ocean BreezeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Listen to the waves as you sleep in this partial ocean-view condo located within the Makahuena at...
Mana Kai Maui Resort condo near beaches & waves with pool
Mana Kai Maui Resort 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Lush Garden Views and Air Conditioning at Royal Sea Cliff, Kona Coast
Turn moments into memories in this lovely two-bedroom, two-bath, Royal Sea Cliff property. This unit has plenty of room for all your guests and a great Hawaii vibe. Soak up garden views, central air conditioning, and enjoy the amenities this property offers.Upon entry,...
Luxury One Bedroom For Vacation Lovers! Free Parking! & Free WiFi!!
Luxury One Bedroom for Vacation Lovers at 35th floor! Free Parking & WIFI!! 1 block to Waikiki Beach!Perfect location! Only 1 block from the world-famous Waikiki Beach. Easy walk to restaurants, shops, Kapiolani park. Conveniently located near bus lines.This unit is in...
Centrally Located Beach Front Oasis-Newly Remodeled-New Photos coming Soon!
This perfectly located beachfront property boasts over two miles of uninterrupted, sandy shoreline. Sugar Beach Resort #209 is nestled in a quiet community with many opportunities to make memorable moments. This central location and close proximity to main roads invite...
Stunning Ocean Views from Both Bedrooms - Kealia Resort 304 - Beachfront Gem!
KEALIA RESORT, #304Welcome to Kealia Resort #304, a beautifully appointed third-floor oceanfront condo offering stunning views of Ma‘alaea Bay and beyond. With a spacious layout, modern comforts, and direct access to Sugar Beach — Maui’s longest stretch of sand...
Peaceful ocean views, close to Maui's top beaches
Noelani 114 is a Studio condo located on the first floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. The condo can accommodate up to 2 guests with a queen-size bed. The spacious main living area includes Hawaiian-themed...
Ocean & Diamond Head Views 8th floor with Balcony
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and...
1 BR w/ Great City Views, 3 mins to Waikiki Beach!
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...
Plantation Hale K10 by Destination Kauai - A/C, Mountain Views, Near Coconut Marketplace
E Komo Mai, Welcome to Plantation Hale K10!1-bedroom/1-bathroom second floor condo is located just 15 minutes from Lihue Airport in the lovely town of Kapaa. Enjoy mountain views and swaying palms from your private lanai. The bedroom has a king sized bed, a flat screen...
Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways through the open garden that leads to the oceanfront pavilion and long pleasurable strolls on the beach of Keawakapu....
Casa De Emdeko Condo w/ Pool A/C & Ocean Views
Summary:Casa De Emdeko is a great place to stay on the Big Island of Hawaii. This 1 bedroom/1 bathroom home can accommodate up to 3 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this...
Turtle Bay Sea Breeze Condo by RedAwning
Affordable, comfortable second story 1 bedroom + loft and 2 bathroom condo.Nice ceramic tile in the entry, bath, and fully equipped kitchen. Carpet inthe living room, bedroom, and loft (September 2019), with spiral staircase.A/C in the bedroom only. Free WiFi. Interior...
Oceanfront Condo 🌅 Large Wrap-Around Lanai Almost Hanging Over The Ocean! 🐳 Hale Kona Kai 413
Fully renovated in August 2024! Enjoy true comfort and class in this absolute oceanfront condo with large wrap-around lanai, providing a generous outdoor space and expansive ocean view. A stunning walk-in shower with custom tile work, open kitchen design w/ brand new...
Beautiful Mountain View Corner/End Unit 1Bed/1Bath at Waikiki Banyan #2513-T2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Ko'olau mountains and Ala Wai golf course.This 25th floor unit of the Waikiki Banyan is fully furnished with one king size bed, one sofa bed in the living room, dining table with...
#11 Beautiful Ocean View, | 0 Bed, 1 Bath
This studio unit is on the ocean side of the complex and features beautiful ocean views. King Bed in sleeping area as well as a pullout sleeper sofa....allowing for an occupancy of up to 4 guests.Unit comes fully furnished with linens, towels, beach towels, shower...
Vacation condo with grill, AC, pools & hot tub - near beaches
Maui Kamaole M107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. This spacious condo has 1000 sq ft of...
Private and Quiet, Luxury Family-Friendly unit in Fairways at Mauna Lani
FAMILY FRIENDLY: Easy access from Lanai to the Fairways pool and fitness centers. Viking BBQ in downstairs Lanai. 4 small appliances and 7 major household appliances. Our townhouse villa has the warm feel of home, (the owners absolutely love the Big Island!) and...
Sugar Beach Resort Condo w/ Shared Grill, Private W/D - Beaches & Beyond
Sugar Beach Resort PH26Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Classy Renovated Studio in Marine Surf Waikiki with Free Parking!
The cheapest vacation rental rooms in Marine Surf Waikiki!!The room rate can be less than a half of other Marin Surf rooms. And less than a third of other hotels in Central Waikiki!!This room is not like hotels, we have the full kitchen and also parking!!This recently...
Best Value in MAUI NOW!!! Specials
The Maui Vista Resort and condo is located at two of the best beaches. Across the street is Charlie Young Beach Park & Kamaole Beach Park I. Cove Park, a great surfing location, is just around the corner and with in walking distance to the Maui Vista complex. The condo...
Beachfront Kihei Sanctuary w/ Lanai & Ocean Views!
Let this alluring beachfront Kihei vacation rental serve as your own personal oasis in beautiful Maui! With 2 bedrooms, 2 bathrooms, a private lanai, and sensational ocean views, this condo leaves nothing to be desired. Wake up early to catch the morning surfing waves,...
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Maalaea Banyans 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy lying on lounge chairs in front of a beach, watching sunsets from your lanai, or just seeing if the sandy...
Hale Kamaole 264 Second floor condo, easy access to best beach on Maui!
Great Ocean and mountain Views. Two bedrooms with loft. Upstairs master bedroom has king bed,downstairs bedroom has two twin beds. Living room and loft both have queen sofa sleeper. New islandstyle furniture in master and downstairs bedroom which were purchased in Jun...
Ground Floor, Corner Condo with Convenient Location
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030194Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of...
Hale Kamaole 177 Ground floor condo, easy access to best beach on Maui!
Ocean View from dining room & lanai. Close to pool and BBQ. Comfortable furniture. King bed in bedroom with queen hide-a-bed in living room. Very nice up-to-date kitchen and bathroom cabinets. Walk-in cultured marble shower insert. This condo seems light and spacious...
Keauhou Punahele#D-103 Ground Floor, Spacious Lanai, Personal BBQ, VERY Quiet
Keauhou Punahele#D-103 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom. It's equipped with...
Sugar Beach PH8: Sparkling Ocean Views Await!
Welcome to Sugar Beach PH8, Sparkling ocean views! This 1 bedroom/1 bath is perfectly located in North Kihei right on the beach! This Penthouse condo offers an open and airy feel. Take in a breathtaking Maui sunset right from your private lanai. With seating for four,...
Fourth-floor condo with free WiFi, furnished lanai, shared pool
Kona Pacific C421Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a private, covered lanai with treetop views and a warm and colorful interior, this single-level Kona condo...